Personalized care for your dog or cat - Oostburg

Highly-rated overnight sitters - Oostburg

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
72 reviews
30 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily and Bryan truly love dogs and what they are doing. We can trust our dog, Scannon with this caring and compassionate couple. We really appreciated the fun pictures and videos that Emily sent. We will definitely book with them again and would highly recommend to anyone!

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Linda F.
Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$44
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Sheboygan, WI, 53081

Karen was fantastic with Dottie! She sent us an update and photo each day and loved our dog as her own. I would definitely have her watch our dog again.

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Haley P.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
385 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

This was my first time having my boy stay at Judy’s and I really appreciated all the contact I had with them all week. She sent lots of photos and updates, I think he’ll be bored silly back home with me! Thank you for taking such good care and making me feel comfortable as well! Beats being in a 3x6 cage all day at a kennel. So glad my Sister recommended Rover to me! Thank you Judy and Team!!

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Angela K.
Sitter Profile Image: Luana L.
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Luana L.
from
$25
per night
4.7 out of 5 stars
46 reviews
23 repeat clients
15 years of experience
Cascade, WI, 53011

Luana was accommodating, easy to work with and clearly a devoted animal lover. She took great care of our little dog and was especially mindful to make sure he was safe, because he’s a quick, little escape artist. We appreciate her care and will be back when we’re in Wisconsin.

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Eden M.
Sitter Profile Image: Cathy N.
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Cathy N.
Star Sitter
from
$40
per night
5.0 out of 5 stars
127 reviews
56 repeat clients
28 years of experience
Sheboygan, WI, 53083

Cathy & Matilda did a great job taking care of Jake. He enjoyed playing with the other dogs & enjoyed the special attention they gave him. It was so nice to receive pictures & updates from Cathy during the week. We will definitely ask Cathy & Matilda to sit for Jake again.

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Debra L.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley S.
Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.

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Nancy M.
Sitter Profile Image: Diane & Dale G.
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Diane & Dale G.
from
$35
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Random Lake, WI, 53075

Diane and Dale went above and beyond to accommodate our schedule and care for Oliver. He fit right in with their dog, Lexi, enjoyed the walks around the pond and was well-loved. I highly recommend them!

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Pamela B.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
167 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

We had a wonderful experience working with Frankie this weekend!! Our dog Kora had such great spirits when we picked her up, after spending the day and evening with Frankie!!! Will definitely go back to have her host for daycare for our little Kora!!

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Kimberly J.
Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
16 years of experience
West Bend, WI, 53095

Our pup had a great stay with Rebecca and Matthew! I was really looking for a home with a family that would interact with her regularly, meet her high energy needs and be able to have her in a calm, family environment ~ they were excellent in providing our pup with everything we were hoping for, and they truly went above and beyond! We are so pleased with her stay; with it being our first Rover experience, we were very relieved with the overall experience, and highly recommend Rebecca and her family.

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Monica S.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Halligan was so awesome and took care of our puppy this week. I got multiple updates, photos AND videos. It was so reassuring to know that Luna was with someone very caring and dependable. It made going on a work trip that much easier. Thank you, Halligan, so much! <3

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Elizabeth M.
Sitter Profile Image: Kelly L.
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Kelly L.
from
$26
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

Kelly took great care of my girls! She sent pictures and updates and that put me at ease that they were doing good while I was home! We will definitely go to her again!!

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Shawn C.
Sitter Profile Image: Mary G.
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Mary G.
from
$40
per night
5.0 out of 5 stars
86 reviews
37 repeat clients
50 years of experience
West Bend, WI, 53090

Mary was absolutely wonderful to work with!! She was so accommodating and my dogs loved her! She sent updates every day and I felt so comfortable knowing they were being so well taken care of (and spoiled). Finding a dog sitter that I can trust and that I feel like my dogs will do well with has been a challenge, but I think I have found my "regular dog sitter!" I am looking forward to working with Mary again. I would highly recommend her ~ especially for lower energy, senior dogs.

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Michelle R.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
from
$45
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Sheboygan, WI, 53081

Had consistent updates and felt very comfortable leaving Furb with Hannah & Braxton B while we were on vacation. Furb said it went super well and already misses his new friends.

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Josh W.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sheboygan, WI, 53081

Laura boarded Wiley for a weekend. Wiley was well taken care of and enjoyed her Yard. Wiley often has anxiety when we are gone but adapted to Laura and family nicely. He was a happy boy when we picked him up. Laura sent photos and communicated how Wiley was adapting. All went perfectly. I highly recommend Laura to watch your dog.

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Kathleen N.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
130 reviews
49 repeat clients
25 years of experience
Belgium, WI, 53004

Our 2 pups love spending time at Shannon’s place. She is very attentive and our dogs come home in great shape. Would recommend Shannon to all my friends.

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Deborah C.
Sitter Profile Image: scott r.
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scott r.
from
$40
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Sheboygan, WI, 53081

Scott was great!! He was very accommodating with all of Sadie’s needs and our concerns. He mentioned a few activities that he would do and showed us where Sadie would go out and play. The area was fenced in and very secure. He has two dogs of his own and they were very friendly and Sadie got along great with them.We felt very comfortable after dropping Sadie with Scott. We highly recommend him, and would certainly use his services anytime.

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Mary-Jane T.
Sitter Profile Image: Kerry S.
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Kerry S.
Star Sitter
from
$42
per night
5.0 out of 5 stars
78 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

Kerry and Bruce were AMAZING with my dog, Scout! They were both so sweet and talked about how much they loved spending time with him! We did a quick meet and greet and I felt so secure leaving Scout with them. Will likely use them again! Such a sweet and a caring couple!

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Sanna F.
Sitter Profile Image: Bryce W.
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Bryce W.
from
$30
per night
7 years of experience
Sheboygan, WI, 53081

About: I love animals, and I care deeply for them. Their company never bothers or annoys me. It makes me happy to take care of them. 😊 I've been taking care of animals since I was little, and I've had a variety of them. I'll never judge an animal or get angry with one; they are pure and true. I've owned and looked after hamsters, lizards, birds, dogs, and cats of different shapes, sizes, and ages throughout my whole life, providing the necessities they need. I'm currently free all the time, so I can always be there. I can be ready anytime during the day and for a decent amount of hours. As a pet sitter, I prioritize providing a safe, loving, and comfortable environment for furry friends like yours, either in my home or outside and/or your home.

Sitter Profile Image: Christine M.
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Christine M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
204 reviews
67 repeat clients
25 years of experience
Cedarburg, WI, 53012

Zoe had a great time with our sitter this past week. They kept me updated on a regular basis and it was fun to see her enjoying herself. I will definitely rebook with the sitter again. They are great!

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Jennifer R.
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Over 4.1 million
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Cat caregivers near you - Oostburg

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$15
per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

Maria did a drop in visit with my pups and I felt good knowing they were in her care. She sent videos and photos and kept me posted about how they were doing. She even gave them fresh water. Would definitely book her again!

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Brittaney P.
Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
24 reviews
5 repeat clients
10 years of experience
Sheboygan falls, WI, 53085

Thank you so much for you help!

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Angie M.
Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
154 reviews
31 repeat clients
30 years of experience
Sheboygan, WI, 53083

Kathryn did a fantastic job, cats were well taken care of and she sent pictures daily. First time using this service and will definitely have Kathryn come back to watch my fur babies again!!

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Theresa M.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
385 reviews
137 repeat clients
30 years of experience
Sheboygan, WI, 53081

So wonderful and sent the best updates that took Away all my anxiety about leaving my sweet fur baby for a few days. Thank you so much Judy you are awesome!!

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Aubrey G.
Sitter Profile Image: Casey V.
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Casey V.
from
$14
per visit
15 years of experience
Sheboygan, WI, 53081

About: I provide calm, reliable care for cats, especially those who are shy, independent, or sensitive to change. I take a low-pressure approach and let each cat set the pace for interaction. I’m attentive to routines, appetite, litter box habits, and subtle behavior changes, and I understand that many cats prefer consistency over attention from new people. My goal is to keep your cat comfortable and stress free while you’re away, whether that means quiet companionship or simply maintaining their normal routine. I have a healthcare background, so I'm attentive to subtle changes in behavior or routine.

Sitter Profile Image: Cindy L.
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Cindy L.
from
$14
per visit
1 repeat client
10 years of experience
Random Lake, WI, 53075

About: I recently lost my senior cat, Tigger. He passed away in August 2025. Tigger was very sick. I spent multiple hours per day providing care. Tigger had a chronic digestive illness that required care from someone who had critical attention to detail. I administered his medications every 12 hours, cleaned him up after he used the litter-box, provided him emotional support, syringe fed him wet food during his final days, and more. I currently work in the healthcare field as a clinical pharmacist (for humans). I truly understand how important it is not only for humans to have their medications on time, but for animals to have their care on time as well. I dedicated an entire 10 months of my life to help Tigger live those 10 extra months. My timeliness, organizational skills, and attention to details allowed me to provide the best care for Tigger. I have been devastated since his passing. I currently still have 2 cats at home (Apollo + Moon). They're the sweetest boys and make my life very full. I lived with cats almost my entire life, and I know how important it is to keep their daily schedule the same. I always make pet care a priority. My animals (and the ones I am looking after) are the first things on my mind. Taking care of animals is more than just a job, it is now my lifestyle. 💕 I always make sure the animals have access to clean, cool, fresh water. That is the most important task, that I will always check on first. Secondly, it is most important to ensure each animal has appropriate access to food in the quantity and quality needed for them to maintain a healthy life. I have experience with feline prescription food diets, and understand the importance to not deviate from their special food. Thirdly, it is important that animals have access to a clean and stress free potty area. As a cat mom myself, I am constantly cleaning the littler box area for my own fur children to ensure they have a tidy space to use the bathroom.

Sitter Profile Image: Patty W.
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Patty W.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
47 reviews
15 repeat clients
20 years of experience
Sheboygan, WI, 53081

First time using anyone for staying in-home to sit my cat. Patty was exceptional in the care of my not-so-healthy cat. I had complete confidence in Patty and my cat is doing well upon our return. The “extras” Patty does is above and beyond. I would highly recommend Patty!

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Lori M.
Sitter Profile Image: Crystal R.
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Crystal R.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
22 years of experience
Sheboygan, WI, 53081

Crystal was very nice at our Meet & Greet and made sure to take any important notes down. She followed all my pet care instructions perfectly & made sure my babies were taken good care of! I felt relaxed knowing that she had it all handled. I will be booking with her again in the future!

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Cassie W.
Sitter Profile Image: Madison H.
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Madison H.
from
$14
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
3 years of experience
Random Lake, WI, 53075

Kitty is very shy and always comes out to see Madison. I love that she actually spends time with him. I feel bad leaving him and am at ease knowing she will be there.

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Dena T.
Sitter Profile Image: Katelyn D.
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Katelyn D.
from
$23
per visit
20 years of experience
Oostburg, WI, 53070

About: I've had cats in my household from the age of 6 and I absolutely adore them! I can provide kitties if any age with feeding, litter box cleaning, and play/enrichment time.

Sitter Profile Image: Madison W.
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Madison W.
from
$11
per visit
15 years of experience
Sheboygan, WI, 53081

About: I've taken care of neighbors, family, and friends' cats for many years- I even have two of my own! A Siamese, Tofu, and a Persian, Marci. I love animals of all shapes and sizes and can't wait to meet your kitties!

Sitter Profile Image: Danielle R.
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Danielle R.
from
$17
per visit
5.0 out of 5 stars
2 reviews
2 repeat clients
16 years of experience
Sheboygan Falls, WI, 53085

About: I grew up with pets in my household and have an a great love for dogs of all types! Although I do not own a cat of my own, I do love to play with cats, watching their curious eyes. I enjoy walking/running around with the dog to keep them and myself healthy! I am fairly flexible and am willing to come in and help out at even the oddest times of the day, I am very good at following directions, and pride myself in being thorough with my appointments. Your pet is very special to you, and deserves quality care when you can’t be around. Reach out to me if you need a new pal for your loving, furry member of your great family! Work full time but get up early to get a good dog walk in and the fetch or puppy pool time in the afternoon after work. I have 67-acres where your pet could run! A pond to splash in and a huge ball field for catch! One dog boarding at a time.

Sitter Profile Image: Aiden B.
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Aiden B.
from
$23
per visit
15 years of experience
Sheboygan, WI, 53081

About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.

Sitter Profile Image: Makayla H.
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Makayla H.
from
$13
per visit
2.0 out of 5 stars
2 reviews
3 years of experience
Cedar Grove, WI, 53013

About: I My boyfriend & I have 4 cats of our own- ages 17, 16, & 7 months. The best thing about cats is they all have their own unique personalities, & that goes to show in our household! I understand that some cats are skittish or specific to certain people, while some are happy go lucky & want all the attention they can get. With our senior cats I have had to give pastes, oral medications, & topical ointments. I am no stranger to feeding wet food, or doing daily litter box cleans!

Sitter Profile Image: Mya R.
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Mya R.
from
$10
per visit
5.0 out of 5 stars
6 reviews
3 years of experience
Sheboygan, WI, 53083

Mya was absolutely wonderful! This was my first time using Rover and she went above and beyond any expectations! She cared for my animals so well and kept me updated which I greatly appreciated. I would highly recommend.

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Kayla K.
Sitter Profile Image: Nicole T.
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Nicole T.
from
$12
per visit
7 years of experience
Sheboygan Falls, WI, 53085

About: My name is Nicole, I have been a vet tech since 2016 and I worked in a doggie daycare for a year. I have 2 dogs and 3 cats of my own. I love animals and hiking! The perfect combo! Thank you for trusting my with your fur babies, I know how special they are to you, as they are to me too! I work a full time job, but aside from my fur kiddos I have no dedications that need to come above ur fur kiddos too! I will care for your fur babies just as if they were my own. I will treat the with the love and respect they deserve.

Sitter Profile Image: Kayla S.
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Kayla S.
from
$20
per visit
4.9 out of 5 stars
13 reviews
3 repeat clients
12 years of experience
Plymouth, WI, 53073

Kayla was great! She was super reliable and friendly. I appreciated getting her daily updates about my kitties. It really put me at ease knowing they were in good hands!

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Lindsey M.
Sitter Profile Image: Samantha V.
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Samantha V.
from
$9
per visit
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Sheboygan, WI, 53081

Samantha was great on super short notice!

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Marissa M.
Sitter Profile Image: Salena L.
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Salena L.
from
$32
per visit
5.0 out of 5 stars
32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

Salena did a fantastic job looking after my four cats. She communicated with me regularly to let me know how things were going and she took photos in which I could see for myself how my pals looked, and they all looked good. I would recommend her highly. I am totally and completely satisfied.

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Aaron R.
Sitter Profile Image: Travis P.
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Travis P.
from
$27
per visit
5.0 out of 5 stars
7 reviews
12 years of experience
Sheboygan, WI, 53081

About: 🐾 Welcome!🐾 Are you searching for a loving and caring home away from home for your furry friend? Look no further! With over 14 years of experience, I've been proudly welcoming dogs into my home, treating them as if they were my own. 🐶 Meet the Pack: We're a household of two adorable yellow labs who are always eager to make new friends. Our dogs are not just pets, they're family, and they can't wait to share their playtime and cozy naps with your pup. 🏡 Home Sweet Home: Your dog will feel right at home in our comfortable and dog-friendly environment. Whether it's exploring the backyard, lounging on the couch, or enjoying belly rubs, every pup gets personalized care and attention. ❤️ Passionate Pet Lover: As a lifelong dog enthusiast, I've cared for dogs of all shapes and sizes. From energetic pups to gentle seniors, I love them all! Rest assured, your dog will be treated with the utmost love, respect, and affection. 📸 Stay Connected: I understand the importance of peace of mind while you're away. That's why I'll keep you updated with photos and messages, so you can see just how much fun your dog is having during their stay. 🐾 Book Now: Ready to give your dog the ultimate vacation experience? Let's schedule a meet and greet to ensure it's a perfect fit. Your dog will thank you for the adventure! 📩 Contact Me: Feel free to reach out with any questions or to book your dog's stay. We can't wait to welcome your furry friend into our pack! Looking forward to wagging tails and happy memories together! Travis 🐾 I have had the pleasure of growing up on a farm surrounded by around animals my entire life. My family has owned many gorgeous retrievers that I fell in love with and took care of. I’d be in charge of walking, letting them out or dog sat for the weekend once I was older. Growing up this way has been a positive learning experience that lead me to be a great dog owner. 10 years ago I adopted Sadie, my first baby. She’s a beautiful lab mix. I have learned so much in the last decade about training dogs. I’ve taken puppy training class and still use a lot of that knowledge till this day. Sadie is extremely well trained and if I could I would 100% be a dog trainer. I’m not a dog whisperer but I definitely have a good understanding of how to handle pups and adult dogs. Dogs are easily my main love, but all animals have a special place in my heart. I value the connection and constant love they show towards their owners. I treat my dog like my daughter and would love to have have more one day. It would be a pleasure to care after your family member. I work full time M-F, with the ability to stop at home during the day. Also my wife is home most Mondays, Thursdays, and Fridays. So we work together to let the dogs out at appropriate time and keep them on their feeding schedule. Weekends are fun times with plenty walking, hikes, swimming, and dog parks if the owner is comfortable with us doing so. We go for two to 3 walks a day with our playful lab pups. We always have dogs on leash, and we have multiple kennels for our dogs if needed.

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Perfect for high energy dogs - Oostburg

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
385 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy and Paul provide the perfect day care for our lab. She needs security and activity. Judy ‘s place is very dog friendly and Paul made sure Rona had supervised play that included fetch, Rona’s favorite pastime. I would recommend Judy and would plan to use her dog care service whenever we are back in the area.

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Ginny W.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$35
per day
5.0 out of 5 stars
167 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

Frankie was so nice. We met before the scheduled date. She gave a detailed and great description before the drop off time and made sure everything was fine. Riley came back happy.

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Golya S.
Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$25
per day
5.0 out of 5 stars
72 reviews
30 repeat clients
15 years of experience
Sheboygan, WI, 53081

About: ☀️$35/night for bookings during August 1st-September 30th! Discount applied at booking. Does not include Rover's booking fees. Holidays discounted to $43/night. When your pup comes here, you can expect heart, home, and a whole lot of wholesome fun! 🐾💛 Our business model is built on trust, transparency, professionalism, and safety. We are also fully insured by a third party. ✔️ We have owned a dog all our lives! We currently have one dog, Sadie, who is the most affectionate hostess you could meet. 🥰 Between Bryan and Emily, hours are logged volunteering at the humane society, dog-sitting for large and small dogs alike, and experiencing all personalities. With over 15 years of personal experience pre-Rover and over 5 years on Rover, we treat dogs personally, as the individuals they are! Developing a personal understanding is our priority so that the dog feels comfortable and well-loved, even if mom or dad aren't there. The activities naturally follow! Our family favorites are long walks, visits to the dog park, and zoomies around the house. Our family can't wait to add your dog to our fluffy circle of friends! We have one toddler. We have enough space to keep her separate from the dogs we take on and take every precaution to promote complete safety. Regardless, we do require all dogs to be tolerant of children as a baseline precaution! (*PLEASE NOTE* Dogs MUST be friendly with other dogs and children. A meet and greet is required prior to any new bookings. Due to the fact we want to accommodate daycare and boarding clients, we require as a prerequisite that your dog be good with other dogs as there may be times they overlap. We take every precaution to keep any overlapping dogs separate unless/until we are 100% confident they will be safe and friendly buddies! We will also *always* ask first about your comfort level with overlapping bookings! For new clients, overlapping is avoided if at all possible. Sometimes, it just happens, be it a few hours of daycare or a pickup/drop off. Thank you for understanding.) Emily is a stay at home mom. Bryan works a mile away and comes home for lunch! We try to make it a daily routine to fit a walk into the morning or the evening. Our schedules are extremely conducive to pet care! *EXPANSION COMING SUMMER 2026* A personal home environment with large kennel standards. ✨ Fully insured with policies built on trust. We live in the spacious upper unit of the duplex we own. Our home is dog-proofed - everything edible is either well out of reach or, in the case of our trash can, has a child lock. Our yard is not fenced in (soon to change, stay tuned!) so we ensure our dogs are securely leashed before exiting. Currently, we max out at two dogs taken in at a time, only with explicit owner permission to overlap dogs from different households. When we expand in August '26, we will raise that to 4 with the ability to keep small dogs (30lbs and under) completely separate from large dogs, and keep all dogs separate from each other. We regularly clean and sanitize dog spaces and dishes! Emily and Bryan are experienced in dog behavior. We monitor all play very closely and keep dogs in separate rooms at meal times. Dogs are encouraged to join us on the couches and overall treated like family – minus the access to human food, of course, much to their chagrin. ;)

Sitter Profile Image: Karen M.
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Karen M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
9 years of experience
Sheboygan, WI, 53081

About: We recently lost our senior dog, so we have lots of doggy love available for your pet! I work from home, so your pet will get lots of attention, frequent visits to the backyard, and a walk at lunchtime. I work from home full time, so I'm here to interact with your pet and provide frequent breaks for play and potty. My boyfriend gets home from work in the late afternoon and will shower your pet with affection as well! I have a small, unfenced yard and will let your dog outside on a long lead to keep him/her safe and under my supervision. Your dog will have access to kitchen, living/dining room, bathroom, and up to 3 bedrooms. Basement will not be accessible.

Sitter Profile Image: Kelly L.
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Kelly L.
from
$25
per day
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

You have a great place for a pup to hang out! Thank you for taking care of Duke, he must have had a great time because he’s all tuckered out! We hope you’re available next time we are in the area. Take care, and thanks!

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Erin K.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per day
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sheboygan, WI, 53081

Everything was great! Easy to communicate with and sent some updates/ pictures.

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Elizabeth Z.
Sitter Profile Image: Aiden B.
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Aiden B.
from
$35
per day
15 years of experience
Sheboygan, WI, 53081

About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.

Sitter Profile Image: Yana C.
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Yana C.
from
$27
per day
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

About: I have 10 years of experience caring for pets, including dogs of all sizes and temperaments. I truly enjoy spending time with animals, making sure they get plenty of exercise, attention, and love. Whether it’s energetic walks, playtime, or simply giving a dog some extra affection, I treat every pup like my own. I’m also comfortable with feeding routines, basic training, and caring for senior dogs or puppies I’m currently working part-time, so I have plenty of flexibility to care for pets. I’m available for morning, afternoon, and evening walks throughout the week. I love being outdoors and can easily adjust my schedule to meet your dog’s needs I provide a safe and loving environment for every dog. Walks are always on a leash, and I pay close attention to their behavior and comfort. At home, I make sure pets have fresh water, a clean space, and plenty of attention. I can also follow any specific instructions you give to keep your dog’s routine consistent.

Sitter Profile Image: Rebecah & David C.
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Rebecah & David C.
from
$30
per day
5.0 out of 5 stars
32 reviews
18 repeat clients
10 years of experience
Sheboygan, WI, 53083

About: My husband and I have been watching dogs in our home for over 10 years. Our busy lives of work and family have always held us back from owning our own dog. To satisfy our love for dogs we started watching our friends and families dogs and over the years thru word of mouth we have started getting phone calls asking if we would take on more dogs and then joined Rover. We have experience with small to large dogs, dogs with special dietary needs, dogs that need to be able to run, dogs that want to sit on your lap, to dogs that have medical needs. We believe that dogs should be treated as part of the family. We allow them to sit on furniture, sleep in bed etc.. Our jobs have afford us the ability to be able to adjust our schedules to be flexible and have the option to work from home when we have a dog staying with us. This allows us to be home with your dog to ensure they are getting plenty of play time, outside time and lots of attention. It is very rare that your dog will be home alone for a period of time. Our home is your dogs home... we give the dogs full access to the house. We are non smokers and do not have any pets of our own or small children. We walk the dogs twice a day and have an acre of land that dogs are free to roam, run and play -we like to play ball and tug a rope. We do provide a ground stake with a leash for those that like to run "free". We have ability to work from home and have very flexible schedules when needed. Which in turn allows us to very rarely leave your dog home alone We treat the dogs just as if they were our very own pet.. as part of the family. They have free range of the house .. on the furniture and beds.

Sitter Profile Image: Kayla B.
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Kayla B.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53083

About: Hi! We are Kayla and Austin! My partner and I have Been around many animals especially dogs, our entire life. I (Kayla) Have my grooming license and have dog sit, helped with rescues and administration of medications, physical therapy ect. Offer enrichment and lots of space to run and play! **FYI** if anyone is uncomfortable boarding at my home because we have dogs, we are more than happy, and capable of keeping your pet completely separate while still giving them a positive experience with plenty of space and love. Update 08/13/25 Just to be EXTRA cautious, unless you request otherwise, we will be keeping our dogs separate at all times. I currently have an open schedule so will build and work around everyone as I go. Working on building a great efficient and FUN routine! I have a fully fenced in back yard to play in and lots of toys and enrichment stuff to do while here, can also bring enrichment to other homes. Also can do baths, nails, ears, brushing..anything dog, I'm in!

Sitter Profile Image: Cindy M.
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Cindy M.
from
$35
per day
5.0 out of 5 stars
17 reviews
7 repeat clients
37 years of experience
Plymouth, WI, 53073

Cindy was very kind and sent me photos of Butterbear while he was having fun!

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Bethany P.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$32
per day
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Best Rover ever. My corgis were so happy with the two days they were there and they usually never get that excited with anyone else. Recommending everyone in Milwaukee area to go see her for doggy needs

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Jesi D.
Sitter Profile Image: Samantha V.
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Samantha V.
from
$25
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
5 years of experience
Sheboygan, WI, 53081

About: Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active. Not active.

Sitter Profile Image: Meagan H.
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Meagan H.
from
$27
per day
5.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Fredonia, WI, 53021

Meagan is a 10/10, would definitely recommend!! Meagan is an amazing dog sitter and gives us the peace of mind we needed. Our puppy, Finnegan, runs to her at drop off and has a fun-filled day with lots of indoor and outdoor activity with built in rest time as well. Meagan is extremely mindful and takes the best care of our puppy.

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Jen M.
Sitter Profile Image: Monique B.
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Monique B.
from
$35
per day
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was so considerate of my needs and my boy’s! She saved me so much hassle by taking Manny on such short notice and sent me updates throughout the day. She’s amazing!

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Autumn D.
Sitter Profile Image: Emma P.
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Emma P.
from
$27
per day
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Fredonia, WI, 53021

About: Hi everyone! My name is Emma! I have taken care of dogs for 13+ years. My pup just passed away a few weeks ago and I would love to spend some time with your pups!! I have taken care of my dog for 13+ years, and the last few years have been mostly me taking care of her with lots of medication, etc. I also have taken care of my boyfriends dog many times!! I have also dog sat in my home multiple times, and taken care of others dogs during the day as well! I have experience with puppies & older dogs!! Shoot me a message anytime!! I’m excited to meet your pups!! :) I work from home and do school from home so I am always here! The only time commitments I have throughout the week are a few appointments here and there but they are never more than an hour or two! If you are wanting to bring your pet over for dog sitting, they will be totally safe and have so much fun here! I have a backyard that is not fenced in, however I do have leashes that can be stuck into the ground so your pet can roam freely (within the distance of the leash 😄). I also have lots of room in the house to play! My neighborhood is quiet and spaced out, great for walks! I also have a park just down the road from me that is great for longer walks!

Sitter Profile Image: Jamie B.
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Jamie B.
from
$45
per day
4.9 out of 5 stars
16 reviews
4 repeat clients
37 years of experience
Sheboygan, WI, 53081

Our dog Dakota loves going to Jamie‘s daycare. Dakota does not have an off button but it’s nice to see him come home tired from a day at Jamie‘s. Annie, Jamie‘s Great Dane, is a very kind and gentle dog. Don’t let her appearance freight near. We will definitely be coming back for more stays in the future. Thank you Jamie and Annie!

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Bobby W.
Sitter Profile Image: Lori L.
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Lori L.
from
$35
per day
30 years of experience
Plymouth, WI, 53073

About: I’ve been a dog owner since 10 years old and have not gone without mans best friend since! I currently live on 23 acres in the country and long walks and chasing balls packs in most of the day with my 4 dogs Jetta, Odie, Ruby and Rowley. All dogs are dog friendly and well mannered. Graduating puppy classes to canine good citizen classes, plus dabbling in agility and herding. I currently work Weekends Friday-Sunday and my week is filled with lots of outdoor time on my hobbies farm. Lots of free time during the week helps me have fun with my animals and enjoy the sunshine. All my pets are cat and dog friendly and have full freedom of the property. New comers are always on a 12 foot leash during playtime and walks, unless E-collar trained. When first meeting owners I go over your dogs recall manners and slowly introduce them to the pack on a long property walk. This helps incorporate pack leadership and expelling energy at the same time.

Sitter Profile Image: Emily C.
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Emily C.
from
$40
per day
5.0 out of 5 stars
9 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Emily communicated great before and during our dog’s puppy daycare with her. Her and her husband were both super friendly and listened to our comments regarding our puppy. Our dog got along great with their dog, Ruby. This was a really great experience and I’d highly recommend Emily to anyone.

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Ryan H.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per day
5.0 out of 5 stars
16 reviews
3 repeat clients
10 years of experience
Grafton, WI, 53024

About: Ever since I was little I've always loved dogs! Growing up there were always dogs around and it was so much fun. Fast forward-I am a stay at home mom but was previously a nanny and some of the families had 1 or 2 dogs that I loved playing with, taking on walks, and snuggling. I would stay for 1-2 weeks throughout the year at their house watching their dogs while they were on vacation. From playing fetch, back scratches to belly rubs, breakfast and dinner, and all of the in betweens you'll know your dog(s) is/are in great hands! It's always so much fun walking in the door and having a dog greet you being so happy that you are there! I've done many overnight dogsitting nights as well as popping in once/twice during the day to let them go potty. I do have small children at home so family/child friendly dogs only please :) I stay home with my kids so the day is flexible for potty breaks, drop ins, walks, etc. There are some days where we may be gone for a few hours on an outing. I provide care in my home. Lots of snuggles, play time, and walks (weather dependent). I take care of your pet(s) as if they were my own.

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Sitter Profile Image: Maria Del Mar C.
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Maria Del Mar C.
from
$25
per walk
5.0 out of 5 stars
14 reviews
5 repeat clients
4 years of experience
Sheboygan Falls, WI, 53085

We love Maria! She is so great with our pup. I love that she sends me daily communication, photos and gives him extra love before she leaves.

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Traci A.
Sitter Profile Image: Jasmine N.
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Jasmine N.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
Sheboygan Falls, WI, 53085

Jasmine was wonderful. Very friendly and I felt comfortable leaving my dog in her care.

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Kathryn S.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$20
per walk
20 years of experience
Plymouth, WI, 53073

About: Hello! I am Victoria. I am going to school part-time for Business Management and work full time on 3rd shift, which gives me time during the off hours to drop in and check on your pet as well as take them for a nice walk during the day. I’ve had and taken care of pets since I was 10, mainly dogs, lizards and hamsters. I have experience with dogs ranging from puppies to seniors and am comfortable giving medication as needed. I work 3rd shift. I am available between my sleep schedule, mid day to mid afternoon to care for your pet with drop-ins and take for walks, usually 20-30min. I care for the pet as they were my own. There’s no shortage of walks, scratches, love and cuddles. And any other enrichment the pet may need.

Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
385 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy has always been reliable and available to my schedule changes. My dog always gets a good walk in while I am gone during the day. Hopefully will be able to do a boarding later this summer! Have recommended her on the Rover app to others looking for dog walkers. Look forward to continuing with Judy into the future 😊

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Hannah R.
Sitter Profile Image: Jennifer S.
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Jennifer S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
30 years of experience
Kohler, WI, 53081

About: I have walked dogs for neighbors and friends for decades and also owned dogs including 2 senior rescues. My experience is with all types of breeds and ages. A happy dog starts with an exercised dog and I love to get outside too! I am a bartender so I have a very flexible schedule and can do mornings, afternoons or evenings. I am also available for last minute bookings. As your dogs caretaker their happiness is my biggest concern. Fresh water, soft warm bed, food and plenty of exercise are in always provided and cuddles if wanted.

Sitter Profile Image: Aiden B.
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Aiden B.
from
$25
per walk
15 years of experience
Sheboygan, WI, 53081

About: I have taken care of pets since I was 8. I pay attention to all the pets that I care for. I also am very good at attending to dogs with anything they need. I am looking to do this full time and I am flexible with anyone’s schedule. I am home most of the time except to run errands. I have a big house and big yard that is fenced in. I live 5 minutes away from a big dog park. I also live with my mom and two of my siblings. There are four medium sized dogs that live in this house and enjoy playing with most other dogs.

Sitter Profile Image: Yana C.
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Yana C.
from
$20
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Belgium, WI, 53004

About: I have 10 years of experience caring for pets, including dogs of all sizes and temperaments. I truly enjoy spending time with animals, making sure they get plenty of exercise, attention, and love. Whether it’s energetic walks, playtime, or simply giving a dog some extra affection, I treat every pup like my own. I’m also comfortable with feeding routines, basic training, and caring for senior dogs or puppies I’m currently working part-time, so I have plenty of flexibility to care for pets. I’m available for morning, afternoon, and evening walks throughout the week. I love being outdoors and can easily adjust my schedule to meet your dog’s needs I provide a safe and loving environment for every dog. Walks are always on a leash, and I pay close attention to their behavior and comfort. At home, I make sure pets have fresh water, a clean space, and plenty of attention. I can also follow any specific instructions you give to keep your dog’s routine consistent.

Sitter Profile Image: Jadeyn S.
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Jadeyn S.
from
$15
per walk
10 years of experience
Sheboygan, WI, 53083

About: I’ve loved and cared for dogs my whole life. I had my own dog for 16 years, from childhood through her senior years, so I understand the responsibility, patience, and consistency dogs need at every stage of life. I regularly walked her and taught her commands like sit, shake, and roll over. As she got older and developed health conditions, I continued caring for her with patience and attention to her changing needs. I’ve also volunteered as a dog walker at the humane society and used to go with my mom when I was younger, which helped me become comfortable around dogs with different personalities and energy levels. I’m dependable, caring, and genuinely enjoy spending time with dogs. I always aim to make pets feel safe, comfortable, and well cared for while giving owners peace of mind. I’m home from college for the summer and looking for a fun, active way to spend my weekdays doing something I genuinely enjoy. I only work a few nights a week, so I have a pretty flexible daytime schedule for walks, drop-ins, and pet care. I’ve always loved being around dogs, so this feels like the perfect side job for me while I’m home. I enjoy getting outside, staying active, and spending time with animals, and I’d love to help give your pets some extra attention, exercise, and care during the day. When caring for pets, I always try to make sure they feel safe, comfortable, and cared for. During walks I keep dogs closely leashed, pay attention to our surroundings, bring water and waste bags, and make sure not to walk too far especially in hot weather or with older dogs. For drop in visits I make sure pets have fresh food and water, get attention and play time, and that everything is clean and secure before I leave. I also know how important pets are to people, so I’d always keep owners updated and send pictures when I can.

Sitter Profile Image: Mya R.
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Mya R.
from
$20
per walk
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

About: I have experience in a wide variety of animal care (having worked at my local wildlife sanctuary). Not only am I experienced with dogs and cats, I am also experienced with special needs pets and administering medication. I am currently searching for full time employment, but as of right now I am very flexible! Once a do acquire employment, I am still flexible but will update my availability! I can follow instructions to the letter, and offer enrichment activities such as walks or playtime. During overnights, I will follow house safety procedures as well as be attentive to your pet throughout the night. I am experienced in special needs pets and administering medication.

Sitter Profile Image: Madison H.
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Madison H.
from
$16
per walk
5.0 out of 5 stars
4 reviews
3 repeat clients
3 years of experience
Random Lake, WI, 53075

About: I've grown up with animals my whole life and have always had a passion for ensuring the wellbeing and meaningful care that each and every animal deserves. I worked at a dog daycare & walking facility in high school, and am now working at a vet clinic since 2023. I have 3 pups and 2 cats of my own and am happy to show all of your fur babies the same amount of love and affection I do my own. I work full-time at an emergency vet clinic but have a fixed schedule. Do not be afraid to message me for more specifics on my availability, as it's hard to properly express through the options on Rover. I am available late at night for drop in visits. I have plenty of experience caring for dogs and I believe every pet deserves time and respect no matter how shy or friendly, young or old. I work with plenty of dogs of all walks of life at my full time job. I understand it can be scary letting a stranger take care of a family member, and I want to ensure you are able to trust that I will care for your babies the best I can.

Sitter Profile Image: Mihaela J.
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Mihaela J.
from
$15
per walk
5.0 out of 5 stars
2 reviews
18 years of experience
Belgium, WI, 53004

About: I am a recently separated military Veteran and pet lover who has owned both dogs and cats most of my life! I have experience dog and cat sitting for friends and family for pets of all ages and breeds, and I adore and treat your family members as if they were my own! Since I am a recently separated veteran, I am able to dedicated a good amount of time to this, leaving lots of time for your pets needs, and I am able to give them all the love and attention they deserve! I am able to come to your home to care for your pets (however I cannot stay full-time), allowing them to remain in a comfortable and safe environment, and you to feel secure knowing they are content and loved, in the place they are most familiar with.

Sitter Profile Image: Hannah H.
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Hannah H.
from
$20
per walk
5.0 out of 5 stars
6 reviews
8 years of experience
Sheboygan, WI, 53081

About: I previously attended Carroll University studying Animal Behavior and truly believe our pets are deserving of our love, time, and energy. I find it very essential to be socially interactive with the animal, all-while being considerate of the animal’s personality. Our daily activity may vary, but will often consist of exercise, scent games, grooming, walking, and simply providing good scratches. I can assure you: your pet will be loved and cared for as if they were my very own! At the moment, I work part time with shifts starting either at 7:30 AM or NOON. I tend to be given Mondays & Thursday off. I use positive reinforcement and practices when training and doing activities. I am active and can do long walks and playing time outside. I am passionate about dogs and am eager to provide them a healthy, happy, caring environment.

Sitter Profile Image: Makayla H.
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Makayla H.
from
$20
per walk
2.0 out of 5 stars
2 reviews
8 years of experience
Cedar Grove, WI, 53013

About: About me: I grew up with dogs my entire life in my families household, & had a cat for a short time. I showed dairy cattle for the local 4H in High School & loved cows so much I now have a degree in Agricultural Business. Nowadays, my boyfriend & I have 4 cats & I recently purchased my own horse that I had previously ridden for years. I have worked at a handful of doggy daycares, horse & dairy farms, & even a vet. Dogs: I love all breeds & sizes, & have dealt with pretty much anything you can think up- feeding, administering medications, walking, playing, dog fights, high energy pups, nervous dogs. I’ve trained my own pups basic tricks, & can help with keeping up on this while your fur baby is in my care. Cats: My boyfriend & I have 4 cats of our own- ages 17, 16, & 7 months. The best thing about cats is they all have their own unique personalities, & that goes to show in our household! With our senior cats I have had to give pastes, oral medications, & topical ointments. I am no stranger to feeding wet food, or doing daily litter box cleans! Horses: I have been riding/working with horses for about 7 years, & now work for my horses boarding facility part time. My duties at the barn include feeding grain, giving hay, blanketing, cleaning stalls, filling waters & basic tidying. I have worked with hot heads, to super sweet, & some that may just need a little more help with trust. Cows: I have worked on a handful of dairy farms, & worked closely with cows that became show animals for 4H Dairy showing. If you need someone to drop by to lend a helping hand on your hobby farm feeding, filling water, & basic check ins & love - you've come to the right place. I look forward to speaking with you about your animals needs! I work a full time job M-F 7am-330pm. My schedule stays busy with my two other part time jobs either after work or on weekends. I care for my cats daily & have at minimum three shifts at a horse farm a week. I am always open to speaking with animals owners to see how I can best fit in to help you & your pet! I provide care in your own home. I can stay at the home, or stop in & spend time with your animals as needed! I try to be flexible to meet needs, as every animal is different.

Sitter Profile Image: Tyler F.
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Tyler F.
from
$17
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
12 years of experience
Sheboygan, WI, 53081

Tyler is absolutely amazing! My husband and I work day shifts and are not home much during weekdays and Tyler has helped so much with taking him for walks. Milo is naturally a friendly boy but based on his interaction with Tyler he has definitely taken a liking to him. 10/10 would recommend working with Tyler

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Elijah C.
Sitter Profile Image: Salena L.
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Salena L.
from
$30
per walk
5.0 out of 5 stars
32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

Salena helped us out last minute and took the girls on a nice long walk! We are very grateful for her help!

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Ashley M.
Sitter Profile Image: Rose H.
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Rose H.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Cascade, WI, 53011

About: There hasn’t been a time in my life where I haven’t had a pet. I have a dog, a cat, and fish as well in my own home right now and I would love to take care of your pets as well. I have a very active lifestyle, so I am well prepared for walks and playing with your pets! I just finished my sophomore year of college and am on summer break. I am waitressing this summer, but I don't work every day. When I do work, my shifts are either 10am-4pm or 4pm-11pm generally. So, even when I do have work, your pet won’t be alone for too long because I can come right before and after my shift to check up on your pet and/or still sleep over at the house with them if you want me to. I am able to accommodate to whatever your dog needs. I can run with them in the backyard, or just chill on the couch with them. Whatever it is, my goal is to make them happy and comfortable.

Sitter Profile Image: Kayla B.
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Kayla B.
from
$15
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Sheboygan, WI, 53083

About: Hi! We are Kayla and Austin! My partner and I have Been around many animals especially dogs, our entire life. I (Kayla) Have my grooming license and have dog sit, helped with rescues and administration of medications, physical therapy ect. Offer enrichment and lots of space to run and play! **FYI** if anyone is uncomfortable boarding at my home because we have dogs, we are more than happy, and capable of keeping your pet completely separate while still giving them a positive experience with plenty of space and love. Update 08/13/25 Just to be EXTRA cautious, unless you request otherwise, we will be keeping our dogs separate at all times. I currently have an open schedule so will build and work around everyone as I go. Working on building a great efficient and FUN routine! I have a fully fenced in back yard to play in and lots of toys and enrichment stuff to do while here, can also bring enrichment to other homes. Also can do baths, nails, ears, brushing..anything dog, I'm in!

Sitter Profile Image: Madison A.
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Madison A.
from
$15
per walk
5 years of experience
Sheboygan, WI, 53083

About: I worked for the humane society for 1 year and there I worked with a range of dogs, including pits, puppies, seniors, special needs, and ‘behavioral’ dogs. I also know training to an extent! No dog is too much for me! This is my full-time job, along with taking care of my own animals at home! I have a very flexible schedule and I am willing to work with any needs and I can do overnights. In my home, my dogs have electric collars to make sure they do not run off. I also keep an eye on them while they’re outside. They are fed on a schedule and also walked one on as well. My cats are also fed on a scheduled, daily litter box changes, and of course play time just like my dogs. In a client’s home I will do what they prefer so that they’re comfortable with me! I am responsible and respectful of others property and items, as one should be!

Sitter Profile Image: Lori L.
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Lori L.
from
$20
per walk
30 years of experience
Plymouth, WI, 53073

About: I’ve been a dog owner since 10 years old and have not gone without mans best friend since! I currently live on 23 acres in the country and long walks and chasing balls packs in most of the day with my 4 dogs Jetta, Odie, Ruby and Rowley. All dogs are dog friendly and well mannered. Graduating puppy classes to canine good citizen classes, plus dabbling in agility and herding. I currently work Weekends Friday-Sunday and my week is filled with lots of outdoor time on my hobbies farm. Lots of free time during the week helps me have fun with my animals and enjoy the sunshine. All my pets are cat and dog friendly and have full freedom of the property. New comers are always on a 12 foot leash during playtime and walks, unless E-collar trained. When first meeting owners I go over your dogs recall manners and slowly introduce them to the pack on a long property walk. This helps incorporate pack leadership and expelling energy at the same time.

Sitter Profile Image: Taylor D.
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Taylor D.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Port Washington, WI, 53074

About: Hi! My name is Taylor, I’m a lifelong animal lover with lots of experience caring for both dogs and cats. I work full‑time and am in the office four days a week, with remote work on Fridays, which gives me flexibility at the end of the week and allows me to spend quality time with the pets I’m caring for. I grew up with two golden doodles and a mini pinscher poodle, so I’m comfortable with dogs of all sizes, energy levels, and personalities. I also have experience fostering kittens and caring for multiple pets at once. At home, I have two cats of my own, so I’m very familiar with feline care, routines, and personalities as well. I live in Port Washington and love taking dogs on neighborhood walks or to nearby parks for some fresh air and exercise. Whether your pet needs walks, overnight care, or just some extra company and attention, I’d love to help and make sure they feel safe and comfortable while you’re away! I work full-time remotely, so I’m available for dogsitting during the day! My work will just need to come with me, but your pup will still get plenty of love and attention throughout the day. I make sure your pet feels safe, comfortable, and loved while you're away. Whether at your home or on a walk, I stick to their routine, give plenty of attention, and keep them safe. I’ll also send updates, so you know they’re happy and well cared for!

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Sitter Profile Image: Emily & Bryan U.
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Emily & Bryan U.
Star Sitter
from
$40
per night
5.0 out of 5 stars
72 reviews
30 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily and Bryan truly love dogs and what they are doing. We can trust our dog, Scannon with this caring and compassionate couple. We really appreciated the fun pictures and videos that Emily sent. We will definitely book with them again and would highly recommend to anyone!

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Linda F.
Sitter Profile Image: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
385 reviews
137 repeat clients
20 years of experience
Sheboygan, WI, 53081

This was my first time having my boy stay at Judy’s and I really appreciated all the contact I had with them all week. She sent lots of photos and updates, I think he’ll be bored silly back home with me! Thank you for taking such good care and making me feel comfortable as well! Beats being in a 3x6 cage all day at a kennel. So glad my Sister recommended Rover to me! Thank you Judy and Team!!

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Angela K.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
236 reviews
64 repeat clients
20 years of experience
Mequon, WI, 53097

Monique was great! Communicated everyday to let me know how Roscoe was doing and sent him home with a great report card that let me know overall how things went. Roscoe had a great time there!!

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Ashley S.
Sitter Profile Image: Salena L.
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Salena L.
from
$35
per night
5.0 out of 5 stars
32 reviews
17 repeat clients
10 years of experience
Sheboygan Falls, WI, 53085

This was my first time using Rover. I was pleased to find an experienced host close to my home. Salena was good about confirming our logistics and sent a couple of updates during the stay. My dog seemed to enjoy his time with her and her pets. I will look for her again, the next time I need to travel.

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Nancy M.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
167 reviews
27 repeat clients
12 years of experience
Sheboygan, WI, 53081

We had a wonderful experience working with Frankie this weekend!! Our dog Kora had such great spirits when we picked her up, after spending the day and evening with Frankie!!! Will definitely go back to have her host for daycare for our little Kora!!

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Kimberly J.
Sitter Profile Image: Rebecca & Matthew C.
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Rebecca & Matthew C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
16 years of experience
West Bend, WI, 53095

Our pup had a great stay with Rebecca and Matthew! I was really looking for a home with a family that would interact with her regularly, meet her high energy needs and be able to have her in a calm, family environment ~ they were excellent in providing our pup with everything we were hoping for, and they truly went above and beyond! We are so pleased with her stay; with it being our first Rover experience, we were very relieved with the overall experience, and highly recommend Rebecca and her family.

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Monica S.
Sitter Profile Image: Halligan D.
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Halligan D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
10 years of experience
Saukville, WI, 53080

Halligan was so awesome and took care of our puppy this week. I got multiple updates, photos AND videos. It was so reassuring to know that Luna was with someone very caring and dependable. It made going on a work trip that much easier. Thank you, Halligan, so much! <3

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Elizabeth M.
Sitter Profile Image: Hannah & Braxton B.
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Hannah & Braxton B.
from
$45
per night
5.0 out of 5 stars
15 reviews
1 repeat client
10 years of experience
Sheboygan, WI, 53081

Had consistent updates and felt very comfortable leaving Furb with Hannah & Braxton B while we were on vacation. Furb said it went super well and already misses his new friends.

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Josh W.
Sitter Profile Image: Laura R.
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Laura R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
15 years of experience
Sheboygan, WI, 53081

Laura boarded Wiley for a weekend. Wiley was well taken care of and enjoyed her Yard. Wiley often has anxiety when we are gone but adapted to Laura and family nicely. He was a happy boy when we picked him up. Laura sent photos and communicated how Wiley was adapting. All went perfectly. I highly recommend Laura to watch your dog.

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Kathleen N.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$40
per night
4.9 out of 5 stars
130 reviews
49 repeat clients
25 years of experience
Belgium, WI, 53004

Our 2 pups love spending time at Shannon’s place. She is very attentive and our dogs come home in great shape. Would recommend Shannon to all my friends.

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Deborah C.
Sitter Profile Image: scott r.
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scott r.
from
$40
per night
5.0 out of 5 stars
2 reviews
30 years of experience
Sheboygan, WI, 53081

Scott was great!! He was very accommodating with all of Sadie’s needs and our concerns. He mentioned a few activities that he would do and showed us where Sadie would go out and play. The area was fenced in and very secure. He has two dogs of his own and they were very friendly and Sadie got along great with them.We felt very comfortable after dropping Sadie with Scott. We highly recommend him, and would certainly use his services anytime.

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Mary-Jane T.
Sitter Profile Image: Kerry S.
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Kerry S.
Star Sitter
from
$42
per night
5.0 out of 5 stars
78 reviews
34 repeat clients
20 years of experience
Grafton, WI, 53024

Kerry and Bruce were AMAZING with my dog, Scout! They were both so sweet and talked about how much they loved spending time with him! We did a quick meet and greet and I felt so secure leaving Scout with them. Will likely use them again! Such a sweet and a caring couple!

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Sanna F.
Sitter Profile Image: Christine M.
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Christine M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
204 reviews
67 repeat clients
25 years of experience
Cedarburg, WI, 53012

Zoe had a great time with our sitter this past week. They kept me updated on a regular basis and it was fun to see her enjoying herself. I will definitely rebook with the sitter again. They are great!

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Jennifer R.
Sitter Profile Image: Cortney T.
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Cortney T.
from
$50
per night
5.0 out of 5 stars
52 reviews
8 repeat clients
8 years of experience
Cedarburg, WI, 53012

Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!

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Amanda V.
Sitter Profile Image: Patricia D.
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Patricia D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
20 repeat clients
15 years of experience
Cedarburg, WI, 53012

My dog looked so happy and well taken care of in her pictures. I would 100% book with Patricia again. Thanks for taking such great care of her.

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Lynnmarie T.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$30
per night
4.8 out of 5 stars
21 reviews
7 repeat clients
5 years of experience
Mequon, WI, 53092

Kayla and Milo were awesome sitters! Kayla did an amazing job housing my dog Kobe and sending picture updates to show he is doing. It seemed like he enjoyed his stay so much. Milo also was a great furry friend to keep Kobe company. With the awesome communication and also being flexible on scheduling, Kayla is awesome to work with. Definitely will book again.

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Ricardo Miguel M.
Sitter Profile Image: Ryan J.
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Ryan J.
from
$40
per night
4.9 out of 5 stars
42 reviews
16 repeat clients
20 years of experience
West Bend, WI, 53095

Ryan was awesome with your pup Kimber over the weekend! He provided updates throughout and asked questions when needed. Him and Dexter wore our pup out! We look forward to having Ryan watch Kimber again in the future. Highly recommend Ryan! Thank you, Ryan and Dexter, very much for this weekend!

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Matt G.
Sitter Profile Image: Jennifer K.
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Jennifer K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
69 reviews
30 repeat clients
10 years of experience
Mequon, WI, 53092

This was the longest stay Aurora had away from us and she seems to have throughly enjoyed the stay at Jennifer’s. Throughout the stay Jennifer was very responsive and had provided daily updates and pictures.

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Biju G.
Sitter Profile Image: Candace W.
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Candace W.
from
$45
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
11 years of experience
Mequon, WI, 53092

Our pup was perfectly exhausted in the best way! Loved hanging with Candace and her pups. She even went above and beyond and gave him the nail clipping we hadn’t had a chance to get scheduled due to a busy schedule. Thank you!!! ❤️

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Nicole C.
Sitter Profile Image: Julie H.
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Julie H.
from
$40
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
32 years of experience
Elkhart lake, WI, 53020

Our dog Oakley seemed to have loved his time with Julie and her family for the weekend. She has 2 dog which our dog seemed comfortable with after the meet and greet. She sent photos and videos of their adventures. Missed our pup for the weekend, but glad we got updates and knew he was in good hands. Also having some other pups to play with was great since he doesn't normally have that type of activities so I'm sure he enjoyed himself.

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Becky N.
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