Personalized care for your dog or cat - Ourtown

Highly-rated overnight sitters - Ourtown

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
33 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily and Curry were awesome with my dog! Emily sent me photos everyday of their adventures and how my dog was doing. I’d definitely book with her again!

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Megan H.
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
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy was amazing with Xena! I was very nervous to have her board for the first time but Judy eased my anxiety, kept me updated, and Xena had a wonderful time!

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Allison 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
57 repeat clients
28 years of experience
Sheboygan, WI, 53083

Cathy and her family were amazing with our dog! She sent me pictures updating her stay. Our dog took well with her dogs, children and strangers during walks and her stay. We will definitely book with Cathy again!

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Brenda T.
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

Great place to go!! Julius had a good time, (my pug) We thought it was really nice all the great pictures sent to us! Will certainly use her service again!

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

Frankie took great care of my dogs Remy and Izzy. This was their first time being cared for by someone new and I felt she was patient and caring for their needs and anxiety. I would rebook again!

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Sara F.
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: 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: Laura R.
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Laura R.
from
$60
per night
5.0 out of 5 stars
9 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: 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: 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: Jesus K.
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Jesus K.
from
$40
per night
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

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
18 reviews
8 repeat clients
16 years of experience
West Bend, WI, 53095

Rebecca and Matthew and their boys took wonderful care of Hazel during her week-long stay. They were very detailed in caring for her and sent plenty of pictures and updates.

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Brian H.
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

Shannon is great. She sends regular updates with pics and videos. She has a great backyard and built in dog friend for our Clyde to play with. We always feel confident our dog is in good hands and having a good vacation too when we book with Shannon.

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Amy O.
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: 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 once again so wonderful to work with. She was so flexible with our travel schedule! The dogs did great! I'm sad that we have moved and won't be close to Mary anymore, but I would highly recommend her services. Especially for smaller senior dogs!

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Michelle R.
Sitter Profile Image: Dallas F.
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Dallas F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
10 years of experience
Reedsville, WI, 54230

Harpo looked like he enjoyed his time with Dallas. It sounded like he behaved and acted like he was at home, his prescence in the kitchen looking for any morsel to drop. We received pictures and updates during his stay. We were confident in our decision in choosing Dallas. Will definitely use again.

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Amy R.
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: Rebecca J.
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Rebecca J.
from
$40
per night
25 years of experience
Cedarburg, WI, 53012

About: I grew up in a large and loving family with very high-energy dogs. Last May, my husband, two kiddos and myself said goodbye to the best dog in the entire world- we miss Dexter everyday. He wasn't just a dog to us, he was family. We currently have a cat named Beans who we adopted when she was a tiny kitty. She gets a lot of attention from our 4-year-old daughter who wants to be a Veterinarian one day. Over the years, we trained Dexter (a golden retriever), and had to learn a lot about cats since neither of us grew up with a cat. Beans is very, very particular. When I was younger I helped train the family dog(s) and spent countless hours playing, walking, bathing, petting and cuddling these dogs. It has been almost one year since Dexter passed away and I miss having a dog to pet and chit-chat with everyday. I would love to spend time with your pet. Currently, I do not work. I drop one kid off at 8:30am and the other at 12:45pm, and pick up both kids at 3:30pm. We do a lot of walking and biking around town. I have a lot of free time. Our schedule will change a little bit in the summer with the kids swim lessons and a couple camping trips. Our apartment complex has a fenced-in dog run, we are near the bike path, I am happy to clean-up after your pet when necessary. I respect all pet owner's rules to ensure pet safety when walking on the leash, dietary guidelines, etc. I am able to crate animals at your house, as well as ours, if necessary.

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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Over 4.1 million
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Cat caregivers near you - Ourtown

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

1 / 1
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
6 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

Samantha really helped me out on short notice. First experience using Rover was excellent.

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Jon B.
Sitter Profile Image: Kelly L.
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Kelly L.
from
$13
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
5 years of experience
SHEBOYGAN FALLS, WI, 53085

We were very happy with Kelly and her services. Kelly was very reliable and good with our puppy.

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Barb M.
Sitter Profile Image: Kathryn S.
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Kathryn S.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
155 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: Audrey M.
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Audrey M.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
45 reviews
23 repeat clients
2 years of experience
Sheboygan, WI, 53081

Audrey did great checking in on my cat, playing with her and ensuring she had everything needed! She also sent great pictures! I would definitely book again!

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Saraya D.
Sitter Profile Image: Jasmine S.
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Jasmine S.
from
$15
per visit
5.0 out of 5 stars
58 reviews
22 repeat clients
20 years of experience
Sheboygan Falls, WI, 53085

Jasmine has done many drop-ins for my cat, Earl Grey since I adopted him in July. She replies promptly and I always can trust she will take good care of my pet. She has properly given him medication in the past when he had an ear infection while I was away. I always look forward to the photo or two that I receive of my cat at every drop in. I also trust Jasmine in my home. If there is ever any incident, she will handle it with integrity. During one of her drop ins, she was vacuuming pieces of cat toy tinsel from my kitchen floor and the vacuum accidentally struck my cat's porcelain water fountain and it broke. She apologized profusely, cleaned up the water, left a hand written note, a suggestion of where to order a replacement, and more than enough money to cover the cost. I'm lucky to have someone so trustworthy to watch my cat when I'm away! I've already recommended her to a coworker and she will be my first choice for future sitting needs.

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Marcy C.
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
387 reviews
138 repeat clients
30 years of experience
Sheboygan, WI, 53081

Judy was wonderful! It was my first time using Rover and was a bit uncertain about how it would go. Judy kept me updated and sent pictures daily. Even when there was a bit of a hiccup, she did a great job communicating and made sure my kitties were well taken care of.

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Shelley J.
Sitter Profile Image: Breya E.
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Breya E.
from
$14
per visit
4.0 out of 5 stars
3 reviews
4 years of experience
Sheboygan Falls, WI, 53085

About: I grew up in an animal loving family! Grew up with dogs my whole life, I’ve taught dogs ages 2-12 how to Sit, Shake, Lay down, Stay, High Five and Up High! I’m very good with dealing with all dogs whether laid back or very hyper! I worked at several dog daycares in the last 4 years! I work a full time M-F job all day, 8a-5p. I also work very part time at another job, so I try to get get out whenever I can as early as possible or go out later as as soon as i can to hang out and take care of animals because they really mean a lot too me and bring me the most joy! I’m a huge outdoorsy person so I love walks with my dog!! As for Ganja, he lovesss the outside so we have the back door open with the screen door shut for him, he does like going outside so we make sure to put on his harness and leash and keep him close to us! My biggest priority is safety, making sure the pet doesn’t run away, or get injured in anyway! My Izy is extremely good off leash, I give her that freedom so she can run all around and get her energy out, she knows where not to go very well!! When on walks she is leashed up always!!

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: 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: Chloe N.
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Chloe N.
from
$12
per visit
1 year of experience
Sheboygan, WI, 53081

About: While I’ve never owned a cat myself I have always had a love for my feline friends. I have cat sat for various family members and value the times that I get to have a cute kitty purring on my lap.

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

Patty was amazing and helped us relax and enjoy our vacation knowing our cats would be well looked after. Even though they were not receptive to having a new human looking after them, she didn’t give up in trying to win them over and I know they appreciated her being there, even though they didn’t show it. 😹 We definitely would not hesitate to rebook Patty in the future.

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Paul M.
Sitter Profile Image: Sadie H.
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Sadie H.
from
$23
per visit
5.0 out of 5 stars
13 reviews
1 repeat client
2 years of experience
Plymouth, WI, 53073

Great experience! Sadie bonds so well with Bonnie and took extra care with her special feeding needs.I really appreciated the updates and felt completely at ease knowing Bonnie was in such good hands.I will definitely book with her again.

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Susan S.
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: 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: Madison W.
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Madison W.
from
$11
per visit
1 repeat client
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: Jesus K.
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Jesus K.
from
$18
per visit
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

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: Brittany H.
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Brittany H.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
9 years of experience
Sheboygan, WI, 53081

About: I have been rescuing senior dogs for 9 years, including those with special needs. I have experience with dogs that have neurological disorders, blindness, incontinence, cancer, skin problems, arthritis, and more. I am a full time teacher, but I am available most days in the summer and weekends during the school year for walks and drop-ins. I love to send updates or leave notes so you know how your pup’s day went! My dogs are my family so I always make sure other dogs are taken care of like I would my own.

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.
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Perfect for high energy dogs - Ourtown

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
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

She was AMAZING! Very flexible when we needed to last minute change from daycare to over night stay. Was great at communication and sending us lots of updates and pictures too! Would definitely book again!!

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Clair K.
Sitter Profile Image: Frankie A.
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Frankie A.
Star Sitter
from
$35
per day
5.0 out of 5 stars
169 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
33 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: 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.
from
$60
per day
5.0 out of 5 stars
9 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: 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: Jesus K.
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Jesus K.
from
$32
per day
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

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: 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: 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: 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: 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: 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

Hunter had a great time at daycare he was exicted to go every day and he seemed to get along great and jamie was very understanding of me having to drop him off early in the morning and sometimes pick him up late in the evening would highly recommend and i will be taking hunter there again

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Jacob G.
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: 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: 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: 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: 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: Allissa H.
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Allissa H.
from
$20
per day
4.6 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
Kiel, WI, 53042

About: I’ve worked with variety of species, specializing with dogs! I have skills with grooming and training. I have 4 of my own dogs and do dog sports as well! I work from home so I have extra time to care for your pets and am able to move around my schedule. Saturdays are the only days I may not be able to take same day bookings! I understand crate and gate management and will make sure your animals are happy and healthy! As of right now I can’t offer boarding in my own home but maybe in the future

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More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Ourtown

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

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Sitter Profile Image: Audrey M.
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Audrey M.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
45 reviews
23 repeat clients
3 years of experience
Sheboygan, WI, 53081

Took good care of my dog Toby when walking him. Was patient with him and made sure he got a lot of exercise outside. Overall she did a really great job, and I would book her again in the future.

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Andrew N.
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
6 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: Angelica G.
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Angelica G.
from
$21
per walk
4 years of experience
Sheboygan, WI, 53081

About: Since I was little I have always loved animals, I feel that I have a unique connection with them. From the age of 10. In Ecuador, I was taking care of dogs. Neighbors have trusted me for the attention I gave to their pets, for playing with them, etc. But since I arrived in the United States I have not been able to continue with that hobby. When I had my dogs I took care of them every day. I gave them food in the morning and at night, I took them for walks and we played a lot with them. On weekends I washed them. Another thing I would like you to know is that my first language is Spanish, I don't speak it but I understand it a little more. I hope that's not a problem. And it would be my first time, walking dogs here in the United States I give food and water on time. I walk them, play a little and keep everything clean. I tell the owner how it goes with photos.

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: Sarah M.
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Sarah M.
from
$18
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
8 years of experience
Plymouth, WI, 53073

Sarah is an outstanding dog walker. Our dog loves her! She is punctual, very friendly and kind to our dog and to us. We couldn’t ask for a better dog walker!

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CHRISTINE L.
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: 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: 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: Judy & Paul & Melissa P.
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Judy & Paul & Melissa P.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
387 reviews
138 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: 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: Jesus K.
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Jesus K.
from
$18
per walk
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

Sitter Profile Image: Alexis N.
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Alexis N.
from
$15
per walk
10 years of experience
Sheboygan, WI, 53081

About: I have grown up around dogs and cats, taken my dogs on walks regularly, and have cared for three cats, gaining strong experience with pets. I’m available throughout the summer and have a flexible schedule, which allows me to spend plenty of time with your pets. I’m open for dog walking, drop-ins, and pet sitting on weekdays and weekends. I prioritize your pet’s safety, comfort, and happiness at all times. I have experience caring for both dogs and cats, will follow your instructions closely, and ensure your pet feels safe, loved, and well cared for.

Sitter Profile Image: Madison W.
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Madison W.
from
$20
per walk
1 repeat client
25 years of experience
Sheboygan, WI, 53081

About: I have been caring for dogs as long as I can remember. My grandmother used to raise hunting dogs when I was a little girl and I've always had at least two dogs at home! Growing up, I'd pet and house sit for neighbors, friends, and family. I've also worked at several doggy daycares and have cared for pups of all size, age, and ability. I would love to earn your trust when it comes to taking care of your fur babies- they're not just dogs, they're family. As a new mama, I am only working part time at the moment, so I will have plenty of time to care for your babies, too! I will ensure that your babies are treated like my own. TO me, this means that they won't need to wait long for potty breaks, will be fed at the appropriate time, and will always have a safe and calm environment while you are away.

Sitter Profile Image: Sadie H.
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Sadie H.
from
$25
per walk
5.0 out of 5 stars
13 reviews
1 repeat client
2 years of experience
Plymouth, WI, 53073

About: I am a dedicated and experienced pet caregiver with two years of professional experience, working in dog boarding and doggy daycare environments. During my time in professional boarding and daycare, I developed a deep understanding of dog behavior, body language, and group dynamics. I learned how to safely manage dogs of all sizes temperament and energy levels while ensuring each dog felt comfortable safe and well cared for my daily responsibilities included feeding supervising play groups, maintaining clean and safe spaces, monitoring behavior and providing individualized attention to each dog. My love for animals began long before my professional experience. I have loved animals my entire life and grew up with pets starting from small pets like guinea pigs and growing into caring for many pets at once. Today I am a proud parent of three dogs (Remi,Nala,Trixie) and three cats (Linus, Hunter, Sweet Pea) of my own, which is giving me firsthand experience with daily pet routines, multi pet households and providing consistent loving care. Caring for animals is not just a job for me. It’s something I’m truly passionate about. I treat every pet as they were my own and strive to create a safe, fun and nurturing environment where pets feel comfortable and owners feel confident, leaving their furry family members in my care My schedule is centered around caring for my and your animals. I’m able to offer very flexible availability to meet the needs of pet owners whether it’s early-morning evenings or last-minute requests I do my best to accommodate different schedules. I understand how important it is to have someone dependable and available when life gets busy. I’m committed to being there when your pet needs care. As my home is already a zoo so I cannot provide care there, I’m happy to provide loving reliable care in your homes where your pets feel most comfortable. I have no problem traveling to your home to feed provide potty brakes playtime, and make sure your pets are safe happy and well cared for while you’re away. I treat every home and pet with respect and care as if they are my own in addition to in-home visits. I also offer walking services to help keep your dogs, active exercise and on their normal routine.

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: 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: Keeley S.
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Keeley S.
from
$16
per walk
5 years of experience
Sheboygan, WI, 53083

About: I worked with dogs for 16 hours a week every week for a few years and have one of my own at home. I have dog sat for family friends and take their dogs on walks as well! I just love spending time with dogs. I also have an associates degree in veterinary technology. I am working part time as a veterinary technician and would be walking and doing drop in visits around my current schedule as well as in house boarding while attending work part time. I will make sure that you pet feels comfortable with me and I will get to know their behavior so that I can get closer to them and take very good care of them according to your usual routine with them and their needs that they bark/meow to me. If any emergency were to ever occur I would use all of my knowledge and resources to help your pet as well as taking them to the vet!

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: 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!

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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Ourtown

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

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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
33 repeat clients
15 years of experience
Sheboygan, WI, 53081

Emily and Curry were awesome with my dog! Emily sent me photos everyday of their adventures and how my dog was doing. I’d definitely book with her again!

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Megan H.
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
387 reviews
138 repeat clients
20 years of experience
Sheboygan, WI, 53081

Judy was amazing with Xena! I was very nervous to have her board for the first time but Judy eased my anxiety, kept me updated, and Xena had a wonderful time!

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

Frankie took great care of my dogs Remy and Izzy. This was their first time being cared for by someone new and I felt she was patient and caring for their needs and anxiety. I would rebook again!

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Sara F.
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: Laura R.
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Laura R.
from
$60
per night
5.0 out of 5 stars
9 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: 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: Jesus K.
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Jesus K.
from
$40
per night
2 years of experience
Sheboygan, WI, 53081

About: I’ve cared for dogs of all breeds, sizes, and energy levels — from energetic puppies to laid-back seniors. Whether it’s daily walks, feeding, playtime, or administering medications, I treat every dog like they’re my own. I understand how important routine, patience, and positive attention are to your pet’s well-being. I’ve also worked with shy or reactive dogs, and I’m comfortable following any special instructions to make sure your pup feels safe and loved while you’re away. My schedule is currently wide open, so I’m flexible and ready to accommodate your dog’s needs — whether it’s daily walks, last-minute bookings, or ongoing care. I’m available weekdays, weekends, and holidays. Let’s find a time that works best for you and your pup! Your dog’s safety and comfort are my top priorities. I always keep dogs on-leash during walks (unless in a secure, off-leash area with your permission), avoid unsafe routes, and stay alert to other animals or hazards. I closely follow your instructions and routines to keep your pet feeling secure and cared for.

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
18 reviews
8 repeat clients
16 years of experience
West Bend, WI, 53095

Rebecca and Matthew and their boys took wonderful care of Hazel during her week-long stay. They were very detailed in caring for her and sent plenty of pictures and updates.

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Brian H.
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

Shannon is great. She sends regular updates with pics and videos. She has a great backyard and built in dog friend for our Clyde to play with. We always feel confident our dog is in good hands and having a good vacation too when we book with Shannon.

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Amy O.
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: Dallas F.
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Dallas F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
10 years of experience
Reedsville, WI, 54230

Harpo looked like he enjoyed his time with Dallas. It sounded like he behaved and acted like he was at home, his prescence in the kitchen looking for any morsel to drop. We received pictures and updates during his stay. We were confident in our decision in choosing Dallas. Will definitely use again.

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Amy R.
Sitter Profile Image: Rebecca J.
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Rebecca J.
from
$40
per night
25 years of experience
Cedarburg, WI, 53012

About: I grew up in a large and loving family with very high-energy dogs. Last May, my husband, two kiddos and myself said goodbye to the best dog in the entire world- we miss Dexter everyday. He wasn't just a dog to us, he was family. We currently have a cat named Beans who we adopted when she was a tiny kitty. She gets a lot of attention from our 4-year-old daughter who wants to be a Veterinarian one day. Over the years, we trained Dexter (a golden retriever), and had to learn a lot about cats since neither of us grew up with a cat. Beans is very, very particular. When I was younger I helped train the family dog(s) and spent countless hours playing, walking, bathing, petting and cuddling these dogs. It has been almost one year since Dexter passed away and I miss having a dog to pet and chit-chat with everyday. I would love to spend time with your pet. Currently, I do not work. I drop one kid off at 8:30am and the other at 12:45pm, and pick up both kids at 3:30pm. We do a lot of walking and biking around town. I have a lot of free time. Our schedule will change a little bit in the summer with the kids swim lessons and a couple camping trips. Our apartment complex has a fenced-in dog run, we are near the bike path, I am happy to clean-up after your pet when necessary. I respect all pet owner's rules to ensure pet safety when walking on the leash, dietary guidelines, etc. I am able to crate animals at your house, as well as ours, if necessary.

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.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$70
per night
5.0 out of 5 stars
12 reviews
1 repeat client
25 years of experience
Elkhart Lake, WI, 53020

Lisa did such a great job with our baby Nilah! We have been working really hard with training but a high energy golden can be really challenging. We appreciate Lisa’s patience with Nilah. She also had other dogs to play with throughout the week. Lisa has an extremely friendly family too so we knew our pup was in the best hands.

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Samantha A.
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 her husband Bruce are true dog lovers. It was easy to go away out of town knowing Max will be well taken care of. Absolutely recommend!

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Mark W.
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

Pat was a great sitter and recognized that our dog Rowdy was in distress and took the initiative to get him to our vet. He ended up having emergency surgery for a twisted stomach, and if it wasn't for Pat's quick response it would have been a different outcome. We are thankful that Pat was caring for Rowdy.

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Dawn T.
Sitter Profile Image: Tori Z.
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Tori Z.
from
$50
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Plymouth, WI, 53073

I am so happy I found Tori on here!! My dog Chapo had a blast with her & even had another doggy to play with. She sent videos to keep me updated which I enjoyed! I would 100% book with her again & recommend her to anyone.

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Cassie W.
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: Christine M.
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Christine M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
206 reviews
68 repeat clients
25 years of experience
Cedarburg, WI, 53012

Christine is absolutely fabulous! We have a 9 year old German Shepherd/Belgian Malinois mix. She is terrified of storms and on drop off day there was a big storm. Which made her way more unsettled, plus being in a new place. Took about 24 hours of the 4 days for our dog to get acclimated. Unfortunately, she even pooped in her house which she’s never done with us or any other sitter. We chalked it up to her being scared and nervous. Christine was so patient and understanding and willing to still watch her even though she had an accident and wanted nothing to do with them the first 24 hours. Our dog eventually came around and opened up. Christine sent texts, and videos through the days and kept us up date today. Seriously, could not be more thankful to have found them!

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Hannah J.
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 did an excellent job taking care of our English Shepard Tina. He exercised her and sent pics showing how comfortable she was staying with Ryan and his dog. I'd recommend Ryan to all.

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Lee K.
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