Personalized care for your dog or cat - Caledonia

Highly-rated overnight sitters - Caledonia

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Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
18 repeat clients
20 years of experience
Mount Pleasant, WI, 53406

I cannot say enough positive for this beautiful and loving family. They treated Ruby like their own and I could tell by the photos she was totally happy and comfortable. A huge thank you to Ashley and her girls for loving Ruby the way I do. I highly recommend and will be a repeat.

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Lynn K.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
193 reviews
74 repeat clients
40 years of experience
Mount pleasant, WI, 53406

Sandy is truly a doll! Used her multiple times now & she always sends adorable pictures, keeps me updated & even made some cute little bandanas for valentines day! I'd recommend her to anyone ❤

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Cassie L.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

It was our first time using Rover for our chocolate lab and we found Debbie. We had a lovely meet and greet and she took care of Brinkley as if she were our own family. She definitely gives off the “Cool Aunt” vibes! Debbie took Brinkley on plenty of walks and spoiled him with cuddles. I loved the updates and photos throughout our booking as it gave us peace of mind. I already booked her for future travels!

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Amber A.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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Mary A.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!

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Kat E.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

Hannah was absolutely wonderful with my two fur babies. She sent so many pictures and it looked like boys had a ball. I will definitely be a returning customer ❤️

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Kelly R.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!

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Kate U.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
349 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!

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Sarah K.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$30
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Caledonia, WI, 53108

Shyla is the best! So attentive and knowledgeable about cats. She kept us informed about any behavior she felt might be out of the ordinary, and sent photos and videos periodically so that we could see how he was doing. We were able to enjoy our vacation without worrying about Calvin- We knew he was in good hands!

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Kate M.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
381 reviews
118 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria and Nayibe were superb caregivers to my dog, Tucker. Before accepting the job, they asked responsible questions regarding his temperament, habits, and what a usual day looks like for him. During Tucker’s stay, I received texts, photos, and videos which assured me that he was receiving great care, attention, and was thoroughly enjoying his stay thanks to these two wonderful women! They followed his feeding and sleeping instructions exactly and were prompt in his pickup and drop off. Their fenced-in yard was a big plus as it allowed him to explore and interact without the need for a leash (which he needs at home). He loved it!! I will definitely be contacting my “angels” Maria and Nayibe again to care for Tucker!! A big grateful thank you for the excellent care and companionship you provided!

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S L.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$54
per night
5.0 out of 5 stars
527 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim did a great job boarding my energetic one year old Lab. They have a great set up at their house for the dogs to have room to play in a safe environment. I would highly recommend!

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Fletch A.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
88 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

I can not say enough about the outstanding care our dog received from Scott and Ashley. We received frequent updates and messages to keep us up to date. We are so very grateful that they invited our dog into their home.

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Roxanne W.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Winnie was well cared for. Kathy and Brad sent quite a few pictures, and Winnie was very relaxed and comfortable. I would take her there anytime!

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Cindy A.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
46 years of experience
Kenosha, WI, 53143

I will forever be booking with sunshine, our dog Tyson was right at home with her and her family. We loved receiving all the pictures and messages letting us know how he was doing.

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Amanda K.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Kenosha, WI, 53142

Heather and her family were very welcoming ! They allowed Evie and I to come the night before and meet them to make sure everyone was comfortable! Heather communicated and sent so many pictures! The communication and pictures gave me peace of mind while being away. I really enjoyed the little updates! She made sure Evie was comfortable, snuggled, and even helped to get her to eat when she was a bit stubborn! I loved that her and her family loved Evie like their own! I would definitely recommend and would return. Thank you Heather and family❤️

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Jacquis
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
181 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca's house was a perfect place for my Reilly to stay while I was on vacation. I received daily pictures of him in their yard, on someone's lap in the evening or hanging out with the other dogs. He seemed pretty content and I felt he had a good safe home to stay at while I was gone. They even cleaned Reilly's eyes which can have build up from weeping as well as giving him the heartworm/flea & tick med that was due during his stay.

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Debra W.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey watched my dog while I was back home for thanksgiving break - she did an exceptional job and provided plenty of pictures! My dog played a lot with her sisters dog and they ran around a bunch in the yard

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Cody P.
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Cat caregivers near you - Caledonia

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Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
47 reviews
20 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

Ky was awesome with our kitty Ryn. It usually takes a while for Ryn to cuddle new people but she bonded really quick with Ky. Ky did a great job housesitting. She took care of the house really well. We will definitely be requesting Ky's services in the future.

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Elizabeth B.
Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
255 reviews
58 repeat clients
10 years of experience
Oak creek, WI, 53154

Kailey has come several times to take care of our cats and she always does an excellent job! She is very communicative, takes great photos, and has an excellent relationship with our cats. We highly recommend her!

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Meredith W.
Sitter Profile Image: Anik Z.
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Anik Z.
from
$18
per visit
3 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have 3 years experience in both dog and cat humane societies, kennels, and have been living with cats for 3 years now. Indy is my tortie and also the love of my life :)

Sitter Profile Image: Christa K.
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Christa K.
from
$14
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
Oak Creek, WI, 53154

About: I've loved caring for pets my entire life! My mother was a vet tech who taught me everything I needed to know about caring for animals. I have two senior dachshunds adopted from rescues and have rehabilitated them to be sweet socialized canine citizens. I love dogs and cats of all shapes and sizes. I work a hybrid office job which gives me some flexibility for assisting with your pets! I can walk or visit with your pets in the evenings on weekdays, or anytime on weekends. Your pet will receive care according to their unique needs while I'm visiting with them. Play, feeding, affection, or exercise defined by what you would want to be doing for them yourself.

Sitter Profile Image: David P.
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David P.
from
$20
per visit
5.0 out of 5 stars
25 reviews
3 repeat clients
55 years of experience
Mt Pleasant, WI, 53406

David is a gift from Heaven!!! Our cat Sophie loves him, and we love him! We feel we are soooo lucky to have found him, because he is just perfect in every way. He is definitely "family" - a wonderful cat lover as well as a great person!

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Judith G.
Sitter Profile Image: Mandy R.
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Mandy R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
95 reviews
34 repeat clients
30 years of experience
Racine, WI, 53402

Mandy has visited our dogs twice. She is so kind, thorough and patient with them. We trust Mandy and appreciate the time she spends with the pups.

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Lindsay D.
Sitter Profile Image: Jody A.
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Jody A.
from
$15
per visit
5.0 out of 5 stars
42 reviews
13 repeat clients
45 years of experience
Sturtevant, WI, 53177

Many thanks to Jody for taking such excellent care of my cranky cat. Jody listened so carefully during our "getting to know you" visit that I knew she wouldn't miss a beat in Ben's daily routine. Her emails and photos reassured me that he was a happy camper while we were gone. I really think that her care and attention brought out an affectionate side of him I didn't know he had! I was better able to relax and enjoy my trip knowing he was being looked after by a responsible person with lots of experience. I would not hesitate to book Jody's services again.

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Paulette B.
Sitter Profile Image: Shawn J.
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Shawn J.
from
$14
per visit
5.0 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Oak Creek, WI, 53154

Shawn did a great job when checking in on my cats. He provided pictures daily of my one cat that came out and let me know my shy one was doing OK.

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Roger E.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$18
per visit
5.0 out of 5 stars
6 reviews
4 years of experience
Caledonia, WI, 53108

Shyla is the best! So attentive and knowledgeable about cats. She kept us informed about any behavior she felt might be out of the ordinary, and sent photos and videos periodically so that we could see how he was doing. We were able to enjoy our vacation without worrying about Calvin- We knew he was in good hands!

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Kate M.
Sitter Profile Image: Kayla J.
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Kayla J.
from
$13
per visit
2 years of experience
Oak Creek, WI, 53154

About: I currently have a cat of my own, so I'm experienced with daily care, playtime, feeding routines, and giving cats the attention they deserve.

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
41 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

I wasn't sure what to expect from my two.. but everything was great! I love the pics and the "bathroom" updates. Joe is great with the "big one..Seamus" and the "little one" warmed up after she realized Joe had food...lol!

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Jodie N.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$18
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
50 years of experience
Caledonia, WI, 53402

Dan is great! He is great with communication and our cats love him.

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Carrie S.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

Madalyn is reliable and takes such good care of our pups. She jumped in to help us when we really needed a trusted caregiver and she's been exactly that.

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Kimberly C.
Sitter Profile Image: Jack D.
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Jack D.
from
$17
per visit
4.9 out of 5 stars
26 reviews
8 repeat clients
12 years of experience
Racine, WI, 53406

Jack is great. I had to book last minute and jack was more than accommodating. I will absolutely book with him again! My cat also seemed to love him.

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Elizabeth B.
Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
416 reviews
102 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon took wonderful care of our cat while we were out of town and was sending us daily updates and pictures of our cat. We definitely recommend Shannon for pet sitting:)

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Rami A.
Sitter Profile Image: Rylie W.
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Rylie W.
from
$11
per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
12 years of experience
Racine, WI, 53403

Amazing pet sitter! Rylie was able to watch my cats on very short notice and did exactly what I needed her to do. Great communication and super nice!!

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Megan R.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$15
per visit
4.9 out of 5 stars
16 reviews
11 repeat clients
25 years of experience
Racine, WI, 53406

About: I have had all kinds of dogs & a cat since I was a kid; Schnauzers, Beagles, Pittie mixes, and a Chihuahua. My girlfriend & I currently have a 10 year old pitty named Cannoli, a son to be 2 year old pitty- Great Pyrenees named Carl and 2 12 year old chihuahuas named Tyson and Felix. Friends and family have relied on me to walk, feed and play with their pets while they are away. I am currently available during the week Monday-Friday 10am-10pm (and some weekends), so I will have plenty of time to play with your pups! I am available for walks or drop ins. Would love to regularly walk or drop in with your furry friends weekly or a few times a week! Active pet sitter near parks & walking trails. I enjoy taking pups on long walks or runs outdoors, or even just providing some company in the house while your are away.

Sitter Profile Image: Rachel L.
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Rachel L.
from
$18
per visit
5.0 out of 5 stars
20 reviews
2 repeat clients
10 years of experience
Oak Creek, WI, 53154

Rachel does a great job taking care of our cats. Very easy to communicate with and can always count on her to have everything taken care of while we are gone.

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Megan B.
Sitter Profile Image: Alicia B.
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Alicia B.
from
$15
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
25 years of experience
Oak Creek, WI, 53154

Always a pleasure to have Her at my house to watch my babies!

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Sarah A.
Sitter Profile Image: Megan S.
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Megan S.
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
23 years of experience
Racine, WI, 53406

My somewhat shy and very skittish pups. Emmi and Avrie, loved Megan from the first moment they met her! She took great care of them while I was away and even gave one a bath after a "fecal incident", including snuggle time after so my pup was warm and calm before Megan left. She even put my personal bedding in to wash so I didn't have to come home to a mess!!! I will definitely be using her again :D

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Lisa C.
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Perfect for high energy dogs - Caledonia

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Sitter Profile Image: Meagen P.
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Meagen P.
Star Sitter
from
$29
per day
5.0 out of 5 stars
130 reviews
22 repeat clients
7 years of experience
Racine, WI, 53405

Meagan and her family are fantastic. Our dog loves going to their house and always comes home tired. Meagan has been very flexible and has helped our family with last minute boarding during a family emergency. 10 out of 10 recommend.

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Beth M.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
193 reviews
74 repeat clients
40 years of experience
Mount pleasant, WI, 53406

We love Sandy and so do our dogs! We honestly don’t know what we would do without her. She takes such great care of our girls that they seem completely unimpressed when we come to pick them up at the end of each stay. Highly recommend!

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Kathy H.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$40
per day
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
South Milwaukee, WI, 53172

About: I’ve cared for dogs my whole life. Live near Grant Park for great dog walks, fenced in yard. I have an elderly greyhound who vibes best with other calm dogs. I work remotely and am home throughout the day. Happy to care for your dog for boarding or doggy day care - calm home setup for dogs. I have a fully fenced in yard that dogs love to run around, a close walk to Grant Park for getting outside, and I’m home throughout the day for continuous care.

Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

Gracie had a great time with Hannah and her family. Hannah had excellent communication and treated Gracie wonderfully. Her backyard is a dog’s dream. Hannah provided many pictures, which eased my mind. Would definitely recommend Hannah.

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Jenny S.
Sitter Profile Image: Monica L.
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Monica L.
Star Sitter
from
$35
per day
5.0 out of 5 stars
22 reviews
8 repeat clients
12 years of experience
Racine, WI, 53402

Monica was great! Kept us updated throughout the day and gave him a nice long walk. He came home a happy dog.

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Jenny T.
Sitter Profile Image: Emilia & Gina D.
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Emilia & Gina D.
from
$36
per day
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Franklin, WI, 53132

Service is always fantastic! They post on social media daily to let you see your pups! We love dropping Mabel off knowing she is in good care! Heated warehouse for playing and plenty of toys! There is also a rest period which is amazing. Mabel is always so tired when she comes home. They offer pet grooming services!!!

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Maisie G.
Sitter Profile Image: Anna S.
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Anna S.
from
$30
per day
5.0 out of 5 stars
1 review
5 years of experience
Oak creek, WI, 53154

I can't say enough good things about Anna. You can tell she really cares about my puppy. I appreciate the mid-day updates while I'm at work. She really understands how to care for a puppy and takes the necessaryextra time to work with her. My puppy loves going to her place and playing with her dog! We will absolutely continue to take our puppy to Anna as long as she will have her!

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Nicholas A.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$35
per day
5.0 out of 5 stars
5 reviews
3 years of experience
New Berlin, WI, 53151

They were both super nice and caring for our pup. Had good communication throughout the stay. Sent photo and video updates throughout the day which I really appreciated.

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Vanessa V.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$30
per day
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Tyler P.
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Tyler P.
from
$27
per day
5.0 out of 5 stars
28 reviews
7 repeat clients
15 years of experience
Greenfield, WI, 53219

About: I owned a dog growing up and cared for and trained one with my family. I sit for friends and family from time to time and I love to play and take dogs for walks and, if they are able, runs of up to a few miles! I have a fenced in yard, and my kids (4, 8) are also great with animals. I work from home. With the exception of rare travel days, school drop-offs, and evening events, I will always be around the house to care for your pup. Your pet will get the attention it needs, as I work from home and I have a fenced in yard, as well as young boys that are great with animals. Frequent outside visits and play times are very doable.

Sitter Profile Image: Jack S.
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Jack S.
Star Sitter
from
$38
per day
5.0 out of 5 stars
31 reviews
8 repeat clients
7 years of experience
Cudahy, WI, 53110

We had a great daycare experience with Jack, he looked after our Winnie! We booked on short notice and he was very flexible, which we really appreciated. Winnie was very well looked after and came home happy and relaxed. I loved the pictures he sent throughout the day, it gave me peace of mind since it was her first time away from home. We will definitely be booking with Jack again! 🐾

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Jennifer M.
Sitter Profile Image: Heather J.
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Heather J.
from
$40
per day
5.0 out of 5 stars
26 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

Jordy always has a great time visiting his friends at Heather’s! It’s a bonus to have her dog handling and training expertise. He loves to have a big, fenced yard to run around in.

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Bob A.
Sitter Profile Image: Yshonda H.
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Yshonda H.
Star Sitter
from
$34
per day
5.0 out of 5 stars
17 reviews
2 repeat clients
20 years of experience
White Manor, Milwaukee,Wautosa,Greenfield,New Berwlin,River West,West Allis, WI, 53219

Yshonda treated my Kingsley so well and kept me informed with pictures and videos. I was able to work without anxiety knowing she was caring for my fur baby.

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Emilie
Sitter Profile Image: Krysta M.
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Krysta M.
from
$40
per day
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Franklin, WI, 53132

Our Bennie was a happy doggy when we picked him up! He had a fun stay with Krysta! Thank You!

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Al F.
Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$15
per day
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

Sitter Profile Image: Miranda O.
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Miranda O.
from
$35
per day
4.9 out of 5 stars
176 reviews
85 repeat clients
8 years of experience
Bay View, Greenfield, WI, 53221

Miranda did a great job with my nervous boy. He was all smiles and wiggles when I came to pick him up, and he crawled on the bed to nap right when he got home.

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Alicia C.
Sitter Profile Image: Kathy & Brad K.
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Kathy & Brad K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
61 reviews
23 repeat clients
30 years of experience
Greendale, WI, 53129

Kathy and Brad took great care of our little dog while we came from out of town to attend the State Fair. They clearly love dogs and they gave him lots of attention and love. Great communication also both before and during his stay. We will definitely use them again if we are in the area.

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Karen P.
Sitter Profile Image: April D.
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April D.
from
$33
per day
4.6 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Sturtevant, WI, 53177

April has been watching both my pups for quite some time now. They go to April multiple days a week for a full day. I receive photos, updates with concerns, etc. My pups are well cared for and are definitely wore out by the end of the day! I would definitely recommend her services. She even has meet and greets if other dogs will be present on days my pups are there and makes sure it is a good fit. It is very scary finding someone genuine to take care of your fur babies but April does wonderful and takes great care of them. Thanks!

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Jaclyne H.
Sitter Profile Image: Miranda L.
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Miranda L.
from
$32
per day
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Racine, WI, 53403

Miranda was able to watch stella on short notice. Stella had a great time playing with Miranda's puppies.

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Brian W.
Sitter Profile Image: Brad B.
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Brad B.
from
$22
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
30 years of experience
Oak creek, WI, 53154

About: Hi! I’m Brad—an executive director at an environmental nonprofit with a flexible work-from-home schedule, which means I’m here for your dog all day, every day. My wife, Jen, and I are lifelong animal lovers who’ve owned everything from schnauzers and spaniels to our current mini Aussie, Piper and lab Beefer. Dogs are family here. We go on 3–4 walks a day (on-leash, always), give regular photo updates, and your pup is welcome anywhere in our home. We don’t actively crate or cage up unless requested. Whether it’s fetch, park time, or just lounging in a sunny window—your dog gets the same love and care as ours. We’re committed to affordable, thoughtful care because we know good pet care shouldn’t break the bank. Read our reviews to see how much love, attention, and daily communication we provide. Let’s set up a meet & greet—we’d love to meet your pup! I work from home and have a flexible schedule, which means your dog gets lots of attention throughout the day. My own dogs go out for walks or backyard time at least 3–4 times during a typical workday, and visiting pups are always part of the routine. All dogs are walked on a leash, as we don’t have a fenced yard. Inside, your dog is treated like part of the family—free to roam, nap, or snuggle wherever they feel most comfortable. We care for your pet just like we do our own.

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Adventure-ready dog walkers - Caledonia

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Sitter Profile Image: Kailey S.
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Kailey S.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
255 reviews
58 repeat clients
8 years of experience
Oak creek, WI, 53154

Kailey has been amazing for our puppy Cooper!!! She leaves very detailed notes for us on the walks and we LOVE the pics she takes for us! She understands his quirks and works so well with him!!!

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Kristin T.
Sitter Profile Image: Ky A.
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Ky A.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
47 reviews
20 repeat clients
6 years of experience
Mt Pleasant, WI, 53406

About: I have been pet sitting dogs and cats since I was only 13 years old. When my grandparents were out of town, I would ride my bike to their house to watch over their cats and let out their dog. Now, I'm home from college and looking for a job that involves animals and I would enjoy doing. I am currently taking jobs for summer! I will be home from college May 23rd-early August! Returning clients will get priority over new clients when it comes to bookings. I can walk dogs, let them out, play with both dogs and cats, feed the animals, bring in mail and packages and water any plants as needed.

Sitter Profile Image: Mandy R.
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Mandy R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
95 reviews
34 repeat clients
30 years of experience
Racine, WI, 53402

Mandy is by far our first choice when we need a dog sitter. We have used her service as a dog walker as well as a house sitter. During that time, she kept the house neat and tidy and stayed in communication with us on a regular basis, eliminating the stress of leaving the dogs and house behind. I loved that she sent us videos/pictures of our furbabies, mostly of them completely exhausted from their walk =). Above all, Mandy is trustworthy, and our dogs love her.

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Danelle S.
Sitter Profile Image: Carmen K.
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Carmen K.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
59 reviews
12 repeat clients
25 years of experience
Caledonia, WI, 53402

Carmen has been great! She filled in for my normal walker twice now and was timely both days. She sent pictures and a brief explanation of their walk and my pup was tired out after each walk. Can’t wait to use her again!

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Tim B.
Sitter Profile Image: Madalyn R.
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Madalyn R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
7 years of experience
Sturtevant, WI, 53177

Tess loves Maddy and looks forward to her visits!

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Kimberly C.
Sitter Profile Image: Anik Z.
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Anik Z.
from
$23
per walk
4 years of experience
Yorkville, WI, 53126

About: Hello! I study Vet Science at UW Madison and have extensive experience in both dog and cat humane societies, kennels, and have had dogs my whole life and cats for 3 years now. My dogs Jojo and Jagger are very energetic, and Indy is my tortie and the love of my life :) I tend to work weekends at my families business but can change my availability based on how familiar I get with your pet(s). I am always available to talk and will respond quickly to messages! I love to engage with pets and learn their body language, I will always have a ball or stick while walking your dog, but also understand when they need a break. My priority is making them feel as at home as possible, while earning experience in the field I love. I have patience for both cats and dogs, and will watch carefully to not over pet, play, or initiate with shy animals. Tell me more about your pet to help me help them be as comfortable as they can be!

Sitter Profile Image: Joseph F.
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Joseph F.
Star Sitter
from
$22
per walk
4.9 out of 5 stars
41 reviews
9 repeat clients
25 years of experience
Oak Creek, WI, 53154

My pets love have Joseph around. He was the only dog walker that accepted my dog for late night walks as I work. Wouldn’t recommend anyone else!

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Keanna E.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$26
per walk
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

Wonderful!

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Shari Z.
Sitter Profile Image: Rosie H.
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Rosie H.
from
$17
per walk
9 years of experience
Franklin, WI, 53132

About: I love to go on walks and understand busy pet parent schedules. I’ve had great danes my whole life so I am comfortable with larger dogs. I have helped with my neighbors and parents coworkers dogs since I was 10. Will take most same day appointments I work part time with a pretty open schedule. tuesdays and thursdays are my busiest so i will most likely not be available during the day. I love playing with all types of dogs. I also understand how to deal with older and younger dogs. I am very familiar with crates, fenced in yards, and all different types of leashes/harnesses.

Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$20
per walk
4.9 out of 5 stars
16 reviews
11 repeat clients
25 years of experience
Racine, WI, 53406

Very friendly, dog had a great walk.

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Elizabeth E.
Sitter Profile Image: Daniel B.
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Daniel B.
from
$20
per walk
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Caledonia, WI, 53402

About: I’ve been caring for animals all my life. It’s something that I’ve always loved doing. From fragile kittens to senior Dogs and vice versa. You need to know that your loved ones are cared for with love and that comes with experience and real love for our 4 legged furry family members. Now a senior myself I’m hoping to care for the next generation of pets for others. CATS and DOGS. Walks, interactions, fun and safe care. My yard is fenced in with toys and fun for CATS and DOGS a friendly caring environment for all. Safe and secure. A place they will love.

Sitter Profile Image: Tiffany B.
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Tiffany B.
from
$15
per walk
5.0 out of 5 stars
36 reviews
7 repeat clients
4 years of experience
Mt Pleasant, WI, 53405

Tiffany provides excellent walking services for our high-energy Nala. Would definitely recommend and plan on continuing walking and drop-in services.

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James C.
Sitter Profile Image: Jordyn S.
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Jordyn S.
from
$17
per walk
10 years of experience
Oak Creek, WI, 53154

About: Growing up with cats and dogs my entire life I have learned to love them! I have dog sat for numerous friends and family as well as helped walk them! Special skills include walking, a running buddy, feeding and the most important..CUDDLES! During the summer I am generally free after 10am with the exception of a few days due to athletic camps. I am an Athletic Trainer so once the school year rolls around my mornings and early afternoons I will be fully free! I am willing be as flexible as needed to keep your pets routine as regular as normal. I have a dog of my own that is friendly. I love taking her on walks in new places for the both of us to explore.

Sitter Profile Image: Michelle F.
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Michelle F.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
14 reviews
4 repeat clients
3 years of experience
Franklin, WI, 53132

About: I’ve helped my parents house-sit dogs since around 10 years old. Moving out I continued to care for my friends' fur babies, showering them with the love and care they deserve. I’m looking to reach out more and meet new fur babies and help out more people because as a dog mom myself, I understand life can get busy! And just as I have my own fur baby in mind, I understand wanting the best care for them and a peace of mind while away which I aim to provide. Hello! Please note that I work full-time during the week, with hours from 6:30/7:00 AM–4:00 PM daily, and until 5:00 PM on Thursdays. House Sitting: I can stay overnight and provide care before and after work. Please keep in mind the schedule if your dog will need a potty break during that time - I understand it's a long time for the little buddies! Dog Walks: Evening walks are available after 4:00 PM on weekdays (5:00 PM on Thursdays). Drop-in Visits: Limited availability during the weekday due to my work schedule, but I’m happy to coordinate early mornings, evenings, or weekends. I’ll make sure your pets are loved and cared for within the schedule I can provide. If this fits your needs, I’d be glad to connect! As a dog mom myself, I care for every animal with the same love and respect I’d want for my own pup. I treat each pet like family while always honoring the wishes of their owners. When I’m in someone else’s home, I’m mindful and careful—making sure your pet feels safe and happy, and your home is well cared for too.

Sitter Profile Image: Quintasia H.
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Quintasia H.
from
$15
per walk
4 years of experience
Oak Creek, WI, 53154

About: I’m a reliable, caring, and energetic dog sitter who loves making pets feel safe, happy, and loved while their owners are away. I’m dependable, patient, attentive, and committed to giving every dog the same care and attention I’d want for my own pet. I provide plenty of walks, playtime, attention, cuddles, and photo updates so you always know your pup is in great hands! 🐾 I make sure every dog feels safe, comfortable, and cared for while their owner is away. I follow their normal routine closely, including feeding schedules, walks, playtime, and any special instructions. I also give lots of attention, patience, and affection because I know every dog has a different personality and needs. I keep owners updated with photos and messages so they can feel relaxed knowing their dog is happy and in good hands. I care for pets by making sure they feel safe, comfortable, and loved whether they’re in my home or their owner’s home. I follow their normal routine closely, including feeding schedules, walks, playtime, potty breaks, and any special instructions the owner provides. In my home, I create a calm, clean, and pet-friendly environment where dogs can relax and feel comfortable. In the client’s home, I respect their space while making sure their pet receives consistent care, attention, affection, and exercise. I also provide regular updates and photos so owners always know their pets are happy and well cared for.

Sitter Profile Image: Shannon J.
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Shannon J.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
416 reviews
102 repeat clients
15 years of experience
Caledonia, WI, 53108

Shannon is awesome! My dogs love her and she is very dependable. If I take another assignment in Milwaukee I will definately ask her to walk my dogs again :)

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Ryn C.
Sitter Profile Image: Kylie K.
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Kylie K.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Franklin, WI, 53132

About: Hi! I’m an experienced and reliable pet sitter with a true love for animals. I currently have a 6 year old Maltipoo and a cat, and I grew up with two Yorkies, so I’m very comfortable with dogs of all sizes and personalities. I’ve also worked in a veterinary clinic, which gave me experience with animal care and safety. I treat every pet like my own and can provide dog-sitting references upon request! I currently am very flexible and have an open schedule! I can work around schedules if need be. I’m used to taking my dog out early in the mornings. I care for pets by meeting their needs that they need. I can crate them if needed and have a clean and safe house. To make your fur babies comfortable.

Sitter Profile Image: Juliana B.
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Juliana B.
from
$25
per walk
4.7 out of 5 stars
11 reviews
4 repeat clients
5 years of experience
Franklin, WI, 53132

Reliable, friendly, and a great communicator!

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Irina G.
Sitter Profile Image: Peter A.
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Peter A.
from
$16
per walk
5.0 out of 5 stars
47 reviews
17 repeat clients
40 years of experience
Franklin, WI, 53132

Showed up on time, reliable, took great care of our fur baby while we were out of town.

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Michele V.
Sitter Profile Image: Jody A.
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Jody A.
from
$20
per walk
5.0 out of 5 stars
42 reviews
13 repeat clients
45 years of experience
Sturtevant, WI, 53177

About: Over 40 years of personal experience caring for dogs, cats and birds. I’ll love your fur-babies and feather-babies as my own. Dog, cat, bird any other furry critter sitting; dog & cat walking; feeding; playing; house sitting; mail collecting; light cleaning in your home. Fish feeding in your home. Dog, cat & furry critter sitting in my home with full house privileges. Brushing, playtime, walking with lots of cuddles and love. Your babies are part of the family! I live in an upper condo with lots of open green space and plenty of quiet streets for walks. Rates are negotiable based on care needs. Flexible schedule. Does your dog or cat have special needs? I’m happy to work with them. I have experience with oral medication administration.

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Large dog specialists near you - Caledonia

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Sitter Profile Image: Shannon J.
Verified Background Check
Shannon J.
Star Sitter
from
$37
per night
5.0 out of 5 stars
416 reviews
102 repeat clients
15 years of experience
Franklin, WI, 53132

Shannon’s the best. Super available, low-key, always quick to message back, and our dogs always come home happy, healthy, and worn out. It is great peace of mind knowing your dogs are in good hands.

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Kayla R.
Sitter Profile Image: Meagen P.
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Meagen P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
130 reviews
22 repeat clients
7 years of experience
Racine, WI, 53405

Was the first time that I used Meagen’s services. I think it was wonderful and I think she is great with animals. Her children’s and be really good with animals too. She sent me pictures of him and he was right at home in a new environment. I strongly recommend her and will definitely utilize her service again.

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Regina L.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
50 years of experience
Oak Creek, WI, 53154

It was our first time using Rover for our chocolate lab and we found Debbie. We had a lovely meet and greet and she took care of Brinkley as if she were our own family. She definitely gives off the “Cool Aunt” vibes! Debbie took Brinkley on plenty of walks and spoiled him with cuddles. I loved the updates and photos throughout our booking as it gave us peace of mind. I already booked her for future travels!

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Amber A.
Sitter Profile Image: Kellene M.
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Kellene M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
40 years of experience
St. Francis, WI, 53235

As a furbaby mama, there is always a heart tug when I need to leave my dog.. Kellene was just awesome how she would care and love my my dog Precious...Kellene also brought this mama joy and comfort by the updates and pictures throughout my time away from Precious. I would highly recommend her and her dog Coco....

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Mary A.
Sitter Profile Image: Blythe R.
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Blythe R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
203 reviews
69 repeat clients
7 years of experience
South Milwaukee, WI, 53172

Next time we need a sitter I would love it to be Blythe - she took amazing care of my dog Lily and sent me pictures :) Felt so good seeing Lily so comfortable and happy while we were apart. I think Lily misses her!!

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Kat E.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
10 repeat clients
20 years of experience
Franklin, WI, 53132

Could not have asked for a better experience. FredSmith (my 8 year old dog) had a wonderful time with Amanda. She helped him feel right at home and took lots of pictures to ease my worries on how he was doing. He received lots of love and attention and I could not be happier with his stay. I will board with Amanda again and recommend her to other dog friends.

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Donna S.
Sitter Profile Image: Hannah D.
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Hannah D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
78 reviews
23 repeat clients
26 years of experience
Racine, WI, 53402

Hannah was absolutely wonderful with my two fur babies. She sent so many pictures and it looked like boys had a ball. I will definitely be a returning customer ❤️

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Kelly R.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$41
per night
5.0 out of 5 stars
21 reviews
5 repeat clients
20 years of experience
Southpoint, Milwaukee, WI, 53221

Willow had a great time! Laura took great care of her and sent a photo every day. She got along well with Diesel, and she ate all her food, which means she was very comfortable at Laura’s house. Knowing she was doing well allowed us to enjoy our vacation more. We will definitely book Laura again!

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Kate U.
Sitter Profile Image: Lisa W.
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Lisa W.
Star Sitter
from
$38
per night
5.0 out of 5 stars
349 reviews
100 repeat clients
30 years of experience
Bay View, MILWAUKEE, WI, 53207

Lisa was so good with my dogs, and she was such a great communicator. She sent me daily photos and was more than happy to update me on how they were doing. She is super fast to respond to messages, and was incredibly flexible with some last minute travel plans that I was dealing with. Highly recommend and I will be a repeat client!

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Sarah K.
Sitter Profile Image: Shyla V.
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Shyla V.
from
$30
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Caledonia, WI, 53108

Shyla is the best! So attentive and knowledgeable about cats. She kept us informed about any behavior she felt might be out of the ordinary, and sent photos and videos periodically so that we could see how he was doing. We were able to enjoy our vacation without worrying about Calvin- We knew he was in good hands!

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Kate M.
Sitter Profile Image: Tyler C.
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Tyler C.
from
$50
per night
5.0 out of 5 stars
6 reviews
3 repeat clients
25 years of experience
South Milwaukee, WI, 53172

Tyler is great! Very communicative and helpful with all my dog’s special needs and quirks. He has great dog energy and my dog is always soo happy to see him ☺️ I will always recommend Tyler to any friend needing a dog-sitter.

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Amanda T.
Sitter Profile Image: Scott S.
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Scott S.
from
$35
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Honey Creek Parkway, Milwaukee, WI, 53214

Scott and his dog Lucy were a great match for Roo! I received multiple picture updates and he was great at communicating. We met up beforehand to ensure a good match, and it was clear Scott has a natural way with dogs. Would gladly rebook!

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Jack P.
Sitter Profile Image: Kim F.
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Kim F.
Star Sitter
from
$54
per night
5.0 out of 5 stars
527 reviews
219 repeat clients
25 years of experience
Kenosha, WI, 53142

Kim did a great job boarding my energetic one year old Lab. They have a great set up at their house for the dogs to have room to play in a safe environment. I would highly recommend!

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Fletch A.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
88 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

I can not say enough about the outstanding care our dog received from Scott and Ashley. We received frequent updates and messages to keep us up to date. We are so very grateful that they invited our dog into their home.

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Roxanne W.
Sitter Profile Image: Ashlee K.
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Ashlee K.
Star Sitter
from
$35
per night
5.0 out of 5 stars
109 reviews
39 repeat clients
7 years of experience
Silver City, Milwaukee, WI, 53215

Ashlee is amazing with Bosco and sends us pictures of him playing with all his new friends! Hes always so excited when he first sees her which makes leaving him a little bit easier ☺️

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Chad T.
Sitter Profile Image: Sunshine L.
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Sunshine L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
89 reviews
28 repeat clients
46 years of experience
Kenosha, WI, 53143

I will forever be booking with sunshine, our dog Tyson was right at home with her and her family. We loved receiving all the pictures and messages letting us know how he was doing.

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Amanda K.
Sitter Profile Image: Heather L.
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Heather L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
12 years of experience
Kenosha, WI, 53142

Heather and her family were very welcoming ! They allowed Evie and I to come the night before and meet them to make sure everyone was comfortable! Heather communicated and sent so many pictures! The communication and pictures gave me peace of mind while being away. I really enjoyed the little updates! She made sure Evie was comfortable, snuggled, and even helped to get her to eat when she was a bit stubborn! I loved that her and her family loved Evie like their own! I would definitely recommend and would return. Thank you Heather and family❤️

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Jacquis
Sitter Profile Image: Rebecca S.
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Rebecca S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
181 reviews
55 repeat clients
30 years of experience
Town Of Lake, Milwaukee, WI, 53207

Rebecca's house was a perfect place for my Reilly to stay while I was on vacation. I received daily pictures of him in their yard, on someone's lap in the evening or hanging out with the other dogs. He seemed pretty content and I felt he had a good safe home to stay at while I was gone. They even cleaned Reilly's eyes which can have build up from weeping as well as giving him the heartworm/flea & tick med that was due during his stay.

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Debra W.
Sitter Profile Image: Byron G.
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Byron G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
4 years of experience
Waukegan, IL, 60087

Byron and his family were excellent hosts and did a wonderful job keeping Gilbert happy. From the minute I dropped Gilbert off, I knew he would be in good hands. I was kept updated throughout the week with pics and texts, and he answered any questions I had promptly and with assurance. I will definitely have Gilbert board with Byron the next time I need to, and would recommend him as a top sitter.

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Regin I.
Sitter Profile Image: Lacey G.
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Lacey G.
from
$40
per night
5.0 out of 5 stars
61 reviews
19 repeat clients
23 years of experience
Bay View, Milwaukee, WI, 53207

Lacey watched my dog while I was back home for thanksgiving break - she did an exceptional job and provided plenty of pictures! My dog played a lot with her sisters dog and they ran around a bunch in the yard

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Cody P.
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