Personalized care for your dog or cat - Caldwell

Highly-rated overnight sitters - Caldwell

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: Tracy S.
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Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
15 years of experience
West Allis, WI, 53214

Had a great experience! She was very attentive and caring with Waker, and we felt comfortable the whole time knowing he was in good hands. He got along great with her dog Luna, which was a huge plus. Would definitely book again

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Filip M.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
124 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ do a great job! They give great care towards our dog and do a really good job communicating and providing updates. Denali loves going to their house and starts crying (in excitement) when we turn the corner! Thank you for loving our dog and taking such good care of her!

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Matt J.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
105 reviews
29 repeat clients
20 years of experience
Waukesha, WI, 53186

Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.

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Cisca K.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
35 years of experience
Eagle, WI, 53119

Kylie and her pets were wonderful! My dog Miller had a fantastic stay 2 night stay. She was flexible on the arrangements as my return time was not finalized and treated Miller as if he was her own. I definitely recommend her to anyone needing dog care as well as use her services again next time I'm out of town.

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Julie T.
Sitter Profile Image: Rachel G.
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Rachel G.
from
$29
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
South Milwaukee, WI, 53172

Rachel did an amazing job watching our dog! She was very communicative and sent daily videos/pictures of our dog while we were away! She was very accommodating and even dropped our dog off at our house before we got home! i will definitely book again!

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Chase R.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was super responsive and sent lots of photos of our dogs! She did wonderful with both of them and you can tell they were well cared for.

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Megan N.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
23 reviews
17 repeat clients
14 years of experience
Burlington, WI, 53105

Rachel was so amazing to our pup Ryder! She sent us great updates and gave us peace of mind that our boy was left in good hands. He was so loved and spoiled. We will definitely be using Rachel again in the future!

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Patrick W.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
60 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.

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Joan H.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
275 reviews
132 repeat clients
25 years of experience
Genoa City, WI, 53128

So so so grateful! I have a 60 pound beagle who is hard to find a sitting situation for - the vet called him food possessed not motivated - but I have found one! I rarely go anywhere so it is literally the biggest relief to know my bff has a place to go if needsbe. THANK YOU!!!!

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Annie Z. Realty K.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane are AMAZING!!!! They took such great care of our Maisy while we were away for 5 nights!! Communication was great and prompt, our meet and greet went great and they knew we were a little nervous leaving our girl with a new family so they sent pictures and updates daily that really helped ease my worried mama mind. Maisy warmed up fast and we had no issues at all! Will definitely be using them again for our future dog sitting needs! Thanks so much Mikaela and Shane!!!

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

My family had an amazing experience with Ashley. She and her family provided exceptional service while taking care of our dog, during a long boarding. She kept us updated with pictures and messages, which gave us peace of mind knowing our dog was in good hands. When we returned, my dog was happy and well taken care of. I highly recommend Ashley. Thank you for taking such great care of our dog! We will definitely look for availability with you for any future boarding needs.

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Chris C.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Great place to stay! We left our dog while we were on vacation for about 5 days and when we picked him up he had his nails trimmed and was given a bath. We got a updated with pictures/videos at least once a day and we could tell that he was exercised and happy!

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Nick G.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
27 reviews
8 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: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
33 reviews
3 repeat clients
20 years of experience
Muskego, WI, 53150

She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again

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Maddy L.
Sitter Profile Image: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
14 reviews
10 repeat clients
12 years of experience
Darien, WI, 53114

Kaitlyn was fantastic to work with! She was so communicative, knowledgeable and caring. Our dog clearly had a great time during his stay with her!

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Alexa H.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
20 years of experience
Wauwatosa, WI, 53222

Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾

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Renee B.
Sitter Profile Image: Alana & Justen W.
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Alana & Justen W.
from
$60
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
30 years of experience
Caledonia, WI, 53402

We are always so comfortable when we leave Chester with Alana and Justen. He has a great time, there are regular updates and we know he is very well cared for!

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Lyn R.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
140 reviews
51 repeat clients
20 years of experience
New Berlin, WI, 53146

Frankie loves spending time with Angie & her family. It is great getting pictures and regular updates too! We feel so comfortable leaving her in such good hands.

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Patty G.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Burlington, WI, 53105

This was our very first time leaving our pup with someone other than family. We had the best experience ever. Definitely will be using her in the future.Morgan was amazing!

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Mary H.
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Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Caldwell

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: Tami G.
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Tami G.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
77 reviews
15 repeat clients
15 years of experience
Big Bend, WI, 53103

Tami was professional and reliable. We appreciated her frequent updates. She is very compassionate and caring for the wellbeing of your pet. We highly recommend Tami!

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Christie D.
Sitter Profile Image: Sydney M.
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Sydney M.
from
$13
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have three cats of my own Roo, Gus and Noelle and I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes.

Sitter Profile Image: Sally W.
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Sally W.
from
$14
per visit
5.0 out of 5 stars
2 reviews
20 years of experience
Waterford, WI, 53185

About: I’ve taken care of cats since I was a child. I’ve owned cats personally and have also “cat sat” for friends and family, by providing check-ins, play, feeding, and litter box cleaning.

Sitter Profile Image: Brandi W.
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Brandi W.
from
$14
per visit
5.0 out of 5 stars
21 reviews
6 repeat clients
15 years of experience
Mukwonago, WI, 53149

Brandi is amazing cat sitter, our cats love her. When we came back after long trip, I feel like both of my cats didn’t feel we were gone at all. Thanks to her again. Definitely ask her to check our cats again in the future.

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nirana b.
Sitter Profile Image: Carly B.
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Carly B.
from
$18
per visit
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

We could NOT have asked for a better pet sitter for our kitty than Carly! She was easy to coordinate with and very friendly. My favorite part was when she sent me photo and video updates of what our baby was up to. ?

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Alli & Matt W.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$17
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

Sitter Profile Image: Susana C.
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Susana C.
from
$18
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
10 years of experience
Eagle, WI, 53119

Susana took wonderful care of our buddies while we were away. We appreciate her professionalism, commitment and communication. We Thank You for being their special friend while we were away.

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Tharasa B.
Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
30 years of experience
Burlington, WI, 53105

We’ve been using Cayla for our Golden Retrievers since October 2025. She is wonderful! She really cares for the dogs and can tell that she really loves seeing them each time. She goes above and beyond for the dogs and us too. Cayla is also extremely dependable, which is huge for us. We feel VERY comfortable knowing that she is taking care of our babies on the days we work. We highly recommend Cayla!!

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Julie Z.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$19
per visit
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

Lydia was super helpful on a whim & great with our dogs. Would certainly recommend her to anyone!

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Audrey J.
Sitter Profile Image: Rianna M.
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Rianna M.
from
$16
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
1 year of experience
Burlington, WI, 53105

Rianna was great with my cat! She was very professional and thorough and her communication was great. I will definitely have Rianna back to watch my cat when I travel!

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Robyn A.
Sitter Profile Image: Xiaoxiao O.
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Xiaoxiao O.
from
$12
per visit
5 years of experience
Waterford, WI, 53185

About: Hi! I'm Sasha, an animal lover and a cat owner myself. I'm responsible, patient, and happy to help with feeding, fresh water, litter box cleaning, playtime, and companionship. I especially love cats, but I'm also happy to care for friendly dogs. I'll always keep you updated with photos and messages while you're away! 🐱🐶

Sitter Profile Image: Ashley L.
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Ashley L.
from
$25
per visit
5.0 out of 5 stars
14 reviews
1 repeat client
29 years of experience
Mukwonago, WI, 53149

Ashley took care of my two cats for an extended period of time. I was so pleased with her services … from the initial meeting to the daily updates, I knew they were in good hands. Will definitely work with her again. Highly recommend!

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Kara W.
Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$23
per visit
4.8 out of 5 stars
35 reviews
16 repeat clients
8 years of experience
New Berlin, WI, 53151

Quazaye took great care of Misty, and was very communicative!

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Emilia B.
Sitter Profile Image: Sammu G.
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Sammu G.
from
$12
per visit
4.8 out of 5 stars
4 reviews
6 years of experience
Waterford, WI, 53185

About: I've had cats my entire life and have volunteered at an animal shelter. I've cared for four cats at once in another client's home and I've cared for three at once in my own. I've helped care for a senior pet that needed regular meds and frequent reprieves for bladder control.

Sitter Profile Image: Morgan S.
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Morgan S.
from
$19
per visit
5.0 out of 5 stars
33 reviews
4 repeat clients
9 years of experience
East Troy, WI, 53120

Morgan has been great letting out Piper our 1 year old golden doodle when our schedules don’t allow us to be home during the day. She sends pics and updates us about potty breaks. I would recommend Morgan to help you when needed!

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Aaron R.
Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per visit
5.0 out of 5 stars
2 reviews
3 years of experience
Waukesha, WI, 53189

About: Animal lover with a passion for providing safe, loving care. I’ll make sure your pet gets plenty of attention, affection, and fun while you’re away.

Sitter Profile Image: Diane R.
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Diane R.
from
$23
per visit
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

Diane did a great job cat/house sitting for us. She sent messages everyday to keep me informed. Diane is very thorough and friendly.

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Fran F.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

"Over 26 years of shared kitty parenthood, my wife and I have had many cat sitters, but Kam is our absolute favorite. In just one week, she built a bond with our skittish, untrusting 10-year-old Bengal, Jasmine, that we never thought possible. Kam's patience and care transformed Jasmine's behavior—from keeping a safe distance to sitting close, rubbing against her, and even allowing herself to be petted. Thanks to Kam's thoughtful photo updates during each visit, we were able to witness this heartwarming transformation. It gave us such peace of mind knowing Jasmine was in such capable, loving hands. Kam is now our go-to kitty sitter for all future trips. Thank you, Kam—you rock!"

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Jeff K.
Sitter Profile Image: Amanda T.
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Amanda T.
from
$25
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Mukwonago, WI, 53149

About: Taking care of kitties has always been my thing! Snuggling, cuddling and playing with their cute toe-beans is all the Serotonin that I need.

Sitter Profile Image: Teri A.
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Teri A.
from
$18
per visit
5.0 out of 5 stars
55 reviews
22 repeat clients
25 years of experience
East Troy, WI, 53120

Teri was kind and conscientious throughout our interaction and took good care of my pets, near as I can tell. She only had them two days, but seemed to get both animals to open up and interact. She deserves the acclaim she has on her profile. I'll definitely be keeping her in mind for any future boarding needs as both cats really seemed to enjoy the time spent in her home.

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Kariston S.
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Perfect for high energy dogs - Caldwell

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: Carrie B.
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Carrie B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
52 reviews
16 repeat clients
25 years of experience
Mukwonago, WI, 53149

This was my first time using rover and Carrie did a better job than I could have imagined! Highly recommend her if you’re in the Mukwonago area! Thanks Carrie!

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Tyler B.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$40
per day
5.0 out of 5 stars
33 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: Ava S.
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Ava S.
from
$60
per day
5 years of experience
Waterford, WI, 53185

About: What makes me different? I treat your pets like they’re my own! Whether it’s helping puppies learn the ropes, giving extra TLC to senior pets, or just making sure your furry friend gets plenty of play, love, and belly rubs. I always send updates so you’re never out of the loop. Think of me as your pet’s new best buddy! Im a college student with flexible availability. I’m always caring for my mom’s dogs when she’s out of town so the routine is already established! When I care for pets in a client’s home, I follow their usual routine closely, whether it’s feeding, walks, or medication. I keep their space clean, give them plenty of attention, and try to make them feel as comfortable as possible while their person is away. I always respect the home, keep things tidy, and send regular updates. If anything seems off, I let the owner know right away.

Sitter Profile Image: Cassie B.
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Cassie B.
from
$35
per day
5.0 out of 5 stars
5 reviews
12 years of experience
Mid Wilshire, Wind Lake, WI, 53185

Cassie is an amazing sitter - she is so friendly and communicative, and took in my dog Abby when I was in need of last-minute day care. She sent photos and videos throughout the day, and even helped my shy dog warm up to her sweet pup. I felt so comfortable knowing Abby was in her hands and would 1000% book with her again! She is a friendly dog lover and Abby and I both look forward to seeing her next time.

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Susie T.
Sitter Profile Image: Tia & Colin L.
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Tia & Colin L.
from
$40
per day
5.0 out of 5 stars
7 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: Sarah S.
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Sarah S.
from
$45
per day
5.0 out of 5 stars
46 reviews
12 repeat clients
5 years of experience
Waukesha, WI, 53189

Sarah is amazing! She took excellent care of Sophie. We felt completely at ease knowing she was being watched by a wonderful family. Will not hesitate to leave Sophie with Sarah again.

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David S.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$40
per day
5.0 out of 5 stars
140 reviews
51 repeat clients
20 years of experience
New Berlin, WI, 53146

Angie, and her daughter Bella, were great! They took good care of my dogs Max and Lulu! Angie even gave me some fresh eggs from her own ducks and chickens! =)

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Jinsung W.
Sitter Profile Image: Sandy D.
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Sandy D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
204 reviews
75 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: Eric P.
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Eric P.
from
$40
per day
4.9 out of 5 stars
124 reviews
49 repeat clients
7 years of experience
Hales Corners, WI, 53130

He took really great care of Trixie while I was at work. He really knows how to care for two dogs at once. I will book again. Thanks Eric. I appreciate your help.

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Alex R.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$55
per day
5.0 out of 5 stars
30 reviews
7 repeat clients
15 years of experience
Waukesha, WI, 53186

Lauren was absolutely phenomenal with Rory! He struggles with separation anxiety, but she made him feel comfortable and he warmed right up to her. He even ran straight inside on their second day together, ready to play! Lauren is very responsive and takes lots of great pictures too. I couldn’t recommend her more! We’ll definitely be reaching out again in the future. Thanks again, Lauren!

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Jessica P.
Sitter Profile Image: Mackenzie P.
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Mackenzie P.
from
$60
per day
5 years of experience
East Troy, WI, 53120

About: I have only had my own dogs to engage with but I love to teach them new tricks and help them learn. I am also not afraid to get to know shy pets I would be available after 4:30pm weekends but available all weekend. I work around having other jobs but am open those parts of the day I feed them, walk them, and teach them new tricks. I also love to play with my dogs to get the energy out of them

Sitter Profile Image: Ashley G.
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Ashley G.
from
$40
per day
1 repeat client
30 years of experience
Franklin, WI, 53132

About: I have owned and loved dogs my entire life. I have cared for and taken care of dogs through all stages of their lives. I currently have a senior Australian Shepherd and a 4 year old Puggle. I currently work from home full time and am able to provide consistent potty breaks, attention, love, and care during the work week. On weekends, my schedule is open to provide even more time, love, and attention to your fur baby. I have a large backyard (not fenced in, but your dog would be supervised at all times on leashes). Dogs are always welcome in my home and I will treat them like family.

Sitter Profile Image: Carol &  Steve B.
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Carol & Steve B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
25 reviews
8 repeat clients
25 years of experience
Muskego, WI, 53150

Carol and Steve are excellent hosts. Our Cavapoo is extremely anxious and they provided personal attention to keep him calm. I got multiple messages with photos that made me comfortable. Already reserved more days. I would highly recommend their services.

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Aamir S.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$35
per day
5.0 out of 5 stars
275 reviews
132 repeat clients
25 years of experience
Genoa City, WI, 53128

This was our first visit with Deanne. Doggy Daycare was a hit! Cash was happy when I picked him up. He was sound asleep on the couch within a 1/2 of getting home. I think he had a busy day with his new lil buddy!

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Suzi S.
Sitter Profile Image: Edith A.
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Edith A.
from
$40
per day
5.0 out of 5 stars
3 reviews
2 repeat clients
15 years of experience
Waukesha, WI, 53186

Edith is great! She was very caring and considerate for our dog. She offered to meet us a few days before the actual appointment so we could go over things and get comfortable. She takes stylish photos and videos of your pet and will send them when you are away!

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Rachel I.
Sitter Profile Image: Katrina M.
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Katrina M.
from
$35
per day
5.0 out of 5 stars
423 reviews
205 repeat clients
10 years of experience
Jackson Park, Milwaukee, WI, 53219

We were looking for a dog boarder for an upcoming vacation nd decided to do a test run with Katrina. Our experience was fantastic! Katrina was easy to coordinate with. Is great with communication and updates during the visit. Our dog has separation anxiety, so she was more of a challenge but Katrina had her relaxed and napping in a couple hours. Looks like we have definitely found our go to for boarding!

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Hans B.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$40
per day
5.0 out of 5 stars
419 reviews
134 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

Mochi loved his second daycare day. Maria and Nayibe provide the best of both worlds—lots of new doggy friends to play with in a comfortable and caring home environment. He will be back regularly! 😊

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Kate A.
Sitter Profile Image: Nealy & Aakash C.
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Nealy & Aakash C.
from
$27
per day
40 years of experience
Franklin, WI, 53132

About: I have owned and cared for pets my entire life. Animals are my true passion. I am home full time and therefore your pup will receive constant supervision, companionship, and love throughout the day. They will also have extra love and attention from other family members in the evenings and on weekends. This schedule is ideal for dogs who need frequent potty breaks or extra reassurance. I am highly experienced and comfortable managing specific behavioral and medical conditions, including: Separation Anxiety: I provide patience, soothing routines, and consistent companionship to ease anxious pups. Medical Needs: I am fully comfortable administering medications and maintaining strict health schedules. Your pet will receive attentive, expert care tailored to their exact comfort level. 🏡 Fully Equipped, Pet-Friendly Home Your dog will enjoy a secure, comfortable environment. My home features: Fenced Yard: A spacious, secure area for safe outdoor playtime and exercise. Safety Gates: Baby gates throughout the house to manage boundaries or separate dogs if necessary. Crate Availability: I have a crate on hand if your pup prefers a secure den for sleeping or downtime. I am the proud owner of two energetic Siberian Huskies, Skyler and Dexter. They love making new friends! I regularly host boarding and daycare guests for family and friends. Every visiting dog has gotten along wonderfully with my pack. Guest Dog Requirements: To ensure a safe, harmonious, and fun environment for everyone, I only accept guest dogs that meet the following criteria: Size: Medium, large, and giant breeds only (no small breeds, as my huskies are large and high-energy). Health: All dogs must be spayed or neutered. I am at home full time and available for consistent supervision. I also have other family members available to help entertain and provide company to the dogs on evenings and weekends. I have both a fenced in yard and several baby gates throughout the house. The gates are situated in a way that blocks immediate access to the garage and front door in the event of one of the dogs being an escape artist. I have a large crate for dogs who prefer more of a den space for breaks, however our dogs can and do sleep on various couches, chairs, and beds throughout the house. I also have dog beds and cooling mats available for rest time.

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

This was our first time using rover and any kind of daycare for our dog and Miranda was nothing but amazing! She kept me updated and sent pictures. We will definitely be using Miranda again in the future!

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Christy L.
Sitter Profile Image: Mandi B.
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Mandi B.
Star Sitter
from
$50
per day
5.0 out of 5 stars
49 reviews
12 repeat clients
30 years of experience
West allis, WI, 53214

Mandi was great! Good communication and pics and videos during the visit. Would definitely recommend Mandi and will look for her availability next time I need a Rover sitter for my dog

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

Adventure-ready dog walkers - Caldwell

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: Morgan S.
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Morgan S.
from
$21
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
10 years of experience
East Troy, WI, 53120

Thanks so much!

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Angela P.
Sitter Profile Image: Tami G.
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Tami G.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
77 reviews
15 repeat clients
4 years of experience
Waukesha, WI, 53189

Tami did an outstanding job! Sam just loved her! When he saw her car pull up the driveway he went "just nuts!" :-) Thank you Tami.

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Gleda D.
Sitter Profile Image: Carly B.
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Carly B.
from
$20
per walk
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

Carly was great! My pup loved her and we had no issues! She was very efficient, kind and trustworthy!

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Jessica M.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
44 reviews
20 repeat clients
20 years of experience
Waterford, WI, 53185

Kam has been great to work with and brings peace of mind. She is prompt and reliable for our regular walks! We are thankful to have her take care of our Lexi.

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Rhonda M.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$20
per walk
5.0 out of 5 stars
21 reviews
6 repeat clients
8 years of experience
Mukwonago, WI, 53149

About: Hi! I have taken care of cats, dogs, chickens & lizards. I feed them, enjoy walking them & spending time with all of them. Thanks. I currently work full time and this is something I do part time, on the side. My full time job is flexible but I would need notice to adjust my work schedule.I can’t promise I can do this all the time… I like to do a meet n greet first so I can meet the family, let the pets sniff me & have some interaction. I follow the regular routine when I am in the clients home. If they are crated, I crate them. If they need to be let out in the middle of night & that is what the owner does, I let pet out…I make sure they are well taken care of. I treat them as they are my own.

Sitter Profile Image: Carrie B.
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Carrie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
52 reviews
16 repeat clients
25 years of experience
Mukwonago, WI, 53149

We use Carrie to let our dog out while at work and we couldn’t recommend her more!! This was our first time using Rover and we are so glad we found her. She is reliable, a great communication and we love the photos we get from her. It is nice knowing our pup, Woody, is in good hands when she goes to take him on walks. You can tell Woody loves her as well. 10/10 recommend Carrie!!

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Rylee H.
Sitter Profile Image: Sally W.
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Sally W.
from
$15
per walk
5.0 out of 5 stars
2 reviews
20 years of experience
Waterford, WI, 53185

Sally is an absolute joy to work with! Flexible and willing. Jupiter was well taken care of :)

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Sophia B.
Sitter Profile Image: Lydia M.
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Lydia M.
from
$22
per walk
5.0 out of 5 stars
4 reviews
1 year of experience
Big Bend, WI, 53103

About: I volunteer at a dog shelter that deals with all ages and comfortably around new people. This allows me to pick up on dogs needs and adjust accordingly. I am currently working full time 4 days a week. This allows me a more flexible schedule to help take care of dogs through the week and weekends. I have experience with dogs that bolt when doors are opened outside and know how to block them properly. When helping with potting breaks they can be play breaks to get rid of excess energy. I have experienced teaching dogs to walk on a leash with and without a harness.

Sitter Profile Image: Cayla M.
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Cayla M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Burlington, WI, 53105

Cayla is an amazing dog caretaker! She has a genuine love for animals, and it is apparent in her interactions with them. My dog is my baby, there is not many people besides my family and closest friends I trust with him, but Cayla is someone I can say I truly trust to take the best care of my pup! She makes each animal feel loved and special. I would very highly recommend Cayla!

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Janelle M.
Sitter Profile Image: Madylin L.
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Madylin L.
from
$15
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Waterford, WI, 53185

About: I had 2 cats and a dog growing up! No pets currently but happy to play and take care of yours! Currently cannot watch any pets at my home but happy to complete as many home visits as necessary as long as you are relatively close by:) I am not currently working full time and my schedule is fairly flexible. I am happy to discuss any extra care needed for your pet. I am happy to follow specific instructions/feeding schedules as needed. I will also completed any necessary home care tasks as wanted as long as discussed prior.

Sitter Profile Image: Diane R.
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Diane R.
from
$20
per walk
4.4 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Big Bend, WI, 53103

About: I have taken care of a menagerie if pets my entire life. Family, friends, and neighbors have trusted me to care for their furbabies. I will give your pets the love and attention they deserve I currently work part time in the evenings so I have plenty of time to take care of your pets. I am available weekdays, weekends, and holidays. I will care for your furbabies in your home so they are in a familiar place and reduce stress. I will care for them as if they were my own. Giving them play and exercise keeping to their schedule and routine.

Sitter Profile Image: Katherine S.
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Katherine S.
from
$20
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Waukesha, WI, 53189

About: Animal lover with a passion for providing safe, loving care. I’ll make sure your pet gets plenty of attention, affection, and fun while you’re away. I work remotely part time, which allows me flexibility throughout the day. My schedule does vary, but I generally have availability at different times for visits, walks, and pet care throughout the day and early evening. Your pet’s comfort and happiness are my top priorities. I’ll come to your home to provide personalized care while keeping their routine as familiar as possible. As a pet owner, I know how much trust it takes to leave your pets with someone else, so I’ll follow all directions, send plenty of pictures and updates, and treat your pet like they’re my own.

Sitter Profile Image: Sydney M.
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Sydney M.
from
$16
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Muskego, WI, 53150

About: For the last 10 years I have been the go to pet-sitter for my family, friends and neighbors, and I can be for you also! I have a lot of experience with dogs of all sizes and cats of all kinds. I have taken care of itty bitty baby kittens and helped raised them up to go into their forever homes. I spent time working at a doggie daycare, where I gained some experience administering medications such as pills and eyedrops/eardrops. I, myself have three cats Roo, Gus and Noelle I am currently doing pet care full-time, and I can work with your schedule. I can be flexible, just let me know when you need me! With my own cats and I strive to take care of them the best I can, they get the best food, the best water, a lot of play and so many cuddles. I will take care of your babies as if they are my own, while also also sticking to your standards and routine.

Sitter Profile Image: Susana C.
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Susana C.
from
$20
per walk
5.0 out of 5 stars
32 reviews
8 repeat clients
15 years of experience
Eagle, WI, 53119

Susana was hired to be our dogsitter/walker during our daughter's wedding at a campground in East Troy, WI. She was asked to attend the wedding and help us with our Great Dane Molli who was part of the wedding party. Susana came out to us and stay by Molli's side for the time that we wanted to socialize with family and friends and eat dinner at the reception. Molli seemed to really like Susana and was super comfortable with her immediately. We will definitely consider having Susana help us with Molli next time we are staying in the East Troy/Lake Geneva area.

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Kelly B.
Sitter Profile Image: Mandy & Jason W.
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Mandy & Jason W.
from
$15
per walk
5.0 out of 5 stars
84 reviews
8 repeat clients
10 years of experience
Burlington, WI, 53105

Such a great service!! I’m so happy I found someone I can trust with my pup!

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Sophia B.
Sitter Profile Image: Chloe G.
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Chloe G.
from
$20
per walk
5.0 out of 5 stars
2 reviews
6 years of experience
East Troy, WI, 53120

About: I have had both cats and dogs since I was born and have lots of experience providing care for many ages, behaviors, and disabilities. Over the last few years, I have aided with foster dog care, and while it can be challenging, it is very rewarding. Over the last few years, I have seen seniors, puppies, and pregnant dogs come through the home, and I always try to provide the best care I can while trying to find homes that are a good fit! I am working a part-time job at Carthage College and have ample time to help provide care. During the weekdays, I am quite flexible with my availability. On weekends I have lots of flexibility as well in order to provide ample support and care for pets. I am very active, so I am more than willing to provide walks and activities for your pup! If your dog needs medication, I am able to administer it when needed. I can also provide time outside and around the home if the dog must be in a crate.

Sitter Profile Image: Quazaye K.
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Quazaye K.
from
$22
per walk
4.8 out of 5 stars
35 reviews
16 repeat clients
10 years of experience
Muskego, WI, 53150

Excellent immediate communication always. Two days 1.5 hrs late out of 9 days but otherwise on time. I did not see Quazaye with my dog when she was walking him but could tell he was missing her when time ended. Always sent pics, consistent. Would use again! Thank you for your service.

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Cindy S.
Sitter Profile Image: Jason B.
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Jason B.
from
$30
per walk
5.0 out of 5 stars
27 reviews
8 repeat clients
45 years of experience
Burlington, WI, 53105

About: I’m a guy who falls in love with dogs instantly. Don’t want them back? No worries! Dogs instantly want to be my best friend and I’ve never met a dog that I didn’t like or that didn’t like me. I work from home. My dogs are part of the family. I would take care of your dogs as if they were my own children. I have a doggy door and outside kennel for the dogs to use as needed. I’m also happy to take dogs on a walk and my wife is a super dog walker. We have two dogs-a Pomeranian who is all love and a lab who’s an old girl but who is the best dog you’ll ever meet. I understand dogs. How they communicate, how they operate. I know how to get them to develop good habits.

Sitter Profile Image: Katie P.
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Katie P.
from
$20
per walk
5.0 out of 5 stars
27 reviews
9 repeat clients
16 years of experience
Eagle, WI, 53119

Katie is wonderful! She met Dobby and he loved her. I could tell she was a doggy person right away! She took great care of my fur baby, sent pics, updates, and was very flexible with her schedule. I will be using Katie again and again for our pups walks.

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Deanna W.
Sitter Profile Image: Abigail Y.
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Abigail Y.
from
$15
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Hales Corners, WI, 53130

About: Hello, I am 24 and love animals. I have always had dogs in my house (large dogs). Now I have my own dog with my Husband. I have lots of experience helping out family with caring for animals and then started branching out through word of mouth. I know how much I struggle to find a pet sitter I trust and want to be that person for others. I’m currently working at a dental office and on a break from school. Thankfully me and my husband have a great routine and balance with our pup that I can be flexible with my schedule for your pup. I would love to provide your dog with anything it may need. From snuggles and love to a quick bathroom break. I love to get steps in during my day as well and can always bring your pup along.

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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 - Caldwell

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: Tracy S.
Verified Enhanced Background Check
Tracy S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
47 reviews
11 repeat clients
15 years of experience
West Allis, WI, 53214

Had a great experience! She was very attentive and caring with Waker, and we felt comfortable the whole time knowing he was in good hands. He got along great with her dog Luna, which was a huge plus. Would definitely book again

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Filip M.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
124 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ do a great job! They give great care towards our dog and do a really good job communicating and providing updates. Denali loves going to their house and starts crying (in excitement) when we turn the corner! Thank you for loving our dog and taking such good care of her!

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Matt J.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
per night
5.0 out of 5 stars
105 reviews
29 repeat clients
20 years of experience
Waukesha, WI, 53186

Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.

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Cisca K.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
56 reviews
20 repeat clients
35 years of experience
Eagle, WI, 53119

Kylie and her pets were wonderful! My dog Miller had a fantastic stay 2 night stay. She was flexible on the arrangements as my return time was not finalized and treated Miller as if he was her own. I definitely recommend her to anyone needing dog care as well as use her services again next time I'm out of town.

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Julie T.
Sitter Profile Image: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

Joanne was super responsive and sent lots of photos of our dogs! She did wonderful with both of them and you can tell they were well cared for.

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Megan N.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$45
per night
4.8 out of 5 stars
23 reviews
17 repeat clients
14 years of experience
Burlington, WI, 53105

Rachel was so amazing to our pup Ryder! She sent us great updates and gave us peace of mind that our boy was left in good hands. He was so loved and spoiled. We will definitely be using Rachel again in the future!

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Patrick W.
Sitter Profile Image: dawn s.
Verified Background Check
dawn s.
Star Sitter
from
$45
per night
4.9 out of 5 stars
60 reviews
29 repeat clients
20 years of experience
West Allis, WI, 53214

This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.

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Joan H.
Sitter Profile Image: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Caledonia, WI, 53108

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
275 reviews
132 repeat clients
25 years of experience
Genoa City, WI, 53128

So so so grateful! I have a 60 pound beagle who is hard to find a sitting situation for - the vet called him food possessed not motivated - but I have found one! I rarely go anywhere so it is literally the biggest relief to know my bff has a place to go if needsbe. THANK YOU!!!!

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Annie Z. Realty K.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane are AMAZING!!!! They took such great care of our Maisy while we were away for 5 nights!! Communication was great and prompt, our meet and greet went great and they knew we were a little nervous leaving our girl with a new family so they sent pictures and updates daily that really helped ease my worried mama mind. Maisy warmed up fast and we had no issues at all! Will definitely be using them again for our future dog sitting needs! Thanks so much Mikaela and Shane!!!

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Stephanie B.
Sitter Profile Image: Olivia T.
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Olivia T.
from
$45
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
10 years of experience
Muskego, WI, 53150

Great place to stay! We left our dog while we were on vacation for about 5 days and when we picked him up he had his nails trimmed and was given a bath. We got a updated with pictures/videos at least once a day and we could tell that he was exercised and happy!

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Nick G.
Sitter Profile Image: Laura N.
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Laura N.
Star Sitter
from
$43
per night
5.0 out of 5 stars
27 reviews
8 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: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
14 reviews
10 repeat clients
12 years of experience
Darien, WI, 53114

Kaitlyn was fantastic to work with! She was so communicative, knowledgeable and caring. Our dog clearly had a great time during his stay with her!

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Alexa H.
Sitter Profile Image: Alana & Justen W.
Verified Background Check
Alana & Justen W.
from
$60
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
30 years of experience
Caledonia, WI, 53402

We are always so comfortable when we leave Chester with Alana and Justen. He has a great time, there are regular updates and we know he is very well cared for!

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Lyn R.
Sitter Profile Image: Angie F.
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Angie F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
140 reviews
51 repeat clients
20 years of experience
New Berlin, WI, 53146

Frankie loves spending time with Angie & her family. It is great getting pictures and regular updates too! We feel so comfortable leaving her in such good hands.

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Patty G.
Sitter Profile Image: Morgan S.
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Morgan S.
from
$40
per night
5.0 out of 5 stars
3 reviews
20 years of experience
Burlington, WI, 53105

This was our very first time leaving our pup with someone other than family. We had the best experience ever. Definitely will be using her in the future.Morgan was amazing!

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Mary H.
Sitter Profile Image: Nealy & Aakash C.
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Nealy & Aakash C.
from
$30
per night
40 years of experience
Franklin, WI, 53132

About: I have owned and cared for pets my entire life. Animals are my true passion. I am home full time and therefore your pup will receive constant supervision, companionship, and love throughout the day. They will also have extra love and attention from other family members in the evenings and on weekends. This schedule is ideal for dogs who need frequent potty breaks or extra reassurance. I am highly experienced and comfortable managing specific behavioral and medical conditions, including: Separation Anxiety: I provide patience, soothing routines, and consistent companionship to ease anxious pups. Medical Needs: I am fully comfortable administering medications and maintaining strict health schedules. Your pet will receive attentive, expert care tailored to their exact comfort level. 🏡 Fully Equipped, Pet-Friendly Home Your dog will enjoy a secure, comfortable environment. My home features: Fenced Yard: A spacious, secure area for safe outdoor playtime and exercise. Safety Gates: Baby gates throughout the house to manage boundaries or separate dogs if necessary. Crate Availability: I have a crate on hand if your pup prefers a secure den for sleeping or downtime. I am the proud owner of two energetic Siberian Huskies, Skyler and Dexter. They love making new friends! I regularly host boarding and daycare guests for family and friends. Every visiting dog has gotten along wonderfully with my pack. Guest Dog Requirements: To ensure a safe, harmonious, and fun environment for everyone, I only accept guest dogs that meet the following criteria: Size: Medium, large, and giant breeds only (no small breeds, as my huskies are large and high-energy). Health: All dogs must be spayed or neutered. I am at home full time and available for consistent supervision. I also have other family members available to help entertain and provide company to the dogs on evenings and weekends. I have both a fenced in yard and several baby gates throughout the house. The gates are situated in a way that blocks immediate access to the garage and front door in the event of one of the dogs being an escape artist. I have a large crate for dogs who prefer more of a den space for breaks, however our dogs can and do sleep on various couches, chairs, and beds throughout the house. I also have dog beds and cooling mats available for rest time.

Sitter Profile Image: Jessica O.
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Jessica O.
from
$50
per night
10 years of experience
Franklin, WI, 53132

About: I’ve been a pet sitter for dogs and cats since I was in high school for family members and neighbors. I have a background with volunteering at local animal shelters. My schedule is flexible throughout the week which helps provide plenty of pet sitting availability. Pet care easily fits into my schedule. I typically have several week days/weekend available for pet sitting. Typically I have my schedule 4 weeks out in advance or more. I love all animals and love to show them kindness. I make sure they get their needed steps in for the day. I also think its important to spend quality time and play with them.

Sitter Profile Image: Amanda T.
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Amanda T.
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Mukwonago, WI, 53149

Amanda and her family did a fantastic job with our 2 dogs. Our vacation was a breeze and we felt at ease knowing our dogs were in good hands! Highly recommend.

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Dave C.
Sitter Profile Image: Debbie L.
Verified Enhanced Background Check
Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
77 reviews
20 repeat clients
50 years of experience
Oak Creek, WI, 53154

Debbie was awesome! She sent many pictures and took good care of our furry son during our weekend getaway, even took him on little summer fun! We were lucky to have found her. Thanks, Debbie !😊

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Ana Charlene R.
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