Personalized care for your dog or cat - Prairie Hills

Highly-rated overnight sitters - Prairie Hills

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: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce (and their kids) took amazing care of my dog for the week he was with them! They took him on walks and to school pickup, sent the sweetest photos and helpful updates, and were just incredibly pleasant and helpful throughout. My dog came home happy, tired, and well loved and I am so appreciative for all the effort they put in to make that happen!

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Ellen G.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Our quirky rescue pup was so well taken care of while we were away! In every update we got it was clear that our dog was feeling more and more comfortable and was left in good hands. We will definitely book again!

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Justina A.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
46 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle did a fantastic job watching our doggy James! Super friendly and very easy to work with and flexible around our schedule. Her and her family were a pleasure to meet and made the entire experience easy. We are very happy and will absolutely book with her again!

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John G.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.

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Jane B.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Georgie seemed well cared for and happy. We were so grateful to have a home similar to ours for her to stay while we traveled. We would recommend!

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Samantha S.
Sitter Profile Image: Robert N.
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Robert N.
from
$50
per night
5.0 out of 5 stars
203 reviews
70 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was great with our puppy and provided regular updates. Very flexible with working with us on a pick up time when circumstances caused some big delays on our end.

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Andrew K.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

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Holly K.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

Neko came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!

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Brittany D.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

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Ceri J.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Taylor is a fantastic sitter!! Super friendly, she sent daily pictures and updates of our sweet Maggie. It was truly a home away from home from her. Next time we're out of town, Taylor will be the first to come to mind!

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Tom S.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

Second time booking Tessa for a long extended stay for our almost 16 year old pup! Received numerous updates and photos daily - Tessa is the best!

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Amanda S.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
41 reviews
16 repeat clients
10 years of experience
Verona, WI, 53593

My pup, Toby, had an awesome time staying with Sarah and her pup!!! She took him out for walks multiple times a day, plus a quick run, which is perfect for my high energy puppy. She kept me updated through out the weekend with texts and pictures. Sarah, you were amazing! Thank you again for taking care of the Tobe-master!

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Regina L.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
85 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith is a fantastic! My dog Maxx absolutely loves spending time with her. She keeps me well informed with regular updates and photos, so I never worry when I’m away. Edith is also very flexible with my schedule and has been very accommodating. I feel completely comfortable leaving Maxx in her care. Being new to Madison, we were lucky to have found her.

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Frozena J.
Sitter Profile Image: Mary Z.
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Mary Z.
from
$50
per night
5.0 out of 5 stars
19 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

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Jenna K.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

Very friendly and dependable. Timely communication, and great pictures and updates during the stay. Confident that Louie got lots of attention, exercise, doggy socialization, and love.

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Matt S.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
225 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Our dog loved spending time with Cleda! There were a few other dogs that were her size that she loved to play with. We loved getting nightly updates from Cleda about how our dog was doing (with pictures) and appreciated that she was very responsive. This was our dog's first week away from home, and I think she would be happy to go back to Cleda's house.

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Kyle M.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
11 years of experience
Greentree, Madison, WI, 53711

Grace took great care of our golden retriever. She stayed in touch and sent little updates with photos about the days events. I would be happy to work with Grace again anytime.

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Julie P.
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Over 4.1 million
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Cat caregivers near you - Prairie Hills

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: Chelssey H.
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Chelssey H.
Star Sitter
from
$12
per visit
5.0 out of 5 stars
16 reviews
9 repeat clients
30 years of experience
Madison, WI, 53711

Chelssey is incredibly friendly, professional and thorough. I will definitely try to book her again when the need arises!

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Kevin M.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
294 reviews
103 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was a fantastic pet sitter. I felt that she cared for my cats as if they were her own and she sent photos every day. I trust her and will hire her again.

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Nancy S.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
7 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!

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Sarah G.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
32 reviews
8 repeat clients
12 years of experience
Junction Ridge, Madison, WI, 53717

Jennifer took great care of my cat Strudel. I was on my first vacation away from my cat and Jennifer’s consistent updates and photos helped reassure me she was in good care. Despite being a very shy and cautious cat, Strudel actually warmed up to Jennifer fairly quickly, which was very nice to see too! Overall, I’m very happy with the care Jennifer provided for my cat!

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Matt S.
Sitter Profile Image: Sophie E.
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Sophie E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie was punctual, communicative, and did a great job dropping in to check on our puppy during the workday. Highly recommend!

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Olivia B.
Sitter Profile Image: Annalise C.
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Annalise C.
from
$17
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
10 years of experience
Westhaven Trails, Madison, WI, 53719

Annalise did a great job taking care of my cat Gus! She was consistent in the time she came to feed him and even added an extra visit when our travel plans changed!

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Vanessa M.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
28 reviews
5 repeat clients
2 years of experience
Madison, WI, 53717

Bro is very dedicated, transparent, and really cares about my pets. It has been a very long 2 months of scheduled weekly visits and I am happy to come back to my pets all well-taken care of. I definitely recommend Steve to anyone looking for responsible pet sitters.

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Richard N.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
143 reviews
53 repeat clients
10 years of experience
Madison, WI, 53719

This was my second time booking with Ann, and after she did such a great job the first time I had no worries. My shy little Willow even started to warm up to her a bit!

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Holly P.
Sitter Profile Image: Emily O.
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Emily O.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
6 repeat clients
20 years of experience
Fitchburg, WI, 53719

Emily was fantastic with our kitty - she was also extremely responsive and easy to coordinate with even though our booking request was pretty last minute. Would absolutely book again!

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Karl W.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
155 reviews
24 repeat clients
4 years of experience
Madison, WI, 53711

Wonderful as always! Thank you for the detailed info and cute pictures everyday 🥰 we know Bullwinkle will always have a good time when you arrive!

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Delaney C.
Sitter Profile Image: Lauren R.
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Lauren R.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
17 reviews
5 repeat clients
16 years of experience
Verona, WI, 53593

We loved Lauren! She was great caring for our kitten with several drop in visits while we were out of town. The pictures she sent were great and our kids loved being able to see their beloved kitten while always from home.

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Elizabeth W.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
42 reviews
12 repeat clients
4 years of experience
Verona, WI, 53593

Carlee went above and beyond when a few unexpected things happened during her time with my two cats. I highly recommend her to anyone for her attention to detail and care!

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Elizabeth M.
Sitter Profile Image: Janay B.
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Janay B.
from
$18
per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
5 years of experience
Madison, WI, 53719

Janay is amazing! She responded quickly to all of my messages and was easy to coordinate with. She was great with my cats and I would hire again!

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Kristin W.
Sitter Profile Image: Whitney H.
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Whitney H.
from
$20
per visit
5.0 out of 5 stars
38 reviews
19 repeat clients
6 years of experience
Verona, WI, 53593

I was so happy that Whitney was available for a return engagement with 'my girls.' I left with absolute confidence that my cats and my home would be lovingly cared for and I wasn't disappointed. I can't recommend Whitney highly enough. She's kind, considerate, dependable and thorough. I hope that our schedules will always be in sync so that I can leave my girls and home in her capable hands when I need to be away. Thank you, Whitney!

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Laura R.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$18
per visit
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.

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Courtney Z.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
46 reviews
17 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya took the best care of our sweet kitty! She always makes sure to send lots of pictures so we know our fur baby has had lots of play time and snuggles.

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Molly T.
Sitter Profile Image: Jess B.
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Jess B.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Madison, WI, 53719

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

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Kaitlyn K.
Sitter Profile Image: Courtney E.
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Courtney E.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
112 reviews
31 repeat clients
3 years of experience
Parkwood Hills, Fitchburg, WI, 53719

Courtney was a fantastic cat sitter for our 3 boys. Being out of the country is difficult with pets and Courtney provided us with daily updates and photos. Our cats can be shy and she made them comfortable in her care and they enjoyed her visits as well. I am definitely going to hire Courtney again. Thank you!

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Jessica B.
Sitter Profile Image: Erin B.
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Erin B.
from
$20
per visit
5.0 out of 5 stars
34 reviews
12 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

Erin was super responsible and did a great job taking care of my people-shy pandemic cats! I've already booked with Erin for another set of trips.

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Larissa N.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
96 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin was great! He came over and met the cats before he took the job and we discussed any concerns we have. He gave us pictures of the kitties every time he took care of the cats, played with our youngest kitty every time, and was very understanding when we got the dates of our trip wrong. He even took in the recycling container that we left out and a giant Chewy box (which we were not expecting!). Will definitely consider hiring Austin again in the future if needed! :)

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Zack H.
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Perfect for high energy dogs - Prairie Hills

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

1 / 1
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$52
per day
5.0 out of 5 stars
32 reviews
8 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and Darin were great! They provided updates throughout the day and took great care of our slightly anxious puppy :) Will definitely book with them again!

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Autumn P.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$30
per day
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Last minute, but with wonderful communication and top care. I got lots of photos and updates on my old girl. She has separation anxiety so probably not the easiest. But Taylor and her husband are lovely people and took good care of her for the evening! Many thanks❤️

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Susan H.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$33
per day
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Martha is so great, she accommodated us last minute which was so helpful! She sent update pictures which I really appreciate! Uma was in great care and had fun with her boys. They took her for walks and played with her. I’d recommend Martha and her family :)

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Kali K.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$30
per day
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce provided exceptional daycare services. My senior dog initially had anxiety being in a different home. Kristen and Bruce were very attentive and made her feel comfortable.

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Jennifer P.
Sitter Profile Image: Amy F.
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Amy F.
from
$38
per day
4.9 out of 5 stars
19 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

Amy was so accommodating of my last minute request. She created a safe space for my senior dog and the puppy she was sitting

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Rhonda J.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per day
4.9 out of 5 stars
32 reviews
14 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is an animal liver and it shows in her sweet disposition. Our dog enjoyed himself with her and we feel very confident in Jesse’s care.

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Edie & Bob P.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Allison was great! She was very responsive and sent lots of photos and updates. I felt very comfortable knowing Hodu was in good hands. Would definitely book with her again!

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Soo Jin K.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$36
per day
5.0 out of 5 stars
66 reviews
13 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

5 stars! Can’t sing Julie enough praises! I feel so absolutely at ease while my Cookie is in Julie’s care. Thank you for being a safe and comfortable place for our pup.

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Lori D.
Sitter Profile Image: Wesley & Sierra S.
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Wesley & Sierra S.
from
$30
per day
18 years of experience
Madison, WI, 53719

About: I grew up on a farm, so caring for animals has been a part of my life for as long as I can remember. I’ve had experience with animals of all kinds and learned early on that every animal has their own personality, needs, and quirks! Whether your dog needs a long walk, some extra playtime, medication reminders, or just someone to keep them company, I’m happy to help. I’m also comfortable with puppies, energetic dogs, and senior pets who may need a little extra patience and attention. Most importantly, I’ll treat your pets like they’re my own and keep you updated while you’re away. I work from home, so I have a flexible schedule and can give pets plenty of attention throughout the day. Also at my fiance’s flower shop pets are welcome, so I’m often around animals even when I’m not at home. This makes it easy for me to provide regular walks, playtime, potty breaks, and companionship rather than leaving pets alone for long periods. I work from home, so they’ll have plenty of company throughout the day, along with walks, playtime, and lots of attention. I grew up on a farm around all kinds of animals, and I really enjoy having pets around. I’m happy to let them settle into their own routine, whether that means playing fetch all afternoon, curling up on the couch, or taking a nice long nap. I’ll follow any instructions you leave and make sure they feel safe, comfortable, and loved while they’re with us.

Sitter Profile Image: Grace H.
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Grace H.
from
$45
per day
5.0 out of 5 stars
43 reviews
5 repeat clients
6 years of experience
Madison, WI, 53719

Grace was great to work with! She was very quick to respond and provided me with the peace of mind that my dog was well taken care of. Highly recommend Grace to anyone in the Madison area!

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Austin C.
Sitter Profile Image: Robert N.
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Robert N.
from
$36
per day
5.0 out of 5 stars
203 reviews
70 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was flexible and communicative. I wasn’t worried about my dogs in his care at all, and they seemed to have had a great time based on how tired they were when they got home. We look forward to working with him again in the future.

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Jess I.
Sitter Profile Image: Hanna N.
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Hanna N.
from
$35
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
15 years of experience
Madison, WI, 53719

Hanna watched my Kira today. She sent me pictures and assured me that Kira was having a great time. She has a nice fenced yard and her dog Sadie is so sweet! Sadie also has the same amount of energy as my dog, they played well together. Kira is wiped out from today’s play day and can’t wait to see Hanna and Sadie again next week!

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Cherry J.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
3 reviews
3 repeat clients
10 years of experience
Oakbridge Community, Madison, WI, 53717

Christine was awesome. She took a late booking and looked after Ollie for the day. She sent updates, photos and made sure she was a good fit before her stay. Will book again

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Simon B.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$40
per day
5.0 out of 5 stars
38 reviews
8 repeat clients
11 years of experience
Greentree, Madison, WI, 53711

Grace was a wonderful host for our Golden retriever puppy. She took excellent care of Scout and was very communicative. She even took the time to brush out some of the tangles behind Scouts ears!

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Karl K.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$25
per day
4.9 out of 5 stars
14 reviews
6 repeat clients
30 years of experience
Verona, WI, 53593

Ann was great with Whiskey! We got updates throughout the day and he loved playing outside! Definitely will be having Whiskey go back to hangout with her:)

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Sam S.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Stefanie was fantastic! Quick communication and ability to support a booking request on short notice, I would highly recommend and book again!

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Kasey M.
Sitter Profile Image: Cami & Christopher A.
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Cami & Christopher A.
from
$35
per day
5.0 out of 5 stars
3 reviews
25 years of experience
Madison, WI, 53719

Eddie’s daycare stay at Cami & Christopher’s was great! Eddie was very comfortable in their home and enjoyed playing with their pup Brutus. Cami & Christopher provided regular updates and pics and took Eddie on multiple walks. Eddie and Brutus did not want to leave each other when it was time to go home! Thanks Cami & Christopher, Eddie looks forward to the next daycare visit at your place!

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Aditi A.
Sitter Profile Image: Mary Z.
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Mary Z.
from
$35
per day
5.0 out of 5 stars
19 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Wolfy had such a great day with Mary and her family. He can back very happy, and Mary sent several lovely photos of his time. Mary was also flexible with me when my plans changed after booking, which was so appreciated.

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Jeff K.
Sitter Profile Image: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
7 years of experience
Fitchburg, WI, 53711

About: Former full-time human medical provider of 18 years; now available for pup sitting. Takes frequent walks with the neighborhood dog pack. Owner of one special dog named Tennessee. I’m free to organize my schedule between pet sitting and working on my business. Currently available most days until July 20th! Will update calendar when I know more. I like routine. I think pets appreciate kibble and potty breaks on a familiar schedule. I will honor your wishes for care, play, walks, and socializing.

Sitter Profile Image: Gen A.
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Gen A.
from
$40
per day
5.0 out of 5 stars
335 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen was flexible when I needed some last minute care and also with varying pickup and drop-off times. I'll definitely go to her again when I need care on her side of town.

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

Adventure-ready dog walkers - Prairie Hills

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: Christian O.
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Christian O.
from
$12
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
Summit Woods, Madison, WI, 53711

Christian was very responsive and great with our dog. Easy to coordinate with and sent helpful updates. Will definitely use again!

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Danae A.
Sitter Profile Image: Steve J.
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Steve J.
Star Sitter
from
$16
per walk
4.9 out of 5 stars
28 reviews
5 repeat clients
4 years of experience
Madison, WI, 53719

Steve did a great job walking my dog and on short notice too!

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Mitchell C.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hannah has been amazing with my dog. He’s a bit anxious and she has been incredibly patient with him and is building a strong bond with him. Hannah has been super communicative and has been great to work with all around!!

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Tapan N.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
139 reviews
56 repeat clients
4 years of experience
Madison, WI, 53719

Michelle was fantastic! My dog Samson took to her right away and she did a great job keeping me updated on how he was doing while I was away on vacation, which gave me huge peace of mind. Will definitely use her for dog walks in the future!

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Nikki T.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per walk
4.9 out of 5 stars
32 reviews
14 repeat clients
1 year of experience
Madison, WI, 53719

Jesse is reliable, communicative and an excellent pet photographer.

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Sarah N.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
42 reviews
12 repeat clients
4 years of experience
Verona, WI, 53593

Carlee was always timely and gave thorough reports! She had to cancel once due to an emergency, but did let me know. I would definitely work with her again!

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Christie O.
Sitter Profile Image: Annalesse B.
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Annalesse B.
from
$18
per walk
5.0 out of 5 stars
12 reviews
2 repeat clients
5 years of experience
Madison, WI, 53719

About: I’m a lifelong animal lover, experienced pet owner, and former veterinary assistant who cares for both dogs and cats. I understand how important it is to find someone trustworthy, attentive, and patient with your pets. I’m comfortable with walks, feeding routines, playtime, cleanup, and providing lots of love and attention while you’re away! 🐾 I work full-time during weekdays, so my availability is mainly evenings and weekends. I’m fully available on weekends for walks, drop-ins, and extended care, and I’m happy to help provide reliable, loving care around my work schedule. Your pet’s safety and comfort are always my top priorities. As a former veterinary clinic assistant and experienced pet owner, I pay close attention to routines, behavior, and any special care instructions to help your pets feel safe and stress-free. I’m attentive, reliable, and committed to providing a calm, loving environment.

Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$17
per walk
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

Truman was very awesome!! He did great with our boy, Zissou!

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Taylor B.
Sitter Profile Image: Sophie E.
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Sophie E.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Sophie ensured Piper was taken care of in all areas. Not only did she walk and play with her, but also met her basic needs of food and water. Very grateful for Sophie!

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Georgia V.
Sitter Profile Image: Magan E.
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Magan E.
from
$18
per walk
5.0 out of 5 stars
34 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

Magan is great with my dogs! She is punctual and takes them for a nice long walk everyday! Will definitely continue to use her services and highly recommend.

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Marisa B.
Sitter Profile Image: Christine H.
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Christine H.
from
$10
per walk
5.0 out of 5 stars
3 reviews
10 years of experience
Fitchburg, WI, 53719

About: I'm an animal lover who has years of experience with dogs, cats, and rabbits! I educate myself on animal behavior and find that it really helps me be able to meet their needs. Not afraid to administer medication or go the extra mile for whatever a loved pet needs. I'm available every single day of the week - morning, midday, and evenings. I sometimes take an hour or so of classes in the evening which are extremely easy to work around, I'm very flexible and typically don't travel for holidays. I'm completely ready to adhere to any standards that clients have in their home. I am very communicative and will reach out if instructions need clarification.

Sitter Profile Image: Megan B.
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Megan B.
from
$20
per walk
5.0 out of 5 stars
10 reviews
8 years of experience
Madison, WI, 53719

Megan did a great job with Sami while we were away! We would definitely use her again!

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Andy O.
Sitter Profile Image: Austin C.
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Austin C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
96 reviews
31 repeat clients
5 years of experience
Madison, WI, 53719

Austin did a great job walking Carmello. He responded to a last minute booking and I couldn’t have been more happy with his services. Have already booked him again and hopefully more in the future.

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Melissa W.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
46 reviews
17 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya was wonderful with our two dogs. She was always on time and provided timely responses to questions and updates on our fur babies. We would love to have her take care of our dogs again!

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Matt H.
Sitter Profile Image: kylie l.
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kylie l.
from
$22
per walk
5.0 out of 5 stars
88 reviews
26 repeat clients
1 year of experience
Madison, WI, 53719

Kylie is great with my pup, reliable and easy to work with.

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Brandon R.
Sitter Profile Image: Briana L.
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Briana L.
Star Sitter
from
$20
per walk
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Meadowood, Madison, WI, 53711

About: I’ve worked/volunteered at the Humane Society for two years. I’ve watched friends dogs since I was 12 years old. Love to take dogs on walks, to the dog parks and just spend time with them. I have 2 dogs already at home so I can only watch your pets at your house. I currently work full time so pretty much work around my full time job. I’m more available in the afternoons, there are some days that i can do mornings. I treat them like my own with all the tender love and care they need. I have a fenced in backyard that the dogs love to play in.

Sitter Profile Image: Amy F.
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Amy F.
from
$25
per walk
4.9 out of 5 stars
19 reviews
1 repeat client
30 years of experience
Meadowood, Madison, WI, 53711

About: My love for animals started as a child going to dog shows and pet sitting for friends. I love watching shows like Caesar Milan and PitBulls and Parolees. Over the years, I have owned multiple cats with varying personalities and temperaments, petsat, and walked all sizes of dogs from chihuahuas to Irish wolfhounds. Also, I have worked with aggressive or easily overexcited breeds. If your pet is like this, just let me know and I will do my best to care for them. I decided to become a professional on Rover because I am passionate about animals and enjoy every minute with them. It also provides me with the flexible hours I need to care for my young daughters. I look forward to meeting you and your pet(s)! I am currently a full time mom, but have plenty of time to play with, walk, and care for your fur babies while my girls are in school. I am available after 8:30 am for drop ins or walks. For boarding I am able to keep overnight. I have a large, fenced yard for dogs to run, play, and do their business. I can keep pets separated upstairs and downstairs if needed. I am very respectful of other's personal property if you need me to care for your pets in your own home.

Sitter Profile Image: Brienna T.
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Brienna T.
from
$25
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Madison, WI, 53719

About: Hi! I’m a reliable, caring dog lover who treats every pup like my own. Whether it’s walks, playtime, or cuddle time, I’ll make sure your dog feels safe, happy, and loved while you’re away. I’ll follow your pet’s routine and keep you updated so you can have peace of mind! I'm a part-time student who takes morning classes Monday-Thursday. I am typically at home the majority of the day, but if I am ever away I will return home for about an hour to take any guests out during lunch (12-1PM). Weekends, I am mostly free. Drop-off/pick-up can be anytime! My schedule is pretty flexible during weekends so if you need a specific time, I can make it work. I'm very accommodating. Just let me know in advance when you are thinking about booking and I can check my schedule for that day. If you have a busy schedule, I can also pick-up and drop-off for free! Let me know what your fur-baby's routine is like (sleep, eat, play schedule). I hope to make your fur-baby comfortable while you are away. For DROP-INS: I have experience with drop-ins for dogs, cats, and fish! If you would like me to do a short walk during the 30 minute drop-in for your pup, let me know! I typically like to refresh their water, give a treat (if you allow it), and make sure they go potty! For cats, I will make sure their water & food is replenished and will clear out litter boxes! I will also water your plants, bring in your mail/newspapers (if requested). Thanks for considering me! Let’s set up a Meet & Greet! **Holiday Rates will also be applied for Easter, Mother’s Day, and Father’s Day weeks/weekends** I’m currently working part time with plenty of time for fuzzy friends! I haven’t found my perfect pet just yet, so I have lots of love to give! I have loads of experience training young and old pups, no matter the service your looking for I would love to incorporate good habits for your pet!

Sitter Profile Image: Elizabeth M.
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Elizabeth M.
from
$25
per walk
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

About: I am 37 and have worked professionally with dogs for 10 years during my 20s. I began working in a boarding and daycare facility when I was 18. Since that time I have worked for other kennels as I have moved. I received my training certification in 2010 from Animal Behavior College and volunteered extensively at a shelter in Kansas City. I have volunteered with numerous rescue groups providing training and foster homes along with many boarding facilities. I love pet sitting and getting the opportunity to make a animals happy while their parents are away- all the rewards of being the fun aunt :) Experience with pets who have medications/diabetes/special needs. HOUSE SITTING: I work from home, with appointments throughout the day so your pets won't be left alone for long. I am flexible fitting into your pets routines, watering plants, and any other up-keeps that need done while you are away. A majority of the time I work from home while having occasional appointments out of the home. This gives me plenty of flexibility to ensure that your pet gets 1:1 time and gets outside when needed. I like to follow my clients routines so their pet can predict as much as possible. My experience has given me a little bit of the super power to predict the future, which leads to me to taking extra safety steps “just in case”

Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$25
per walk
5.0 out of 5 stars
80 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 9 and 5. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.

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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 - Prairie Hills

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: Chelssey H.
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Chelssey H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
16 reviews
9 repeat clients
16 years of experience
Madison, WI, 53711

Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.

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Carol D.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
106 reviews
31 repeat clients
2 years of experience
Madison, WI, 53719

Kristin and Bruce (and their kids) took amazing care of my dog for the week he was with them! They took him on walks and to school pickup, sent the sweetest photos and helpful updates, and were just incredibly pleasant and helpful throughout. My dog came home happy, tired, and well loved and I am so appreciative for all the effort they put in to make that happen!

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Ellen G.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
46 reviews
9 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle did a fantastic job watching our doggy James! Super friendly and very easy to work with and flexible around our schedule. Her and her family were a pleasure to meet and made the entire experience easy. We are very happy and will absolutely book with her again!

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John G.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
58 reviews
26 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.

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Jane B.
Sitter Profile Image: Robert N.
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Robert N.
from
$50
per night
5.0 out of 5 stars
203 reviews
70 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was great with our puppy and provided regular updates. Very flexible with working with us on a pick up time when circumstances caused some big delays on our end.

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Andrew K.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
42 reviews
12 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

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Holly K.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
92 reviews
29 repeat clients
14 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

Neko came home exhausted so he must have had a wonderful time! Judd and Becky were so kind and worked well with us on a last minute request and we will absolutely use them again!

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Brittany D.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!

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Ceri J.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Taylor is a fantastic sitter!! Super friendly, she sent daily pictures and updates of our sweet Maggie. It was truly a home away from home from her. Next time we're out of town, Taylor will be the first to come to mind!

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Tom S.
Sitter Profile Image: Manjusha & Midhun V.
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Manjusha & Midhun V.
Star Sitter
from
$23
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
10 years of experience
Verona, WI, 53593

Elmer absolutely loved staying with Manjusha and Midhun. They sent so many wonderful updates and photos, and kept him well entertained. He was only slightly disappointed to be leaving them to come back home with us 😋. I'd definitely book with them again! Easy to communicate with and flexible with scheduling.

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Cecylia D.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
38 reviews
8 repeat clients
11 years of experience
Greentree, Madison, WI, 53711

Grace took great care of our golden retriever. She stayed in touch and sent little updates with photos about the days events. I would be happy to work with Grace again anytime.

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Julie P.
Sitter Profile Image: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$55
per night
5.0 out of 5 stars
80 reviews
21 repeat clients
20 years of experience
Greentree, Madison, WI, 53711

Ryan and Jocelyn are lovely! I don't leave my dog very much, so when I do we both have a little bit of anxiety lol. They frequently sent me picture updates as to how she was doing which made me feel much better.

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Mollie C.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
7 years of experience
Madison, WI, 53704

Ronalisa put our minds at ease when we were out of town for a week. Our dogs were well cared for and we received regular picture and video updates!

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Charity P.
Sitter Profile Image: Sydney K.
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Sydney K.
from
$35
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Maple-Prairie, Madison, WI, 53719

About: I have had a dog growing up and enjoy taking care of them. I have dog sit and cat sit for the past 3 years in my hometown. I love taking dogs and walks or giving cat cuddles while also taking care of your pets needs. I’m currently between jobs and can plan to be home or available for drop in visits with enough heads up. I’m pretty flexible on times and days but just need to plan ahead. I am very curious and cautious while taking care of not only your pet but your home. I will clean up after your pet and respect your space.

Sitter Profile Image: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

Lee was great with our high-energy dogs. They clearly had a lot of fun in his large fenced-in yard, and Lee provided pictures and updates daily! He was also very responsive and flexible when our travel plans changed

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Dana H.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Verona, WI, 53593

Marie's place was a perfect fit for my curious dog. I know he had plent of attention and was even able to help with chores! He was clearly very comfortable and I know we will be asking for Marie's help again.

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Jay C.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

Maria Belen is better than we ever hoped for!! She took care of our puppy who requires a lot of work with love, patience and dedication. She was willing to take her even though she is still working on potty and crate training. She sent us tons of great updates, pictures and videos and took lots of time asking questions and getting to know our puppy’s routines and what would be best for her. Maria and her husband both cared for our 4 month old puppy like she was their own! They even gave us the sweetest present of a paw print picture! We would recommend them to everyone and pick them every time!

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Nicole T.
Sitter Profile Image: Da Yeon E.
Verified Background Check
Da Yeon E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
92 reviews
25 repeat clients
7 years of experience
Vilas, Madison, WI, 53711

Da Yeon provdes a safe and comfortable home away from home for our older dog. He is a nervous guy, but he feels comfortable during his stays with her. Highly recommend Da Yeon!

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Richard and Amy R.
Sitter Profile Image: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
93 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!

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Dory W.
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