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: 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
27 reviews
7 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍

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Maggie Y.
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
55 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha did a great job making Lucy feel comfortable and welcome in their home. They sent updates and photos to let us know how she was doing. We recommend their services.

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

Robert was awesome! Very communicative and flexible with drop off and pick up and has a great place for dogs to stay. Sent frequent updates and pictures. Will definitely be using Robert in the future

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Webb K.
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

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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Justin L.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$47
per night
5.0 out of 5 stars
18 reviews
5 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

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Nabeel Q.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$32
per night
5.0 out of 5 stars
3 reviews
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: 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 took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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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
80 reviews
27 repeat clients
14 years of experience
Middleton, WI, 53562

Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley

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Deb 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: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 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: 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 LOVE'S going over to Becky & Judd's, especially to play with his kiddos! They always update me with how he is doing and send pictures. We will forever use them :)

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Brittany D.
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: 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

Cleda has been our pet sitter for the past 2 years and she's just the best! Our pups love her, we get updates and cute pics everyday, and we're just happy and comfortable knowing our pups will have the best care and best time with her!

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Pamela D.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
40 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: Austin M.
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Austin M.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

We needed a last-minute booking for a funeral out of town and Austin responded immediately and was especially understanding the type of care for an energetic frenchie puppy and 2 year old Frenchie. Great west side location and I know my babies were taken well care of they came back happy and on scheduled time. Will definitely be booking again soon!

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Miriah A.
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: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 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: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
106 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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
81 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith was so amazing. We knew right from the beginning that she would take care of our baby. We wouldn't hesitate to come back again. Everything went so smoothly, I wouldn't worry one bit about booking. Thank you again! -Anne & Anthony

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Anthony T.
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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 - 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: Iva & Eduardo P.
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Iva & Eduardo P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
7 years of experience
Verona, WI, 53593

Amazing as always, goes above and beyond for my kitties. Lots of people can drop in to reliably feed or medicate your pets, what sets Iva and Eduardo’s care apart is that they not only take care of your pet’s physical needs, but also spend fun quality time with them to meet their emotional/social needs while you’re away. It is such a relief knowing my pets are both exceedingly well cared for, and are also having a blast getting to play all of their favorite games !

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

Natalie was great! She made me feel comfortable leaving my cat and kept me updated on how she was doing. She sent lots of pictures and Ginger seemed happy and well cared for when I came home. She also handled some of Ginger's spicier behaviors super well.

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Jay C.
Sitter Profile Image: Regina S.
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Regina S.
from
$11
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
14 years of experience
Madison, WI, 53719

Regina did a great job dropping in a couple of times a day to feed and play with my two kitties while we were out of town, would definitely book with her again!

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Brittany G.
Sitter Profile Image: Krista C.
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Krista C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
160 reviews
42 repeat clients
15 years of experience
Verona, WI, 53593

Krista always takes care of our kitties like they are her own. If we are ever gone, she is always there for us and our fur babies!!! 10/10 recommend!!!!

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Cody G.
Sitter Profile Image: Ann A.
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Ann A.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
136 reviews
52 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: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
151 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: Emily O.
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Emily O.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
20 years of experience
Fitchburg, WI, 53719

Emily is awesome. She took care of my Curry Boi and Chickpea. She fed them and took pictures for peace of mind . You can tell she really cares about them . Thanks Emily for all you do !!

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Mikala I.
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: Chelssey H.
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Chelssey H.
from
$11
per visit
5.0 out of 5 stars
3 reviews
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: Anaya S.
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Anaya S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
45 reviews
15 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya was an amazing drop in sitter to our 2 year old cat! She sent lots of great pictures that made us feel a lot better about being away from her. Additionally, Anaya was super communicative and flexible!

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Molly T.
Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
39 reviews
11 repeat clients
4 years of experience
Verona, WI, 53593

Carlee was awesome— super friendly, professional, and communicative! My cat loved her and was very well taken care of. I would book again in a heartbeat!

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

Janay is kind, responsive, and great with cats! She has taken care of my two boys twice now, and the experience has been wonderful each time. She takes the time to understand your pets' needs and gives detailed updates on how they're doing. I had to book the most recent visits very last minute, and she was super understanding, which I greatly appreciated. I'd trust her to take care of my cats any time :)

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Chloe S.
Sitter Profile Image: Mandy C.
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Mandy C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
4 years of experience
Verona, WI, 53593

Mandy is amazing! I would definitely trust her to take care of my cat again. She provides very detailed and funny reports and takes lots of pictures and videos too. Thanks Mandy!

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Alessandra Nicolette B.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$18
per visit
5.0 out of 5 stars
106 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: Austin C.
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Austin C.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
88 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.
Sitter Profile Image: Kira F.
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Kira F.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
98 reviews
24 repeat clients
25 years of experience
Stone Meadows, Madison, WI, 53719

Kira communicates so efficiently and responded to my cat sitting request promptly. She is so reliable and nice!! She also sent me pictures and thoughtful notes after the visit! I highly recommend Kira for anyone with pet sitting needs.

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HUI RU H.
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: Jacki J.
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Jacki J.
from
$14
per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Maple-Prairie, Madison, WI, 53719

About: I’m a dedicated cat lover and owner of two cats, so I truly understand how unique each cat’s personality can be. Whether your cat is playful, shy, or somewhere in between, I’m patient and respectful of their space while making sure they feel safe and cared for. I’m experienced with feeding routines, litter box care, playtime, and giving cats attention on their terms. My goal is to keep your cat comfortable and stress-free while you’re away.

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

Jess was fabulous. We felt so confident leaving our pets in her care and were not disappointed. We are looking forward to our next trip and being able to work with Jess again.

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

Erin is wonderful! She sent me lots of pics and followed all directions. My cat warmed right up to her, which is not typical. I will definitely book Erin again!

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Tammy 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.

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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
27 reviews
7 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
106 reviews
31 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

Fast response, super friendly. Taylor was able to take our pup at short notice so we could have a family outing and not worry about the dog. He played all day and had a great time.

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Brian P.
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
55 reviews
22 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: Allison C.
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Allison C.
Star Sitter
from
$30
per day
5.0 out of 5 stars
8 reviews
2 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

Julie did great job making me and my dog Stella Watson very comfortable from meet and greet thru 1st daycare visit. Stella had wonderful time playing with Zilla and zooming around the yard and house. Will be hoping to visit again soon!

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Shelby L.
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
102 reviews
30 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
5.0 out of 5 stars
18 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: Christine H.
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Christine H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
2 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: 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 saved me in a sticky situation where I needed to board my dog unexpectedly. She was able to alleviate my worries about my fur baby being cared for while I was out of the country and I can’t thank her enough!

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Kelly J.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$24
per day
5.0 out of 5 stars
3 reviews
16 years of experience
Madison, WI, 53711

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$25
per day
5.0 out of 5 stars
8 reviews
5 repeat clients
30 years of experience
Verona, WI, 53593

About: I am a previous dog owner and current cat mom. I grew up watching dog and cat training shows on TV and going to in person purebred dog and cat show events. I enjoy spending my time with furry friends. I'm a in-home caregiver to my mom so I have lots of time to take care of your pet. I have weekly events on Sundays and Wednesdays, but can easily work around those times. I have a long line for when your pet is outside and lots of patio seating to supervise and play with your pet the whole time. I also have a crate for indoor use.

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

Robert is super nice and very communicative. We also appreciated his accommodating a last minute date change due to weather conditions. Our dog Ace had a great day!

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Christy S.
Sitter Profile Image: Jesse T.
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Jesse T.
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$30
per day
5.0 out of 5 stars
28 reviews
12 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: 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: Valeria D.
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Valeria D.
from
$25
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
4 years of experience
Prairie Hills, Madison, WI, 53711

Excelente, muy cariñosa con mis mascotas. 100% recomendada.

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

Grace was so accommodating of my last minute request to watch my dog. She gave multiple updates and Moose came home nice and tuckered out from a fun evening with her!!

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Anne L.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
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$35
per day
5.0 out of 5 stars
80 reviews
27 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: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
18 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
333 reviews
202 repeat clients
7 years of experience
Middleton, WI, 53562

Gen hosted our pup on his first birthday and went out of her way to make him feel special on his big day. It definitely put this worrying puppy mom at ease knowing he was having such a fantastic time with Sasha and Gen while we were gone. His face always perks up when we pull into their driveway and he never wants to leave!

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Jenny J.
Sitter Profile Image: Cami & Christopher A.
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Cami & Christopher A.
from
$30
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.
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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.
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$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: Timothe C.
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Timothe C.
from
$10
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
34 years of experience
Midvale Heights Community, Madison, WI, 53711

Rosie seems to have had another great walk! Tysm!

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

Michelle is spectacular! This was my first Rover experience and I was quite concerned my pup wasn't going to cooperate with a (relative) stranger for a walk BUT from the moment they met for a Meet and Greet Michelle was his friend. It's obvious she truly loves dogs and I know mine loves the time they spend together. I strongly recommend Michelle to any Rover user and will recommend this app to friends.

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Dan D.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$12
per walk
5.0 out of 5 stars
3 reviews
16 years of experience
Madison, WI, 53705

About: Dogs are a huge part of my life! Before moving to Wisconsin, I owned and operated a dog walking and overnight boarding business in Maryland for two years. These days, I spend much of my time fostering dogs for a local rescue, helping them decompress, learn home life, and get ready for their forever families. With three personal dogs, I’m very comfortable managing a multi-dog household and all the different personalities that come with it. I’ve cared for everything from energetic, playful pups to seniors who prefer a cozy spot on the couch, as well as rescue dogs who need extra patience, structure, or time to feel comfortable. Fostering has taught me that there really isn’t a “one size fits all” approach to dogs. I pay close attention to body language, respect boundaries, make thoughtful introductions, and adjust my approach based on what each individual dog needs. I also know how hard it can be to leave your dog behind and wonder how they’re doing. You can expect daily updates from me, including plenty of photos and videos, so you can see how your dog is settling in and what they’ve been up to. My goal is to give your dog a safe, comfortable, fun place to stay—and give you the peace of mind that they’re with someone experienced, attentive, and who truly gets dogs. Pet care fits very naturally into my everyday life. I’m a stay-at-home mom to a middle schooler and work remotely part-time, which means I’m home quite a bit and have plenty of flexibility to give the animals in my care lots of attention, love, potty breaks, walks, playtime, and downtime. With three resident dogs—a 70 lb senior mix, a 2-year-old Boston Terrier, and a 1-year-old English Bulldog/French Bulldog mix—and all three started out as fosters who never left! I continue to foster regularly and work very closely with a local dog rescue, so welcoming another dog into our routine is something the dogs are very accustomed to. Dogs staying with us aren't spending the day alone waiting for someone to come home from work. I'm around throughout the day to keep an eye on everyone, accommodate individual routines, and provide plenty of attention (or a cozy place to nap, if that's more their speed!). Pet care is genuinely part of my everyday life, and I love it that way. Here, pets are treated like part of the family. My dogs are kennel trained, but they're also welcome throughout the home—including on the furniture and beds. I'm happy to follow your lead, though! If your dog sleeps in a crate, follows certain house rules, eats on a specific schedule, or isn't allowed on furniture at home, I'll do my best to keep their routine consistent. I live in a large apartment, so all outdoor time is supervised and on leash. I'm very comfortable with puppies and their extra needs, including frequent potty breaks, potty pads, crate training, and the general chaos that comes with puppyhood! I have extra crates that can accommodate dogs up to approximately 75–80 lbs, plus more dog beds and toys than any household probably needs. If your pet has food or environmental allergies, please let me know. I am very accustomed to managing allergies and am happy to follow specific instructions regarding food, treats, medications, or environmental triggers. Because your dog will share our home with my husband, middle-school-aged child, and our three resident dogs, dogs staying with us must be comfortable with older children, men, and other dogs. I take introductions and dog body language seriously and want every animal in the house—yours and mine—to feel safe and comfortable. While others do live in the home, I will be the caregiver for any other animals. For care in your home, I'll follow your lead. You know your pets and their routine best, and my goal is to keep things as familiar and consistent as possible while you're away. I'm also happy to care for more than just dogs during in-home visits—cats and other household pets are welcome, too! Whether your pet stays with us or I care for them in their own home, I'll treat their individual routine as exactly that: individual. Some pets want to be your shadow, some want nonstop playtime, and some would prefer that I serve dinner promptly and otherwise respect their personal space. I'm good with all three!

Sitter Profile Image: Carlee M.
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Carlee M.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
39 reviews
11 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: Hanna P.
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Hanna P.
from
$16
per walk
5.0 out of 5 stars
5 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: 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: Austin M.
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Austin M.
from
$30
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

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

Austin is reliable, flexible, and overall great to work with. He does a great job with my large reactive dog, and I definitely will continue to book with him in the future. Thanks Austin!

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Isaac W.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$15
per walk
5.0 out of 5 stars
28 reviews
12 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: 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: 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: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
45 reviews
15 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: Amy F.
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Amy F.
from
$25
per walk
5.0 out of 5 stars
18 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: Paula R.
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Paula R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
90 reviews
28 repeat clients
5 years of experience
Fitchburg, WI, 53711

Paula was amazing! I know our little guy can get unsure meeting people, by his tail wags he was happy to see her! She was very understanding, accommodating, and showed lots of love to Harvey! She took care of him at our home and at her house. From the pictures he looked like he was in a resort getting sunshine! Highly recommend her she is super caring and nice! Thank you Paula!

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Angelica N.
Sitter Profile Image: Briana L.
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Briana L.
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: Christine H.
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Christine H.
from
$10
per walk
5.0 out of 5 stars
2 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: Ryan & Jocelyn R.
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Ryan & Jocelyn R.
from
$25
per walk
5.0 out of 5 stars
79 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.

Sitter Profile Image: Erin B.
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Erin B.
from
$25
per walk
5.0 out of 5 stars
33 reviews
11 repeat clients
25 years of experience
Maple-Prairie, Madison, WI, 53719

Thank you for walking our dog when we left town for a day! Loved the photos and report.

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Ian S.
Sitter Profile Image: Maggie R.
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Maggie R.
from
$15
per walk
5 years of experience
Verona, WI, 53593

About: I have watched for and taken care of dogs for my whole life, including not only my own personal family dogs, but also for family members and friends. I have experience with big, medium, and small dogs. RN that is working in Madison, WI. I work from 7-3:30 and am willing to help out before and after my shifts. I do not work my RN job on the weekend besides for the occasional on-call shifts. I live in a very nice family neighborhood that is a great area to walk dogs. I have a car that is large enough to transport dogs if needed.

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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: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$41
per night
5.0 out of 5 stars
55 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha did a great job making Lucy feel comfortable and welcome in their home. They sent updates and photos to let us know how she was doing. We recommend their services.

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

Robert was awesome! Very communicative and flexible with drop off and pick up and has a great place for dogs to stay. Sent frequent updates and pictures. Will definitely be using Robert in the future

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Webb K.
Sitter Profile Image: Chelssey H.
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Chelssey H.
from
$32
per night
5.0 out of 5 stars
3 reviews
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: 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 took great care of my dog, Taydo. Long walks, snoozes on her couch, and photos to keep me updated. I believe LIndsay to be completely trustworthy which is really important for a pet sitter.

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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
80 reviews
27 repeat clients
14 years of experience
Middleton, WI, 53562

Fabulous! Mack gave her 4 paws up and he would have given her more but he only has 4 paws. He has been online trying one to buy me more airline trips so he can go back to Steph and live the good life. Can’t praise her enough. Deb Spencley

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Deb 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: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
2 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: 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 LOVE'S going over to Becky & Judd's, especially to play with his kiddos! They always update me with how he is doing and send pictures. We will forever use them :)

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Brittany D.
Sitter Profile Image: Austin M.
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Austin M.
from
$65
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

We needed a last-minute booking for a funeral out of town and Austin responded immediately and was especially understanding the type of care for an energetic frenchie puppy and 2 year old Frenchie. Great west side location and I know my babies were taken well care of they came back happy and on scheduled time. Will definitely be booking again soon!

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Miriah A.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$50
per night
5.0 out of 5 stars
15 reviews
4 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: Taylor B.
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Taylor B.
from
$50
per night
5.0 out of 5 stars
106 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: Da Yeon E.
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Da Yeon E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
90 reviews
25 repeat clients
7 years of experience
Vilas, Madison, WI, 53711

Da Yeon is amazing! We’ve booked with her a couple times and long story short, our dog likes her more than us. She’s flexible, kind and includes our dog in her outings so he can get some time outdoors. Highly recommend!

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Lakshya G.
Sitter Profile Image: Christina & Jeremy C.
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Christina & Jeremy C.
from
$45
per night
5.0 out of 5 stars
81 reviews
44 repeat clients
15 years of experience
Verona, WI, 53593

Luke had a great stay at Christina’s and Jeremy’s! Luke is a ball of excitement and energy and they have been awesome to him. We’ll definitely be back!

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

Ryan and Jocelyn were wonderful! They sent updates of Ellie for me, and it was clear she was well taken care of and having a good time. She was very tired when I picked her up, so she definitely got a lot of attention and activity.

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Becca H.
Sitter Profile Image: Nicole P.
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Nicole P.
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Sauk Creek, Madison, WI, 53717

About: I have a dog of my own and I’ve done boarding, drop ins and walks before. I’ve grown up with dogs in the house and have watched family friends dogs numerous amounts of times. I currently work full time (8-4:30) during the week, but can do evenings on week days and any time during weekends! I am very flexible and can make anything work! I can abide by whatever schedules/routines you have in place. If your dog likes to socialize, my dog would be a great buddy! I understand dogs need to follow certain rules and need to be let out/fed in a timely manner.

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

Rona took excellent care of Basie and Mimi while we were away! She sent us regularly updates of the doggies sleeping, eating, and playing and she made sure that they wore their sweaters when they went outside in the chilly weather. Definitely would book again, she's amazing!

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Charity P.
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
91 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

Such a treat to have Duane & Lauren take care of my pup, Rapha while I was away. They are very responsive and attentive to the needs of both owner and doggie. Thank you!

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Russhell C.
Sitter Profile Image: Christine H.
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Christine H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Oakbridge Community, Madison, WI, 53717

Christine is flexible and kind! She really cares and will do her best to help your pet feel at home.

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Savannah P.
Sitter Profile Image: Ann M.
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Ann M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
8 reviews
5 repeat clients
30 years of experience
Verona, WI, 53593

Ann was amazing! We have a pup that has some tricky behavior issues and she handled them like a professional. She was easy to work with and super accommodating. Highly recommend!

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Angela H.
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1Global data from Rover (November 2025)