Personalized care for your dog or cat - Westmorland

Highly-rated overnight sitters - Westmorland

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: 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

Wonderful sitter! Lindsey always keeps us updated while we are away from our fur baby, definitely recommend her to anyone who needs a pet sitter!

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

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
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
26 reviews
6 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

We left our dog Toffee with Jenny and her family for 5 days while we attended a work conference, and we could not have asked for a better experience! This was our first time using Rover and leaving Toffee with someone we didn’t know, so we were definitely nervous at first. Jenny immediately made us feel comfortable with constant updates, pictures, and videos throughout the entire stay. Toffee had the absolute best time running around in her huge backyard, playing with her kids and her two dogs, and getting so much love and attention. It truly felt like he was treated as part of their family. You can tell Jenny genuinely cares about the dogs she watches. We were able to fully enjoy our trip knowing Toffee was happy, safe, and so well cared for. We are beyond grateful and will absolutely be booking with Jenny and her lovely family again in the future. Highly recommend!

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

Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.

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Mary M.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
200 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.

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SirJeremy H.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

My two golden retrievers had such a great time! They came back home happy and tired after a fun weekend. Lee did a great job sending photo and video updates and making my babies feel right at home!

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Erica W.
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
30 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)

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Justin L.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
54 reviews
22 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
76 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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

Edith is the sweetest dog lover out there. My dog was so happy when I picked him up and could tell he was well loved and cared for. I will be booking with Edith anytime I need in the future!

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

Cleda was great! My dog looked so happy in every photo, and Cleda made everything super seamless and stress-free. Definitely going to use her again in the future!

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Natalie B.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$42
per night
5.0 out of 5 stars
18 reviews
4 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: Hannah P.
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Hannah P.
from
$60
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
18 years of experience
Vilas, Madison, WI, 53711

This is our second time leaving our dog with Hannah and her family and we couldn’t be happier. Our dog was so excited to see them, the ultimate sign of approval!

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

Tessa is always just the best! She cares and loves Rena like her own - taking her in the best walks and adventures with her dog Tennessee. We can’t thank Tessa enough!

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Kayla L.
Sitter Profile Image: Beatrice L.
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Beatrice L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again

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Tracy K.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
6 years of experience
Madison, WI, 53704

Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again

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Katy B.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Da Yeon E.
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Da Yeon E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
89 reviews
24 repeat clients
7 years of experience
Vilas, Madison, WI, 53711

Da Yeon was wonderful!! Jada had a great time and we felt very comfortable leaving her. We were sent pictures, which was also great. Additionally, Jada had been groomed when we picked her up which was an added bonus! We will definitely use Da Yeon in the future!

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Jason B.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

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Gigi F.
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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 - Westmorland

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

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Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
265 reviews
93 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was an amazing sitter! She followed our directions and sent lots of wonderful pictures and updates. She went above and beyond in bringing in our mail and cleaning up after one of our cats. Our three kitties were well cared for and loved while we were gone. Will definitely hire again!

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Emma C.
Sitter Profile Image: Tucker S.
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Tucker S.
from
$17
per visit
5.0 out of 5 stars
9 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: Hannah S.
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Hannah S.
from
$18
per visit
5.0 out of 5 stars
67 reviews
34 repeat clients
10 years of experience
Madison, WI, 53705

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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Emily B.
Sitter Profile Image: Eleyna E.
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Eleyna E.
from
$18
per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
2 years of experience
Regent, Madison, WI, 53705

Eleyna was absolutely wonderful with my cat, Oliver! She went above and beyond to make sure he was comfortable and happy while I was away. She was very communicative and sent thoughtful updates, photos, and notes that showed how much care she put into every visit. It gave me so much peace of mind knowing Oliver was in such kind and capable hands. Eleyna is not only dependable and professional but also genuinely lovely to work with!!

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Caroline K.
Sitter Profile Image: Anaya S.
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Anaya S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
42 reviews
14 repeat clients
10 years of experience
Fitchburg, WI, 53719

Anaya was a wonderful cat sitter! She took excellent care of phoebe, was very responsive and flexible, and sent some amazing pictures of phoebe as well! Highly recommend her

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Meghna A.
Sitter Profile Image: Emily O.
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Emily O.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
18 reviews
3 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: Sumedha S.
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Sumedha S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
2 years of experience
Regent, Madison, WI, 53705

Sumedha was wonderful looking after my cats again (with an extra cat added this time). Her notes from the visits are detailed and fun to read, and I am happy to know that my cats are safe in her hands.

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Meredith B.
Sitter Profile Image: Michelle P.
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Michelle P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
148 reviews
23 repeat clients
4 years of experience
Madison, WI, 53711

Michelle goes above and beyond and really puts our minds at ease while we are away. We are so grateful for her services and highly recommend her as a sitter.

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Lauren B.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
223 reviews
88 repeat clients
11 years of experience
Madison, WI, 53705

Cleda did a great job checking in on our cat while we were on vacation. Amazing communication! Will continue to rebook with her for our future trips :)

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

Carlee did an excellent job taking care of my two cats. I felt totally comfortable with her after our meet and greet where her cat knowledge became clear. My cats loved her and I had peace of mind knowing they were in good hands.

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Elizabeth M.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
30 years of experience
Regent, Madison, WI, 53726

Amy was great! I could tell see really cared about the cats. She did an amazing job catering for my more shy cat, making sure she got food even though she was hiding.

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Stephen G.
Sitter Profile Image: Alissa W.
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Alissa W.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Bay Creek, Madison, WI, 53715

This was my second time booking with Alissa and she was just as great the this time around. One of my kitties had an accident, and Alissa helped clean up and kept me updated throughout her drop-in on how my cat was doing. She’s very reliable and definitely my new go-to for watching my cats!

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Nicole H.
Sitter Profile Image: Rhiannon B.
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Rhiannon B.
from
$18
per visit
5.0 out of 5 stars
42 reviews
20 repeat clients
10 years of experience
Burr Oaks, Madison, WI, 53713

I really appreciate the love and attention Rhiannon gave during the visits. It was such a relief knowing they were in good hands while I was away. The updates and photos were so thoughtful and made me feel connected even from afar. Thank you for keeping everything clean and making ssure they were happy and comfortable. I’ll definitely reach out again next time I need help. You were amazing!

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Ying H.
Sitter Profile Image: Karly M.
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Karly M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
82 reviews
22 repeat clients
4 years of experience
Regent, Madison, WI, 53726

Karly is awesome! She was super communicative, reliable, and conscientious while taking care of my cat, which was comforting since this was my first time leaving my recently adopted fur baby. I’l definitely be reaching out to Karly when I need to travel again!

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Jennifer Z.
Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
608 reviews
146 repeat clients
13 years of experience
Madison, WI, 53705

Ashley watched our two cats while we were out of town. She described their behavior, played with them, tended to their needs, and sent plenty of pictures! We would definitely have Ashley tend to our cats again.

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Rebecca K.
Sitter Profile Image: Anna H.
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Anna H.
from
$15
per visit
5.0 out of 5 stars
35 reviews
9 repeat clients
5 years of experience
Middleton, WI, 53562

It was our first time leaving our kitty for an extended period of time - Anna took excellent care of our girl! She eased my worries with frequent text and photos updates and was very patient getting to know our cat. We also ran into some technical issues (on my end) and Anna was very flexible! We are so grateful for her.

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Robyn Y.
Sitter Profile Image: Alana L.
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Alana L.
from
$22
per visit
5.0 out of 5 stars
61 reviews
17 repeat clients
30 years of experience
Madison, WI, 53705

Alana took such great care of our two kitties while we were away! Left great notes and paid special care to their needs. Alana was super reliable and communicated everything we needed to know!

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Michelle P.
Sitter Profile Image: Corinne B.
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Corinne B.
from
$18
per visit
5.0 out of 5 stars
23 reviews
7 repeat clients
25 years of experience
Westmorland, Madison, WI, 53711

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

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Kathleen M.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
91 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa and her daughter did a great job of communicating with me, though their stay was short. My cat loved the attention they gave her. Her coat was beautifully soft and clean from all the brushing. I would definitely schedule them again when I am out of town.

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Judy B.
Sitter Profile Image: Delenn N.
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Delenn N.
from
$16
per visit
5.0 out of 5 stars
3 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

Deleen was great! Took care of our 2 cats for a week and they were well-fed and happy when we got back. Thanks!!

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Jesse W.
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Perfect for high energy dogs - Westmorland

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

Julie has taken great care of Arnie! He loves to play with Zilla and hang out in the yard. We will definitely bring him to Julie for more daycare in the future!

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Kira H.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$35
per day
5.0 out of 5 stars
18 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: Allison C.
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Allison C.
from
$30
per day
5.0 out of 5 stars
7 reviews
1 repeat client
5 years of experience
Glen Oak Hills, Madison, WI, 53705

Thanks for watching Jackson and the many photos! We’ll be back!

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Bobbi K.
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
26 reviews
6 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: Robert N.
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Robert N.
Star Sitter
from
$36
per day
5.0 out of 5 stars
200 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

My pup loves daycare with Bobby. He is typically anxious when I leave him, but not with Bobby! He gets so excited to jump out of the car and spend the day in Bobby’s beautiful yard & enjoy walks around the neighborhood. He is satisfied and tired when he gets home, and it relieves the pressure for me to fit in longer walks after the workday. Despite managing other day-to-day commitments through Rover, Bobby provides my dog the attention and care he needs to make him comfortable and happy. Bobby’s home has plenty of space to make any dog feel at home and fit various needs. I’m so grateful I found Bobby close by and I recommend his daycare service to anyone trying to find a flexible, communicative, and friendly daycare option for their doggo!

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Bella G.
Sitter Profile Image: Taylor B.
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Taylor B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
103 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$35
per day
5.0 out of 5 stars
76 reviews
23 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: Christine H.
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Christine H.
from
$30
per day
5.0 out of 5 stars
1 review
1 repeat client
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: Jesse T.
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Jesse T.
Star Sitter
from
$30
per day
5.0 out of 5 stars
27 reviews
10 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: Manu J.
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Manu J.
Star Sitter
from
$55
per day
5.0 out of 5 stars
60 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

Manuela was great with our dog and I know our dog loved spending time with her! I was nervous to leave our dog with a new person at first, but Manuela met us beforehand and made sure we were comfortable. I would definitely recommend Manuela to anyone looking for care for their pet! She treats pets as if they were her own!

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Aliya M.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
44 reviews
12 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Awesome! Very friendly

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Manuel S.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$33
per day
5.0 out of 5 stars
54 reviews
22 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Bean loves going to Ryan & Martha’s and always comes home tired which means she had fun :) they are super quick to respond and always send pictures

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Erin B.
Sitter Profile Image: Grace R.
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Grace R.
Star Sitter
from
$40
per day
5.0 out of 5 stars
37 reviews
8 repeat clients
11 years of experience
Dudgeon-Monroe, 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: Tessa S.
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Tessa S.
from
$26
per day
5.0 out of 5 stars
17 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: Helen S.
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Helen S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
40 reviews
14 repeat clients
5 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Goose had so much fun! Helen and her mom were the best at making goose feel comfortable and sending lots of updates! I will definitely be rebooking.

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Audrey B.
Sitter Profile Image: Amy F.
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Amy F.
from
$38
per day
5.0 out of 5 stars
17 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: Shuting Z.
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Shuting Z.
from
$60
per day
5.0 out of 5 stars
35 reviews
14 repeat clients
8 years of experience
Sunset Village, MADISON, WI, 53705

Shuting was a-mazing with my pup Olive! She not only took her in last minute, but she was so kind and easy to talk to. She was like talking to a good friend. I think my pup had a better day than I had! Next time I’m in the area I will definitely reach out to her again.

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Anna H.
Sitter Profile Image: Eric &  Rachel D.
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Eric & Rachel D.
Star Sitter
from
$38
per day
5.0 out of 5 stars
24 reviews
6 repeat clients
9 years of experience
Capitol, Madison, WI, 53703

Eric and Rachel took such good care of my little girl! They helped her feel comfortable and provided great pictures and updates throughout the day. So grateful for their compassion and caring personalities!

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

Adventure-ready dog walkers - Westmorland

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: Trisha R.
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Trisha R.
Star Sitter
from
$12
per walk
5.0 out of 5 stars
4 reviews
7 repeat clients
13 years of experience
Madison, WI, 53703

Trisha went above and beyond in her time with our two boys today! I am sure they had a wonderful time on their walk and then she played fetch with them which, guaranteed, made her their new best friend!! 🐶🙏🐶

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Abigail A.
Sitter Profile Image: Katie T.
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Katie T.
from
$25
per walk
5.0 out of 5 stars
43 reviews
9 repeat clients
5 years of experience
Westmorland, Madison, WI, 53711

We love having Katie come in to walk our dog! She does such a great job and always checks in with us if anything is new or needs to be done extra. So happy to have her as our dog walker!!

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Caitlin P.
Sitter Profile Image: Christian O.
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Christian O.
from
$12
per walk
5.0 out of 5 stars
2 reviews
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: Anaya S.
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Anaya S.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
42 reviews
14 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: Jacob S.
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Jacob S.
from
$12
per walk
5.0 out of 5 stars
2 reviews
11 years of experience
Capitol, Madison, WI, 53703

About: I have taken care of neighbors pets since I was 10 and have always lived with Golden Retrievers. Currently, my family has two 75lb English cream retrievers (3 & 6) who I try to walk everyday when I’m home. I love pets of all sizes and energy levels! I work part time this summer researching at UW. My schedule is very flexible and I have a car to travel with. Reach out to me whenever! I can almost certainly make any time work. I can feed your pets, give medicine, let them out/clean litter, walk them and play with them! Anything needed to keep your pets happy and healthy!

Sitter Profile Image: Ellen T.
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Ellen T.
from
$16
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
9 years of experience
Greenbush, Madison, WI, 53715

About: I've spent most of my life around animals and have cared for both cats and dogs of all ages for friends and family since high school. I have a soft spot for older pets, so I understand that they often need more attention, which I am happy to provide. Whether it's sticking to a routine, administering medication, or keeping company, I'm comfortable handing your pet's unique needs. I currently don't have my own pet, but I'd love to care for yours! I'm currently a graduate student who is working from home for most of the summer, so I am available weekdays and weekends to care for your pet. I love taking screen-time breaks throughout the day, and taking care of animals is a great way to do so. I treat every home visit with diligence and respect. I follow routines closely and make sure your animal(s) and home are secure before, during, and after my visit. I appreciate detailed instructions and will send updates as frequently as you'd like.

Sitter Profile Image: Alina G.
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Alina G.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
Regent, Madison, WI, 53726

About: Hi all, my name is Alina and I’m new to Rover :). I have been a reliable dog/cat sitter for family, friends, and co-workers for a few years. I am a respectful, friendly, animal-loving soul that is free all summer to care for pets and make them feel safe and happy! I am starting medical school in the fall so I am excited to get some time with furry friends this summer. I love getting animals outside for walks and playtime. I am happy to work with pets of all ages. I am not working any particular job this summer other than pet-sitting. With this, my schedule is very flexible and I’m available just about any day of the week/weekends except a few select dates. I’m happy to work early mornings and late nights too if needed. At my client’s home, I care for pets by following their feeding routine, brushing their fur, and incorporating lots of playtime and exercise. While I haven’t been previously asked, I would also be happy to bathe pets if requested!

Sitter Profile Image: Eden L.
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Eden L.
from
$15
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Regent, Madison, WI, 53726

About: I grew up with cats as pets but i’ve always loved being around all animals. I adopted my first dog in college and that really kickstarted my appreciation for dogs! Since then, I’ve moved to a place where I cannot have pets so sitting through Rover has helped fill that gap in my life. I currently work full time Monday through Friday but can be fairly flexible with my schedule, and I work from home a lot so I could fit a drop-in or dog walking booking into my weekdays from time to time. I am willing to care for your pets in any way needed and am open to learning new things and ways of doing things. I will take your dog on any length walk they need, play outside or inside, feeding, grooming, and just plain spending time with them. As of right now I am only open to providing care in your home, as I currently live in a no pets allowed building.

Sitter Profile Image: Ashley E.
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Ashley E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
608 reviews
146 repeat clients
13 years of experience
Madison, WI, 53705

Ashley does a great job with my anxious 70lb pittie and really pushes him to walk far (which is something we normally do). She’s punctual and reliable. I’m so lucky to have found her!!

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Heather K.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
27 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

About: I have experience working at Paw Pals taking care of cats and dogs. I have also raised and cared for hamsters, horses, birds and bunnys. I'm currently working part-time to only care for animals so I have plenty of time for your animals! Let me know when you need me and I will be there! They will get the time they need. ❤️ Your pet will have the whole downstairs to themselves and lots of play space. I have two friendly cats that are willing to be friends with your pets but they will be upstairs. There are multiple grassy areas to run around in around my condo and trails to walk your pet that will allow them to play in. Treats treats treats❣️

Sitter Profile Image: Jenny P.
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Jenny P.
Star Sitter
from
$32
per walk
5.0 out of 5 stars
90 reviews
28 repeat clients
25 years of experience
Madison, WI, 53711

Jenny is wonderful! My puppy warmed up to her right away. She asked a lot of questions about him and came prepared with treats, poop bags, and water. She took him on a walk nearby and when they returned home he was all tired out. Thank you!

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Calista L.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
200 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

I will definitely be booking Robert again, and highly recommend him to anyone! I was luckily enough to book him fairly last minute, and he was kind and willing to help. He walked my dog Daisy twice a day for a two day period. He always took daisy on her full 30 minute walk, and was very communicative, which I really appreciated. Additionally though, my lovely neighbor was telling me a few days later how she had loved talking to Robert. Unbeknownst to me, they had struck up a really nice conversation. It means something when you like your dog walker, but when your neighbor is raving about them, it means even more!

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Dot S.
Sitter Profile Image: Louisa M.
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Louisa M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
91 reviews
25 repeat clients
3 years of experience
Midvale Heights Community, Madison, WI, 53711

Louisa was wonderful! She had a wonderful easy going communication style, she was able to respect the instructions that Tenny needs for a successful walk, and she sent great photo and specifics in the updates! We will definitely have her again.

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Brienne H.
Sitter Profile Image: Sophie R.
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Sophie R.
from
$20
per walk
5.0 out of 5 stars
1 review
3 years of experience
South Campus, Madison, WI, 53715

Sophie was fantastic with Alfie! She walked him for 5 days and did an amazing job every time — always reliable, punctual, and clearly great with dogs. Alfie came back happy and tired out after each walk. I’d highly recommend Sophie to anyone looking for a trustworthy, caring walker. We’ll definitely be booking with her again!

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Vladimir D.
Sitter Profile Image: Hillary L.
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Hillary L.
from
$22
per walk
5.0 out of 5 stars
166 reviews
50 repeat clients
12 years of experience
Vilas, Madison, WI, 53711

Hillary did an amazing job walking my shy pup and quickly won her over! In addition to being amazing with my dog, Hillary did and excellent job communicating with me about how my dog did on their walks, tactics she used to help build up my dog's confidence, and Hillary even helped clean up a potted plant that my dog had knocked over one day. I would highly recommend Hillary to anyone looking for care for their pets!

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Hannah L.
Sitter Profile Image: Dawn K.
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Dawn K.
from
$25
per walk
5.0 out of 5 stars
9 reviews
2 repeat clients
13 years of experience
Madison, WI, 53711

Dawn kept our energetic pup happy with long walks during a busy work week. Great communicator. Thank you!

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Lisa B.
Sitter Profile Image: Michelle G.
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Michelle G.
from
$25
per walk
5.0 out of 5 stars
12 reviews
7 repeat clients
5 years of experience
Spring Harbor, madison, WI, 53705

Michelle is great!! My dog is very shy and slow to warm up to people so I was worried about finding someone to walk him while we are at work but Michelle has been awesome!

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Marissa G.
Sitter Profile Image: Natalie M.
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Natalie M.
from
$18
per walk
5.0 out of 5 stars
4 reviews
6 years of experience
Madison, WI, 53705

About: Hi! I’m currently a graduate student at UW–Madison and looking for some pet-sitting opportunities—especially with dogs! I’ve been dog-sitting for about 6 years, primarily for friends, family, and referrals. Since moving to Madison last year, I’ve been excited to meet some new pups in the area! I grew up with Labradors and a Yorkie, so I’m comfortable caring for dogs of all sizes, ages, and personalities. I really miss my dog back home, so I love any opportunity to spend time with furry friends here in Madison. Whether it’s walks, playtime, overnight stays, or cozy couch hangouts, I’ll treat your pets like my own. Weekends are generally preferred since I have the most availability then, but I’m also open to weekday opportunities if they can work around my class schedule, especially during the summer when my schedule is a bit more flexible. I’m also relatively new to Rover and currently working on building my clientele in the Madison area, so I’d love the opportunity to provide excellent care for your pets! 🐾 My weekends are when I have the largest availability as I am a full-time graduate student. Pet sitting Thursday-Sunday or Monday is my ideal timeline but I am definitely open to week long care if I am able to make it work with my class schedule. I would prefer to watch the dog in your home as I rent my current home and it does not allow animals. However, when at your home I will make sure your pup is always happy and all of their needs are met. In terms of safety, I will always have them on a leash or in a gated area when needed.

Sitter Profile Image: Hannah S.
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Hannah S.
from
$20
per walk
5.0 out of 5 stars
67 reviews
34 repeat clients
25 years of experience
Madison, WI, 53711

Hannah did a great job on short notice! My dog is terrified of everything but walked well with Hannah. Thank you!!!

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Erica T.
Sitter Profile Image: Delenn N.
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Delenn N.
from
$17
per walk
5.0 out of 5 stars
3 reviews
2 years of experience
Sunset Village, Madison, WI, 53705

About: I have always had pets in my home, dogs, cats, goats, chickens, horses, fish, and even guinea pigs are welcome to be booked! I like training puppies, but I have lots of experience with older furry friends as well. I am currently only working occasional soccer games, and am more than happy to drive anywhere in both the Madison and Whitewater communities! Feel free to reach out with what your needs are and I will be able to confirm with you! I do 10-minute to 1hr long walks depending on your needs, as well as I am willing to take your dog to any play areas, or parks!

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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 - Westmorland

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: 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

Wonderful sitter! Lindsey always keeps us updated while we are away from our fur baby, definitely recommend her to anyone who needs a pet sitter!

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

Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.

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Mary M.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
200 reviews
69 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was a great host for Mazzi. He sent daily updates/photos. Robert has a large backyard that Mazzi loved to run around during play time.

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SirJeremy H.
Sitter Profile Image: Lee Y.
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Lee Y.
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
5 years of experience
Midvale Heights Community, Madison, WI, 53711

My two golden retrievers had such a great time! They came back home happy and tired after a fun weekend. Lee did a great job sending photo and video updates and making my babies feel right at home!

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Erica W.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
54 reviews
22 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: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
76 reviews
23 repeat clients
14 years of experience
Middleton, WI, 53562

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
Sitter Profile Image: Beatrice L.
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Beatrice L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

Beatrice did a great job watching over Chopa :) She sent messages and pictures to provide updates during the boarding which was great! I would definitely reach out to her again when we need boarding service again

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Tracy K.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
15 repeat clients
6 years of experience
Madison, WI, 53704

Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again

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Katy B.
Sitter Profile Image: Allison C.
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Allison C.
from
$40
per night
5.0 out of 5 stars
7 reviews
1 repeat client
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: Da Yeon E.
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Da Yeon E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
89 reviews
24 repeat clients
7 years of experience
Vilas, Madison, WI, 53711

Da Yeon was wonderful!! Jada had a great time and we felt very comfortable leaving her. We were sent pictures, which was also great. Additionally, Jada had been groomed when we picked her up which was an added bonus! We will definitely use Da Yeon in the future!

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Jason B.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
25 reviews
8 repeat clients
18 years of experience
Madison, WI, 53704

My 4 legged member of the family had the blessing of spending the weekend with Stephanie. She kept me updated on his stay with videos and pictures. He went for walks and played in their backyard.

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Onix
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
FITCHBURG, 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: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica was phenomenal! She watched our 2 dogs over our wedding weekend. We wanted one of them to join us for a bit and she was so helpful, even came and picked her up. She sent lots of photos and updates. We had a meet and greet on her yard so our dogs could meet hers. We will absolutely be booking with her again in the future!

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Nick S.
Sitter Profile Image: Tanya & Hutch K.
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Tanya & Hutch K.
from
$40
per night
5.0 out of 5 stars
5 reviews
25 years of experience
Monona, WI, 53716

Tanya and Hutch could not have done a better job making Molly feel at home with them. You’re getting professional grade photos of your dog every day as well:) Thank you both so much:) Pete and Anne Jones

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Peter J.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
122 reviews
37 repeat clients
20 years of experience
Mc Farland, WI, 53558

Good communication & flexible with drop off & pick up. Emily made me feel comfortable leaving my girl. She didn't even need the anxiety meds I sent! (my dog, not Emily) =)

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Allie S.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret was great with our dog, Comet! She sent photos and updates and Comet seemed very happy both in the photos and when we got back. I would highly recommend booking Margaret and we will try and book her again in the future!

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Katy J.
Sitter Profile Image: Brad N.
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Brad N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
103 reviews
21 repeat clients
35 years of experience
Fitchburg, WI, 53711

First time using Rover. Brad was available for Thanksgiving. Close to home. Flexible on drop off and pick up times. Responsive. Sent pup updates. Had other dogs to play with. Fenced in yard. Easy to work with. Would recommend and use again.

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Kate B.
Sitter Profile Image: Manu J.
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Manu J.
Star Sitter
from
$69
per night
5.0 out of 5 stars
60 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

Our dog Levi had the BEST time with Manu! She provided us with many updates and photos. You can tell she really has a passion for caring for animals! We cannot recommend her enough. Until next time!

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Rachel S.
Sitter Profile Image: Brandon & Katy S.
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Brandon & Katy S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy are lovely! They were very helpful moving my dog's crate and getting him settled. Sammy had a great time playing and cuddling.

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Kara B.
Sitter Profile Image: Shayanne T.
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Shayanne T.
from
$28
per night
25 years of experience
Bay Creek, Madison, WI, 53715

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week, so I’m available for drop-in visits and dog walks before and after work, as well as evenings, weekends, and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

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