Pet Sitting & Drop Ins in Westmorland, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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1. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
3.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
8 repeat clients
from
$16
per visit

Sean and Leticia were by far the best sitters I’ve had for my kitty! Loved that we did a meet n greet before. They also gave great updates whenever they checked in. I 100% recommend them! Felt like my kitty was in safe hands.

Confirmed availability: Easter Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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2. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$20
per visit

Ann was a wonderful cat sitter! She had excellent communication and sent lovely updates and pictures during all of her visits. She also deftly handled the aggressiveness of my cat to new people entering the house. I felt safe and confident with Ann watching my cat. Would absolutely have her cat sit again.

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Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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3. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
3.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
31 reviews
10 repeat clients
from
$18
per visit

Spunky enjoy her time with Melinda

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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4. Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
367 reviews
113 repeat clients
from
$26
per visit

Ashley was able to help us with fairly short notice. She was great at responding to my messages, sent lots of pictures, and took great care of Seamus. Honestly one of my favorite Rovers yet.

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Sitter Profile Image: Rhiannon E.
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Sitter Profile Image: Rhiannon E.
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5. Rhiannon E.

Dog lover, flexible schedule!
Fitchburg, WI, 53711
2.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
from
$16
per visit

Working nights as a nurse has made it increasingly more difficult for my family to help with my pets during my shifts. Thankfully, I found Rhi on Rover, and it has been an absolute game-changer. Despite my dog's initial anxiety around new people, Rhi's warm approach immediately put him at ease. Her responsiveness and attentiveness to both my and my pets' needs have been outstanding. What initially started as a solution for my dog's care has also become a welcomed relief for my more social kitten. Rhi has truly been a lifesaver and I am so grateful for her help and her updates. This really puts me at ease during my long shifts being away from my fur babies.

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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6. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
41 reviews
18 repeat clients
from
$19
per visit

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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7. Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53711
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
17 repeat clients
from
$32
per visit

Excellent! Jenny swung by to help us let our dogs out last minute and all had yet to meet her. The pups fell in love, we felt like everything went smoothly and Jenny sent pictures. Such a great introduction to not only Rover but the kind community of Madison.

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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8. Allegra R.

Rover 101
Dog person for life.
Madison, WI, 53705
2.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
47 reviews
20 repeat clients
from
$25
per visit

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!

Confirmed availability: Easter Weekend
Sitter Profile Image: Cristina M.
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Sitter Profile Image: Cristina M.
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9. Cristina M.

Young professional who loves dogs!
Madison, WI, 53703
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$13
per visit

Cristina demonstrates the great affection she has for animals in the way she cares for pets. Over the years I have watched her care for different dogs in her family, and she definitely makes sure all of their needs are met. I know the dogs will have a great time with her. She likes to take care of the dogs individually or small groups which ensures that they feel comfortable and happy.

Confirmed availability: Easter Weekend
Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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10. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
0.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$25
per visit

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

Sitter Profile Image: Cami M.
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Sitter Profile Image: Cami M.
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11. Cami M.

Happy dogs make a happy life!
Madison, WI, 53706
2.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
4 repeat clients
from
$20
per visit

Cami was great! There when needed, good with my 2 cats, lots of pics and feedback.

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Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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12. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$20
per visit

She was very nice and shows genuine care. Easy to work with, communicative and timely. I would definitely recommend.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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13. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
1.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
111 reviews
48 repeat clients
from
$35
per visit

Would highly recommend Andrew to anyone who is looking for a pet sitter. He took care of our cat over the weekend. He is reliable, sent pictures, and kept us updated.

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Sitter Profile Image: Peyton H.
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Sitter Profile Image: Peyton H.
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14. Peyton H.

Affordable, Flexible, UW Student
Regent, Madison, WI, 53726
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

Peyton is a great pet parent, himself. He is patient and attentive to his golden retriever, and enjoys playing and interacting with him. His communication is thorough and he is happy to go above and beyond to make your pet happy!

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Sitter Profile Image: Ashley K.
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Sitter Profile Image: Ashley K.
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15. Ashley K.

I ❤️ animals!
Madison, WI, 53711
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$15
per visit

Ashley was great! Super responsive and respectful of our space. I can tell our cat Todd was kept very happy and healthy during our time away.

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Sitter Profile Image: Sydney L.
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Sitter Profile Image: Sydney L.
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16. Sydney L.

Let’s walk and play the day away!
Madison, WI, 53705
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
4 repeat clients
from
$25
per visit

About: I’ve grown up with dogs since I was little, and now have three cats that I adore! Friends and family know they can always rely on me to take great care of their fur babies. I’m currently a graduate student and work on campus, but my days can be flexible. I’m most available for house sitting on the weekends. I can do short house check-ins during the day and walks either in the morning or evening. During any house visits or overnight stays, I will make sure that your animal has everything they need to to feel comfortable, even though they might be missing you!

Sitter Profile Image: Jocelyn C.
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Sitter Profile Image: Jocelyn C.
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17. Jocelyn C.

I’ll care for yours like my own!
Madison, WI, 53705
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

Excellent, will use again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Chris S.
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Sitter Profile Image: Chris S.
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18. Chris S.

Experienced dog and cat caregiver.
Regent, Madison, WI, 53705
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$17
per visit

Chris watched our cat while we were out of town. He sent us lovely updates, played with her and kept her company.

Confirmed availability: Easter Weekend
Sitter Profile Image: Shaina N.
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Sitter Profile Image: Shaina N.
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19. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$25
per visit

Shaina left me feeling very comfortable about having her drop in for visits with my kitties. I feel as if she treated them like her own and was very thorough during her time spent. I feel like I could also tell a difference with the cats demeanor when I arrived back home as well; they didn’t seem as anxious as in the past with using another service. Thank you Shaina!

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Sitter Profile Image: Riley C.
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Sitter Profile Image: Riley C.
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20. Riley C.

Active breeds welcome!
Madison, WI, 53711
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$18
per visit

Riley was exceptionally thorough in her care with my dog. She sent updates about her activities and pictures of what she was engaged with. I would highly recommend Riley to provide for your dog! She is trustworthy and gentle in her care.

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Dog owners in Westmorland, Madison, WI love booking pet sitting with sitters on Rover.com. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Westmorland.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Westmorland pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Westmorland, Madison who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits