Pet Setting & Drop Ins in Westchester Gardens, Madison, WI

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

1. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Luke was great! My dog loved his energy and got along with him well. Communication was excellent both before and during the visit, and he was very flexible i... (more)"

2. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Traci was great. She made things so comfortable from initial texts, the meet & greet, and texts (with pictures) while she was with Chloe. It was such a rel... (more)"

3. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

4. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"We have been very fortunate to have had Jasmine as our dog sitter. Got a new pup; only 6 weeks old!! And with work and and our baby Aussie not fully vaccinat... (more)"

5. Rebekah

Active near east side dog lover

Schenk-Atwood, MADISON, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"Bekah is such a loving caregiver! Her and her daughter Ava provide a really pampered experience for my pooch with lots of love, exercise and attention while ... (more)"

6. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

7. Brita

Madison area dog lover and friend

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

5 repeat clients

"Brita was great with our cat! She was super communicative and made time to come meet us and our cat even though we booked her on super short notice. Plus she... (more)"

8. Emily

Dog lovers

Elvehjem, Madison, WI, 53716

Dog Boarding, Drop-In Visits, Dog Walking

"Emily & Amy are my go to dog sitters!!! Not many people I would trust with my furry children, but I sure trust them! They are amazing with their own dogs & ... (more)"

Available this weekend
9. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Erin is wonderful! I would absolutely trust her with my pets. She is responsible and hard working, you can't ask for a better dog sitter! (more)"

10. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

About: I grew up with animals on a farm and had house pets. I volunteered in dog rescue for many years, house/pet sitted for friends of friends, worked @ ... (more)

11. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney was great! She came in for a drop-in visit while we were away for a day trip. Silly Millie got into things she wasn't supposed to and Whitney gladly ... (more)"

12. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Katerina is a very trustworthy and responsible caregiver . On many occasions I've had her watch my dog and walk her she is a Australian shepard named Molly a... (more)"

13. Claire

I'll run with your dog!

Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Claire has given my dogs the best care and is clearly very passionate about dogs. She does a great job ensuring my pets feel cared for. My dogs are very high... (more)"

14. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

Available this weekend
15. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

"I have known Bea many years and have seen how she interacts with her pets. She is very patient and loving and has always taken exceptional care of them. Yo... (more)"

16. Tessa

dog-less dog lover!

Marquette, 53793, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tessa has provided my dog with the best care possible. From taking him on long walks to snuggling him when she needs to watch him overnight, I know my dog is... (more)"

17. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Ryan has lived with dogs all her life. She came home to a 100 pound 31 inch tall Irish Setter, has had two Golden Retrievers, one Gordon Setter, and now a ... (more)"

18. Maria

All dogs love me!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have cared for doggies for weeks at a time, I take my job as a dognanny very serious making sure that i don't change their routine because it's v... (more)

19. Jolene

Compassionate Animal Lover

Madison, WI, 53718

Drop-In Visits, Dog Walking

"Jolene is excellent with dogs of all shapes and sizes. I have a German Shepherd and a Yorkshire Terrier, and I trust Jolene with both. She is kind and comfor... (more)"

20. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: Dogs- oh how I love them! They are so loyal and I always get a huge smile on my face when I walk into my apartment with a wagging tail running towa... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

Dog owners in Westchester Gardens, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Westchester Gardens 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 Westchester Gardens, 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Westchester Gardens, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including: