House Sitting in Westchester Gardens, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

1. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

5 repeat clients

"She did a great job taking care of our dog in our home for the weekend. We thought we'd have to cancel our plans, but then we heard about this website. I con... (more)"

2. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna was great! Communication was excellent. She was on time and took good care of our house and dog. We will use her again. (more)"

3. Olivia

Caring & Active Dog Lover - home FT

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Olivia spent the night at my house taking care of two very spoiled dogs! I have never boarded my dogs so I was looking for someone to spend the night at my ... (more)"

4. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Chelsea is a compassionate person, both for people and animals. She has extensive experience in working with and caring for an array of animals. She has also... (more)"

5. Kate

Experienced Animal Care Professional

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

House Sitting, Drop-In Visits

22 repeat clients

"We requested Kate's service to watch our 2 dogs while we would be out of town overnight for a wedding. Our older dog, a border collie/bluetick coonhound mix... (more)"

6. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Whitney was very easy to work with. She stayed at my house, sent me pics of my dog, and lots of text message updates. She seemed very knowledgeable about dog... (more)"

7. Tammy

Pet Sitter

Cottage Grove, WI, 53527

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: Pet Friendly Home in Cottage Grove, Wisconsin. We are offering weekend pet sitting, walking and basic dog grooming. We own two friendly Smooth Col... (more)

8. Claire

I'll run with your dog!

Madison, WI, 53704

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

1 repeat client

"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)"

9. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse took such wonderful care of our 2 dogs Frodo and Ruby on several occasions. We were updated with descriptions of what they were doing, how their walks... (more)"

10. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

5 repeat clients

"Tina did a great job with my first pet sitting experience. She listened to all pugsley unique personality disorders and handled him appropriately. She seemed... (more)"

11. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I occasionally go out of town for work, and I always know my dog is in good hands with Luke! Louis (my dog) is a border collie also, so I know said hands are... (more)"

12. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

"Kiana was a wonderful house sitter! She stayed at my home, with a dog and a cat, for just under a week and things went very well. Kiana sent me regular updat... (more)"

13. Andrea

Responsible and Loving on Willy St!

Marquette, Madison, WI, 53703

House Sitting

2 repeat clients

"Andrea was a wonderful dog sitter for our 2 labs while my husband and I were away on a vacation. She was very active with them taking them on 2 walks a day!... (more)"

14. Whitney

I'll treat your furbaby like my own

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Whitney is a great sitter and I highly recommend her services. I can tell she genuinely cared for Oscar & Olyvar's feelings and their well being. Whitney sto... (more)"

15. Kate-Lyn

Lover of pups,-any shape or size!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I came home to happy dogs and clean house- I feel confident trusting Kate-Lyn with taking care of my special needs baby and would rebook in a heartbeat! (more)"

16. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Julia was wonderful with the pups! Especially appreciated all the pics :). The dogs got plenty of exercise and love and it was clear they were in very good h... (more)"

17. Kondwani

Madtown Pet Care

Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello & Welcome to Madtown Pet Care! Please note: I only offer pet sitting in the client's home & care for cats too! As a dog owner and dog lov... (more)

18. Trystam

Flexible schedule to care for pets!

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Trystam cared for our two dogs while we were on vacation this summer. She did an excellent job. Our pups were most well tended, exercised and loved. Tryst... (more)"

19. Margot

Responsible, Caring, & Flexible

Bluff Acres, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Margot was great she sent me pictures and videos during her stay with my dog. She took such good care of my dog!! Will be using her again for sure!! (more)"

20. Rachel

Animal Lover <3

Norman Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: - I absolutely love any type of animal - I used to dog sit for my mom's boss, but am no longer able because my mom got a cat a couple years ago -... (more)

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Learn About Premier

Dog lovers in Westchester Gardens, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Westchester Gardens house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Westchester Gardens, Madison, WI who meets your and your dog'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 dog, 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 dog lovers 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: