House Sitting in Westchester Gardens, Madison, WI

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

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1. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

9 repeat clients

"Sarah was awesome. She took the time to come over for a meet and greet and got to know Niall before she came to sit for him. She expressed how excited she wa... (more)"

2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar is great! I hired her to watch over my elderly, high needs dog (Bama) while I went on a weekend trip. I was quite nervous to leave Bama for even suc... (more)"

3. Kate

Experienced Animal Care Professional

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

House Sitting, Drop-In Visits

17 repeat clients

"Kate did a wonderful job with our 5 year old Goldendoodle! She sent pictures and updates daily. She communicated effectively and I would recommend her for an... (more)"

4. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

4 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)"

5. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Whitney was great! She came to my house to meet my dog so I felt comfortable before we left. She left my house spotless and my dog happy and tired. I will ... (more)"

6. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

10 repeat clients

"Daisy is great! I was looking for someone to spend a few hours with my shih tzu, Kozmo, while I was at a work event. Daisy was flexible to our needs and spen... (more)"

7. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 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)"

8. 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)

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. 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)"

11. 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)"

12. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Claire was a great sitter for my six-year-old boxer Evie. Evie loved her and was really calm and content when I arrived back home. Claire was very communic... (more)"

13. Jillian

Dog loving researcher!

Capitol, MADISON, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jillian was great with my dogs. The main reason I hired her to petsit for me was because my dogs liked her so much, even my little Shih Tzu who doesn't like... (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. Alex

Upbeat & Funny

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Alex is a wonderful human being, and she is very committed. She loves dogs, and has much experience walking, feeding, and other tasks. She is very much a dog... (more)"

16. Shoshanna

Love being outside with your dog

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Shoshanna is one of the most nurturing, reliable, and responsible people that I know. I trust her to care for my beloved pets without reservation or hesitati... (more)"

17. Hannah

Dog- loving couple!

Tenney-Lapham, Madison, WI, 53703

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

"Hannah couldn't be sweeter or more enthusiastic. She kept Finley active and happy, and the bonus is her wonderful dog, Reggie, who was Finley's pal for her e... (more)"

18. Margot

Responsible, Caring, & Flexible

Bluff Acres, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I took care of my neighbors dogs for years growing up. We also had a family dog who was basically mine because I took care of it the most. Most wer... (more)

19. Nicole

I adore caring for all animals!

Westchester Gardens, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Nicole is an incredibly caring and genuine person! She has cared for my dog numerous times and we can always rest easy knowing he is is great hands! She will... (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)

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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: