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

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

7 repeat clients

"I came back home after having Gracie stay with my pets for a few days and they missed her after she left! I'm happy to have left my pets in her great care an... (more)"

2. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa is absolutely wonderful! (more)"

3. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting

3 repeat clients

"Erin was amazing! So organized, I knew from the start that I'd feel comfortable hundreds of miles from our pups for Christmas. She's very professional, but y... (more)"

4. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

5. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

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

4 repeat clients

"Val was absolutely amazing! She was kind, respectful of the space, and most importantly was fabulous with our furbabies. Our two high-energy dogs LOVED her a... (more)"

6. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bea went above and beyond for both of our dogs. I was completely blown away with the love and attention she gave to our dogs. We have one 15 year old senior ... (more)"

7. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah was amazing with Capone! She sent us updates all weekend and knew he was in good hands! We came back to a nice note and summary of the weekend. I would... (more)"

8. Samantha

Dog-lover, home full-time

Tenney-Lapham, Madison, WI, 53703

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

3 repeat clients

"I was incredibly nervous to leave my baby for a week. Samantha kept in touch and sent photos which helped to keep me calm and enjoying my trip. I came home t... (more)"

9. Taylor

Because dogs are family.

Tenney-Lapham, Madison, WI, 53703

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

"As a past roommate of three years, I can genuinely say that Taylor could not be a more perfect dog sitter. I have watched her be the most responsible, loving... (more)"

10. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India is very much a "dog-mom" when it comes to the affection and care she gives to any dog she meets. It amazes me the love, care, and attention she provide... (more)"

11. Carly

For a worry-free time away!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Carly was great with our dog Teddy! Teddy is an elderly cockapoo, has limited hearing and vision, and recently came down with vertigo right before our trip.... (more)"

12. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

3 repeat clients

"She did great with our dog, Laya. Took her to the dog park and kept her active while we were away for the night. (more)"

13. 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)"

14. Rachael

Gone for the Holidays? Let me help!

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: **I'll be home for the holidays! Need some care for your pup while celebrating the Holidays? Then I'm your gal! I have off of work from December 22... (more)

15. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was a phenomenal sitter. She immediately clicked with our pets and settled in with them for a week. She went above and beyond caring for our two dog... (more)"

16. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Jennifer has a special connection with dogs. She can sense their needs and keep them interested and has quite a Command over them. She is very gentle with my... (more)"

17. Claudia

Enjoy going on walks and play time

Sherman, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I have been caring for dogs and small pets for over 10 years now, both my own and family and friends! I love taking long walks all around Madison a... (more)

18. Sarah

dog lover of all shapes and sizes

Schenk-Atwood, Madison, WI, 53704

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

"Sarah is a responsible dog lover. She cares about every living animal she comes in contact with. She focuses in on their needs. She respetful towards everyon... (more)"

19. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"We had a nice meet and greet with Jess and hired her to pet sit for us. She did a great job, had good communication, and even brought in the mail without be... (more)"

20. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Anybody would be lucky to have Alesha take care of their dog. She has her own dog that she takes care of whenever she's at home, and constantly misses him wh... (more)"

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: