House Sitting in Westchester Gardens, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Dismiss
1. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

7 repeat clients

"Gracie was great with my boxer Mya! She went on a bunch of walks and seemed really happy and worn out when I got home. I will definitely be using Gracie agai... (more)"

2. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bea did an amazing job! It was nice to come home to relaxed, tired dogs. I would definitely recommend Bea to anyone that is looking for a Rover. She let m... (more)"

Confirmed Holiday Availability
3. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena did a great job with our 2 dogs Very capable , professional and flexible (more)"

4. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa is absolutely wonderful! (more)"

5. Emily

Customized canine care

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Emily has been helping out our family with our dog care since we adopted our first rescue pup in 2001. Now that we have two little ones again, I know that E... (more)"

Confirmed Holiday Availability
6. Becca

It's a Ruff Life!

Sherman Village, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Becca was super nice,sent updates her whole stay with my puppy Abril. I highly recommend her. I will keep using her services. Thanks Becca for being unders... (more)"

7. Samantha

I'll run with your dog!

Capitol, Madison, WI, 53703

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

"Sam has been dogsitting for our dog, Wilson, for several years now and does an amazing job. She stays in our home when we are on vacations and does a great j... (more)"

8. Katie

Dog/house sitter

Capitol, Madison, WI, 53703

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

"Katie loves dog!!. She took great care of our dog Sophie including helping with training. Katie loves to stay active and is caring, kind, and responsible.... (more)"

Confirmed Holiday Availability
9. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Erin watched our two adult cats and puppy, and she did a wonderful job! It's no easy feat, because our animals all have their own specific food, and our pupp... (more)"

Confirmed Holiday Availability
10. Erica

Will love your dog as my own

Elvehjem, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Erica's love for animals is clear to see. On more than one occasion, I have trusted her to take care of my diabetic cat and older golden doodle - who both r... (more)"

11. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan is PHENOMINAL with Milo. She is such a loving and caring individual and it shows when she takes care of him. He is just filled with happiness around he... (more)"

Confirmed Holiday Availability
12. 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)"

Confirmed Holiday Availability
13. Kirstin

Will spoil your furbaby!

Elvehjem, Madison, WI, 53716

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

"Kirstin is amazing! I have two large breed dogs (German Shepard/Husky and Mastiff/Pit) and every time she watches them I come home to two very tired and happ... (more)"

14. 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)"

15. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Alesha is a lover of all dogs, and she certainly has a way with them. The dogs will always be her top priority, whether it's taking them on a walk, to the do... (more)"

Confirmed Holiday Availability
16. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Rayleen is a fantastic choice to help with your furry friend! She has watched Kersey on several occasions, including overnight, and she's always wonderful. K... (more)"

Confirmed Christmas Availability
17. Sarah

I am an all around animal lover!

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"I was so incredibly happy with Sarah's stay with our dog. I would recommend her to anyone looking for great care for their dog. Some things I really apprecia... (more)"

18. Nicole

I adore caring for all animals!

Westchester Gardens, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is very personable and responsible caregiver. She is a very active person who enjoys many outdoor activities. Nicole is very trustworthy and will go ... (more)"

19. Daniel

Lover of all, big and small!

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Dan was very good with my dog Howard, a Newfoundland. Howard was a handful and most other sitters had an issue with him going to the bathroom or chewing thin... (more)"

20. Victoria

This vegan wants to walk your dog!

Eken Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Vicki was great, again! She shared pictures of puppy adventures & kept me updated, shared what she learned about poodle pups. It was especially sweet to see ... (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: