House Sitting in Cherokee Park, 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, Doggy Day Care, 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. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jordy and Maeby had a blast with Erin! They got to snuggle, play fetch, and even eat some delicious home-made dog biscuits! We will definitely book with Erin... (more)"

3. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"It was a one-night stay. Brenna gave updates on how the stay was going. I was pleased with the updates and I have confidence that Addi received good care. (more)"

Confirmed President's Day Availability
4. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"This was the first time I needed to leave my pup, and Kelsey did a great job with him. The day before I left, Kelsey took the time to come to our home to ma... (more)"

Available this weekend
5. Sami

Dog-Loving Grad Student Will Travel

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Sami stayed with and loved our dog, as we would have cared for him. Definitely would recommend Sami highly for care that emanates from her heart. (more)"

6. 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)"

7. Bea

Walks-Exercises-Treats-Happy Pet.

Sun Prairie, WI, 53590

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bea was wonderful with Pearl and I can tell Pearl loved her so much! She went the extra mile to help train her a bit (Pearl is 5 months old) and to take her ... (more)"

8. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rayleen did a great job taking care of our fur baby!! She sent me pictures and updates everyday! She responded fast and put up with me being a crazy dog mom!... (more)"

Available this weekend
9. Taylor

Because dogs are family.

Tenney-Lapham, Madison, WI, 53703

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

"Taylor pet sat for my my cat and roommate’s puppy throughout our four years of college. She was always a pleasure to work with and did a great job at keeping... (more)"

10. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa is absolutely wonderful! (more)"

Available this weekend
11. Valerie

Joyful care for your critters!

Rolling Meadows, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I've been an animal lover all my life ... I've had rabbits, parrots, fish and amphibians, cats and dogs, and have experience caring for chickens, p... (more)

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)"

13. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

2 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)"

14. Jack

"Who let's the dogs out?"... I do!

Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"Jack has watched my English setter on and off for the past 5 years. From taking my pup on runs through the park to playing with him in the backyard for hour... (more)"

15. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting

"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. 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)"

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. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan watched both of my small hounds for a 2nd time and provided constant updates, photos, and info on how my wonder twins behaved. I know that my dogs are ... (more)"

19. Kiana

Perfectly pawfect.♡

Berkley Oaks, Madison, WI, 53704

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)"

20. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! My name is Stephanie and I am an absolute 100 percent dog lover. I know that leaving my pup is always the hardest/ most stressful part of le... (more)

When it comes to house sitting, dog owners in Cherokee Park, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Cherokee Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Cherokee Park 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 Cherokee Park, 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 pet sitter or dog walker. 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 Cherokee Park, 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: