House Sitting in Cherokee Garden, 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. Camille

Love and Cuddles

De forest, WI, 53532

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

3 repeat clients

"I've known camille for 10+ years and she recently took my 2 pups (6yr coonhound. and 4month boxer mix) to their 1st walk....although my 4month old is super h... (more)"

2. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"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)"

3. 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)"

4. 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)"

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. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Top notch dog sitter! Megan had become my go-to choice when u have to travel on weekends and my little hounds need care. She sends me pictures and updates ev... (more)"

7. Marjorie

Excited to meet your pet!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Marjie is such a caring a reliable woman. I know that you would be able to trust her to take care of your pups while you're away. I know she would make them ... (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

"Samantha was great!! She sent me updates everyday and responded in a timely manner. My dog was given the best care. I came home to a happy fur baby and my ho... (more)"

9. 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)

10. 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)"

11. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa is absolutely wonderful! (more)"

12. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting

3 repeat clients

"Phenominal!!!! She is a rock star dog-sitter! We could not be more pleased. She took our dogs on walks which I know they love. She even made them special t... (more)"

13. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

23 repeat clients

"Kelsey did a great job with Bernie! She was very professional, sent a cute picture, and he seemed happy and well taken care of when we returned. She even mad... (more)"

14. 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)"

15. Laurie

Fenced in Yard, Love to Play

Eken Park, Madison, WI, 53704

Dog Boarding, House Sitting, Dog Walking

About: My husband and I have had dogs our entire lives. As the owners of two playful Boston Terriers we love to play with, walk and cuddle them. We can pr... (more)

16. Calla

I like dogs and hot dogs.

Worthington Park, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I am a cheerful pre-school teacher with a love of dogs! I'm currently happily living with a Shiba, Opus on the east side of Madison. His h... (more)

17. 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)"

18. 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)"

19. Tara

I practically live at the dog park

Bluff Acres, MADISON, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I've been a dog owner for over 5 years. My dog is very active so I have to walk him I can't just let him out in the backyard so I'm used to an acti... (more)

20. Jon

Wants doggo friends!

Mayfair Park, Madison, WI, 53714

House Sitting, Drop-In Visits, Dog Walking

About: I love animal care work, but moved on to another career path and miss caring for animals. I'd get to know your dog and figure out what type of care... (more)

Dog owners in Cherokee Garden, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Cherokee Garden.

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 Garden 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 Garden, 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 Garden, 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: