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.
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1. Kelsey

Professional Experienced Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

16 repeat clients

"Payton had a fun Thanksgiving celebration with Kelsey that included snowshoeing and watching the Badgers' basketball game. Payton is always happy to see Kels... (more)"

Confirmed Holiday Availability
2. Kelsey

Animal loving college student

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I was nervous about leaving Kozmo with someone new, but having Kelsey stay in my home with him was so much better than boarding him! He seemed much happier t... (more)"

3. Karla

Dog lover

Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: I have been watching dogs in my home and in client's homes for 12 years. I also have provided daily walks and check-ins. I love dogs and do not hav... (more)

4. Kate

Experienced Animal Care Professional

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

House Sitting, Drop-In Visits

16 repeat clients

"Kate was wonderful. She was quick to respond, and also flexible when some plans changed at the last minute. My dog really loved her--after she left Lucy wat... (more)"

5. 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)"

6. Julia

Responsible - Care & Love all dogs

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Julia exceeded all my expectations in my first time using Rover.com. My Tony-boy was sick before we left for our trip and Julia handled the changes for Tony ... (more)"

7. Kayla

Medical student dog lovers

Madison, WI, 53705

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kayla and her husband were wonderful with our cockapoos. When they came for the meet and greet, they plopped right down on the floor in the foyer so Pancake... (more)"

8. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, 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)"

9. Gracie

Dog hair? Don't care!

Madison, WI, 53718

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

1 repeat client

"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)"

10. Betania

Caring dog-mom

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

About: I have had all sizes of dogs throught my life, I love spending time with them and taking care of them. But, what change my life recently was my fre... (more)

11. Jade

Fun, quirky, Madison native

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jade has been very helpful watching our dogs from time to time. She not only feeds & walks them, but has given them medications, taken them to a dog park, a... (more)"

12. 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)"

13. Hannah

Dog- loving couple!

Tenney-Lapham, Madison, WI, 53703

House Sitting, 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)"

14. Monica

Stay at home mom/All day care

De Forest, WI, 53532

Dog Boarding, House Sitting, Doggy Day Care

"Monica is one of the most kind & thoughtful person and dog owner/caregiver I know. She is a very involved with the training,care, and upbringing of her pets... (more)"

15. Alex

An active-outdoors puppy lover!

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting

"My dog, Milo, stayed the weekend with Alex and he didn't want to come home. He got tons of attention, playtime, and walks, I know he was well cared for! Wh... (more)"

16. Ali

Friendly, fun, and active! :)

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ali is so kind and caring to animals. She has the nicest dogs and treats them extremely well. I would absolutely trust Ali with my pets whether it is a short... (more)"

Confirmed New Years Availability
17. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"So you need someone to love your pet while you're not around? Daisy is the one! She genuinely seems to enjoy our pup, and they have a joyous reunion every ti... (more)"

Confirmed New Years Availability
18. Jim

Reliable and attentive pet-sitter.

Cherokee Park, madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Nobody loves to walk dogs more than Jim! He is reliable, and a bonus is that he is a knowledgeable dog trainer, so most likely your dog will become a better... (more)"

19. Jenninfer

Animal Lover From Birth

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: As a child, I had both cats and dogs in the house and we frequently took in abandoned animals, treated their medical problems, and found them homes... (more)

20. Elizabeth

Taking care of dogs like my own

Maple Wood, Madison , WI, 53704

House Sitting, Drop-In Visits, Dog Walking

About: I love taking care of dogs. I currently foster dogs from a shelter called thunder home shelter. I have been fostering dogs for 4 years now and I lo... (more)

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Learn About Premier

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: