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. 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. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

20 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)"

3. 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
4. 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)"

5. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa is absolutely wonderful! (more)"

6. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

About: Like many people, I have had dogs my entire life. Having raised a few since they were puppies, I am also very familiar with the puppy potty trainin... (more)

7. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Chelsea did an excellent job of sitting in my house and took great care of my two little hounds. I got updates and photos of walks of hey overnight with my "... (more)"

Confirmed Holiday Availability
8. 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)"

9. Samantha

I'll run with your dog!

Capitol, Madison, WI, 53703

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

"Sam is exceptionally passionate about dogs, and is an experienced and responsible caregiver. She is communicative and responsive to an individual dog's needs... (more)"

Confirmed Holiday Availability
10. 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)"

11. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan has a special place in her heart for dogs. She grew up with dog and has dog sat for friends dogs as well. Megan is a very compassionate and respons... (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)"

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. 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)"

15. 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)"

16. Nicole

I adore caring for all animals!

Westchester Gardens, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Nicole is an incredibly caring and genuine person! She has cared for my dog numerous times and we can always rest easy knowing he is is great hands! She will... (more)"

Confirmed Holiday Availability
17. 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)"

18. Daniel

Lover of all, big and small!

Marquette, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Daniel has a soft spot for animals and it shows when he has cared for my dog. I've been able to go away on trips and have peace of mind and relax because sh... (more)"

19. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

1 repeat client

"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)"

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 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: