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.
Confirmed availability
4th of July
1. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison was AMAZING! She took my baby to the park every day, sent lots of pictures, and even put dirty towels in the wash before she left! The BEST I’ve enco... (more)"

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2. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

"Brenna took care of Lucy and was her first non-family sitter. I was incredibly nervous that everything would go smoothly. Brenna sent me pictures and updates... (more)"

3. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

4. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"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)"

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5. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

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

"Alison is a great lover of animals, I would trust her with any of them. Truly a kin hearted person, asset to any organization like this. (more)"

Confirmed availability
4th of July
6. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

7. Ryan

Born and raised Minnesota dog-lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ryan is an energetic, hardworking, and dog loving (dog adoring...obsessed...I could go on with the adjectives) guy. He is someone you can always trust to be ... (more)"

Confirmed availability
4th of July
8. 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)"

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9. Marina

Experienced Dog and House-Sitter

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Marina is an absolute natural with dogs. She has watched my dog many times and we have dogsat together before. Marina is very patient with doggos and is not ... (more)"

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10. Jamie

I am a Certified Vet Tech

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Jamie is one of the most compassionate animal lovers I have ever met. While this is not just specific to dogs, it is definitely applicable to them! She loves... (more)"

Confirmed availability
4th of July
11. Kelsey

Professional Care Provider

Waunakee, WI, 53597

House Sitting, Drop-In Visits, Dog Walking

"Kelsey is such a sweetheart. Abby, I'm sure, loved the attention she got. Because of a medical condition I'm not able to walk Abby as much as I would like. ... (more)"

Confirmed availability
4th of July
12. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

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13. 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)"

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14. Jess

Confident, reliable and resourceful

Schenk-Atwood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"We had a nice meet and greet with Jess and hired her to pet sit for us. She did a great job, had good communication, and even brought in the mail without be... (more)"

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15. Camille

I provide lots of cuddle & playtime

Tenney-Lapham, Madison, WI, 53703

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

"Camille is the best dogsitter ever! She is always enthusiastic and gives so much love and attention to my dog Shag! Shag is always happy to see Camille walk ... (more)"

Confirmed availability
This weekend
16. Katerina

Patient Dog-Lover Avail. Full-Time

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Katerina was great with Napoleon! I was gone for over two weeks and came back to a tidy house and a happy puppy. She sent updates and pictures so I didn’t mi... (more)"

17. 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)

18. 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)

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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)"

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20. Alea

Play, Love, Play

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Alea has grown up with both cats and dogs and loves both. We currently have 2 cats and 2 toy poodles. She has taken care of the many times when we have gone ... (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: