Dog Boarding in Cherokee Park, Madison, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

14 repeat clients

"Kersten and Nicholas were great! They were able to watch both our dogs last minute, and were extremely accommodating! They sent us tons of photos, and even ... (more)"

2. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Kelly and Neil are awesome sitters. We have an old dog with medical and mobility issues - they took great care of him, and he had a fun time as well. They al... (more)"

3. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

21 repeat clients

"Kristi took good care of our dog and sent us lots of updates. She was easy to work with and very professional. She has a really big fenced yard and our dog e... (more)"

4. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits

3 repeat clients

"Brandee was wonderful to work with. We always take our dogs on vacation with us, but unfortunately, they couldn't travel with us this time. We had a bit ... (more)"

5. Julie

Happy Tails

Ridgewood, MADISON, WI, 53704

Dog Boarding

20 repeat clients

"Julie was awesome! She was incredibly welcoming of Milo and had a great grasp on how to appropriately introduce him to her pack of pups. It was obvious she u... (more)"

6. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 repeat clients

"Our search for a quality dog sitter is over! Our pup spent 6 nights with Kurt, Kristen, and Margo and he had a great time! I loved the daily updates and phot... (more)"

7. 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

"Grace was able to take Kayla in for 5 days on very short notice. She provided great care for her and provided me with a lot of updates. I was very pleased wi... (more)"

8. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Moo had so much fun staying with Thomas! Thomas sent me daily photos/updates, which made me feel reassured that Moo was in good hands. I will definitely be u... (more)"

9. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

1 repeat client

"Roxy had a great visit. Thank you! (more)"

10. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Doggy Day Care

18 repeat clients

"Nick did a great job sending pictures and videos of my dog during her stay, and it was clear she was having a great time. I won't hesitate to leave my dog in... (more)"

11. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"Jasmine was very enthusiastic and accommodating. She kept in frequent contact, sending pictures and updates daily. I hope Abby can stay with her again! (more)"

Available this weekend
12. Amy

Quiet home away from home

Eastmorland, MADISON, WI, 53714

Dog Boarding, Doggy Day Care

"Amy truly enjoys the company of my dog and connects with my dog. Amy goes out of her way to make sure that my dog’s needs are met by taking extra time to pet... (more)"

13. Tia

Experienced caretaker

Capitol, Madison, WI, 53703

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

1 repeat client

"Tia was great with Basil! She sent photos and texted updates of Basil during her stay. She was flexible with drop off/pick up time which was very helpful! (more)"

Confirmed Thanksgiving Availability
14. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India took spectacular care of Sophie. Clearly, she missed and pined for India and Bhudda for days after her stay. Both she and we would love to have India... (more)"

Confirmed Thanksgiving Availability
15. Bethany

Certified Veterinary Certified

Worthington Park, Madison, WI, 53714

Dog Boarding, Doggy Day Care

4 repeat clients

"Bethany was super accommodating and did everything to make my dog feel at home and comfortable! She has a nice fenced in back yard with two other friendly do... (more)"

16. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

1 repeat client

"Grazie had a fun time playing with Milo and going to the dog park. She was happy and tired when we picked her up. I don't think she missed us at all! (more)"

17. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse made our first experience with Rover a great one! He suggested a meet and greet before our booking, which was helpful. While we were away Jesse sent pi... (more)"

Confirmed Thanksgiving Availability
18. Anna

Dog's Best Friend!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Anna is an awesome dogsitter! She kept Milo active by taking him on hikes and to the dog park. Anna sent great photos and Milo clearly enjoyed his stay. (more)"

19. Alex

Dog hikes!

Emerson East, Madison, WI, 53704

Dog Boarding

"Alex obviously loves dogs and treats each doggo as if it were her own. I felt super comfortable leaving my pupper, Pablo, with her. She even took him out on ... (more)"

Confirmed Thanksgiving Availability
20. Mary

Long walks and loving laps!!

Cherokee Park, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Mary is a mature adult who fully understands what humans and fur pets needs are. She is trustworthy, reliable and has great common sense. Mary has always g... (more)"

Pet parents in Cherokee Park, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Cherokee Park dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Cherokee Park, Madison, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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: