Dog Boarding in Cherokee Park, Madison, WI

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

1. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

12 repeat clients

"Kersten and Nicholas are absolutely awesome. I was a little worried about leaving my pup for almost two weeks, but the near daily pictures and updates quickl... (more)"

2. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 repeat clients

"I chose Kristen over other boarders based on 3 factors: 1. Big, fenced yard with a house. 2. Her husband works from home and loves dogs and is an active p... (more)"

3. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kelly and Neil were great from the beginning! They worked with my busy schedule to get a convenient time for an initial meet and greet. I'm so thankful for t... (more)"

4. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

15 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)"

5. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

8 repeat clients

"Thomas took great care of my doggo and sent lots of pictures. He was extremely quick to respond to all questions and messages and made the whole process very... (more)"

Available this weekend
6. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

54 repeat clients

"Connie had a wonderful time with Andrea! I really enjoyed getting photos and updates of her stay. I know she was loved and cared for while we were away. We w... (more)"

7. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

"Madie is excellent sitter! Our pup had such a good weekend with her, you can really tell that she loves animals. Next time we are in Madison, we will definit... (more)"

8. 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)"

9. Claire

I'll run with your dog!

Madison, WI, 53704

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

4 repeat clients

"Shirley had lots of fun with her new friends and came home tired! Claire was flexible and easy to work with. We loved getting the pictures of Shirley while... (more)"

10. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

13 repeat clients

"My experience with Nick was fantastic from start to finish! From coordinating a drop off time that fit our early schedule that day, to the adorable pictures ... (more)"

11. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"Bubba had a great time with India. She is reliable and responsible. Thank you so much! (more)"

12. Bryna

I am a huge dog lover!

Capitol, Madison, WI, 53703

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

"Amazing sitter, my pup loved her stay! (more)"

13. Rebekah

Active near east side dog lover

Schenk-Atwood, MADISON, WI, 53704

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

2 repeat clients

"Roxy loved staying with Rebekah! We got photos throughout the stay and came back to a happy pup. Would definitely recommend Rebekah and hope to use her again. (more)"

14. 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)"

15. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Molly loved staying with Ryan and Zoe! (more)"

16. Tyler

Large yard with a playful puppy!

Burke Heights, Madison, WI, 53714

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

"My dogs had a great time with Tyler! He sent us lots of pictures. Thank you, Tyler! (more)"

17. Bethany

Certified Veterinary Certified

Worthington Park, Madison , WI, 53714

Dog Boarding, Doggy Day Care

2 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)"

18. 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)"

19. 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)"

20. Michael

Dog lover with big backyard.

Sherman Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care, Dog Walking

"I left my mini pig and cats in Michael's care for over a week. I was able to enjoy my vacation without any fears of who was caring for my animals. I would re... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: