Dog Boarding in Westchester Gardens, Madison, WI

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

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1. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

6 repeat clients

"Kristen and her husband took great care of Arya! They were super responsible and flexible with drop off/pick up times, and Arya looked like she had a fun tim... (more)"

2. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

9 repeat clients

"Thomas was so wonderful! I would highly recommend him to anyone who is looking for a caring and trustworthy sitter! This was my first time using DogVacay and... (more)"

3. Kendra

I love spending time with dogs

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Perry seemed very comfortable in Kendra's house when I dropped him off, and was very happy when I picked him up. She was able to watch Perry over a holiday w... (more)"

4. LAVAL [VAL]

The Dog House

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

51 repeat clients

"We were so happy Laval was able to take our baby at such last min and was so good to her. He helped us with the potty training while we were gone and gave he... (more)"

5. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly and Neil were the perfect match for my black lab this last week! I felt at ease leaving Colby with them. I will definitely be booking with them again... (more)"

6. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

11 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)"

7. 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

"Leo loved staying with Bekah! They went on walks, to the dog park, and over to her friends' to play with other dogs- and he was only there 3 nights! She was ... (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. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

9 repeat clients

"Myles and Joey had a really awesome stay with Kristi, she sent tons of pictures so I didn't miss them so much. She has a enormous fenced in back yard which i... (more)"

10. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

12 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. Claire

I'll run with your dog!

Madison, WI, 53704

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

3 repeat clients

"Claire was a fantastic sittter for our dane, Phoebe. We really appreciate her stepping up last minute to watch our dog for the weekend. We're certain phoebe ... (more)"

12. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"India is a top notch dog care giver. She is a proud dog mom, frequently visiting the dog park, and loves to give her dog caring time and attention. She will ... (more)"

13. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

3 repeat clients

"Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again ... (more)"

14. 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)"

15. Amy Lynn

Do you have a NON-SHEDDING breed?

Sun Prairie, WI, 53590

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

7 repeat clients

"Amy was wonderful as a sitter. She sent me photos of JoJo while we were gone. Answered text messages to ease my mind. When we got JoJo home he was really... (more)"

16. Emily

Dog lovers

Elvehjem, Madison, WI, 53716

Dog Boarding, Drop-In Visits, Dog Walking

"This is the first time we've used Rover, and after our amazing experience with Emily and her lovey family, I'll never board Cecilia again! Emily sent daily t... (more)"

17. 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)"

18. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse was great! He provided boarding for our dog. He responded quickly to my request for booking, we met the next morning at a dog park so my dog could get ... (more)"

19. Mary

Long walks and loving laps!!

Cherokee Park, Madison, WI, 53704

Dog Boarding, Doggy Day Care

About: After a very long hiatus as dog owners, we proudly adopted 2 rescues this year who have brought us much joy and laughter!! Greta (Terrier mix) wil... (more)

20. 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)"

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Learn About Premier

Dog lovers in Westchester Gardens, Madison, WI love dog sitters on Rover.com. Over 423 pet owners have reviewed dog sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Madison can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

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 Westchester Gardens dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Westchester Gardens, 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 and 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 for hire, and that includes offering pet boarding in Westchester Gardens.

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 Westchester Gardens, 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: