Dog Boarding in Westchester Gardens, Madison, WI

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

1. Kristen & Kurt

Active, professional, work at home

Sun Prairie , WI, 53590

Dog Boarding, Doggy Day Care

5 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)"

2. Nick

Responsible, fun, animal-lover! :)

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

6 repeat clients

"Nick took great care of Eeyore! We got lots of video and picture updates from him which helped me feel better about leaving him with a sitter for the first t... (more)"

3. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

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

"This was the first time we've used Rover and because of Traci it far exceeded our expectations. Normally when we travel we have someone stay at our house but... (more)"

4. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

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

5 repeat clients

"Keni was great with my dog. He enjoyed the attention she was able to give him and he liked going on walks and to the dog park with the other dogs she takes c... (more)"

5. Elisabeth

Love is a four-legged word :)

Lake Edge, Madison, WI, 53716

Dog Boarding

"We brought Elisabeth our 4.5 MO Doberman puppy. Surely a challenge. Elisabeth met it. Her dog Roo and our pup got along famously, romped and slept very well ... (more)"

Available this weekend
6. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

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

"Kersten & Nicholas were great. Their dogs were playful & welcoming. They sent us pictures all weekend to show us all the fun they were having. (more)"

7. Amy

Keeper of the cookehs

Marquette, Madison, WI, 53703

Dog Boarding

"Amy took such great care of Shaka while I was away--lots of trips to the dog park and quality TLC. I really appreciated how she sent me photos of Shaka throu... (more)"

8. Marie

Reliable and nurturing dog lover

Capitol, Madison, WI, 53703

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

"Marie is a wonderful friend to animals and humans alike! She is responsible, detail-oriented, and enthusiastic about pet care. She will work hard to make sur... (more)"

9. Jordenne

Energetic and fun animal lover!

Madison, WI, 53718

Dog Boarding, Doggy Day Care

1 repeat client

"Jordenne and Alex are a good match for my Henry and Peaches. Both doggies were very comfortable during their stay and seem to miss their "home away from home... (more)"

10. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

5 repeat clients

"Sarah did a fantastic job watching our dog Kenzie. I would recommend her to everyone. Not only did she follow all our instructions and provide regular check-... (more)"

11. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 repeat clients

"Tina and her family took great care of our dog while we flew out of Milwaukee for the weekend. Tina sent pictures during the weekend and left a thorough summ... (more)"

12. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

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

13. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

2 repeat clients

"Thomas is an excellent sitter. I really appreciate when he sends pictures along, and Elsa always looks so happy in each of them! He's great about getting her... (more)"

14. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse was a great sitter for our 70 lb pup! She had a great time with him and Lola at the nearby dog park and we were kept up-to-date on how she was doing wi... (more)"

15. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I've had dogs all my life, usually Labrador Retriever mixes. Last March, my dog passed away at age 16, and I've been busy trying to find a way to f... (more)

16. Daisy

I love dogs! Experience with dog sa

Capitol, Madison, WI, 53703

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

8 repeat clients

"So you need someone to love your pet while you're not around? Daisy is the one! She genuinely seems to enjoy our pup, and they have a joyous reunion every ti... (more)"

17. Alicia

Puppy lovers and walkers!

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Alicia and her husband are lifesavers! I had to leave town quickly and had no place for my dog but they were very accommodating. After a quick drop-off, they... (more)"

Available this weekend
18. Aija

Paws and Us , a Forever Dog Lover

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

About: Hi my name is Aija . I'm 18 years old , I live in sun prairie . I do not have any pets but I am a major animal lover . Two months ago I had a cys... (more)

19. Bethany

Certified Veterinary Certified

Worthington Park, Madison , WI, 53714

Dog Boarding, Doggy Day Care

1 repeat client

"We drove from NC to Madison for 3 days and were staying with friends whose apartments don't allow pets. We found bethany on rover and decided to go with her ... (more)"

20. Elizabeth

Taking care of dogs like my own

Hawthorne, Madison, WI, 53714

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

About: I love taking care of dogs. I currently foster dogs from a shelter called thunder home shelter. I have been fostering dogs for 4 years now and I lo... (more)

Experience exceptional service and a personalized match

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

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: