Dog Boarding in Westchester Gardens, Madison, WI

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

1. Kristen

Active, professional, work at home

Sun Prairie , WI, 53590

Dog Boarding, Doggy Day Care

3 repeat clients

"PERFECT! They were a great home away from home for Mavis! They really treated her like their own. It was like a mini vacation for Mavis too (I don't think sh... (more)"

2. Nick

Responsible, fun, animal-lover! :)

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

3 repeat clients

"Maddie (my Berner) is pretty shy and a little spoiled. She loved staying with Nick, and he took great care of her. Would definitely trust him to watch her ag... (more)"

3. Monica

At home=All day care

De Forest, WI, 53532

Dog Boarding, Doggy Day Care

2 repeat clients

"Our two large lab mixes stayed with Monica and her family for almost a full week recently and we couldn't have been more pleased! Monica and her family were ... (more)"

4. Elisabeth

Love is a four-legged word :)

Lake Edge, Madison, WI, 53716

Dog Boarding, Doggy Day Care

"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)"

5. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

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

2 repeat clients

About: I have been walking dogs for seven years, and I previously worked at a doggy daycare in Middleton. I love dogs of all shapes and sizes, and also a... (more)

6. Stephanie

The crazy dog lady is real!

Glendale, Madison, WI, 53716

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

3 repeat clients

"Stephanie did an excellent job taking care of our dog while we were gone on a 4 night getaway. I would highly recommend her. Her dog is very sweet and got al... (more)"

7. Amy

Keeper of the cookehs

Marquette, Madison, WI, 53703

Dog Boarding, Doggy Day Care

"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. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

4 repeat clients

"Tina was very good with my dog while I was away. I couldn't take my dog on the plane to go home for Christmas, and I was sad that she couldn't be with me. ... (more)"

9. Jordenne

Energetic and fun animal lover!

Madison, WI, 53718

Dog Boarding, House Sitting, Doggy Day Care

1 repeat client

"Jordenne has taken care of my two dogs on multiple occasions. They really love getting to spend time with her. She treats them just like she treats her own d... (more)"

10. Lauren

Friendly, experienced, dog-lover

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

"Lauren did a great job watching Hannah and Hazel. She sent me pictures and status updates to let me know the dogs were doing great. Great communication, re... (more)"

11. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse is very flexible, kind, great . He sent me messages of my dog's status with pictures, and my pup looked having so much funtastic time staying. I could ... (more)"

12. Echo

Easygoing part-time college grad

Capitol, MADISON, WI, 53703

Dog Boarding, Doggy Day Care

"Echo was a great helper. She met in advance with me and Bono to learn more about Bono and his routine. She updated me with pictures and Bono seemed relax on ... (more)"

13. Sarah

Excited to get to know your pooch

Madison, WI, 53718

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

4 repeat clients

"Sarah boarded our dog while we went out of town. She was great: sent us pictures and was very warm and affectionate with our somewhat nervous dog. She only t... (more)"

14. Kathryn

Eastside Dog Lover

Marquette, Madison, WI, 53703

Dog Boarding

"Thanks so much Kathryn! Mav loved her time here and Kathryn was extremely easy to arrange with and sent me a bunch of pictures from the stay! (more)"

15. Kristy

Love To Meet Your Furry Friend!

Madison, WI, 53718

Dog Boarding, Drop-In Visits, Dog Walking

About: I've always been around animals, having grown up on a farm. I don't currently have any pets of my own, as I do travel from time to time. But when I... (more)

16. Angelique

All animals loved & welcome!!!

Hawthorne, Madison, WI, 53704

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

About: I have lived with animals all my life. I'm not fearful and do not judge large dogs, use positive reinforcement training, work for a vet clinic, hav... (more)

17. Angela

Certified Playroom Attendant

De Forest, WI, 53532

Dog Boarding

1 repeat client

"Angela and her dog Harper are my dog's new best friends! I took Bearr over for a trial run earlier this week and noticed that Bearr has more confidence now.... (more)"

18. 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)"

19. 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)

20. Brian

Safe & Fun home for furry friends!

Madison, WI, 53718

Dog Boarding, Dog Walking

"Brian is amazing with pups! He was a roommate for a little while and would always look after my Yorkie for me. I have a crazy schedule with long hours and h... (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: