Dog Boarding in Westchester Gardens, Madison, WI

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

Available this weekend
1. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

14 repeat clients

"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)"

2. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 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)"

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. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Melissa and her family took amazing care of our pup! He had a great time, got out on runs and even got a bath. Thanks so much Melissa! (more)"

5. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

20 repeat clients

"This was my first babysitting experience for our dog who is still a puppy--8 months! So he is very energetic and does still chew. He did very well though a... (more)"

6. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

10 repeat clients

"My dog Conrad liked Thomas and got along well with his dog Freddy. Thomas was great, taking Conrad to the dog park, taking him to day care and sending me pic... (more)"

7. 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)"

8. LAVAL [VAL]

Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

57 repeat clients

"Our dog Luna had a wonderful stay with Val. He took time during the meet and greet to get to know our dog and was very accommodating to drop off and pick up... (more)"

9. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

5 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)"

10. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Doggy Day Care

14 repeat clients

"Nick and his girlfriend were awesome! He gave my Aussie puppy plenty of attention and plenty of exercise. Puppies are a handful, but even with a few bathroom... (more)"

11. Alex

Dog hikes!

Emerson East, Madison, WI, 53704

Dog Boarding

"Alex is the best dog-sitter I've ever had! She has great communication skills, and is quick to respond for scheduling. I felt very comfortable leaving my bab... (more)"

12. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

6 repeat clients

"Amanda and her family were great with Holly during our trip! They were flexible with times too as we had a slight change in plans a few days before drop-off.... (more)"

13. 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

8 repeat clients

"Amy Kynn and her husband were loving caregivers. Amy Lynn was responsive to messages and instructions as well as flexible with the pick up time (our flight w... (more)"

14. Marlena

I'll run with your dog!

Monona, WI, 53716

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

"She is a wonderful dog mom. Currently, Marlena has two Australians Shepards. Although these guys are wild all the time, she tends to their needs as well as g... (more)"

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. Anna

Dog's Best Friend!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Anna worked with my schedule and the fact that I got stuck in traffic so returned later than expected. She sent me lots of cute pictures over the weekend of ... (more)"

17. 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)"

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. Keri

I really enjoy caring for your dog!

Bluff Acres, Madison, WI, 53704

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

About: I'm twenty one years old. I want to work with dogs any way I can for the rest of my life! I love to take dogs on long walks and play with them! I h... (more)

20. Tyler

Large yard, with 2 playful pups!!

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)"

Experience exceptional service and a personalized match

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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: