Dog Boarding in Westchester Gardens, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Paul

Home part-time; large fenced yard.

Eken Park, Madison, WI, 53704

Dog Boarding, Drop-In Visits

"Paul was wonderful! He gave me great, daily updates on my pups and included cute pictures. We just moved to Madison, so my dogs have been very stressed, but ... (more)"

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2. Amy Lynn

Do you have a small NON-SHED breed?

Sun Prairie, WI, 53590

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

"Amy was great! Sent us pics through out the day during the whole stay. Slark was very happy! We will definitely book again in the future! Recommended 100% (more)"

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3. Cheryl

Home full time, large green spaces,

Bluff Acres, Madison, WI, 53704

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

"ABSOLUTELY AMAZING! I would HIGHLY recommend Cherie. They provided the best experience for both our family and for our dog from beginning to end. Excellent... (more)"

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4. Julie

Happy Tails (East Madison)

Ridgewood, MADISON, WI, 53704

Dog Boarding

"My lab, Jake, is a frequent day care client at my vet but hasn't stayed / boarded outside our home in a few years. He was understandably nervous for the fir... (more)"

5. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding

"Our lab enjoyed his stay and we felt very good leaving him in Kristen and Kurt's care. They have a beautiful home with a large fenced in yard. Their little... (more)"

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6. Claire

Work from Home, Training Experience

Marquette, Madison, WI, 53704

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

"Claire is an outstanding dog sitter. She took loving care of our 12 year old Maltese (Daisy) who is visually impaired. Claire made sure Daisy felt comforta... (more)"

7. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

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8. Erika

Your dog will feel home

Rolling Meadows, Madison, WI, 53714

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

"Erika is the best dog mom I know! She treats animals with kindness and compassion, and goes to great lengths to ensure good health and comfort for her pets.... (more)"

9. Laura

Fenced yard, flexible schedules!

Emerson East, Madison, WI, 53704

Dog Boarding, Doggy Day Care, Dog Walking

"Laura was an amazing dog sitter. Raleigh had so much fun with her dog Molly and came home happy and tired. Don't hesitate to book her, I will definitely will... (more)"

10. Julie

Play, snack, & snooze with us!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

"This was our first time using Rover. We couldn’t be happier that we found Julie. She kept us updated so we knew the dogs were okay. They clearly had fun and ... (more)"

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11. Nick

Big Fenced yard, Dog Vacation spot!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

"Nick did a great job sending pictures and videos of my dog during her stay, and it was clear she was having a great time. I won't hesitate to leave my dog in... (more)"

12. Laurie

Fenced yard near MSN airport!

Eken Park, Madison, WI, 53704

Dog Boarding

"Bo had a great time with Laurie, her husband, and the puppies! They sent me updates to ease my anxieties about leaving him and were exetremely friendly and w... (more)"

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13. Marie

Run, walk, and play with your pup!

Marquette, Madison, WI, 53704

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

"Marie couldn't have done a better job taking care of our dog, Louise. It was the first time we had booked a sitter through Rover, or had our dog stay with so... (more)"

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14. Jodi

Great fenced in yard!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"With a fabulous fenced yard and an attentive attitude, Jodi is the best pet parent. She loves dogs and her boy "Jed" is always ready to make new friends and ... (more)"

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15. Andrew

Highly active and engaging!

Madison, WI, 53704

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

About: I am an attentive and caring dog lover who has trained many dogs growing up and fully understand the proper ways to have a dog learn and behave con... (more)

16. Hilary

Professional Animal Behaviorist

Mayfair Park, Madison, WI, 53714

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

"Hilary was a joy to work with. Our dogs Bear and Rudy spent a long weekend with Hilary and they had the best time! They even got to go on a long walk through... (more)"

17. Robin

Dog Lover with 30+ years experience

Heistand, Madison, WI, 53714

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

"Robin watched our dog Enzo for two nights at her house. She was great with Enzo. She sent us pictures to give us updates on his stay and took him to the dog ... (more)"

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This weekend
18. Bethany

Certified Veterinary Technician

Worthington Park, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care

"Bethany was great! She's very nice and accommodating. She really loves dogs. She gave my dog far more affection and attention than he receives at home. (more)"

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19. Viri

Fenced yard and yummy treats!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

"My dog seemed really happy staying with Viri. I’m very grateful that she took care of my dog when I was out of town during Christmas. (more)"

20. Mary

I love animals!

Ridgewood, Madison, WI, 53704

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

"Mary loves the fur babies as much as real babies. She will make sure your dog will be loved and pampered and all other needs met. (more)"

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: