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. Kasie

Dog Parks, & Walks,& Treats! Oh my!

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Kasie is an amazing dog owner. She works extremely hard to make sure her dogs are trained and well taken care of. She works very hard to make sure that her d... (more)"

Confirmed availability
Christmas and New Year
2. Julian

Home full time, lots of energy

Capitol, MADISON, WI, 53703

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

"Mary G I highly recomend Julián , we are Dog For Life a small non profit Group that rescue dogs from a Goverment Shelter and find homes for them. So we res... (more)"

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3. Viri

Fenced yard and yummy treats!

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

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

"Viri was kind and accommodating. It was our first experience using Rover and Viri was great and talking through things with me and ensuring we felt comfortab... (more)"

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4. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

"Gracie did a great job watching our dog for a week while we were on vacation. She had to go above and beyond as our dog became ill while we were away. She ... (more)"

Confirmed availability
Christmas and New Year
5. Mitchal

Doing this because I miss my dogs

Tenney-Lapham, madison, WI, 53703

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

"Mitch was super friendly and very accommodating with our last minute request for a sitter over a holiday weekend. He was happy to meet us ahead of time to ge... (more)"

Confirmed availability
This weekend
6. Julie

Play, snack, & snooze with us!

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

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

"AJ was great with our little beagle puppy! We are very nervous first time puppy owners and leaving our 12 week old was not easy. After meeting AJ, Duncan and... (more)"

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7. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly and Neil took great care of my two pups, who immediately became friends with Spencer, their dog. I won't hesitate to use them again in the future :) (more)"

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8. 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)"

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9. Brian

I want to play with ALL the dogs!

Brentwood Village, Madison, WI, 53704

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

"Brian is loving and caring with animals. He is a loving cat-dad and devoted part-time dog dad. My two dogs think he is the coolest. He is kind to them despit... (more)"

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10. Dayna

Large fenced yard and house space

Heistand, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"I was so glad to have met Dayna through Rover, and my two dogs were immediately comfortable with their visit. She helpfully answered all my questions ahead ... (more)"

11. 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)"

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12. Marie

Run, walk, and play with your pup!

Marquette, Madison, WI, 53704

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

"My dog had a great time and was well taken care of! (more)"

Confirmed availability
Christmas and New Year
13. Jennifer

Boarding and a day at Dog Dog!

Worthington Park, Madison, WI, 53714

Dog Boarding, Doggy Day Care

"Jennifer was very accommodating and flexible with drop off and pick up times. My hyper 1 year old Aussie was absolutely exhausted after just 2 days! Jennifer... (more)"

14. Robin

Dog Lover with 30+ years experience

Heistand, Madison, WI, 53714

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

"Robin was super considerate and great with my dog. From all the photos she sent it looks like Buster and her dog, Shark, got along swimmingly. It's great whe... (more)"

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15. Claire

Work from Home, Training Experience

Marquette, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

"Claire was amazing! She sent me frequent updates about our puppy’s stay, and was very flexible when we had to add an extra day last minute. We will definitel... (more)"

16. Laurie

Fenced yard near MSN airport!

Eken Park, Madison, WI, 53704

Dog Boarding

"Laurie and Mark were great to work with! They took great care of our dogs and were incredibly friendly. We will definitely want to work with them again! (more)"

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17. Wendy

Happy home comfort and attention.

Rolling Meadows, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Wendy K. is an amazing person and dog lover. She goes above and beyond for these dogs. I have personal experience. She contacted me about a Bernese mountain... (more)"

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18. Stephanie

will give: love, exercise & care

Madison, WI, 53704

Dog Boarding

"Stephanie was great! She made sure to ask all the questions needed to ensure Miley would feel at home and be well taken care of! She also was very accommodat... (more)"

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19. Laura

Fenced yard, flexible schedules!

Emerson East, Madison, WI, 53704

Dog Boarding, Doggy Day Care, Dog Walking

"Laura was a huge help taking care of our puppy, who got along great with her dog. She went above and beyond to make sure our pup had a good stay, and kept us... (more)"

Confirmed availability
This weekend
20. 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)"

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: