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. Lexi

Fenced yard, close to airport!

Sherman, Madison, WI, 53704

Dog Boarding, Dog Walking

"Lexi and her husband were great puppy sitters! They sent a ton of photos and Leo loved their backyard. It was great that our dog had Ginger to keep him compa... (more)"

2. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"We were really grateful Melissa's family was able to watch our dog for the holiday. She took terific care of him! Her dog is very easy going and her son made... (more)"

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3. Kristi

Safe, fun and peace of mind

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

"Myles and Joey had a really awesome stay with Kristi, she sent tons of pictures so I didn't miss them so much. She has a enormous fenced in back yard which i... (more)"

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4. 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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5. 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 wonderful as a sitter. She sent me photos of JoJo while we were gone. Answered text messages to ease my mind. When we got JoJo home he was really... (more)"

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6. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

"Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again ... (more)"

7. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits

"Brandee was wonderful to work with. We always take our dogs on vacation with us, but unfortunately, they couldn't travel with us this time. We had a bit ... (more)"

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8. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

"Absolutely 5 stars. Rocco had a wonderful time and her dog was very generous with his toys and sleeping space. She kept us informed and was very flexible wit... (more)"

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9. Julie

Happy Tails (East Madison)

Ridgewood, MADISON, WI, 53704

Dog Boarding

"Julie was super nice and accommodating! She sent daily updates and made sure my dog was well cared for and got lots of attention. I highly recommend Julie an... (more)"

10. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

"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)"

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11. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly and Neil are awesome sitters. We have an old dog with medical and mobility issues - they took great care of him, and he had a fun time as well. They al... (more)"

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12. Kristi

Home full-time. Large fenced yard!

Bluff Acres, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Kristi was great. Pixel came back health, happy and tired out from playing. She kept us up to date too with lots of pics of our little guy. (more)"

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13. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

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

"Michelle and her whole family was one, helpful and took great care of Anna. Would. OST definitely recommend d her! (more)"

Confirmed availability
4th of July
14. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah has been there to dog-sit for me on a number of occasions, and Izzy is always super happy when I get back in town! For a dog with separation anxiety, t... (more)"

Confirmed availability
4th of July
15. Julie

Playcare fun may cause drowsiness.

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

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

"Sasha had a great stay with AJ and Duncan. Thanks for everything! (more)"

Confirmed availability
4th of July
16. Bethany

Certified Veterinary Certified

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)"

17. Afiqah

Dog Lover in the House :)

McClellan Park, Madison, WI, 53718

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

"I am grateful for them watching my buddy Max. They were fast, easy, just an overall pleasure to work with. I would pay them again to watch him. They treated ... (more)"

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18. Laurie

Teacher on summer break, by airport

Eken Park, Madison, WI, 53704

Dog Boarding, Dog Walking

"Laurie and Mark are wonderful. They made my pup feel right at home and I was perfectly at ease knowing they were taking care of her. (more)"

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19. Johnathan

Home full-time, fenced backyard

Carpenter-Ridgeway, Madison, WI, 53704

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

About: I have raised a duck hunting dog and now have a sweet lab named hiccup. I love spending my time with dogs. I am available almost all the time as ... (more)

Confirmed availability
4th of July
20. Abby

Pet mom to 3 amazing dogs!

Mayfair Park, Madison, WI, 53714

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

About: Hi I'm Abby, I have been an animal lover since i was a tiny tot, my family always had pets in the house from dogs, cats and to even birds! I am 2... (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: