Dog Boarding in High Crossing, Madison, WI

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

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1. Joan Verified Background Check

Your four-leggers home on the park

Eastmorland, Madison, WI, 53714

Dog Boarding

"Joan is wonderful! We had to book a last-minute stay because the sitter we booked through Rover canceled the morning of. Joan responded to me quick and was ava… (more)"

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2. Colleen & Micheal Verified Enhanced Background Check

Responsible & Loving Pet Sitter

Heistand, Madison, WI, 53714

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

"Colleen and Michael were absolutely amazing! On the first day of my dog, Copper’s stay, Colleen noticed an ulcer on Copper’s eye. She took him to the vet the v… (more)"

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3. Anna Verified Background CheckRover 101

Home full-time; Customized pet care

Eken Park, Madison, WI, 53704

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

"Anna took great care of my pug! They went on a hike and she sent me pictures throughout his stay! Our second time booking with her, will definitely book again! (more)"

4. LAVAL [VAL] Verified Background CheckRover 101

Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding

"Val and his wife took wonderful care of our dog, Pepper. We were out of town for almost a week and Pepper was in very good hands. Val sends updates and photos,… (more)"

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5. Cody Verified Background Check

Let’s go for a W-A-L-K

Eken Park, Madison, WI, 53704

Dog Boarding, Dog Walking

"This is the second time Reggie went to Cody’s for the weekend and everything was great! Cody was flexible when our plans changed and a great communicator. Than… (more)"

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6. Robert Verified Background CheckRover 101

Madison's "Dog Whisperer"

Capitol, Madison, WI, 53703

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

"Having Bob take care of Nino was a great experience. I could tell at drop off that it was going to go well as he happily followed him in to his building while … (more)"

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7. Amy Lynn Verified Background CheckRover 101

Small, Non-Shed Breeds Welcome Here

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

"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 c… (more)"

8. Staci & Steven Verified Background Check

Good Rover Experiences-Now Hosting

East Buckeye, Madison, WI, 53716

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

"Amazing family, they took great care of our puppie! Many photos and updates were sent to us, we would trust them any time to board her! ? A +++++ (more)"

9. Amanda Verified Background Check

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

"I couldn’t be happier with Rosie’s stay! Amanda sent pictures and Rosie was clearly having a wonderful time and fit right in. When I picked her up she was tire… (more)"

10. Toni Verified Background Check

Love spending free time with pets

DeForest, WI, 53532

Dog Boarding, Drop-In Visits, Dog Walking

"Toni watched our GSP, Archer, for 3 nights and we are so happy with the great care he received! We received pictures and updates about him every day. She answe… (more)"

11. Shelly Verified Background CheckRover 101

Green`s Petite Bed & Bark!

McFarland, WI, 53558

Dog Boarding

"I was very comfortable leaving my pooch with Shelly and her gang. Shelly has the best set-up and I love that only small dogs are accepted. Oliver was super rel… (more)"

12. Nicole Verified Background CheckRover 101

Home Full-time, Loving Family

Madison, WI, 53704

Dog Boarding, Doggy Day Care

"This was the first time we ever left our 6 year old lab with someone outside our family and we were a bit nervous. However, I'm happy to report that our dog ha… (more)"

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13. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Brianna and her whole family took excellent care of Toby while we were away this weekend! They made sure he was well fed and well exercised and sent us plenty … (more)"

14. Mariana Verified Background Check

I am animal lover!!!!

sun prairie, WI, 53590

Dog Boarding, Doggy Day Care

"Mariana was wonderful! She was warm and loving towards my chihuahua mix from the moment she opened the door. She wanted him to feel safe and comfortable, sh… (more)"

15. Amy & Christopher Verified Background Check

Your Pet's Home Away From Home

Mcfarland, WI, 53558

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

"Amy and Chris were great! They provided multiple updates and were so flexible with drop off and pick up times. We will defiantly book with them again soon! (more)"

16. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Sherman Village, Madison, WI, 53704

Dog Boarding, Drop-In Visits

"Christine was so easy to work with! She was flexible about picking and dropping off Ronald, which made the whole experience even better. I loved that Ronald ha… (more)"

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17. Christa & Arne Verified Background CheckRover 101

Good times at The Floof Shack LLC!

Sun Prairie, WI, 53590

Dog Boarding

"I could tell the moment we picked up Josie that she had a great time! She was just so full of life and wagging her tail. Usually when we would take her to a ke… (more)"

18. Mai Verified Background Check

Fenced in yard with friendly dog

Heistand, Madison, WI, 53714

Dog Boarding, Doggy Day Care

"I could tell my fur baby definitely had sooooo much fun during her stay with Mai - they have a big backyard which Skyler enjoyed a lot. Will definitely book Ma… (more)"

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19. Michele Verified Background Check

Large fenced-in yard on north side.

Sherman Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Michele was wonderful with our energetic English Springer, Tucker. He came home exhausted and happy after his 3 night stay. Would differently recommend her s… (more)"

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20. Derek Verified Background Check

Keep your dog Happy and Pawdorable!

Burke Heights, Madison, WI, 53714

Dog Boarding

"I have two yellow labs, ages 4 and 8. They love to play outdoors, get walks, and snuggle. Derek is the gold standard in dog sitting for my girls. I hate us… (more)"

Dog lovers in High Crossing, Madison, WI love dog sitters on 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. offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving High Crossing dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in High Crossing, Madison, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 High Crossing, 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: