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. Paul

Home part-time; large fenced yard

Eken Park, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Dog Walking

"Paul was a fantastic host. He is courteous, considerate and professional. We got as many updates on Vera as we requested, and he helped us to feel comfortabl... (more)"

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2. LAVAL [VAL]

Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding

"Val is obviously a dog lover and also very well organized in keeping track of guest dogs' needs and preferences. Thanks Val for a worry-free experience, wil... (more)"

3. Michelle

Large fenced in yard. Active family

Sun Prairie, WI, 53590

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

"Michelle took very good care of my16 mo German Shepherd for a 4 day stay. She was not deterred by my 11th hour mention of recent loose stool.s She took car... (more)"

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4. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding

"PERFECT! They were a great home away from home for Mavis! They really treated her like their own. It was like a mini vacation for Mavis too (I don't think sh... (more)"

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5. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Melissa and her family were great with our big dog and took good care of her. Flexible with booking and a meet and greet. Would recommend to anyone! (more)"

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6. Julie

Happy Tails (East Madison)

Ridgewood, MADISON, WI, 53704

Dog Boarding

"Our dog, Sadie, LOVED spending the week with Julie and her dogs! Julie is laid back and loving--a prefect combination for a dog sitter. We are so appreciat... (more)"

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7. Viri

Fenced yard and yummy treats!

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

Dog Boarding, Drop-In Visits, Dog Walking

"Buddy loved staying a couple of nights with Viri. He was worn out from playing with her pup and is looking forward to staying there again! (more)"

8. Cheryl

Home full time, large green spaces,

Bluff Acres, Madison, WI, 53704

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

"Gus was SO happy staying with Cheryl! We will definitely stay with her again. (more)"

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9. 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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10. Nick

Big Fenced yard, Dog Vacation spot!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

"We just had our first stay with Nick and I have nothing but wonderful things to report! Jaxx, our 4 month old puppy, who is still very much training on prett... (more)"

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11. Diane

I have a large fenced in yard

Deforest, WI, 53532

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

About: Hello, I love Animals and I have had pets all my life. I currently own two of my own dogs named Arya and Molly. I also have a couple rescue kitt... (more)

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12. 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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13. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

"Our dog simba had a great stay with Amanda and her family. We loved getting updates and pictures of how he’s doing. Definitely will be using her again next t... (more)"

Confirmed availability
Labor Day
14. Julie

Play, snack, & snooze with us!

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)"

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15. Hilary

Professional Animal Behaviorist

Mayfair Park, Madison, WI, 53714

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

"It is easy to see Hilary’s love for dogs as well as their comfort and joy with her. She is patient and considerate with the way she approaches and interacts ... (more)"

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16. Mary

I love animals!

Ridgewood, Madison, WI, 53704

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

"Mary is wonderful with my 3 girls, shes responsible and helps keep up with training tips as well. Id recommend her for anything dog related. (more)"

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17. Courtney

A home away from home

Madison, WI, 53718

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

"Courtney was absolutely great with Chase and sent multiple pictures of his stay. She has 2 dogs and 1 really made an excellent playmate for Chase and they re... (more)"

Confirmed availability
This weekend
18. Bethany

Certified Veterinary Technician

Worthington Park, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

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19. Jared

Sitter next to nature for walks

Reston Heights, Madison, WI, 53718

Dog Boarding

"Jared is a dog lover. He will be extremely attentive to any dog in his care. He pays attention to detail and is disciplined in his life style. He is a gre... (more)"

20. 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)"

Dog lovers in High Crossing, 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.

Rover.com 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: