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. Michele Verified Background Check

Large fenced-in yard on north side.

Sherman Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Michele was very friendly and great at regularly updating us during our pup's stay with photos and videos. I'd definitely have our dog stay with her again in... (more)"

2. Rachel Verified Background Check

Come hang with an adorable golden!

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

Dog Boarding, Doggy Day Care

"Rachel was great! We received several updates along with photos and a video. Hugo had a great time playing with her dog and the other dogs that were there as... (more)"

Confirmed availability
This weekend
3. Nicole Verified Background CheckRover 101

Home Full-time, Loving Family

Madison, WI, 53704

Dog Boarding

"Nicole and her family were wonderful! Our 8 month old Samoyed was royally entertained. Nicole sent many pictures over the 8 days she was there. I highly r... (more)"

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4. Katie Verified Background Check

Dog lover at your service

East Buckeye, Madison, WI, 53716

Dog Boarding

"Dexter had a great time with Katie and her family! Katie was flexible with drop off/pick up time, sent cute photos, and was quick to respond to messages. Dex... (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, Drop-In Visits, Dog Walking

"Took great care of Maize while I was gone, she came back happy and healthy! (more)"

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6. Janet Verified Background Check

NEED A PET SITTER ASAP?

Madison, WI, 53718

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

"Janet is so amazing! She treats you pup as if it were her own. Our dog has bad separation anxiety, but she helped him settle in quickly and sent pic updates! (more)"

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7. Michel Verified Background CheckRover 101

Certified Vet Tech & animal lover!

Sun Prairie, WI, 53590

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

"I have known Michel for about 18 years! I met her while working in the same animal hospital and have seen first hand her love and compassion for all things f... (more)"

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8. Melissa Verified Background Check

Pamper your pet in Puppy Paradise

Rolling Meadows, Madison, WI, 53714

Dog Boarding

"Our dogs had a wonderful time and will definitely rebook with them again! We loved the pictures we received and Melissa was easy to communicate with, very re... (more)"

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9. Kate Verified Background Check

Engaged and flexible caretaker!

Madison, WI, 53718

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

"Kate was amazing! She boarded my dog Odin in her home for a few days/nights. She took him to the dog park, and on hikes and walks. She was very flexible with... (more)"

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10. Adam Verified Background Check

Vet for your pet's needs!

Heistand, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"I can't say enough good things about Adam! He's reliable, a great communicator, and loves my old lab as if he were his own. If you're looking for someone y... (more)"

Confirmed availability
This weekend
11. Jennifer Verified Enhanced Background Check

Boarding and a day at Dog Dog!

Worthington Park, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care

"It was so great to have Gibson be able to go to doggy daycare everyday during his stay with Jennifer. She did a great job caring for Gibson, and we’d definit... (more)"

12. Julio Verified Background Check

Dogs? Cats? Yeah I love them all!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

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

"Great sitter. Took care of a couple issues with the dogs during the stay that made it easy for me. Thanks, Julio!!! (more)"

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13. Taylor Verified Background Check

experienced dog lover

Eken Park, Madison, WI, 53704

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

"Our pups, Daisy and Duke, had an excellent time this weekend at Taylor’s house! We can tell they were loved and well taken care of. Thanks guys! ❤️ (more)"

14. Joan Verified Background Check

Your four-leggers home on the park

Eastmorland, Madison, WI, 53714

Dog Boarding

"Joan was very responsive to my puppy’s needs, providing ample time outdoors, her dogs are so sweet and easy going, it was easy for him to enter the envelope ... (more)"

Confirmed availability
This weekend
15. Megann Verified Background Check

Flexible sitter that loves all dogs

Madison, WI, 53718

Dog Boarding

"I needed a sitter the last minute because of a family emergency and thankfully Megann was available. She sent me lots of pictures of Skyler with her cute dog... (more)"

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16. Amanda Verified Background Check

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)"

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17. Kailynn Verified Background Check

Love all dogs giant to small!

Eastmorland, Madison, WI, 53714

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

"Kailynn was very reliable and flexible while scheduling. She was responsible, taking note of anything special she should know about our dog and asking import... (more)"

18. Erin Verified Background Check

Auntie Erin loves the fur-babies!

Madison, WI, 53718

Dog Boarding, Drop-In Visits

"Erin is a wonderful human and would make a great dog walker. I have seen her put her own animals above her own self-interests. Her compassion for dogs is unm... (more)"

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19. 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 ... (more)"

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20. John Verified Background Check

Responsible and Attentive Caretaker

Madison, WI, 53718

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

About: Well, like most normal humans, I love dogs. I might even like them more than humans, no offense ;) My guarantee is that while in my care, he/she ... (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: