Dog Boarding in High Crossing, 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. Christa & Arne

Good times at The Floof Shack!

Sun Prairie, WI, 53590

Dog Boarding

"Had a great experience with Christa. She was very professional and did a great job dealing with my extremely energetic lab puppy! I highly recommend Christa ... (more)"

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2. Riley

Love to play - large fenced yard

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits, Dog Walking

"5 star stay! Riley and her husband Caleb were so accommodating. They did a meet and greet beforehand. My work conference schedule kept changing and they were... (more)"

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3. 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
4. Dezirae

Fun in the Sun-FencedYard-DoodlePal

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

"Dezirae was amazing! She was very accommodating for our Hudson. During our trip we had additional things to do so we had to adjust our return time and Dezi... (more)"

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5. 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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6. 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)"

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7. 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)"

8. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding

"Kristen and her husband took great care of Arya! They were super responsible and flexible with drop off/pick up times, and Arya looked like she had a fun tim... (more)"

9. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly was great with my dogs. They very much enjoyed their stay. She sent me daily updates and pictures and was very attentive to their needs. I would not... (more)"

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10. Laurie

Fenced yard near MSN airport!

Eken Park, Madison, WI, 53704

Dog Boarding

"Bo had a great time with Laurie, her husband, and the puppies! They sent me updates to ease my anxieties about leaving him and were exetremely friendly and w... (more)"

Confirmed availability
This weekend
11. Julie

Play, snack, & snooze with us!

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

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

"Julie was SO patient with our nervous pooch! He can get anxious with new places & after a rough vet visit he was on edge a little extra, but Julie stayed cal... (more)"

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12. Laura

Fenced yard, flexible schedules!

Emerson East, Madison, WI, 53704

Dog Boarding, Doggy Day Care, Dog Walking

"Fry obviously had a great time with Laura. He got to run around and have fun and was well taken care of. Laura's dog and Fry were fast buddies too. Such a ni... (more)"

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13. Afiqah

Dog Lover in the House

McClellan Park, Madison, WI, 53718

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

"Afiqah was incredible. Very responsive and really easy to work with. Sent pictures regularly. We even unexpectedly had to extend out trip by a day and she wa... (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 watched our dog Enzo for two nights at her house. She was great with Enzo. She sent us pictures to give us updates on his stay and took him to the dog ... (more)"

Confirmed availability
Christmas and New Year
15. 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)"

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16. 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)"

17. 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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18. Wendy

Happy home comfort and attention.

Rolling Meadows, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Wendy is one of the most responsible, dog loving people I know. She fosters and dog sits for so many people. She would do anything for her pets and I'm sure ... (more)"

19. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

"Nash loved staying with Amanda and her family. Amanda sent multiple pictures throughout Nash's stay, and was quick to respond to my inquiries about how the s... (more)"

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20. Dayna

Large fenced yard and house space

Heistand, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Dayna is amazing!! I was really nervous about boarding my dog, and she immediately put me at ease. Dayna is really nice, and she made sure both Emmett and I... (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: