Dog Boarding in High Crossing, Madison, WI

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

1. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

5 repeat clients

"Rex had so much fun with Melissa and her family! She sent me picture updates and Rex was so happy! Glad I found a perfect sitter for all my future weekends a... (more)"

2. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits

6 repeat clients

"Brandee and Jason left me feeling confident that my dogs would be well cared for and I would reserve again with them without hesitation. Communication was g... (more)"

Confirmed Memorial day Availability
3. LAVAL [VAL]

Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding

62 repeat clients

"Val was very accommodating towards our schedule as we are from out of state. He was quick to reply before we scheduled to answer all of our questions. He was... (more)"

Confirmed Memorial day Availability
4. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

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

2 repeat clients

"Allison was such a wonderful sitter for Joey! My pup had such a good time, which I could tell from the many adorable pictures she sent all weekend. She was v... (more)"

5. Nick

Big Fenced yard, Dog Vacation spot!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

23 repeat clients

"Wow! Simply amazing experience and care for my two little hounds. I just moved to Madison and had to find care for my dogs while traveling for new hire train... (more)"

Confirmed Memorial day Availability
6. Julie

Happy Tails

Ridgewood, MADISON, WI, 53704

Dog Boarding

26 repeat clients

"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)"

7. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

6 repeat clients

"Stephanie was great with our dog, Skyla. Skyla is a very nervous dog and Stephanie was very patient working with her to make her comfortable. She sent us u... (more)"

8. 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

10 repeat clients

"Amy Lynn was great! Did a wonderful job looking after our little guy and kept us up to date too on how he was doing. She is great with dogs and we would le... (more)"

9. Courtney

A home away from home

Madison, WI, 53718

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

1 repeat client

"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)"

10. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 repeat clients

"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)"

11. Viri

Fenced yard and yummy treats!

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

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"My dog seemed really happy staying with Viri. I’m very grateful that she took care of my dog when I was out of town during Christmas. (more)"

12. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

9 repeat clients

"Kelly and Neil were great from the beginning! They worked with my busy schedule to get a convenient time for an initial meet and greet. I'm so thankful for t... (more)"

13. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

10 repeat clients

"They took such great care of our sweet dog while we were out of town for a wedding. He has some health issues and they opened their arms to him with confiden... (more)"

14. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

5 repeat clients

"Tina and her family took great care of our dog while we flew out of Milwaukee for the weekend. Tina sent pictures during the weekend and left a thorough summ... (more)"

15. Julie

Hang w/ a playful dog & loving mama

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

Dog Boarding, Doggy Day Care

1 repeat client

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

16. Jamie

Flexible hours and I love walks!

Madison, WI, 53716

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

About: Experience: I have been around dogs all my life. I'm what you call a "dog person" and love dogs more than humans sometimes :) I have had family dog... (more)

Confirmed Memorial day Availability
17. Afiqah

Dog Lover in the House :)

McClellan Park, Madison, WI, 53718

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

1 repeat client

"Afiqah is the sweetest! If you're nervous at ALL about the experience, once you meet her, you won't be. She is very care free, her dog s adorable and she's ... (more)"

Confirmed Memorial day Availability
18. Dawn

Attentive, loving dog sitter/owner

Sun Prairie, WI, 53590

Dog Boarding, Drop-In Visits

4 repeat clients

"Dawn was fantastic. She was accommodating and you can tell she has a real love for dogs. My pup had a great time with her dog and she really made me feel lik... (more)"

Available this weekend
19. Bethany

Certified Veterinary Certified

Worthington Park, Madison, WI, 53714

Dog Boarding, Doggy Day Care

7 repeat clients

"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)"

20. Cassie

Dog daycare manager for 6 years!

Rolling Meadows, Madison, WI, 53714

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

"Cassie takes amazing care of her own dog, and she takes enormous pride in treating dogs in her care in the same way. I trust Cassie with my dog and I trust ... (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: