Dog Boarding in High Crossing, Madison, WI

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

Available this weekend
1. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

14 repeat clients

"Nicholas and Kersten were awesome! They were super communicative about checking with us on our pup's care schedule and drop-off/pick-up times. Our pup had a ... (more)"

2. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 repeat clients

"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)"

3. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

20 repeat clients

"Kristi took good care of our dog and sent us lots of updates. She was easy to work with and very professional. She has a really big fenced yard and our dog e... (more)"

4. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

3 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)"

5. LAVAL [VAL]

Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

57 repeat clients

"Our dog Luna had a wonderful stay with Val. He took time during the meet and greet to get to know our dog and was very accommodating to drop off and pick up... (more)"

6. Julie

Happy Tails

Ridgewood, MADISON, WI, 53704

Dog Boarding

19 repeat clients

"Bernie had a wonderful time with Julie. Julie showered him with so much love and affection that he didn't want to leave her house, which was a first for him.... (more)"

7. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

"Melissa and her family took amazing care of our pup! He had a great time, got out on runs and even got a bath. Thanks so much Melissa! (more)"

8. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Doggy Day Care

15 repeat clients

"Nick took great care of Eeyore! We got lots of video and picture updates from him which helped me feel better about leaving him with a sitter for the first t... (more)"

9. Alyssa

Home All Day. Your Dog Comes First

McFarland, WI, 53558

Dog Boarding, Doggy Day Care, Dog Walking

8 repeat clients

"Alyssa was wonderful with our greyhound Thyme. She was flexible with drop off and pick up times, and we appreciated the regular updates and pictures. Meeting... (more)"

10. Sammi

I LOVE puppies, no matter what age!

Madison, WI, 53718

Dog Boarding, Doggy Day Care

7 repeat clients

"Sammi and Chad were super responsive and treated my dog like he was one of the family. Logan had such a great time staying there, and I will definitely be re... (more)"

11. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

6 repeat clients

"Amanda and her family were great with Holly during our trip! They were flexible with times too as we had a slight change in plans a few days before drop-off.... (more)"

12. Amy Lynn

Do you have a NON-SHEDDING breed?

Sun Prairie, WI, 53590

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

8 repeat clients

"Amy and her husband went way above and beyond! Our precious Shelby did well! Amy sent pictures through out our trip. I would use her services again! (more)"

13. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

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

1 repeat client

"This was the first time we've used Rover and because of Traci it far exceeded our expectations. Normally when we travel we have someone stay at our house but... (more)"

14. Alex

Dog hikes!

Emerson East, Madison, WI, 53704

Dog Boarding

"Alex is the best dog-sitter I've ever had! She has great communication skills, and is quick to respond for scheduling. I felt very comfortable leaving my bab... (more)"

15. Marlena

I'll run with your dog!

Monona, WI, 53716

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

"Marlena is such a great dog owner and is fantastic with other people's dogs as well! She is full of energy and always ready to give every dog she meets the a... (more)"

16. Anna

Dog's Best Friend!

Tenney-Lapham, Madison, WI, 53703

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

1 repeat client

"Anna worked with my schedule and the fact that I got stuck in traffic so returned later than expected. She sent me lots of cute pictures over the weekend of ... (more)"

17. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

1 repeat client

"Grazie had a fun time playing with Milo and going to the dog park. She was happy and tired when we picked her up. I don't think she missed us at all! (more)"

18. Tina

I volunteered in dog rescue.

Sun Prairie, WI, 53590

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

5 repeat clients

"Tina was very good with my dog while I was away. I couldn't take my dog on the plane to go home for Christmas, and I was sad that she couldn't be with me. ... (more)"

19. Emily

Dog lovers

Elvehjem, Madison, WI, 53716

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Emily and her family were great with my dog! They genuinely cared about him and his needs. He was exhausted when I brought him home, which was a plus! I'd us... (more)"

20. Bethany

Certified Veterinary Certified

Worthington Park, Madison, WI, 53714

Dog Boarding, Doggy Day Care

4 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)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

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: