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.
1. Kristi

Safe, fun and peace of mind

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

23 repeat clients

"Harry had a great time staying overnight at Kristi’s this past weekend! We loved the photos that she took of him and we also appreciated that he can’t home ... (more)"

2. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

6 repeat clients

"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)"

3. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

14 repeat clients

"What a great experience for both myself and my dog, Bailey! Bailey gets extremely anxious when I leave and has trouble warming up to others yet it took her n... (more)"

4. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"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)"


Home full-time-sun porch-love dogs.

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

58 repeat clients

"Sarge and Chari were amazing doggie hosts. We left our Maggie Mae with them while we were away for a month. Before this when we'd go away and leave Maggie at... (more)"

6. Julie

Happy Tails

Ridgewood, MADISON, WI, 53704

Dog Boarding

21 repeat clients

"Julie is great! She took good care of our pup! We highly recommend her. She made us feel like we didn't have to worry about our dog on vacation. (more)"

Confirmed New Years Availability
7. 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 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)"

8. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

7 repeat clients

"Our lab enjoyed his stay and we felt very good leaving him in Kristen and Kurt's care. They have a beautiful home with a large fenced in yard. Their little... (more)"

9. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding, Doggy Day Care

18 repeat clients

"5/5! Nick and his wife were great hosts. They provided us with almost daily photos and videos to ease our minds when leaving our puppy for the first time! We... (more)"

10. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

6 repeat clients

"Amanda did a fantastic job of watching my dog for 1 night. She was flexible on pick up and drop off time and ensured he was well taken care of. Would definit... (more)"

11. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits

3 repeat clients

"Brandee was wonderful to work with. We always take our dogs on vacation with us, but unfortunately, they couldn't travel with us this time. We had a bit ... (more)"

12. Emily

Large yard and lots of exercise!

Sun Prairie, WI, 53590

Dog Boarding

"Benjamin was well cared for at Emily's. He seemed to enjoy outdoor time in the fenced-in yard. Emily kept in touch with pictures and updates while we were ... (more)"

13. Laura

Fenced in yard with playful dog

Marquette, Madison, WI, 53703

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

2 repeat clients

"My pup had so much fun playing with their pup over the weekend! I received pictures and updates throughout the stay and my pup was very tired upon returning ... (more)"

Available this weekend
14. Viri

Fenced yard and yummy treats!

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

Dog Boarding, Drop-In Visits, Dog Walking

"I had a last minute trip and my usual kennel was full. No one could watch my dog because they lived in apartments or didn't have the time. I asked Viri if sh... (more)"

15. Andrew

Large fenced yard, Friendly husky

Sherman, Madison, WI, 53704

Dog Boarding

"Andrew loves animals and takes great care of his dog. He is always making sure he has the best toys, treats and gets the activity he needs. If you are lookin... (more)"

Confirmed New Years Availability
16. Jacelynn

Home full time& fenced yard

Schenk-Atwood, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Oliver loves it at Jacelynn and Eric’s home :) They are his second parents and it’s his home away from home!! (more)"

17. Bethany

Certified Veterinary Certified

Worthington Park, Madison, WI, 53714

Dog Boarding, Doggy Day Care

5 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)"

18. Alesha

Dog enthusiast with love to give.

Ridgewood, Madison, WI, 53704

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

"Anybody would be lucky to have Alesha take care of their dog. She has her own dog that she takes care of whenever she's at home, and constantly misses him wh... (more)"

19. Dawn

Attentive, loving dog sitter/owner

Sun Prairie, WI, 53590

Dog Boarding, House Sitting, Dog Walking

2 repeat clients

"Stanley stayed with Dawn for 2 weeks and seemed to love every minute of it. She makes leaving him so much easier as we don’t have to worry that he’s cared fo... (more)"

20. Rachael

Gone for the Holidays? Let me help!

Lake Edge, Madison, WI, 53716

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

About: **I'll be home for the holidays! Need some care for your pup while celebrating the Holidays? Then I'm your gal! I have off of work from December 22... (more)

Dog lovers in High Crossing, Madison, WI love dog sitters on 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. 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.

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