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.
Dismiss
1. Kristen & Kurt

Active, professional, work at home

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

6 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)"

2. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

9 repeat clients

"Thomas was so wonderful! I would highly recommend him to anyone who is looking for a caring and trustworthy sitter! This was my first time using DogVacay and... (more)"

3. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

9 repeat clients

"My dog Una had a great time! I loved that Kristi took time to send me pictures of Una playing, even after I had picked her up. She came home healthy and happ... (more)"

4. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

5. LAVAL [VAL]

The Dog House

Sun Prairie, WI, 53590

Dog Boarding, Doggy Day Care

51 repeat clients

"Sarge is Emma's second home. She doesn't even say goodbye to me when I have to drop her off. That's how much she loves staying there with Sarge and Lexy! (more)"

6. Nick

New fence! Fun, kind animal lover!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

12 repeat clients

"Our second stay with Nick. Seemed like Sawyer knew where we were when we got there. Nick is very responsive to me and provides great interaction and care fo... (more)"

7. Rebekah

Active near east side dog lover

Schenk-Atwood, MADISON, WI, 53704

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

2 repeat clients

"Leo loved staying with Bekah! They went on walks, to the dog park, and over to her friends' to play with other dogs- and he was only there 3 nights! She was ... (more)"

8. Claire

I'll run with your dog!

Madison, WI, 53704

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

3 repeat clients

"Claire was a fantastic sittter for our dane, Phoebe. We really appreciate her stepping up last minute to watch our dog for the weekend. We're certain phoebe ... (more)"

9. Kersten & Nicholas

Ready to watch your fur babies!

Brentwood Village, Madison, WI, 53704

Dog Boarding, Doggy Day Care

11 repeat clients

"Kersten and Nicholas took great care of our best bud! They sent pictures and updates and even gave us a cute doggy bag of goodies when we picked him up. He ... (more)"

10. Melissa

Sebastian's love dogs!

Dane County, WI, 53590

Dog Boarding, Drop-In Visits, Dog Walking

About: **About me** Our family loves dogs and we have had multiple dogs in our life. We currently only have one, but love having many around. We have wat... (more)

11. Michael

Ill run with the dog also walks.

Sun Prairie, WI, 53590

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

"What can I say about Michael. He had a dog that he raised until the age of 3 and his ex took the dog away from him and gave it to his ex parents. The dog bec... (more)"

12. Tyler

Large yard with a playful puppy!

Burke Heights, Madison, WI, 53714

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

"Tyler has done long-term dog sitting (and house sitting) for our Weimaraner, Diesel, on many occassions. Great care, great communication and lots of love fo... (more)"

13. Traci

Nurturer by Nature!!

Sun Prairie, WI, 53590

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

"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. Amanda

Responsible, active, pet owner

Cottage Grove, WI, 53527

Dog Boarding, Drop-In Visits

3 repeat clients

"Amanda was wonderful! She sent videos and pictures of Cece the entire time we were gone. I would highly recommend Amanda to anyone and plan to use her again ... (more)"

15. 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

7 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)"

16. Emily

Dog lovers

Elvehjem, Madison, WI, 53716

Dog Boarding, Drop-In Visits, Dog Walking

"This is the first time we've used Rover, and after our amazing experience with Emily and her lovey family, I'll never board Cecilia again! Emily sent daily t... (more)"

17. 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)"

18. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Molly loved staying with Ryan and Zoe! (more)"

19. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse was great! He provided boarding for our dog. He responded quickly to my request for booking, we met the next morning at a dog park so my dog could get ... (more)"

20. Bethany

Certified Veterinary Certified

Worthington Park, Madison , WI, 53714

Dog Boarding, Doggy Day Care

2 repeat clients

"We drove from NC to Madison for 3 days and were staying with friends whose apartments don't allow pets. We found bethany on rover and decided to go with her ... (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: