Dog Boarding in Highlands Community, Madison, WI

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

1. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding

8 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)"

2. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

4 repeat clients

"Thank you to Gen for taking such good care of Ginger! We will be using Gen for future stays undoubtedly. Ginger is an older weiner dog with a couple of speci... (more)"

Available this weekend
3. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

54 repeat clients

"Andrea was awesome! She took great care of my three month old aussie and gave me timely updates, was super responsive and overall took great care of my three... (more)"

4. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

10 repeat clients

"Christina was wonderful! My dog loved playing with her dogs, playing in the fenced in yard, and getting loved on. She sent me pictures and updates throughout... (more)"

5. Christine

A tired dog is a good dog

Prairie Hills, madison, WI, 53711

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

37 repeat clients

"Once again Joey's stay with Christine was a great success. Christine has a ton of dog experience and it shows, she handles Joey effortlessly and helps her t... (more)"

6. Fran

How about a long walk today?

Parkwood West, Madison, WI, 53705

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

1 repeat client

"Fran was great with Bruno. We received updates and photos throughout her visit. I'd recommend her to anyone! (more)"

7. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

"Madie is excellent sitter! Our pup had such a good weekend with her, you can really tell that she loves animals. Next time we are in Madison, we will definit... (more)"

8. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

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

4 repeat clients

"Hannah was awesome. Brutus was very happy there and didn't want to come home. She kept us up to date on how he was doing and was prepared and thoughtful. (more)"

9. Danielle

I am dog's best friend!

Verona, WI, 53593

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

23 repeat clients

"Sadie and Charlie had a great time with Danielle! They had plenty of exercise and things to do. I was worried that they would be chasing her cats but Daniell... (more)"

10. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"Harley loved Rebecca! I will definitely be using Rebecca in the future. (more)"

11. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

2 repeat clients

About: My fiancé and I have both had numerous dogs growing up and truly believe a house is not a home without them. We currently have two pugs, who are sp... (more)

12. Nilou

Empathetic and loving caretaker

Madison, WI, 53713

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

3 repeat clients

"Nilou is an excellent care-giver: calm and friendly, she made our trip so much more relaxing knowing our little dog was getting along just fine without us! ... (more)"

13. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Saralyn was so great with my two dogs! The meet and greet was very casual, yet thorough. I left them feeling very comfortable, and that comfort stayed as she... (more)"

14. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

1 repeat client

"Caitlin was amazing with my puppy Pepe! She sent me an updated picture during her stay and Pepe seemed to enjoy her very much. My pup was new to me without ... (more)"

Available this weekend
15. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

17 repeat clients

"Glenis is awesome! Superb in her dog care skill and clearly loves dogs. Communicated daily with a picture. My girl did very well and came home very happy. I... (more)"

16. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"Jasmine was very enthusiastic and accommodating. She kept in frequent contact, sending pictures and updates daily. I hope Abby can stay with her again! (more)"

17. Melinda

Experienced Animal Lover

Prairie Hills, Madison, WI, 53711

Dog Boarding

4 repeat clients

"Melinda was great! Having two Huskies herself I felt very comfortable dropping mine off with her! She sent pictures of long walks and hikes (a Husky favorite... (more)"

18. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

5 repeat clients

"Jennifer was fantastic. We had complete confidence leaving our dog with her. In fact, Jennifer had tips and ideas for additional training. She was great abou... (more)"

19. Danae

fun and friendly and dog lover!

Wyndemere, Madison, WI, 53717

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

"Danae was absolutely wonderful! She was great at communicating any potential issues with scheduling and very prompt to respond to any questions or concerns... (more)"

20. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Great pup host. Quick to respond and great with my goofy dog. (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

In Highlands Community, Madison, WI, dog lovers trust Rover.com for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5 stars. Booking dog boarding in Highlands Community can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Madison on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Highlands Community dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Highlands Community, Madison, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Highlands Community dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Highlands Community, 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: