Dog Boarding in Highlands Community, 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.
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1. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client

"Rebecca is the best! She instantly had great rapport with my dog upon meeting him. She was flexible, kind and great attention to detail (she caught a syste... (more)"

2. Thomas

Dog Hosting in downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

11 repeat clients

"Thomas is an excellent sitter. I really appreciate when he sends pictures along, and Elsa always looks so happy in each of them! He's great about getting her... (more)"

3. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

1 repeat client

"Km took wonderful care of Winnie. It was our first time using Rover.com, so we were little nervous. However, without hesitation I would recommend Km. She... (more)"

4. Hannah

I'm probably as active as your dog!

Junction Ridge, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care

5 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)"

5. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

9 repeat clients

"Grace made getting a sitter extremely easy. She was very sweet and her home was perfect for a pup! I left confident that I was leaving skipper in great hands... (more)"

Confirmed Thanksgiving Availability
6. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

60 repeat clients

"Andrea was great and flexible. Pupper clearly took a quick liking to her, had a good time during her weekend stay, and was completely beat when she got home ... (more)"

7. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

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

"Cleda was very nice and knowledgeable! She watched Codex, my Shiba, in short notice over a long weekend and gave me cute picture updates. Codex returned to m... (more)"

8. Gen

I'll love your dog like you do!

Westhaven Trails, Madison, WI, 53719

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

7 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)"

9. Christina

Anything fluffy, fuzzy, & floppy!

Prairie Hills, Madison, WI, 53711

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

18 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)"

10. 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)"

11. Lisa

Comfy home w/ fence on west side!

Madison, WI, 53719

Dog Boarding

"I left my pup with Lisa for about a week and he seemed to have a blast playing with Nora. Lisa sent plenty of updates while I was out and I definitely apprec... (more)"

12. Caitlin

Is your dog my new best friend?

Maple-Prairie, Madison, WI, 53719

Dog Boarding

1 repeat client

"Daisy had a great time staying with Caitlin. She sent me pictures and kept me updated on their adventures. I will definitely recommend Caitlin to my friends ... (more)"

Confirmed Thanksgiving Availability
13. Saralyn

Dog lover, credentials included :)

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

4 repeat clients

"Saralyn does a great job with my small dog. He has been scared of children for a long time but Saralyn works closely with her daughter on "dog manners" and ... (more)"

14. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

"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)"

15. Melinda

Experienced Animal Lover

Prairie Hills, Madison, WI, 53711

Dog Boarding

5 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)"

16. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

20 repeat clients

"Richie came back happy with his tail wagging! Glenis did a great job of updating us with pictures of what Richie was up to. She has a nice private fenced b... (more)"

17. 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)"

18. Casandra

Attentive and friendly sitter

Wexford Ridge, Madison, WI, 53717

Dog Boarding, Doggy Day Care

1 repeat client

"Casandra did a wonderful job with Teddy! He seemed to have a great time with Casandra and her mother. I especially appreciated the frequent updates and pictu... (more)"

19. Amy

Energetic, Responsible, Dog lover

madison, WI, 53705

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

1 repeat client

"Amy was great! My dog Tipper and her dog Basil got along quite well and walked happily together. I would recommend Amy to anyone looking for a daycare or boa... (more)"

Confirmed Thanksgiving Availability
20. Nicole

24 hour custom care for your pet!

Middleton, WI, 53562

Dog Boarding, Doggy Day Care

1 repeat client

"Nicole was very responsive to me and very kind to my dog. She clearly spent a lot of time with my dog, and made him a member of her family. Her dog Emma was ... (more)"

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: