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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. Bryan Verified Background Check

I am the definition of a dog person

Park Ridge, Madison, WI, 53719

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

"Bryan was fantastic with our pup Rosie. She spent a week with him and his dogs and had a blast. We also loved the pictures we received throughout our trip. I w… (more)"

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2. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although… (more)"

3. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

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

"Kim watched our dog Coal. She had great communication with us setting everything up, and was very flexible with our needs! She has a huge fenced in yard which … (more)"

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4. Robert Verified Background CheckRover 101

I'm one-on-one with YOUR doggo!

Capitol, Madison, WI, 53703

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

"This was my second time leaving my dog with Bob and he had a wonderful time! Bob always sends picture updates and my pup always comes home happy and relaxed. T… (more)"

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5. Ryan & Jocelyn Verified Background Check

Dog Loving Small Family

Greentree, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"We had a great experience with Ryan and Jocelyn caring for Piper! They (and their adorable daughter) took such good care of our dog and sent daily updates whic… (more)"

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6. Chelsea Verified Background Check

Dog loving young woman

Middleton, WI, 53562

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

"This was our first experience with Chelsea and Murphy but definitely not the last. They took care of Teddy very well. He was so loved and pampered, we received… (more)"

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7. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Brianna and her whole family took excellent care of Toby while we were away this weekend! They made sure he was well fed and well exercised and sent us plenty … (more)"

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8. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Doggy Day Care

"Our dogs Baxter and Bear had a wonderful time with them, they were so diligent about updating us and our daughters with pictures of our good boys playing with … (more)"

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9. Catie Verified Background Check

Sweet, caring, and active sitter!

Junction Ridge, Middleton, WI, 53562

Dog Boarding, House Sitting

"Vapor had a great time Catie. He enjoyed long walks, socializing in the park and dog friendly ice cream. Thank you so much Catie! (more)"

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10. Priyanka "Pri" Verified Background Check

We love and care for pets!

Madison, WI, 53719

Dog Boarding, Doggy Day Care

"Pri did an excellent job taking care of our Sadie the end of August. We loved getting the pictures and updates. Sadie sure looked happy in the pictures, which … (more)"

11. Ashley Verified Background Check

Can't wait to get to know you!

Madison, WI, 53719

Dog Boarding, Drop-In Visits, Dog Walking

"Ashley did a great job caring for my dog while I was away! She took him to a dog park and he got lots of exercise. We hope to use her again in the future! (more)"

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12. Melinda Verified Background Check

Dog Mom, Dog Aunt, and Dog Friend

Sunset Village, Madison, WI, 53705

Dog Boarding

"Mindy was an awesome sitter! She sent a ton of great pics, and my dog seemed to have an excellent time at her home, and interacting with her dogs. (more)"

13. Chelsea Verified Background Check

Loving & patient dog walker/sitter

Spring Harbor, Madison, WI, 53705

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

"Chelsea was super sweet with Penny. You can tell she’s a true dog lover. Very flexible and responsible. Thanks, Chelsea! (more)"

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14. Arianna Verified Background Check

Dedicated & passionate animal lover

Middleton, WI, 53562

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

"I had such a great experience with Arianna! My dog loved spending time with her. She regularly sent pictures and updates. Highly recommended! (more)"

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15. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"Great experience for Shelby and for us--Gen sent pictures frequently, with funny anecdotes that let us know that Shelby was comfortable and happy. Gen was ver… (more)"

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16. Morgan Verified Background Check

Dogs are my life!

Orchard Ridge Community, Madison, WI, 53711

Dog Boarding, Doggy Day Care

"Morgan cares so much for animals and I would trust her with any of my pets. She has watched my large St. Bernard many times and is able to handle him on a leas… (more)"

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17. Tessa Verified Background Check

Veterinary student looking to help!

Regent, Madison, WI, 53726

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

"Tessa was so awesome!! My dog LOVED playing with her dog and she sent so many cute pictures and updates. Thank you so much Tessa! (more)"

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18. Laura Verified Background Check

Dogs bring me joy! Huge back yard.

Middleton, WI, 53562

Dog Boarding, Doggy Day Care

"Laura was great! Cannot recommend her enough. Kinnick loved going there and had a great time. He came home happy and tired. Communication was great. And supe… (more)"

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19. Caleb Verified Enhanced Background Check

A Couple that Loves Dogs

Capitol, Madison, WI, 53703

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

"Caleb and his girlfriend were amazing! Quick at replying to messages and answering questions. The zoom call was great way to help make me feel comfortable leav… (more)"

20. Nicole Verified Background CheckRover 101

Home Full-time, Loving Family

Madison, WI, 53704

Dog Boarding

"Our dog stayed with Nicole and her family for 5 days. He was so well taken care of! She sent me updates and pictures throughout the stay. I could tell he was h… (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: