Dog Boarding in Kennedy Heights, 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. Lexi

Fenced yard, close to airport!

Sherman, Madison, WI, 53704

Dog Boarding, Dog Walking

"Lexi and her husband were great puppy sitters! They sent a ton of photos and Leo loved their backyard. It was great that our dog had Ginger to keep him compa... (more)"

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2. Kristi

Safe, fun and peace of mind

Waunakee, WI, 53597

Dog Boarding, Doggy Day Care

"Kristi takes such good care of our dog Peyton! I hated making plans and leaving our dog, but Kristi has made it so easy to go away! Peyton always comes home ... (more)"

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3. Nick

Big Fenced yard, Dog Vacation spot!

Whitetail Ridge, Madison, WI, 53704

Dog Boarding

"My two little hounds have stayed with Nick multiple times and they have been expertly cared for each time. It is a huge relief to me to know they are safe an... (more)"

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4. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"My puppy always has so much fun with Kaylyn! He is a never ending ball of energy, and somehow Kaylyn manges to wear him out enough that I can actually get s... (more)"

Confirmed availability
4th of July
5. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Thanks Andrea, Slark looked happy when we pick him up, he was healthy and clean. Andrea kept us informed with picture updates through our trip. Recommended 1... (more)"

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6. Brandee

J&B Dog Care

Sherman, Madison, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

"Brandee and Jason left me feeling confident that my dogs would be well cared for and I would reserve again with them without hesitation. Communication was g... (more)"

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7. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

"Absolutely 5 stars. Rocco had a wonderful time and her dog was very generous with his toys and sleeping space. She kept us informed and was very flexible wit... (more)"

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8. Julie

Happy Tails (East Madison)

Ridgewood, MADISON, WI, 53704

Dog Boarding

"Julie was amazing. She has a lot of experience with rescued dogs and had the patience to let my dog get comfortable in the new environment. She has a fenced ... (more)"

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9. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

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10. Fernanda

Great with puppies & small breeds!

Capitol, Madison, WI, 53703

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

"Teddy had a great stay at Fernanda’s place! We received regular uodates and pictures from her. She took him for nice long walks, gave him food and water on t... (more)"

11. Kristi

Home full-time. Large fenced yard!

Bluff Acres, Madison, WI, 53704

Dog Boarding, Doggy Day Care

"Kristi was great. Pixel came back health, happy and tired out from playing. She kept us up to date too with lots of pics of our little guy. (more)"

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12. Thomas

Dog Hosting in Downtown Madison

Capitol, Madison, WI, 53703

Dog Boarding, Dog Walking

"Moo had the best time staying with Thomas and Freddie! I received so many pictures and texts, it reassured me my dog was in the right hands while I was away!... (more)"

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13. Jaclyn

Experienced and kind dog sitter

Capitol, Madison, WI, 53703

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

"Frank just had his first stay with Jackie and he had so much fun!! Jackie was a great communicator and took Frank to do all sorts of fun things. He came home... (more)"

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14. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"Rebecca was outstanding! She made us feel very comfortable leaving our dog with her and was very easy to communicate with. We’ll definitely use her again in ... (more)"

Confirmed availability
4th of July
15. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah has been there to dog-sit for me on a number of occasions, and Izzy is always super happy when I get back in town! For a dog with separation anxiety, t... (more)"

16. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

"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)"

Confirmed availability
4th of July
17. Camille

I provide lots of cuddle & playtime

Tenney-Lapham, Madison, WI, 53703

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

"Camille is the best dogsitter ever! She is always enthusiastic and gives so much love and attention to my dog Shag! Shag is always happy to see Camille walk ... (more)"

Confirmed availability
4th of July
18. Julie

Playcare fun may cause drowsiness.

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

"Sasha had a great stay with AJ and Duncan. Thanks for everything! (more)"

Confirmed availability
4th of July
19. Bethany

Certified Veterinary Certified

Worthington Park, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Doggy Day Care

"Bethany was an awesome sitter! She checked in regularly, sent pictures of our pup and took the very best care of her!! This was our first time using Rover an... (more)"

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20. Laurie

Teacher on summer break, by airport

Eken Park, Madison, WI, 53704

Dog Boarding, Dog Walking

"Laurie and Mark are wonderful. They made my pup feel right at home and I was perfectly at ease knowing they were taking care of her. (more)"

In Kennedy Heights, 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 Kennedy Heights 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 Kennedy Heights 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 Kennedy Heights, 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 Kennedy Heights 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 Kennedy Heights, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.