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Dog Boarding in Leopold, 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. Luke & Cristina

Loving couple with fenced yard

Greenbush, Madison, WI, 53715

Dog Boarding, Doggy Day Care

"I was gone for more than a week and found Luke and his wife and thought they would be a great fit for my little one. They did a fantastic job with him! Vanis... (more)"

Confirmed availability
4th of July
2. 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)"

3. Steve

Frequent walks. Home full-time.

Hill Farms-University Neighborh, Madison, WI, 53705

Dog Boarding, Doggy Day Care

"Steve took excellent care of our Hannah. She got lots of walks and we got lots of updates and pictures. It made me feel so comfortable to know she was in goo... (more)"

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4. 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)"

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5. Lorelei & Kayla

24 hour Care~Fenced yard~dog park

Madison, WI, 53713

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

"Kayla and Lorelei were the best pup sitters I could ever ask for. They welcomed my dog into their home and treated him as if he was one of their own. I reci... (more)"

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6. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

"Leaving Elsa is never easy, but Cleda sent many pictures to show me that she was doing okay. She also helped me out last minute, her accommodation was VERY a... (more)"

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7. 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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8. 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)"

Confirmed availability
4th of July
9. Devyn & Margaret

We'll Let The Dogs Out!

Greenbush, Madison, WI, 53715

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

"Margaret was awesome to work with! Capone came home happy and tired (she takes them to the dog park every day!). We were very happy with the experience and w... (more)"

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10. 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)"

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11. Alison

I'll run w/and help train your dog.

Capitol, Madison, WI, 53703

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

"Alison is a great lover of animals, I would trust her with any of them. Truly a kin hearted person, asset to any organization like this. (more)"

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12. Amy

Self employed and flexible

Madison, WI, 53711

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

"Amy is always an excellent care giver to our dog Sasha. She goes the extra mile to make sure your dog is happy and well cared for. I highly recommend her i... (more)"

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13. Charlie

Dogfriendly Family and Neighborhood

Fitchburg, WI, 53711

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

"Charlie’s a champ. (more)"

Confirmed availability
4th of July
14. Aly

Big back yard set up for exercise

Madison, WI, 53713

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

"Aly did very well in making my dog comfortable. Her own dog helped keep him occupied, and he looked content and tired out in every picture she sent. It means... (more)"

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15. Maryn

Your pups #1 home away from home!

Madison, WI, 53711

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

"Maryn was great, we will for sure use her again! We felt great knowing our dog was in such good hands. :) (more)"

16. Km

Loving, responsible, sociable!

Capitol, Madison, WI, 53703

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

"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)"

17. 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
18. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

"Sara, her husband Tyler, and their two adorable pugs all made Bubba feel very welcome and cared for. I received many pictures and texts while we were away, w... (more)"

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19. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

"Halley took the time to come over and meet our two dogs prior to caring for them. We have a Lab/Pitbull mix and a Lab/Border Collie mix. They both were very ... (more)"

20. Andrea

Responsible & Loving in Fitchburg!

Fitchburg, WI, 53711

Dog Boarding, House Sitting

"Andrea did a great job caring for Deacon over five days. We needed someone quickly and Andrea graciously obliged. She even reported taking Deacon running, ... (more)"

Dog lovers in Leopold, 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.

Never beg a friend to watch your dog again, and no more dog kennels. With Rover.com, you can find your the perfect Leopold dog sitter in seconds. When you book dog boarding on Rover, your dog will enjoy a loving, relaxing stay in your dog sitter's home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers pet boarding for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care, right in their sitter's home. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach dog sitters in Leopold, Madison, WI who can provide the care your dog needs, when they need it.

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 Leopold, 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.