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Dog Boarding in Woodlands, 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.
1. 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)"

2. Eden

I’ll run with your dog!

Wexford, Madison, WI, 53717

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Eden was wonderful to our Chloe! I am so glad for her kind consideration towards Chloe’s sensitive temperament! Totally recommend Eden!! (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)"

Confirmed 4th of July Availability
4. 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)"

5. Cleda

I love dogs and they love me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits, Dog Walking

"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! Althou... (more)"

6. 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)"

7. 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)"

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 4th of July Availability
9. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

"Andrea was flexible with drop off/pick up. She has a lot of furry friends at her house, perfect for a dog who likes to play and have company. It took a day o... (more)"

Confirmed 4th of July Availability
10. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

"Could not have asked for a better experience! Gen and Sasha took very good care of our 12 week old puppy. We got daily updates with pictures. We will definit... (more)"

11. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

"Glenis is lovely. She kept in frequent touch with funny photos of my pup. And then when I went to pick my Phoebe up, she didn't want to leave! Sat down on Gl... (more)"

Confirmed 4th of July Availability
12. Sara

Stay at Home Dog Parents

Meadowood, Madison, WI, 53711

Dog Boarding, Doggy Day Care, Dog Walking

"Sara and Tyler took such great care of my Murphy while I was on a work trip. He got daily walks and to take advantage of their awesome fenced in yard! I also... (more)"

Confirmed 4th of July Availability
13. Casandra

Attentive and friendly sitter

Wexford Ridge, Madison, WI, 53717

Dog Boarding, Doggy Day Care

"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)"

Confirmed 4th of July Availability
14. Saralyn

Dog lover with a degree

Middleton, WI, 53562

Dog Boarding, Doggy Day Care, Dog Walking

"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)"

15. Christie

Comfy, safe dog care for canines!

MIDDLETON, WI, 53562

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

"Christie is fantastic with dogs. My rescue dog if shy with adults but warms right up to Christie! She’s watches our dog numerous times and is wonderful with ... (more)"

16. Rebecca

Fun times for your dog!

Junction Ridge, middleton, WI, 53562

Dog Boarding, Drop-In Visits, Dog Walking

"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)"

17. Jennifer

AVAILABLE THIS WEEKEND!!!

Madison, WI, 53719

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

"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)"

Confirmed 4th of July Availability
18. 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)"

19. Stephanie

Attentive animal lover just for you

Park Ridge, Madison, WI, 53562

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

"I've known Stephanie for over a decade and I absolutely trust her with my own animals. She has two cats that she takes superb care of and I've had her look a... (more)"

20. Dr. Elisa

Active dog-loving veterinarian!

Madison, WI, 53719

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

"Elisa goes above and beyond to make sure your furry friends are comfortable, safe, and having the time of their lives. She's experienced with dogs of all tem... (more)"

Dog lovers in Woodlands, 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 Woodlands 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 Woodlands, 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 Woodlands, 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.