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Dog Boarding in Westmorland, 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. Lexi

Fenced yard, close to airport!

Sherman, Madison, WI, 53704

Dog Boarding, Dog Walking

"Lexi was a wonderful host! My dog had a great time with her, as evidenced by the many, many photos she sent while I was traveling. I would happily leave my d... (more)"

2. Kaylyn

Full-time care, Lots of Walks!

Middleton, WI, 53562

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

"We were very pleased at how well Kaylyn cared for our old New Foundland. She made sure he received all his medication on time. It was also great that she wou... (more)"

3. 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)"

4. Patti

Teacher summer off - runner

Marquette, Madison, WI, 53703

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

"If you want your dog to HAVE FUN and BE SAFE, then Patti is absolutely the right choice. She's been our go-to house/dog-sitter for years because she's extrem... (more)"

5. 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)"

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. 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)"

8. 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)"

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 did a fantastic job while dog boarding Toby - we will definitely be back! She sent us multiple picture updates and Toby had so much fun playing with t... (more)"

10. 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)"

11. Nicole

Experienced and Active Dog-Lover

Fitchburg, WI, 53719

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

"Nicole is a wonderful dog sitter!! She made our puppy part of her family and treated her like her own. She kept our dog very active by taking her to park an... (more)"

Confirmed 4th of July Availability
12. Gen

I'll love your dogs like you do!

Westhaven Trails, Madison, WI, 53719

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

"Again, Gen and Sasha are just awesome! My pup had a wonderful time again and tried out from playing. Gen was able to notice when pup felt uncomfortable. :) (more)"

13. 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)"

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)"

15. 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)"

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. Glenis

Every Dog Has its Staycay

Spring Harbor, MADISON, WI, 53705

Dog Boarding, Drop-In Visits, Doggy Day Care

"Glenis has a wonderful way with dogs, I think she is uniquely skilled in understanding and caring for them. When I went to collect my dog Chloe, after 3 wee... (more)"

18. 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)"

Confirmed 4th of July Availability
19. 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)"

20. 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)"

Dog owners in Westmorland, Madison, WI turn to dog sitters on Rover for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Madison with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Rover.com is the simple, savvy way to find and book Westmorland 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 Westmorland, 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 Westmorland 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 Westmorland, 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.