Dog Boarding in Woodland Hills, Madison, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

1. Kim Verified Background Check

Loving and experienced Dog Mom!

Middleton, WI, 53562

Dog Boarding, Drop-In Visits, Doggy Day Care

"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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2. 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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3. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took great care of our pups, Nala and Riley! She kept us updated daily with photos and had good communication with us throughout our trip away. Our pups … (more)"

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4. 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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5. 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

"Btyan did a great job with our dog. He was very flexible and easy to work with for pick ups and drop off‘s, responsive to request and sent lots of pictures an… (more)"

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6. Rick Verified Enhanced Background Check

Experienced, active, & trustworthy

Arbor Hills, Madison, WI, 53713

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

"Rick was a dream of a sitter for my beagle pup, especially being my first time leaving him overnight. His setup is exactly what my dog needed- other dogs to pl… (more)"

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7. Robert Verified Background CheckRover 101

Madison's "Dog Whisperer"

Capitol, Madison, WI, 53703

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

"Robert took such great care of Dottie! Robert sent us photos and updates throughout they stay, he is meticulous to detail and provides all the necessary infor… (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, Dog Walking

"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)"

9. Priyanka "Pri" Verified Background Check

We love and care for pets!

Madison, WI, 53719

Dog Boarding, Doggy Day Care

"Pri was an excellent caregiver to our dog, Stella! She took Stella for walks on a trail that is located just steps away from her house and she was very accommo… (more)"

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10. 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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11. Zoe Verified Background Check

Large fenced yard! .35 Acres

Meadowood, Madison, WI, 53711

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

About: I am originally from Alaska and just recently moved to Madison from Colorado. I love running with my dogs and getting outdoors. I am a high school te… (more)

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12. Molly Verified Background Check

Energetic attentive animal lover

Wexford, Madison, WI, 53717

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

"Molly was a total gem! Not only did she respond to my desperate last-minute plea to host my dog, Ruby, she was kind and flexible and awesome all around! My dog… (more)"

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13. Caroline & Dominic Verified Background Check

The best friends are furry friends

Parkwood West, Madison, WI, 53705

Dog Boarding

"Caroline and Dominic could not have been more attentive and caring to both the needs of my dog and myself. They provided updates and pictures along with love a… (more)"

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14. Andrew Verified Background Check

COVID SAFE I am open now

Greenbush, Madison, WI, 53715

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

"Andrew did a great job with our little Cavalier. She is pretty nervous around new people, but he got her to relax. He knows how to handle dogs! (more)"

15. Arianna Verified Background Check

Dedicated & passionate animal lover

Middleton, WI, 53562

Dog Boarding, House Sitting, 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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16. Ben Verified Background Check

College kid ready to walk or play!

Regent, Madison, WI, 53726

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

"Ben was such a wonderful dog sitter for our dog Daisy! She clearly enjoyed all the walks and attention she got staying with Ben for a few days, and we would be… (more)"

17. Sherry & Michael Verified Background Check

Home full time large fenced yard

Verona, WI, 53593

Dog Boarding, Doggy Day Care

"We left our pup with Sherry and Michael for a long weekend and we will definitely be rebooking. They are the sweetest couple and incredibly kind! We apprecia… (more)"

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18. Anna Verified Background CheckRover 101

Home full-time; Customized pet care

Eken Park, Madison, WI, 53704

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

"My dog had a wonderful stay with Anna! Her communication is also excellent. She sent me great photos of him on adventures with her and then napping contentedly… (more)"

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19. Bri Verified Background Check

Teacher / Dog & Cat Mom

Madison, WI, 53719

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

"My dog had a great time! Having Bri's dog to play with every day...what more could Rusty ask for? I have no reservations about another stay. Thanks much, B… (more)"

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20. Miranda Verified Enhanced Background Check

Former dog, cat and mouse mom!

Fitchburg, WI, 53711

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

"Miranda was so good with Bella. She sent lots of pictures and videos of Bella, which meant a lot to me. I could tell Bella was so comfortable and happy being… (more)"

When it comes to pet care and dog boarding, pet owners in Woodland Hills, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Woodland Hills 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 Woodland Hills, 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 Woodland Hills 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 Woodland Hills, 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: