Dog Boarding in High Crossing, Madison, WI

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

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Joan F.
1.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care

Joan did a wonderful job caring for our sweet geriatric dog, Daisy. She needed a laid back, comfortable take-it-slow environment and Joan and her dogs were a gr… (more)

from
$35
per night
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Amanda L.
2.
Looking for ❤️ in the right placeMadison, WI, 53718
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda did an outstanding job watching our dog for 10 days while we were out of state (1600 miles away)! She providing a nurturing, safe, clean and happy enviro… (more)

from
$30
per night
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Jolene V.
3.
Passionate about petsMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting

Jolene was awesome with my two pups! She sent daily pictures and updates and was very caring towards the both of them. Would highly recommend! (more)

from
$40
per night
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Robert L.
4.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Felt very comfortable leaving my pup with Robert for the week. He was very quick and responsive with communication and sent lots of updates so I knew they were … (more)

from
$35
per night
Mariana P.
I am an animal lover!!!!sun prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mariana was very flexible with our schedule and sent many updates while she took care of our dog. We felt totally comfortable leaving our dog in her care! (more)

from
$40
per night
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Doggone Good Dog SitterMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Renee' is wonderful! She keeps our dog active at the dog park and sends several updates on how he's interacting with other pups. Her dogs are super friendly yet… (more)

from
$50
per night
7.
Your Dog House is My Dog HouseEmerson East, Madison, WI, 53704
Dog Boarding, Dog Walking

Kenna was an amazing sitter for my pup, Joey! Even though it was a short stay, she went above and beyond to make sure that Joey would be well-cared for and happ… (more)

from
$35
per night
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Dogs are loved more than peopleSun Prairie, WI, 53590
Dog Boarding

Jenna was great and our dog didn't want to leave at the end of the stay! (more)

from
$40
per night
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9.
We do not deserve dogs! 😊Sun Prairie, WI, 53590
Dog Boarding, House Sitting, Doggy Day Care

Love love love Tyler! He and Frankie, his beautiful dog, were amazing! We have a big 1.5 year old great dane and was very reserved of someone watching him. He's… (more)

from
$45
per night
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The bigger, the better!Capitol, Madison, WI, 53703
Dog Boarding, Dog Walking

Meredith responds in a timely manner and she kept me updated with a few pics. She took my dog exploring as well. Will be using her again in the future. (more)

from
$50
per night
Good Rover Experiences-Now HostingEast Buckeye, Madison, WI, 53716
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Our dogs had a fantastic time at Staci and Steve's place! They were spoiled with tons of attention, played with their two fun and sweet dogs, and loved the fenc… (more)

from
$40
per night
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12.
We 💜 a good CUDDLE PUDDLE! 🐕East Buckeye, Madison, WI, 53716
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Chrissy Was amazing at taking care of my girl. She had great communication and I felt comfortable the whole time. Got lots of cute pictures. Will definitely use… (more)

from
$50
per night
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13.
3rd year veterinary student!Whitetail Ridge, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

If you are looking for someone to love and care for your animal just as much as you would at home, then Paulina is the perfect choice. She grew up with animals … (more)

from
$55
per night
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Work-from-home animal loverSherman Village, Madison, WI, 53704
Dog Boarding

Hands down the best dog sitter I have ever had. My dog has behavior issues with aggression and I needed someone that could take care of him and I was terrified … (more)

from
$40
per night
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7.5 years boarding 740 dogsSun Prairie, WI, 53590
Dog Boarding

Val and his wife took wonderful care of our dog, Pepper. We were out of town for almost a week and Pepper was in very good hands. Val sends updates and photos, … (more)

from
$30
per night
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16.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was very kind and caring with Uncle and Peter. This was our first time using Rover and we were very anxious about leaving our pets with someone with did … (more)

from
$50
per night
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Dogs and cats make my heart sing.Cottage Grove, WI, 53527
Dog Boarding, Drop-In Visits

Marci was wonderful with our schnoodle! This was our first vacation away from our pet, so it was challenging for the family to leave her behind. But Marci was … (more)

from
$45
per night
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Good times at The Floof Shack LLC!Sun Prairie, WI, 53590
Dog Boarding

What can I say that hasn’t already been said. They are my go to. The first ones I reach out too. I had a last minute procedure and they were so flexible t… (more)

from
$40
per night
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19.
Love hosting calm dogs & cats!Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lily is so sweet and was very attentive to Ellie. She sent plenty of pictures and did great with making sure she got her medicine. Will definitely be booking wi… (more)

from
$50
per night
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20.
Experienced & Caring Dog Foster MomRegent, Madison, WI, 53726
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Meghan was very sweet and professional, she was totally willing to meet with me first as an anxious dog mom leaving her pup for the night! Meghan has experience… (more)

from
$58
per night

Dog lovers in High Crossing, 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.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving High Crossing dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in High Crossing, Madison, WI, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

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 High Crossing, 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: