House Sitting in Heritage Heights, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

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Chrissy R.
We 💜 a good CUDDLE PUDDLE! 🐕East Buckeye, Madison, WI, 53716
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Yoshi had sooo much fun with Chrissy that we brought him back when we went out of town for a Badger game. The snuggles and care he gets at her home is wonderful… (more)

from
$50
per night
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Joan F.
2.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care

Joan was so great with our pup! He can be a handful sometimes and Joan did such a great job of not only attending to his puppy energy and mischief but also was … (more)

from
$35
per night
Jolene V.
3.
Passionate about petsMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting

Jolene was so welcoming to my Mocha, who can be a little skiddish with strangers; she felt comfortable right away! Jolene kept me updated with photos, it was ni… (more)

from
$40
per night
Staci & Steven R.
Good Rover Experiences-Now HostingEast Buckeye, Madison, WI, 53716
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Staci and Steven were great!! Morty had a great time there and made sure to send a lot of update pics over the weekend so I was sure he was having a great time.… (more)

from
$35
per night
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Robert L.
5.
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
Confirmed availability: Memorial Day
Doggone Good Dog SitterMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

HIGHLY recommended!! Renee was great from start to finish. Very communicative, flexible, and adaptive with my schedule. I received pictures throughout Parker's … (more)

from
$50
per night
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7.
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
$68
per night
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8.
Love hosting calm dogs & cats!Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog and I are not often apart, so I was apprehensive during an occasion that required me to hire a sitter. Lily was PHENOMENAL in making us both feel comfort… (more)

from
$50
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
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10.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew was fantastic! My cat stayed with him for ~2.5 weeks while I was away for work, and I felt so comfortable knowing my fur baby was with him. I got lots of… (more)

from
$50
per night
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11.
Kind,customized care for cats &dogsEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

There should be more than 5 stars; Maggie is AMAZING! So amazing that she helped my now husband and me out on our wedding day!! Our two dogs, Nora and Remy, wer… (more)

from
$55
per night
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12.
Weekend and summer sitter!Waunona, Madison, WI, 53713
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Kate did an awesome job with Finn - keeping him busy, and keeping us informed with lots of photos and videos! Finn obviously had a great time, as he's completel… (more)

from
$50
per night
13.
I love dogs! They are family!Heistand, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Brea was awesome. She agreed to watch our pup with very short notice over a long weekend. Very quick to respond and send updates with plenty of pictures and vid… (more)

from
$30
per night
14.
WFH Dog LoverMarquette, Madison, WI, 53703
Dog Boarding, House Sitting, Dog Walking

Emma was great! She greeted us at the door and updated us with our dog and her schedule to coordinate pick up. We felt confident leaving Toph with her! (more)

from
$35
per night
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15.
Love your pets like my ownLake Edge, Madison, WI, 53716
Dog Boarding, Drop-In Visits, Doggy Day Care

Kara watched Rafa, our 11-month old dog, for the weekend and she did such an amazing job. She has two dogs at home and she offered to have a meet and greet with… (more)

from
$38
per night
Safe Place- Fenced yard & dog parkMadison, WI, 53713
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Barney had a great time with Lorelei and the other pups! Lorelei was also incredibly flexible and understanding about a delayed flight and super late pick up ti… (more)

from
$44
per night
Calendar Recently Updated
17.
Active student iso active dog(s)South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Brenna was wonderful with our dog, Atlas. He was clearly well cared for, happy, and tired when he came home. Thank you, Brenna! (more)

from
$45
per night
Confirmed availability: Memorial Day
18.
Joe 
Verified Enhanced Background Check
Your dog is in great hands!Regent, Madison, WI, 53726
Dog Boarding, Doggy Day Care, Dog Walking

Joe and his family took really good care of my puppy. He kept me informed of how everything was going for her, and shared pictures and videos. I had some last m… (more)

from
$50
per night
Confirmed availability: Memorial Day
Work-from-home animal loverSherman Village, Madison, WI, 53704
Dog Boarding, Doggy Day Care

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
Loving family home!Fitchburg, WI, 53711
Dog Boarding, Drop-In Visits

We stopped traveling for one year due to the pandemic. When we could finally travel again we were excited but also nervous. Having our dogs stay at a trusted an… (more)

from
$35
per night

Dog owners in Heritage Heights, Madison, WI turn to house sitters on Rover.com for their house sitting needs. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting can be affordable, no matter where you live or what your price range may be. Curious about how much house sitting costs in Madison with Rover.com? Check out our average house sitting rates near you to get an idea before getting a conversation started with a house 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.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect Heritage Heights house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. 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 trusted house sitters in Heritage Heights, Madison 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 Heritage Heights, 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: