House Sitting in High Crossing, 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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Audrey V.
1.
Experienced and Trustwothy SitterGreenbush, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Audrey did a great job with my 15+ yr. old Golden Retriever! She daily walked with her, and gave her a.m./p.m. meds. Thanks for taking such good care of Lucy, i… (more)

from
$50
per night
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Carmen P.
2.
I'll love your pet like it's my ownMadison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Carmen stayed over at our house and watched our greyhound, Moose, for a few nights. We appreciated her setting up a meet and greet before booking to make sure s… (more)

from
$35
per night
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Stephanie O.
Energetic dog walkerMonona, WI, 53716
House Sitting, Drop-In Visits, Dog Walking

Stephanie did a wonderful job housesitting and caring for our 2 dogs and 2 cats. She even got our skittish rescue dog to sit with her, and Stephanie was able to… (more)

from
$35
per night
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Andrew L.
4.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every d… (more)

from
$85
per night
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Heather C.
Dog and Cat lover my whole lifeRidgewood, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Heather was amazing! On short notice, she was able to take care of a senior dog and a younger puppy with separation anxiety. Heather kept me updated on the dogs… (more)

from
$35
per night
I like to keep dogs busy & loved.Marquette, Madison, WI, 53703
House Sitting, Drop-In Visits

Sara and her crew were great! Sent pictures throughout the weekend of the pups playing and having a good time. She brought along many different new toys/puzzles… (more)

from
$75
per night
Confirmed availability: Labor Day
7.
Wally: Positive Behavior EnforcerCapitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Wally is your classic dog lover! Watching him interact with the pups in his life is a true joy! Wally is a responsible and caring individual that would treat yo… (more)

from
$40
per night
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8.
Just like home with us!Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

I have known Carmen for about a year. In that time we have been around her with her pups. She is very good with them and they are surrounded with much love an… (more)

from
$75
per night
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Near North Side Pet SittingSherman, MADISON, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I've been pet sitting since I was in high school. I have dog sat for all ages and many different breeds and I love cats too. I enjoy taking dogs to m… (more)

from
$40
per night
10.
Your pet's new best friendHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Bobby is awesome! He was available to stay overnight on short notice and kept our dog and cat fed and happy! We especially appreciated his patience with our ext… (more)

from
$28
per night
11.
I am an animal lover!!!!sun prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mariana went above and beyond. Taking such good care of my dogs and even cleaning before I got back. She is wonderful and I will certainly be using her again. (more)

from
$60
per night
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12.
Dogs are a woman’s best friend too!Marquette, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda has watched my dogs multiple times and has always given them the best love and care! You can tell she really enjoys being around animals, and you can tru… (more)

from
$28
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 saved us a lot of stress by being available last minute! Sent plenty of updates throughout the weekend and she took great care of our home and our pups. B… (more)

from
$45
per night
14.
Passionate about petsMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting

Jolene did a great job watching our dog (Dino) and cat (Camila) over the long weekend in our home! Dino is a rescue and is generally very anxious when anything … (more)

from
$40
per night
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15.
The best care for your best friendHigh Crossing, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Hailey stayed in our home and watched our Great Dane and cat for five days. We came home to happy pets. Hailey kept in communication and sent us pictures of o… (more)

from
$65
per night
16.
Great energy and we are cool cats!Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Was super flexible with watching our sick puppy during the day. Very trustworthy and worked to gain the trust of our sometimes anxious dog. Would highly suggest… (more)

from
$60
per night
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Trustworthy, Reliable & FriendlyReston Heights, Madison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We had a very good experience with Brittany. She was very responsive in her emails and was enthusiastic in her attitude. She is organized and has a clean, attra… (more)

from
$45
per night
18.
Professional Cat and Dog SnugglerSun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Kristie recently cared for my two young Burmese sisters during a two-week vacation. She impresses me as a very caring, conscientious and reliable pet professio… (more)

from
$55
per night
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19.
Loving, attentive pet sitterRolling Meadows, Madison, WI, 53714
House Sitting

I have known Bonnie for over 30 years and my trust for her is without bounds. She is always thoughtful and caring and loving with animals. (more)

from
$20
per night
20.
Dependable Dog CareMadison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Mike is such a huge dog lover! He paid special attention to my two pups needs and took them out exploring to a new place every day. He was very professional and… (more)

from
$40
per night

Dog lovers in High Crossing, Madison, WI love house sitters on Rover.com. Over 423 pet owners have reviewed house 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 house sitting in Madison can be when you book with Rover. Wondering how much it might cost to book house sitting? Check out our average house sitting rates to get an idea before contacting a house sitter near you.

Never beg a friend to watch your dog again. With Rover, you can find your the perfect High Crossing 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 High Crossing, 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 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: