House Sitting in Cherokee Garden, Madison, WI

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

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Kendall M.
Going above & beyond for your dog!Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kendall LOVES dogs, and my dog LOVES Kendall. We can’t say “Kendall” until she is walking up to the door or the dog will whine and run around looking for her. S… (more)

from
$45
per night
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Andrew L.
2.
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)

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$85
per night
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Anna H.
3.
The best care for your best friend!Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Anna has watched our dog many times in the last year and was exactly the pet sitter that we were looking for! Our dog can sometimes be needy and has some weird … (more)

from
$40
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
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Camille M.
Outgoing, student, dog loverMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Camille was very understanding and friendly with our elderly Pomeranian mix. She was knowledgeable about how to best accommodate him and his age. She was quick … (more)

from
$39
per night
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I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Ruthanne was great with my little 2 Chihuahua mixes! She is such a "Dog" person, which made me feel more comfortable to have her sit them. She played with them … (more)

from
$45
per night
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7.
Excited to meet your pets! :)Tenney-Lapham, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits
10 years of experience

About: I’ve been taking care of dogs and cats for many years. My family has had multiple cats and also a German Shepherd for 10 years, so I am very experien… (more)

from
$50
per night
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8.
Experienced and Trustwothy SitterGreenbush, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Audrey took care of our 6 month old puppy for 10 days while we were on vacation. She sent pictures and was in communication regularly to let us know how things … (more)

from
$50
per night
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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
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

We were extremely pleased with the care and attention Colleen gave to our dogs! She is very experienced and was able to maintain our older dog’s medical routine… (more)

from
$50
per night
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11.
Friendly & trustworthy sitterCarpenter-Ridgeway, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Stella was amazing! Our rescue dog, Willa, is very protective of our house. Stella had so much patience to allow Willa to warm up to her and gain her trust. Thi… (more)

from
$75
per night
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12.
Lover of ALL pets!Waunakee, WI, 53597
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I’m a full on dog mom, I worry about my pup and miss her when I’m away but this trip I was able to rest assured that she was safe and happy with Nikki! She was … (more)

from
$49
per night
I love going on long dog walks!Capitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Madeline was awesome!! Very nice,polite and friendly. My dog Abril loved her. I will continue using her pet services. I highly recommend her! Thank you again!!! (more)

from
$60
per night
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14.
Animal FriendWaunakee, WI, 53597
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

When we were looking for additional pet care, it was very important that whoever we found is a dog lover, located in our town, reliable, flexible and honest as … (more)

from
$63
per night
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I like to keep dogs busy & loved.Marquette, Madison, WI, 53703
House Sitting, Drop-In Visits

Sara kept us informed, was not afraid to ask questions, and was very honest while watching our pups in our home! She took plenty of photos and even left us some… (more)

from
$75
per night
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16.
Animal lover doing what I enjoyWindsor, WI, 53598
House Sitting, Drop-In Visits

Tina was amazing to work with and our dogs loved her! Tina communicates frequently, sends photos and updates daily. She cared for our dogs and our home as if th… (more)

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$35
per night
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17.
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)

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$55
per night
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18.
Accommodating pet palMadison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Summer was fantastic with our two dogs! She stayed at our house for a night and was punctual, kept us up to date with how the dogs were doing and gave them plen… (more)

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$70
per night
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19.
Just a student with extra time!Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

My pups loved Jordan! She was very caring and snuggled with them ? (more)

from
$30
per night
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20.
Great energy and we are cool cats!Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Amazing!! Great communication. Very timely. Took perfect care of the fur babies. Will be rebooking!! (more)

from
$60
per night

Dog owners in Cherokee Garden, Madison, WI love booking house sitting with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Cherokee Garden.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Cherokee Garden house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Cherokee Garden, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers pet sitters and dog walkers.

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 Cherokee Garden, 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: