House Sitting in Cherokee Park, 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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Ruthanne F.
I pawsitively love dogs and cats!Old Middleton Greenway, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Ruthanne did a fabulous job house sitting for our two cats, fish and dog while were gone for 9 days. She sent updates while we were gone so we knew everyone was… (more)

from
$45
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
$35
per night
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Tina B.
3.
Animal lover doing what I enjoyWindsor, WI, 53598
House Sitting, Drop-In Visits

Tina went above and beyond to come take care of our pets. I trust that she does a great job and my pups love the company of her and her kiddos. Would recommend … (more)

from
$35
per night
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Jess M.
4.
Animal FriendWaunakee, WI, 53597
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jess has been pet sitting for us for just about a year. She is fantastic with our dog and cat. They both come running when they hear her come in, and they love … (more)

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$63
per night
Kate K.
5.
Cared for as if you were homeMiddleton, WI, 53562
House Sitting, Drop-In Visits

Kate took wonderful care of our elder dog with special needs. She spent a week at our house, and sent updates to let us know how he was doing. She also took gre… (more)

from
$45
per night
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)

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$60
per night
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7.
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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$80
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
9.
College Student/Dog loverSouth Campus, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5 years of experience

About: My family has always had 2 big dogs, and I have taken care of my neighbors’ and friends’ dogs since I can remember! I miss my dogs while I’m at schoo… (more)

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$32
per night
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10.
Lover of ALL pets!Waunakee, WI, 53597
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nicole was fantastic!!! Our first time using Rover and she made the process very smooth. Our dog Jack was in heaven the whole weekend. She sent updates each day… (more)

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$49
per night
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11.
Passionate about petsMcClellan Park, Madison, WI, 53718
Dog Boarding, House Sitting

Jolene was fantastic! My dog is a bit anxious but from the meet and greet Jolene was great with making her feel comfortable. She sent photos and updates daily, … (more)

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$40
per night
all animals deserve respect & careMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Michelle was wonderful with our fur babies and sent lots of updates and pictures! I’ll be booking with her again and definitely recommend her if you’re in need … (more)

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$48
per night
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13.
Kind,customized care for cats &dogsEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Maggie was so great during an overnight stay with our dog! She sent many awesome photos and updates and left our house super tidy! We will definitely book her a… (more)

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$90
per night
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Colleen is our favorite!! Super reliable and flexible, and most importantly my pups love her! There’s no one I trust more taking care of my dogs ❤️ (more)

from
$50
per night
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15.
Excited to have a date with your puTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Great with our big dog, very responsive and trustworthy. (more)

from
$50
per night
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16.
Friendly Pet SitterCapitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Cassidy is great with all animals! She’s super attentive and caring, and very responsible. She’ll ask the right questions, and make sure to listen and do things… (more)

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$50
per night
17.
Dedicated and reliable pet sitterWaunakee, WI, 53597
House Sitting, Drop-In Visits, Dog Walking

Caili takes excellent care of our dogs. She interacts in a loving and caring manner and is dependable and responsible. I have no reservations in recommending … (more)

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$35
per night
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18.
Just a student with extra time!Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

About: I have taken care of dogs for years! This includes staying over night and taking dogs on walks. Specifically, I have stayed at a family members for a… (more)

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$30
per night
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19.
Accommodating pet palMadison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Summer watched our two dachshunds for six days while we were on vacation. She did a great job taking care of them and went over and above our expectations. She … (more)

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$65
per night
20.
Your pets new best friend!!Berkley Oaks, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
20 years of experience

About: I've taken care of dogs since I was a kid. I been working with animals pretty much all my life, like camels, horses, lambs, goats, and, dogs. I care … (more)

from
$85
per night

When it comes to house sitting, dog owners in Cherokee Park, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of house sitting in Cherokee Park may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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 Park 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 Park, 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 Park, 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: