House Sitting in Westchester Gardens, Madison, WI

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

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Andrew L.
1.
COVID SAFE 24/7 online Vet accessGreenbush, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots o… (more)

from
$80
per night
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Michelle R.
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)

from
$48
per night
Colleen & Micheal K.
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
Tina B.
4.
Animal lover doing what I enjoyWindsor, WI, 53598
House Sitting, Drop-In Visits

Tina was awesome. She gave us updates on how our pets were doing every day and handled our new puppy very well even though he's a handfull. We will be booking h… (more)

from
$35
per night
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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 great with our dog who has really bad separation anxiety. She took him on walks and I felt that he was in great hands with her. She asked a lot of q… (more)

from
$60
per night
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6.
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)

from
$40
per night
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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Friendly Pet SitterCapitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
8 years of experience

About: I always had a dog in my house growing up, and my dogs became part of the family. I have been dog sitting for five years and continue to love helping… (more)

from
$50
per night
Calendar Recently Updated
9.
Kind,customized care for cats &dogsEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Anna was thoughtful, responsible and very loving to the dogs! She is a great communicator and eased an anxiety I may have had leaving the doggos. I will definit… (more)

from
$85
per night
10.
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
11.
Petsitter with Medical BackgroundMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Nandita was an excellent house sitter. The pets were lovingly cared for and all very happy upon our arrival home. I wouldn’t hesitate to have Nandita come aga… (more)

from
$50
per night
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12.
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
Confirmed availability: Memorial Day
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
Calendar Recently Updated
14.
Fenced in yard + a friendly pup!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Allison was great! She handled our senior special needs dog really well and even administered an insulin injection. We will definitely use her again :) (more)

from
$55
per night
15.
Active, fun companion for your pup!Marquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Devon took great care of our two dogs. Would definitely book again! (more)

from
$35
per night
Calendar Recently Updated
16.
experienced, professional caregiverMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Jenna is absolutely wonderful with our two lively spaniels. One of our pups is nervous around new people, but she warmed up to Jenna more quickly than anyone we… (more)

from
$55
per night
Confirmed availability: Memorial Day
17.
Just a pet lover looking to help!Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Megan was great! She was patient with our anxious pup and she kept us updated with photos throughout her stay. We will definitely reach out to Megan in the futu… (more)

from
$60
per night
Confirmed availability: Memorial Day
18.
All animals deserve love, I’ll helpMadison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5 years of experience

About: Ive taken care of my friends, family and neighbors dogs frequently upon them needing a dog sitter. I have 1 dog and 2 cats, don’t tell them I’m doing… (more)

from
$28
per night
19.
Dog loverSun Prairie, WI, 53590
House Sitting

Heather was great will definitely use again! ? (more)

from
$100
per night
Calendar Recently Updated
20.
I help dogs to be themselvesRidgewood, Madison, WI, 53704
House Sitting

Katy did a great job for us and on short notice, as we had other arrangements that fell through unexpectedly. She sent us pictures, kept us informed, and she c… (more)

from
$63
per night

Dog lovers in Westchester Gardens, 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.

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 Westchester Gardens 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 Westchester Gardens, 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 dog sitter. 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 Westchester Gardens, 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: