House Sitting in Westchester Gardens, Madison, WI

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

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Vivian P.
1.
Trustworthy and always reliable!South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vivian did an amazing job taking care of my pets and my home!! She took my dog on walks, sent lots of pictures, and gave my cat attention and love also. Vivian … (more)

from
$40
per night
Calendar Recently Updated
Alba R.
2.
Pet Whisperer for hire!Tenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Alba and Emily did a great job taking care of our pup! They are kind, took lots of photos and played with her a lot. Definitely will be calling them again! (more)

from
$40
per night
Calendar Recently Updated
Michael D.
Trustworthy & always punctualMadison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Mike would be a great dog sitter or walker. He was the proud owner of his own dog for many years. He always treated his pet with love and care. It was a big par… (more)

from
$50
per night
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Erika M.
4.
Experienced Pack Leader/TrainerSun Prairie, WI, 53590
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Erika stayed with out two dogs on the night of our wedding and we could not have been more pleased! We never had to worry about our fur kids because we saw they… (more)

from
$40
per night
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Emily C.
5.
Lover of Animals & Exercise!Vilas, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Emily is amazing! We loved receiving pictures everyday of Louisa having fun:) Emily has great communication and really loves what she does. We will definitely u… (more)

from
$45
per night
Confirmed availability: Memorial day
6.
Passionate animal lover!Bluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Brea was great! She accommodated my last minute request and my girls loved her! It gave me such a piece of mind knowing that my ladies were in such good hands. (more)

from
$30
per night
Calendar Recently Updated
7.
Animal lover. Very reliable.Deforest, WI, 53532
House Sitting, Drop-In Visits, Dog Walking

She was amazing! (more)

from
$25
per night
8.
I volunteered in dog rescue.Windsor, WI, 53598
House Sitting, Drop-In Visits, Dog Walking

Tina did a great job with my first pet sitting experience. She listened to all pugsley unique personality disorders and handled him appropriately. She seemed to… (more)

from
$35
per night
Calendar Recently Updated
15 Years of Pet Lovin'!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Jessica was fantastic! She stayed with our pup, Bruin and cared for him and his many quirks/needs perfectly. Made our weekend away relaxing, knowing he was in g… (more)

from
$50
per night
Confirmed availability: Memorial day
10.
Mia 
Verified Background Check
Pet resort/vet assistant experienceWaunakee, WI, 53597
House Sitting, Drop-In Visits, Dog Walking

About: Dogs of all breeds and sizes welcome! I have long-term experience working at a pet resort and doggy daycare managing a variety of animals and hand… (more)

from
$60
per night
Confirmed availability: Memorial day
Nature Loving Easy Going Dog WalkerTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Great dog sitter. Responsible, caring, and flexible. Would recommend! (more)

from
$30
per night
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Colleen was AMAZING. My dog is a little shy but she immediately took to Colleen and was cuddling with her and rolling over for belly rubs from the first time th… (more)

from
$50
per night
13.
Confident experienced dog loverEken Park, MADISON, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Emily is a fantastic cat, critter, and house sitter. She's wonderfully communicative, keeping my anxiety while away from my "kids" at bay. We've booked her befo… (more)

from
$40
per night
Flexible and Caring Animal LoverMadison, WI, 53718
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Isabella took my last minute request and I’m so grateful she did. She updated me the entire weekend I was gone and sent me pictures of my baby and I really appr… (more)

from
$35
per night
Calendar Recently Updated
15.
I’ll ❤️ your pets as much as you doSheridan Triangle, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ellen was great with my 8 month old pup! She took her on endless adventures, helped socialize her, and certainly wore her out. On top of that, I returned to a s… (more)

from
$45
per night
Calendar Recently Updated
16.
Love them like my ownBluff Acres, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

My 2 Dalmatians love Sophia. She cares for them as I do. My one is 100lbs and he thinks he is a lapdog. Sophia is a very sweet person. I highly recommend her. (more)

from
$30
per night
Calendar Recently Updated
17.
Never met a dog who didn’t like me!Sherman, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Arielle was fantastic! She watched our (at-times-over-exuberant) dog over a long weekend and handled him like a pro. She kept us updated on how he was doing and… (more)

from
$25
per night
Confirmed availability: Memorial day
18.
Individualized, customized pet careEken 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
$60
per night
Calendar Recently Updated
Who runs the world? Dogs.Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Madeline is a born animal lover and has almost 17 years experience caring for dogs. Madeline is one of the most caring, loving people I know. She is a very res… (more)

from
$25
per night
Confirmed availability: Memorial day
20.
Here to make your animal happy 🐶Ridgewood, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaren is the most caring, kind energetic individual who deeply loves dogs and cats and all animals. He is very health minded and loves to take hikes/walks with… (more)

from
$25
per night

Rover also offers House Sitting in:

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: