House Sitting in Oakwood Village, Madison, WI

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

Confirmed availability: Memorial day
Ashley E.
1.
Treating Your Furbabies Like My OwnOakbridge Community, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Ashley was wonderful! She was on time so we could take off for our trip. My two dogs absolutely loved her! She would respond right away to texts and sent pictur… (more)

from
$40
per night
Calendar Recently Updated
Laura L.
2.
Pet lover looking for a win-win!Regent, Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking

I have used several dog sitters through Rover and have been pleased with all of them, but Laura is hands-down my favorite. We have a senior dog who has hearing … (more)

from
$37
per night
Calendar Recently Updated
Hannah I.
3.
Dogs love to run and play with me!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Hannah was the perfect sitter! She really provided us with peace of mind while we were out. We received plenty of text and photo updates, and really appreciated… (more)

from
$50
per night
Confirmed availability: Memorial day
Vivian P.
4.
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.
5.
Pet Whisperer for hire!Tenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Alba was kind, considerate, and responsible. She checked in frequently with pictures, and went above and beyond to take care of my pup. When a small issue arose… (more)

from
$40
per night
Calendar Recently Updated
6.
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
Calendar Recently Updated
7.
Experienced and Trustwothy SitterFitchburg, WI, 53711
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
$35
per night
Calendar Recently Updated
Vet student w/ hands-on experienceMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Hans seemed very happy she did a wonderful job would definitely hire again (more)

from
$40
per night
Confirmed availability: Memorial day
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
10.
It's like you never left!-Your PetsMaple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Had Caitlin watch our two dogs for 9 days. Easily the best dog sitter/house sitter out there. Literally could not ask for a better person, trusting your dogs wi… (more)

from
$45
per night
Calendar Recently Updated
11.
TOP-KNOTCH CARE FOR BELOVED PETSMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Hannah is amazing and I would highly recommend her! She was very flexible with a somewhat last minute request and super responsive while we were away. She sent … (more)

from
$32
per night
Calendar Recently Updated
I love walking & playing for hoursVerona, WI, 53593
House Sitting, Drop-In Visits, Dog Walking

Michelle was great with our senior beagle and filled in for us on short notice. Big props for being flexible and a quick study with Bootsie! (more)

from
$29
per night
Calendar Recently Updated
13.
Calling All Pups and ParentsVilas, Madison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Alyssa was fantastic with our Frenchie. She stayed at our house with him and took great care of him. She was great to work with, and we will definitely book wit… (more)

from
$35
per night
14.
Your neighborhood dog sitter!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Emma was excellent with my Harley Boy. My sitter backed out at the last minute and I needed someone quick, who could stay at my home for 6 nights. Emma immediat… (more)

from
$25
per night
Calendar Recently Updated
15.
Loves dogs, cats, and long walks!Greentree, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Angela loves dogs!! She gets along great with my two dogs Angel and Frigga. She's able to handle Frigga's hyperness well. She is able to command both of them… (more)

from
$27
per night
16.
Dogs are my spirit animal!Regent, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Kristen was great! She’s super friendly and great with communication. I went out of town over night, she sent photos of my dog and provided update throughout th… (more)

from
$50
per night
17.
Veterinary Medicine StudentMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ellie LOVES Kristin - we will use her for our future dog sitting needs! (more)

from
$50
per night
Calendar Recently Updated
18.
Providing cuddles, not cagesMadison, WI, 53705
House Sitting, Drop-In Visits

Allison was INCREDIBLE! Super responsive, took excellent care of my dog, and exceeded all expectations. (more)

from
$55
per night
19.
I will care for your pets as my ownMidvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

It's my daughter Maggie who would like to work as a loving dog care owner. Maggie loves being around dogs and she is very responsible. We have a young Terrier… (more)

from
$25
per night
Calendar Recently Updated
20.
I'll love them like you love them!Woodland Hills, Madison, WI, 53717
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I have loved animals since I was a little girl whether it be big or small, a pet fish or a pet horse, I am a true animal lover at heart, although I … (more)

from
$45
per night

Rover also offers House Sitting in:

When it comes to pet care and house sitting, pet owners in Oakwood Village, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed house sitters in Madison, giving them an average rating of 4.9/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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