House Sitting in Greystone, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?
To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Hannah I.
1.
Dogs love to run and play with me!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

I cannot say enough about how great Hannah was with our 2 dogs! She was nice enough to meet them a few times upfront to calm our nerves about leaving them at h… (more)

from
$50
per night
Calendar Recently Updated
Emme H.
2.
Pet Playmate + Carer (Day Avail.)Midvale Heights Community, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Emme was GREAT with my two big pups, Pip and Cooper, and our house for two nights. Kept me informed, and they were great when we got home. Thanks Emme!! (more)

from
$50
per night
Calendar Recently Updated
Kate K.
3.
Cared for as if you were homeMiddleton, WI, 53562
House Sitting, Drop-In Visits

Kate was fabulous!!! She went above and beyond for all our pets including the fish. Everyone was healthy and happy when we came home and house was in good order… (more)

from
$45
per night
Calendar Recently Updated
Andrew L.
4.
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
$85
per night
Calendar Recently Updated
Gracie S.
5.
🐶🐱fitchburg, WI, 53713
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Gracie was fantastic! I don't like leaving my three dogs, and they don't like being left. Even though I was on the other side of the country, Gracie gave me pea… (more)

from
$100
per night
Calendar Recently Updated
6.
The best care for your best friend!Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Anna is amazing! They took their time to get to know our pets, and had no problem with a lizard as well. Our neighbor came over to let us know that they were in… (more)

from
$46
per night
7.
Ash 
Verified Background Check
No Paws Left Behind!Madison, WI, 53705
House Sitting, Drop-In Visits

Ash was amazing and extremely patient in getting to know our extremely reactive pup. We were nervous about being able to find the right housesitter for Peanut d… (more)

from
$35
per night
8.
Eat. Play. Love.Cross Plains, WI, 53528
House Sitting, Drop-In Visits, Dog Walking

Happy to have Peyton watch my boys again! ❤️🙌 (more)

from
$40
per night
Calendar Recently Updated
Homely, fun and loving pet boarderMadison, WI, 53705
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

She was great. Really gracious, detailed and timely. Would hire again. (more)

from
$70
per night
Calendar Recently Updated
10.
Trained 12+ dogs. Enjoy walksWesthaven Trails, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Lucas did a great job caring for my senior dog and young adult cat for 10 days. He gave daily updates with photos and I came home to happy pets and a clean hous… (more)

from
$48
per night
11.
Cat lover and responsible workerMadison, WI, 53717
House Sitting, Drop-In Visits

Sarah stayed with our three kitties at our house for a weekend. She gave us peace of mind, knowing that they and the house were taken care of. She is profession… (more)

from
$45
per night
Calendar Recently Updated
12.
Sharing the love with your petsOrchard Ridge Community, Madison, WI, 53711
Dog Boarding, House Sitting

Taylor did an awesome job caring for our dog, Cooper! She communicated with us regularly and sent pictures of him enjoying his walks while we were away. Definit… (more)

from
$28
per night
Calendar Recently Updated
13.
Evening, weekend and work weekWestmorland, Madison, WI, 53711
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Abby stayed in our home and took wonderful care of our blind, elderly Cairn Terrier over the weekend. She thoughtfully sent pictures and updates so I knew he wa… (more)

from
$65
per night
Calendar Recently Updated
14.
Enthusiastic Dog LoverPrairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kagen was fantastic. She sent many pictures and communicated well throughout our stay. This was our first time using Rover and we'll definitely be repeat users! (more)

from
$30
per night
Calendar Recently Updated
15.
Trustworthy and fun doggie walksWesthaven Trails, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Susan is awesome!!! She is super friendly, reliable, and responds quickly. She was able to look after my cat last minute and provided detailed updates/pictures … (more)

from
$90
per night
Calendar Recently Updated
16.
Your weekend/evening needs covered!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess was fabulous. We felt so confident leaving our pets in her care and were not disappointed. We are looking forward to our next trip and being able to work… (more)

from
$49
per night
Calendar Recently Updated
17.
Fun sitter with small service dogMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Kally watched our pets while we were away, and housesat for us. She did a great job, everything was just as it should be and we appreciated her updates while w… (more)

from
$25
per night
18.
Care catered to your pet!Middleton, WI, 53562
House Sitting, Drop-In Visits

Jenna did a wonderful job caring for my dog while I was away for 10 days. She was willing to come over multiple times before the stay so my dog could become acq… (more)

from
$55
per night
Calendar Recently Updated
19.
Energetic lover 🥰 of Fur-babies!Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Donna was wonderful! Our dog loved her at first sight. Donna gave him plenty of attention while we were away. It was our first time using Rover and Donna was ve… (more)

from
$50
per night
20.
Fun, energetic dog sitterBlackhawk, Madison, WI, 53717
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emily always takes such good care of my girl! Sadie my boxer loves to play with belle (Emily’s dog). She gets so excited to go over for the day with the both of… (more)

from
$35
per night

Pet parents in Greystone, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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

House Sitting