House Sitting in Rolling Meadows, 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.
1. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Evie had another great stay with Gracie over the Christmas break. She was obviously well-looked after and very happy to be hanging out with Gracie and her p... (more)"

2. Alli

Will love on your dog and play!

Capitol, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alli is an extremely down to earth and happy person. She is one of the friendliest and sweetest people I know. That kindness not only includes every person s... (more)"

3. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Marlena was great taking care of our two dogs and two cats while we were away for the weekend. She sent us regular updates with pictures, and also left the h... (more)"

4. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"if I could give 10 stars I would. My little puppy had an accident that required him to be watched while he went through the healing process. We asked Carly t... (more)"

5. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"An incredible, active sitter who cares for my dog like he's her own. I get pictures of fun and sun at the dog park, on walks, and of course blanket covered s... (more)"

Confirmed Memorial day Availability
6. Jennifer

Dogs are my favorite people!!

Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

About: Hi! I’m Jen. I’m a married mom of three school-age kids, two dogs, and a milksnake. I’ve had dogs my whole life, starting with Cocker Spaniels and ... (more)

7. Grace

Nature Walks, Love and Attention!

Reston Heights, Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Grace would be a responsible and loving pet sitter. She grew up in a family who were always surrounded by all kinds of animals. Grace also had a horse of her... (more)"

8. Ryan

Born and raised Minnesota dog-lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Ryan is an energetic, hardworking, and dog loving (dog adoring...obsessed...I could go on with the adjectives) guy. He is someone you can always trust to be ... (more)"

9. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Sarah was amazing with Capone! She sent us updates all weekend and knew he was in good hands! We came back to a nice note and summary of the weekend. I would... (more)"

10. Marjorie

Excited to meet your pet!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marjie was great! She stayed at my house and took very good care of my dog. She took him on frequent walks and sent lots of pictures to assure me he was well... (more)"

11. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Megan watched both of my small hounds for a 2nd time and provided constant updates, photos, and info on how my wonder twins behaved. I know that my dogs are ... (more)"

12. Laurie

Fenced in Yard, Love to Play

Eken Park, Madison, WI, 53704

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: My husband and I have had dogs our entire lives. As the owners of two playful Boston Terriers we love to play with, walk and cuddle them. We can pr... (more)

13. Robin

Dog Lover with 30+ years experience

Heistand, Madison, WI, 53714

Dog Boarding, House Sitting, Drop-In Visits

1 repeat client

"Robin has shared her life with a dog since she was 4 years old. I can't imagine her not sharing her home with a dog. As a young girl she shared her life wit... (more)"

Confirmed Memorial day Availability
14. Cathaline

I live for those slow blinks

Monona, WI, 53716

House Sitting

"Cathaline is very caring and responsible. She has experience with dogs but her passion is cats. She understands them and loves being around them. She provid... (more)"

15. Kayla

i love playing with dogs

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Kayla house sat and pup sat for our 2 Labrador retrievers; who need constant exercise. She took very good care of them; both in making sure they ran, played ... (more)"

16. Faith

Grew up with Dachshunds, Have a Cat

McClellan Park, Madison, WI, 53718

House Sitting, Drop-In Visits, Dog Walking

"Faith was nice and accommodating while staying at my place with my dog and two cats. She sent regular updates and I felt better that my dog and cats could s... (more)"

17. Courtney

A home away from home

Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

1 repeat client

About: My name is Courtney and I'm the proud owner of two pups - a 12 pound Pekingese mix, Oliver, and a 70 pound Bernese Mountain Dog puppy named Sulliva... (more)

18. Jared

Sitter next to nature for walks

Reston Heights, Madison, WI, 53718

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jared had been living with and cared for family dogs for many years. He is responsible, attentive, loving and gentle. He will care for your dogs with lots of... (more)"

19. Sarah

I am an all around animal lover!

Madison, WI, 53718

House Sitting, Drop-In Visits

"I was so incredibly happy with Sarah's stay with our dog. I would recommend her to anyone looking for great care for their dog. Some things I really apprecia... (more)"

20. Daniel

Lover of all, big and small!

Eastmorland, Madison, WI, 53714

House Sitting, Drop-In Visits

2 repeat clients

"Dan stayed at our house for 10 days while we vacationed over Thanksgiving. He was reliable and an awesome companion for our two dogs, one of which was still ... (more)"

In Rolling Meadows, Madison, WI, dog lovers trust Rover.com for their house sitting needs. Over 10 pet owners have reviewed house sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5 stars. Booking house sitting in Rolling Meadows can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Madison on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Rolling Meadows, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Rolling Meadows, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Rolling Meadows house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Rolling Meadows, Madison, WI for your dog: people who'll treat him like family.

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 Rolling Meadows, 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: