House Sitting in Maple Wood, 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.
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1. Gracie

I promise a tail-wagging good time!

Madison, WI, 53718

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

5 repeat clients

"Gracie was a great sitter for my boxer, Evie. Evie had all sorts of walking adventures and was very well looked after. Evie immediately just plopped in Grac... (more)"

2. Skylar

Dog loving academic!

Regent, Madison, WI, 53726

House Sitting, Dog Walking

2 repeat clients

"Skylar stayed in touch with us throughout the entire stay with updates of our pups. We were able to thoroughly enjoy our time away from home knowing not just... (more)"

3. Kate

Experienced Animal Care Professional

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

House Sitting, Drop-In Visits

20 repeat clients

"Kate spent a week taking care of our dog, Oliver, while my husband and I were on vacation. We came home to find a happy, healthy puggle. Kate was great about... (more)"

4. Whitney

Dogs best friend

Lake Edge, Madison, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Whitney was great! She came to my house to meet my dog so I felt comfortable before we left. She left my house spotless and my dog happy and tired. I will ... (more)"

5. Kristi

Safe, reliable and FUN for your dog

Waunakee, WI, 53597

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

1 repeat client

"Kristi has always had a heart for animals and has provided loving homes for her dogs during all her adult years. Kristi has been involved in dog rescue and ... (more)"

6. Chelsea

Active, Friendly Pup-Lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chelsea is a compassionate person, both for people and animals. She has extensive experience in working with and caring for an array of animals. She has also... (more)"

7. Shoshanna

Love being outside with your dog

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Shoshanna is a responsible and attentive individual that is great with dogs! She is flexible in her scheduling and easy to communicate with. I'd highly recom... (more)"

8. Kate-Lyn

Lover of pups,-any shape or size!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Amazing dog walker! Kate-Lyn walked our dogs every day for a year and boy do they love her! Me and my partner have mobility issues but our babies still need ... (more)"

9. Jesse

Outdoorsy Guy Who Loves Dogs!

Emerson East, Madison, WI, 53704

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"Jesse took such wonderful care of our 2 dogs Frodo and Ruby on several occasions. We were updated with descriptions of what they were doing, how their walks... (more)"

10. Kiana

Perfectly pawfect.♡

Carpenter-Ridgeway, Madison, WI, 53704

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

About: Dogs- oh how I love them! They are so loyal and I always get a huge smile on my face when I walk into my apartment with a wagging tail running towa... (more)

11. Meghan

Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

7 repeat clients

About: I grew up in a household that always had multiple dogs, both large and small so I'm comfortable around all shapes and sizes. But, now I'm in school... (more)

12. Jenny

I love dogs of all ages and sizes!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenny was the best dog sitter ever! I was nervous and scared to leave my little Jack Jack with someone I didn't know while I was out of town, but Jenny gave ... (more)"

13. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

"Becky did a great job with our two puppies. She sent us several updates and pics and kept a running tally of the times they each went outside and did their b... (more)"

14. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I own a mixed breed rescue dog that was extremely timid around men, until she met Luke. When they first met, he let her lick his face and literally walk all ... (more)"

15. Bryn

I'll give your dog lots of love!

Capitol, Madison, WI, 53706

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

2 repeat clients

"Best in Show! Bryn is a natural born animal lover. Along with being very sensitive to the needs of others, she is very giving and intuitive. She has two dogs... (more)"

16. Claire

I'll run with your dog!

Madison, WI, 53704

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

"Claire has given my dogs the best care and is clearly very passionate about dogs. She does a great job ensuring my pets feel cared for. My dogs are very high... (more)"

17. Andrea

Responsible and Loving on Willy St!

Marquette, Madison, WI, 53703

House Sitting

2 repeat clients

"Andrea was a wonderful dog sitter for our 2 labs while my husband and I were away on a vacation. She was very active with them taking them on 2 walks a day!... (more)"

18. Catherine

Lifetime dog owner and lover

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Catherine is the definition of an dog lover! As well as being a lifelong pet owner, she has been an avid animal rescue volunteer and a dedicated dog foster m... (more)"

19. Claire

Responsible, loving, and patient.

Capitol, Madison , WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Claire was a great sitter for my six-year-old boxer Evie. Evie loved her and was really calm and content when I arrived back home. Claire was very communic... (more)"

20. Trystam

Flexible schedule to care for pets!

Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Trystam cared for our two dogs while we were on vacation this summer. She did an excellent job. Our pups were most well tended, exercised and loved. Tryst... (more)"

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 423 owners have reviewed sitters in Maple Wood, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect house sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average house sitting rates to get an idea before you start a conversation with a house sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Maple Wood, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Maple Wood, 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 Maple Wood 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 Maple Wood, 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 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 Maple Wood, 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: