Pet Sitting & Drop Ins in Maple-Prairie, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

1. Kathryn & Joseph Verified Background Check

Full Time at Home with Fence + Love

Verona, WI, 53593

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kathryn and Joseph are simply the best, (more)"

2. Ishtar Verified Background CheckRover 101

Towering & Teacup Pups Welcome

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Ishtar is a wonderful pet-sitter! My cat instantly got along with her, which is saying a lot because Bean is a bit finicky about making friends. She was time... (more)"

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3. Shannon Verified Background CheckRover 101

Dedicated, caring, pet loving

Verona, WI, 53593

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

"Shannon has been amazing! I work nights and that was never a problem for her! She is very flexible and is always amazing with my fur baby! (more)"

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4. Gen Verified Background CheckRover 101

The best care for your best friend!

Westhaven Trails, Madison, WI, 53719

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

"We were super nervous to leave our dogs with someone new, one of them can be very anxious with new people—Gen did fabulous! She sent us picture updates, whic... (more)"

Active and Accepting Requests (incl. from Essential Workers)
5. Cleda Verified Background CheckRover 101

Dogs & Cats LOVE me!

Spring Harbor, Madison, WI, 53705

Dog Boarding, Drop-In Visits

"Cleda took good care of Bailey while we were gone. I could tell from the pictures she sent that Bailey loved having her visit. I would definitely book again. (more)"

Active and Accepting Requests (incl. from Essential Workers)
6. Ashley Verified Background Check

Treating Your Furbabies Like My Own

Oakbridge Community, Madison, WI, 53717

House Sitting, Drop-In Visits, Dog Walking

"Took excellent care of my cat during drop-in visits. Sent lots of pictures. I would absolutely hire her again. (more)"

7. Ashley Verified Background Check

Can't wait to get to know you!

Madison, WI, 53719

Dog Boarding, Drop-In Visits, Dog Walking

"Ashley went above and beyond with my dog who has a lot of anxiety. She knew immediate what to do with her professional experience! We are definitely going to... (more)"

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8. Beverly Verified Background Check

Family pet enrichment is my goal.

Madison, WI, 53719

House Sitting, Drop-In Visits

"Beverly cared for my 2 dogs, feeding & walking them when I went on vacation. The dogs were happy to see her come to the house. She played with them & their t... (more)"

9. Gail Verified Background Check

dog lover sitter walker

Verona, WI, 53593

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

"Gail is a trustworthy, caring, and loving doggy caregiver. She has experience caring for all aged dogs, from puppies to elderly dogs with special needs. Sh... (more)"

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10. Brianna & Tyler Verified Background Check

For dogs that love attention

Allied Community, Madison, WI, 53711

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

"Brianna is a life-long dog owner who has never met a 4-legged friend that she doesn’t like. She is attentive, caring, and thoughtful. Your dogs will be lucky... (more)"

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11. Fayth Verified Background Check

Pets are the most important

Madison, WI, 53719

Drop-In Visits, Dog Walking

"I had a chow/ golden retriever mix. Fayth was the only person I trusted to care for him when I was away. His last years, he needed medication and had several... (more)"

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12. Bri Verified Background Check

Teacher / Dog lover & mom

Madison, WI, 53719

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

"Bri has always been so great with our cat, Jim. He’s an old man now, so snuggling is a given. But even in his younger days, whenever Brianna would come over,... (more)"

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13. Kaylin Verified Background CheckRover 101

Currently not accepting new clients

Park Ridge, Madison, WI, 53719

House Sitting, Drop-In Visits

"Kaylin was very nice to meet and took very good care of Lloyd for us with her drop in visits. Will definitely use her services in the future. Thanks! (more)"

14. Ryan & Jocelyn Verified Background Check

Dog Loving Small Family

Greentree, Madison, WI, 53711

Dog Boarding, Drop-In Visits, Doggy Day Care

"Ryan and his family members are great dog lovers and have lived with dogs their entire lives. Ryan grew up with 3 dogs and learned the responsibility of dog... (more)"

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15. Emma Verified Background Check

Fun loving and pet loving

Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Emma is a responsible, friendly, and dog-loving individual. Though I am her sister, I have trusted her to take care of my new puppy (8 weeks, now 12 weeks) r... (more)"

16. Claire Verified Enhanced Background CheckRover 101

Big-hearted. Reliable. Responsible

Westhaven Trails, Madison, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Claire was super great keeping Smudge company while I was out of town! I really appreciated her taking photos and telling me how she was doing that day. I'd ... (more)"

17. Meagan Verified Background Check

Let me love your pets too!

Fitchburg, WI, 53719

Drop-In Visits, Dog Walking

"Meagan was friendly, responsible and easy to work with. We had to make some changes to our reservation and she was accommodating and responsive. Our kittens ... (more)"

18. Sarah Verified Enhanced Background Check

I love your pets like my own!

Fitchburg, WI, 53719

House Sitting, Drop-In Visits, Dog Walking

"Sarah has taken care of my dogs many times for me. She is one of their favorite people and she is one of the few people I trust to know that they are being t... (more)"

19. Nicole Verified Background Check

Big or Small, I love ‘em all!

Glacier Ridge, Madison, WI, 53719

Dog Boarding, Drop-In Visits, Dog Walking

"Nicole has watched my Miss Stella many times and has done an amazing job. She treats Stella like her own and genuinely loves spending time with her. She's al... (more)"

20. Erin Verified Background Check

Dog Lover

Madison, WI, 53719

Drop-In Visits, Dog Walking

"Erin has watched over my high needs greyhound! We did as much as we could to prepare her, letting her know all the ridiculous things that our dog needs and w... (more)"

Pet parents in Maple-Prairie, 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 pet sitting rates to get an idea before you start a conversation with a sitter.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Maple-Prairie pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Maple-Prairie, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). 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 house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Maple-Prairie pet sitters and avoid the kennel.

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-Prairie, 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: