Pet Setting & Drop Ins in Maple Wood, Madison, WI

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

1. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

5 repeat clients

"I would recommend Kiersten to everyone! She has come and seen our puppy several times. She is extremely reliable and flexible. We are so lucky to have found ... (more)"

2. Andrea

Around the clock care, fenced yard!

Sunset Village, Madison, WI, 53705

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

58 repeat clients

"Andrea is fantastic with dogs! Our dog is a foster that Andrea had, and we were so glad she was willing to part with her! When we got married Andrea watched ... (more)"

3. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Larissa was wonderful, as always! My little dog Shadow was given love, her supper, and a nice walk.. I knew I didn't have to worry while I was gone (Shadow i... (more)"

4. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

2 repeat clients

"I was staying the weekend in Madison and I needed someone to watch my dog for the day. Jasmine responded quickly to all communication, and meet us a couple o... (more)"

5. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"The second time we booked with Chelsea and we would definitely book with her again. She sent over helpful details of her visit and is prompt and responsive! (more)"

6. Luke

Mobile, exercise and care oriented.

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Luke was great! My dog loved his energy and got along with him well. Communication was excellent both before and during the visit, and he was very flexible i... (more)"

7. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

4 repeat clients

About: Like many people, I have had dogs my entire life. Having raised a few since they were puppies, I am also very familiar with the puppy potty trainin... (more)

8. Madie

Reliable Dog Sitting and Walking

Vilas, Madison, WI, 53711

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

1 repeat client

"Great communication and incredibly responsive! A+ (more)"

9. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

3 repeat clients

"Kelly and Neil have been amazing dog sitters for my Annie and Daisy dogs! Annie and Daisy are older cocker spainiels that have some special needs. I typicall... (more)"

10. Brenna

Graduate student animal lover!

Vilas, Madison, WI, 53711

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Being an animal lover is core to who Brenna is. Her loving and gentle nature allows her to quickly bond with every dog, cat, or other furry friend she meets.... (more)"

11. Keni

Experienced doggy daycare worker

Schenk-Atwood, Madison, WI, 53704

Drop-In Visits, Dog Walking

7 repeat clients

"Keni has taken care of my Phil a handful of times and he is always overjoyed to see her. She is my go-to sitter for long and short term stays! (more)"

12. Ty

Loving and Experienced!

South Campus, Madison, WI, 53715

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Ty is a very caring, patient, and knowledgeable pet lover. He works extremely well with dogs and knows how to play with them based on their size and breed. H... (more)"

13. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

2 repeat clients

"Mary did a fantastic job of taking care of all the many beasts at my place! Again! (more)"

14. Becky

Becky's Pet Sitting Madison

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits

2 repeat clients

"Becky is a wonderful person; she is caring, thoughtful, and puts in 110% into everything she does. She is a very passionate and great veterinarian who truly ... (more)"

15. Marlena

I'll run with your dog!

Monona, WI, 53716

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

"She is a wonderful dog mom. Currently, Marlena has two Australians Shepards. Although these guys are wild all the time, she tends to their needs as well as g... (more)"

16. Erin

Treat your furry baby as my own

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Erin is wonderful! I would absolutely trust her with my pets. She is responsible and hard working, you can't ask for a better dog sitter! (more)"

17. Ryan

Great with cats and dogs!

Sheridan Triangle, Madision, WI, 53704

Dog Boarding, Drop-In Visits, Doggy Day Care

1 repeat client

"Ryan did an amazing job taking care of our cats. When we returned they were happy and well fed. She is clearly an animal lover. We would definitely use Ryan ... (more)"

18. Kondwani

Madtown Pet Care

Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: Hello & Welcome to Madtown Pet Care! Please note: I only offer pet sitting in the client's home & care for cats too! As a dog owner and dog lov... (more)

19. Jenn

Flexible, experienced animal lover

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Jenn took great care of my cat while I was away. Everything was clean and in order when I returned and Andy seemed healthy and happy. She responded to ques... (more)"

20. Carly

For a worry-free time away!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

About: As a dog owner, I know how it feels to take your dog to a boarding kennel, handing them off to a stranger and wave goodbye as they are taken to the... (more)

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Learn About Premier

In Maple Wood, Madison, WI, dog lovers trust for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5 stars. Booking pet sitting in Maple Wood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning 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 Wood 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 Wood, 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 Wood 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 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: