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. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

"Marlena is such a great dog owner and is fantastic with other people's dogs as well! She is full of energy and always ready to give every dog she meets the a... (more)"

2. Mary

Dog walks and home visits

Emerson East, Madison, WI, 53704

Drop-In Visits, Dog Walking

3 repeat clients

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

3. Grace

Home full-time, near dog park

Capitol, Madison, WI, 53703

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

10 repeat clients

"Grace is wonderful with our highly energetic black lab puppy. She plays hard with him so that he gets some of his pent-up energy out during days when we're ... (more)"

4. Kiersten

Corgis are my spirit animal.

Regent, Madison, WI, 53726

Drop-In Visits, Dog Walking

6 repeat clients

"Kierstin was awesome...so sweet...and she made her available to help out with a urgent medical need at the last minute. I would definately use her again in ... (more)"

5. Nick

Large Fenced yard! 24-7 care!

Whitetail Ridge, Madison, WI, 53704

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

18 repeat clients

"When it comes to trusting someone with animals, I can give Nick the highest recommendation. I have encountered his admiration for them, as well as his determ... (more)"

Confirmed New Years Availability
6. Rebecca

Patient, playful, and dedicated

Capitol, Madison, WI, 53703

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

"She is very responsible and hard-working. Rebecca always does what needs to be done even if it is hard work. She goes out of her way to help people and loves... (more)"

7. Anamaria

Catch Dog Training Academy Student

Sherman Village, madison, WI, 53704

Drop-In Visits, Dog Walking

"Ananaria has helped me numerous times with my dogs. I was looking for a reliable, responsible dog sitter and she certainly has lived up to that. Her knowledg... (more)"

8. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

"5 stars for India! Easy to schedule, most accommodating and Catlyn was well cared for! We will request India again! Thanks! (more)"

9. Megan

Adaptive to your dog's needs!

Bluff Acres, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Megan provided excellent care to my two little hounds when I needed to travel for Thanksgiving. She stopped in multiple times throughout the day for walks, p... (more)"

10. 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)"

11. Rayleen

Authentically dog-obsessed!

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Rayleen is a fantastic choice to help with your furry friend! She has watched Kersey on several occasions, including overnight, and she's always wonderful. K... (more)"

12. Malia

Will run, play and snuggle

Capitol, Madison, WI, 53703

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

"Malia watched Stewart for me on multiple occasions and she was so sweet. When I got back home Stew had fallen in love with her and didn't want her to leave. (more)"

13. Dana

doggy exercise and playtime!!!

Rolling Meadows, Madison, WI, 53714

Drop-In Visits, Dog Walking

"Dana is an animal lover and will take the best care of your pet. She is a frequent visitor to various dog parks and routinely walks with her own dog. She i... (more)"

Confirmed Holiday Availability
14. Jasmine

The best adventures are with dogs.

Capitol, Madsion, WI, 53703

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

3 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)"

Confirmed Christmas Availability
15. Erika

Dogs love W-A-L-Ks and so do I!

Tenney-Lapham, Madison, WI, 53703

Drop-In Visits, Dog Walking

"Erika has years of experience of dog care. She has cared for my dogs numerous times with walks, feeding, overnights and training. I trust Erika and give her ... (more)"

16. Kelly

Fenced yard & lots of love for pups

Eastmorland, Madison, WI, 53714

Dog Boarding, Drop-In Visits, Dog Walking

6 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)"

17. 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)

Confirmed Holiday Availability
18. Viri

Fenced yard and yummy treats!

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53703

Dog Boarding, Drop-In Visits, Dog Walking

"I had a last minute trip and my usual kennel was full. No one could watch my dog because they lived in apartments or didn't have the time. I asked Viri if sh... (more)"

Confirmed New Years Availability
19. Megan

Love to get outside and walk!

Schenk-Atwood, Madison, WI, 53704

Drop-In Visits, Dog Walking

About: I am a wannabe dog owner but can't commit to having my own dog with my schedule. I love dogs, like to be active and get outside as much as possibl... (more)

20. Elizabeth

Crazy dog lady in training

Marquette, Madison, WI, 53703

Drop-In Visits, Dog Walking

1 repeat client

"Liz has always been a very caring and responsible dog owner. She used to bring her dog over to socialize with my dog (who generally doesn't have a lot of int... (more)"

In Maple Wood, Madison, WI, dog lovers trust Rover.com 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: