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. Jennifer

Great with high energy dogs!

Worthington Park, Madison, WI, 53714

Drop-In Visits, Doggy Day Care, Dog Walking

13 repeat clients

"Jennifer has been a life safer for us, as we are new to Madison and needed help with transitioning our dog Duke with us being at work all day. Jennifer is ve... (more)"

2. Allison & Raymon

LOVING, ACTIVE DOG SITTERS!!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

10 repeat clients

"Allison is literally the BEST. I was very comfortable leaving my sick pup with her when I got called in to work for the Army on short notice. And she left me... (more)"

3. Halley

Experienced and loving dog-sitter!

Capitol, Madison, WI, 53703

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

2 repeat clients

"Very nice you lady. Halley took very good care of my dog and was thorough with her report and sending pictures. (more)"

4. Larissa

Animal Loving Student

Berkley Oaks, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

7 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)"

Confirmed 4th of July Availability
5. Devyn & Margaret

I'll Let The Dogs Out

Greenbush, Madison, WI, 53715

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

"Devyn has taken expert and loving care of my cat and dog for years. I’ve met his two dogs and cat. They are happy and well behaved bunch; I’m sure a testamen... (more)"

6. Stephanie

will give: love, exercise & care

Madison, WI, 53704

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

6 repeat clients

About: Hello! I’m Stephanie && am a COMPLETE dog lover. Leaving my dog is always the hardest/most stressful part of taking trips and I want to serve as a ... (more)

Confirmed 4th of July Availability
7. 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)"

8. Chelsea

Your fur baby is in good hands!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

9 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)"

9. Marlena

I'll run with your dog!

Monona, WI, 53716

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Marlena was excellent! She replied promptly, took meeting my kitty very seriously and checked-in with photos and updates. I will use Marlena again for sure f... (more)"

10. Jacob

I speak "Dog"

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Jacob is absolutely fantastic with dogs. He's very attentive to their needs and dogs are never bored with him as he will play with them as long as they'll le... (more)"

11. Carly

Let me love them while you can’t

Schenk-Atwood, Madison, WI, 53706

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Carly is a fantastic dog sitter. I have a puppy and 6 yr old did. I was out of town for a week and she took very good care of my fur babies. She is a very h... (more)"

12. 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)"

13. Charli

A Dogs Best Friend

Nobel Park, Madison, WI, 53704

Drop-In Visits, Dog Walking

"Charli did a wonderful job with my special needs pets. She gave updates and photos and went the extra mile to make sure they were safe and happy. I would def... (more)"

14. Julie

Hang w/ a playful dog & loving mama

Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714

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

4 repeat clients

"Julie is a true dog lover. Our pug, Rooney, always has a fun filled day when visiting Julie and her dog Duncan. When we drop Rooney off he is so excited; h... (more)"

15. Christina

Anything fluffy, fuzzy, & floppy!

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

25 repeat clients

"Sent pictures, noticed changes in my kitty’s health, overall just did a fabulous job. So grateful for her pilling (not an easy task!) and feeding and playing... (more)"

16. India

Active, loving dog sitter!

Capitol, Madison, WI, 53703

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

1 repeat client

"India was great with Graham! She took the time for him to get to know her and was very detailed in her reports to ease my puppy mom mind. I will have her wat... (more)"

17. 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)

Confirmed 4th of July Availability
18. Samantha

Dog-lover, home full-time

Tenney-Lapham, Madison, WI, 53703

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

4 repeat clients

About: I'm a dog-lover with extensive experience in animal care. I have dog-sat and dog-walked for many years, taking care of pitbulls, mastiffs, golden ... (more)

19. Kelsey

Looking for some new doggo friends

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"We've always trusted Kelsey with our dog! We know Aiko will get the exercise she needs and love every minute of it. Kelsey is accommodating to our needs for ... (more)"

20. Sarah

Dog hair everywhere, don't care!

Worthington Park, Madison, WI, 53714

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

"Sarah has been there to dog-sit for me on a number of occasions, and Izzy is always super happy when I get back in town! For a dog with separation anxiety, t... (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: