Pet Sitting & 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.

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1. Colleen & Micheal Verified Enhanced Background Check

Responsible & Loving Pet Sitter

Heistand, Madison, WI, 53714

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

"Another successful drop-in visit from Colleen! My dogs LOVE to see Colleen and Michael and I love seeing the pics of their happy lil faces during the visits! I… (more)"

2. Georgia Verified Background Check

Pet Care Specialist @ a Pet Resort!

Capitol, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Georgia was an outstanding sitter for our cat Percy! She went above and beyond to make sure he received the best care. Her daily updates were very thorough and… (more)"

3. Alba Verified Enhanced Background Check

Pet Whisperer for hire!

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Alba is a very prompt, kind, and communicative sitter. We felt very comfortable with her taking care of our anxious cat and would absolutely recommend her ser… (more)"

4. Jessica Verified Background Check

15 Years of Pet Lovin'!

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

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

"Jessica did a fantastic Job with Stevie even taking her on a long walk and stopping by an extra time as she’s super thoughtful. We will definitely plan to requ… (more)"

Confirmed availability
 Easter weekend
5. Jaden Verified Enhanced Background Check

UW student looking for pet time!

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Jaden was great, I had a last minute trip. She was super responsive. She sent plenty of pictures and updates of my dog! I very much appreciated it. Would highl… (more)"

Confirmed availability
 Easter weekend
6. Gigi Verified Background Check

I'm just as excited for walkies.

Ridgewood, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Gigi is a great pet owner. She is punctual and responsible and there's no need to worry about your pet in her hands. She loves all sorts of animals - especiall… (more)"

7. Hailey Verified Background Check

All Dogs are Good Dogs

High Crossing, Madison, WI, 53718

Drop-In Visits, Dog Walking

"Thank you for all your compassionate care, Hailey. Our dogs will sincerely look forward to seeing you time and time again. (more)"

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8. Dion Verified Background Check

Fun, energetic dog walker/sitter

Capitol, Madison, WI, 53703

Drop-In Visits, Dog Walking

About: Hi there! My name is Dion and I have had English Bulldogs/German Shepard’s my entire life, so I’m very experience handling large breed animals. I a… (more)

9. Christine Verified Background CheckRover 101

Loving, Veterinary Nurse ❤️

Sherman Village, Madison, WI, 53704

Dog Boarding, Drop-In Visits

"Christine is great at taking the best care of my puppy while I am at work! She always sends me at least two pictures each visit. She is very attentive to detai… (more)"

Confirmed availability
 Easter weekend
10. Anna Verified Background CheckRover 101

Home full-time; Customized pet care

Eken Park, Madison, WI, 53704

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

"Anna was so incredible with our cat! We were nervous leaving our cat alone for the first time especially because the day we were leaving she got sick and had t… (more)"

Confirmed availability
 Easter weekend
11. Jana Rose Verified Background Check

Nature Loving Easy Going Dog Walker

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"I have gone to Jana Rose regularly to care for my pets and—let me tell you—she’s amazing! She’s extremely thoughtful and thorough with her care and attention f… (more)"

Confirmed availability
 Easter weekend
12. Josie Verified Background Check

Nursing Student, Dog Lover 🐶

Regent, Madison, WI, 53726

House Sitting, Drop-In Visits, Dog Walking

"Josie took great care of my dog when I went on vacation. I was gone for about 5 days and Josie came on time and did exactly what was asked of her to take care … (more)"

Confirmed availability
 Easter weekend
13. Kiwi Verified Background Check

Looking for an excuse to go outside

Capitol, Madison, WI, 53703

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

About: Hello! My name is Kiwi, and I am a Junior at UW-Madison! My roommate is also a Rover sitter, and I have watched her have so much fun with this app… (more)

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14. Allison Verified Background Check

Flexible & dog-loving grad student

Tenney-Lapham, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Allison checked in on my 7-month old cat Vienna several times over the holiday break. Allison was friendly, very reliable, and wonderfully communicative! I app… (more)"

Confirmed availability
 Easter weekend
15. Aubrey Verified Background Check

Playing with pups is my passion :)

Capitol, Madison, WI, 53703

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

"Aubrey is such a caring and kind person to all beings on this earth. I have personally seen her take care of her dog at home, and take care of dogs that I have… (more)"

Confirmed availability
 Easter weekend
16. Brittanya Verified Enhanced Background Check

Paw-some, reliable and flexible

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

House Sitting, Drop-In Visits

"Brittanya is so friendly and a great communicator! Our dog loved her! (more)"

17. Leah Verified Background Check

Enthusiastic and reliable sitter

Marquette, Madison, WI, 53703

House Sitting, Drop-In Visits, Dog Walking

"Leah was wonderful! She was responsive, on time and so friendly. Ultimately we did not book her for more than one service, but we have a very picky Husky! Woul… (more)"

Confirmed availability
 Easter weekend
18. Stella Verified Background Check

Friendly & trustworthy sitter

Carpenter-Ridgeway, Madison, WI, 53704

House Sitting, Drop-In Visits, Dog Walking

"Stella was great! Communicated great and even spent a little longer with my boy catdog, making sure he got all the attention he needed. Thanks Stella! (more)"

Confirmed availability
 Easter weekend
19. Ellen Verified Background Check

I’ll ❤️ your pets as much as you do

Sheridan Triangle, Madison, WI, 53704

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

"Ellen is a great dog sitter for me and my two pups! (Sometimes I think they like her better than me!) She lets out my little ones when I am away for long days … (more)"

20. Emery Verified Background Check

I am excited to meet your pets!

Marquette, Madison, WI, 53704

Drop-In Visits, Dog Walking

"I’ve been friends with Emery for five years and have had a puppy, Nymeria, for two of them. Emery has a very natural caring side, to the point that they’re of… (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: