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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
Confirmed availability: 4th of July
Gen A.
1.
Gen 
Verified Background Check
Rover 101
The best care for your best friend!Westhaven Trails, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Gen watched our cats for five days while we were out of town recently - she was fantastic. She was easy to work with from the beginning - I sent her instruction… (more)

from
$22
per visit
Calendar Recently Updated
Chalee T.
2.
Happy and tuckered out dogsMadison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Chalee has been coming to let our dogs out mid day when we are at work for a few months now and I have nothing but her praises to sing! We have 3 dogs of our ow… (more)

from
$15
per visit
Confirmed availability: 4th of July
Brittany G.
Full time dog mom & pet lover! 🐕🐾Oregon, WI, 53575
Drop-In Visits, Dog Walking

Brittany was great! She kept us updated and sent us regular pictures and videos of our cat Buddy. Also spent extra time with him to get over his shyness of her.… (more)

from
$20
per visit
Confirmed availability: 4th of July
Emma G.
4.
Vaccinated neighborhood dog sitter!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) rece… (more)

from
$15
per visit
Calendar Recently Updated
Kathryn & Joseph K.
Full Time at Home with Fence + LoveVerona, WI, 53593
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kathryn and Joseph were FANTASTIC with my sweet Gary! This was my first time using Rover and they made the experience better than I could have imagined. They we… (more)

from
$25
per visit
Confirmed availability: 4th of July
Let’s go for a walk & play fetch!Fitchburg, WI, 53711
Drop-In Visits, Dog Walking

We love Candice! She is the perfect person to entrust your pet babies with. She was very caring and loving with our kitty and will continue to ask her to kitty-… (more)

from
$15
per visit
Calendar Recently Updated
7.
Loves dogs, cats, and long walks!Greentree, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

I'm so grateful I found Angela on Rover. I can tell she really cares about my dog and I look forward to getting my rover cards. It's great knowing my dog gets t… (more)

from
$15
per visit
Calendar Recently Updated
8.
I really love dogs.Madison, WI, 53719
Drop-In Visits, Dog Walking

Reis used to watch my dog for years. He would be very careful and caring about how he treated my dog. The dog still goes crazy every time he comes by to visit. (more)

from
$13
per visit
Confirmed availability: 4th of July
9.
Easygoing pet lover in grad schoolMadison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Bree was able to accommodate our requests without much notice which was a huge relief. She has a calm presence about her and relates easily to our dogs. We ar… (more)

from
$20
per visit
Calendar Recently Updated
10.
Bri 
Verified Background Check
Teacher by day, Pet Lover by nightMadison, WI, 53719
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, 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, he… (more)

from
$17
per visit
Calendar Recently Updated
11.
I'm here because I love dogs!Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello! Going out of town? I would love to babysit your dog(s) for you! I can also walk dogs on the weekends and mornings if you live nearby. I have h… (more)

from
$15
per visit
Calendar Recently Updated
12.
I am the definition of a dog personPark Ridge, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Dog Walking

Dakota loved having Bryan drop in 2x a day while I was out of town. And I really appreciated the detailed report Bryan left after each visit. He let me know exa… (more)

from
$15
per visit
Calendar Recently Updated
13.
Hey! Your pet needs a vacation too!Allied Community, Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

About: I’ve honestly had dogs my whole life, there’s nothing I don’t know and can’t learn about them. I love meeting other animals and their personalities! … (more)

from
$20
per visit
Calendar Recently Updated
14.
It's like you never left!-Your PetsMaple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Caitlyn did a wonderful job taking care of our cats, Ellie and Jasmine, while we were out of town. During her daily visits she took the time to get to know each… (more)

from
$15
per visit
15.
Pet lover - Home full timeCountry Grove, Madison, WI, 53719
Dog Boarding, Drop-In Visits, Doggy Day Care

My dog absolutely loved spending time with Yesenia. Definitely got the feeling that she went above and beyond for my dog every visit. Excellent communication as… (more)

from
$15
per visit
Calendar Recently Updated
I'd love to meet your pets!Prairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Shatoria did an amazing job taking care of my pets! I have a 60lb husky and 3 cats. She had watched them for a few times now and did not have any accidents. All… (more)

from
$16
per visit
Calendar Recently Updated
17.
The Best Care For Your Companion!Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Carissa absolutely adores dogs. She has grown up with them her whole life and knows what it takes to care for them and love them. She is diligent about walking … (more)

from
$15
per visit
Confirmed availability: 4th of July
Experienced Animal CaregiverMaple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

I have known Gabby since she was a little girl, and she has always been an animal lover. She has a heart of gold & has rescued numerous small animals over the y… (more)

from
$13
per visit
Calendar Recently Updated
19.
Enthusiastic Dog LoverPrairie Hills, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking

Kagen has been great. She filled in for me on short notice and responds quickly, which is something I really appreciate. My dog was cared for and she provided d… (more)

from
$16
per visit
Confirmed availability: 4th of July
20.
walks, hugs, treats, & belly rubs!Maple-Prairie, Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Celia was very accommodating, as I was trying to find someone on short notice. She was able to do a drop in visit to walk my 2 dogs and give them some attention… (more)

from
$14
per visit

Rover also offers Pet Sitting & Drop Ins in:

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: