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.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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1.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$24
per visit

What was supposed to be a regular drop in visit turned into an emergency, our dog ended up getting into bag of Cosequin. Jess couldn’t have handled it any better. She called poison control for us, stayed on the phone with them for hrs, kept us updated the entire time. Then she even offered to stay the night with our dog to make sure he is ok. I couldn’t have asked for a better person to be there in the time of need. Definitely will be re-booking with her. Thank you Jess

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Sitter Profile Image: Jenny P.
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Sitter Profile Image: Jenny P.
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2.

Jenny P.

Rover 101
Professional furbaby snuggler
Fitchburg, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
46 reviews
15 repeat clients
from
$26
per visit

Jenny was a great sitter for my cats! Very quick responses during the booking process and I love the info sheet she provided for me to fill out. I would be happy to hire her again.

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Sitter Profile Image: Kaylyn M.
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Sitter Profile Image: Kaylyn M.
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3.

Kaylyn M.

Rover 101
Trustworthy, Reliable, Animal Lover
Glacier Ridge, Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
29 reviews
16 repeat clients
from
$23
per visit

Kaylyn was great! Judging by the daily photos she sent, it seemed like my cat had adopted her as his new owner. This was his first interaction with a stranger and my first time away, so I was curious how it would go...but he looked so comfortable and happy in Kaylyn's care. I will definitely book her again!

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Sitter Profile Image: Claudia B.
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Sitter Profile Image: Claudia B.
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4.

Claudia B.

Your pups new bff
Fitchburg, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
1 repeat client
from
$24
per visit

Claudia did a great job. She is very reliable and my animals seemed very happy when I returned. She sent photos every time she visited, too, which was really nice. I have a little bit more complicated animals due to prescription diet needs, and she followed all my instructions perfectly.

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Sitter Profile Image: Teghan B.
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Sitter Profile Image: Teghan B.
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5.

Teghan B.

Treating your pet like my own!
Meadowood, Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
3 repeat clients
from
$15
per visit

Teghan has loved all animals since a very young child. She asked for a dog at the age of 6 and took complete care of it daily. In middle school, she began talking about being a Veterinarian. She currently has 2 dogs and multiple cats and cared for them as well, but the rescue dog is hers. Leaving that part of her family (the pets and the people) to attend college was difficult, and she misses them all. In addition, she is an excellent student, reliable and dependable in all past employments, and honest. Most of all she wears her love of animals and it shows! She would make an excellent, responsible, and loving caregiver more than anyone I know.

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Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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6.

Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
4 repeat clients
from
$16
per visit

Taylor was very good with communication, keeping me updated on his the kittens did, and took several pictures each time. Very much appreciated!

Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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7.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$25
per visit

Sara was awesome! Luke had the best time and will surely miss her. Hoping to get her to hang out with Luke again.

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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8.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
32 reviews
14 repeat clients
from
$19
per visit

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future!

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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9.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$25
per visit

Louisa and Co did a fabulous job!! Great pictures and detailed updates❤️

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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10.

Elissa S.

Lover of all animals!
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5
11 reviews
2 repeat clients
from
$25
per visit

Elissa is real gem. I know my boy is safe with her and has lots of fun thanks to her belly rubs.

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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11.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
320 reviews
108 repeat clients
from
$23
per visit

Ashley did a great job taking care of our cats. Appreciate her care. The cats were comfortable with her. Highly recommend her to others looking for expert care.

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Sitter Profile Image: Paula R.
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Sitter Profile Image: Paula R.
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12.

Paula R.

Sad Empty Nester
Fitchburg, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
49 reviews
17 repeat clients
from
$25
per visit

Thank you so much Paula. You are so great! You went above and beyond for the boys and I cannot express how grateful I am! Thank you for all of the photos you sent, being patient with Bear, and accepting Blueberrys very exciting “hellos”. I hope we can work together again in the future and I know the boys feel the same ❤️ Thank you again for treating the boys like your own ❤️

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Sitter Profile Image: Katherine M.
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Sitter Profile Image: Katherine M.
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13.

Katherine M.

Beautiful Day to Be Alive
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
15 reviews
6 repeat clients
from
$25
per visit

Katherine did an amazing job as before. She sent me pictures/video updates every day, made sure the kitties have all they need, and went above & beyond to clean up for the visits. Definitely would recommend!

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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14.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
56 reviews
16 repeat clients
from
$16
per visit

Ben was very patient with working with our 11 yo rescue dog who was a bit anxious. He was good about giving her time to adjust and went above and beyond what his visit called for! I'm so appreciative of his help!!!

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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15.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Kelsee is highly accountable and an animal lover at heart. She is highly accountable and attentive when pet sitting for us. She adores her dog Winston and he truly is her best friend. Your dog will be in great hands with kelsee!

Sitter Profile Image: Lauri P.
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Sitter Profile Image: Lauri P.
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16.

Lauri P.

I’m the daughter of a veterinarian!
Verona, WI, 53593
Drop-In Visits
5.0
64 reviews
28 repeat clients
from
$16
per visit

Lauri is awesome! We decided at the last minute that it was better that someone dropped in a couple times instead of leaving our kitty home for 3.5 days straight and Lauri made it so easy to arrange - super responsive, fed and cleaned his litter box according to instructions with zero issue and kitty had someone to sit on for a bit every day if he wanted.

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Sitter Profile Image: Hannah P.
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Sitter Profile Image: Hannah P.
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17.

Hannah P.

Vet tech day off
Madison, WI, 53711
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Hannah is the best with animals. Anyone would be lucky to have her watch your furry friend. She really takes the time to make them feel loved.

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Sitter Profile Image: Hannah M.
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Sitter Profile Image: Hannah M.
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18.

Hannah M.

Love any and all pets!
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
36 reviews
13 repeat clients
from
$15
per visit

Hannah did a great job caring for our dog and cat over the weekend. She was very prompt in her communication and followed all of our instructions perfectly. She sent photos and a map of her walking route with our dog. I highly recommend!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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19.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
20 reviews
4 repeat clients
from
$25
per visit

Jody was such a fantastic Rover. She was very attentive and let us know if anything seemed out of the ordinary, as well as left detailed overviews of what happened each visit.

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Sitter Profile Image: Emma C.
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Sitter Profile Image: Emma C.
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20.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$25
per visit

Emma trained our first dog (Sheltie) to be a Canine Good Citizen and then they were certified as a Therapy Team, and for several years they distressed UW students during exam periods. She also trained her current dog (Golden Retriever) to be a wonderful loving dog with children and adults and a great playmate with other dogs. Aside from her dog care jobs and several volunteer opportunities, working with dogs of all sizes, Emma has been a reliable dog sitter for several of my friends over the years and considered to be a “dog whisperer”.

Search Map

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:

Drop-In Visits