Pet Sitting & Drop Ins in Rolling Meadows, 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
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Search Results

Confirmed availability: Easter Weekend
Sitter Profile Image: Brooke D.
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Sitter Profile Image: Brooke D.
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1.

Brooke D.

Does your dog love walks? So do I!
McClellan Park, Madison, WI, 53718
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
364 reviews
67 repeat clients
from
$15
per visit

Brooke did a great job with both of our cats. They have very different needs/personalities but it was clear they were both well cared for and got plenty of attention while we were gone. We’d definitely recommend her to anyone looking for a reliable pet sitter!

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Sitter Profile Image: Shannon H.
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Sitter Profile Image: Shannon H.
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2.

Shannon H.

Pet sitter ready for anything.
Monona, WI, 53716
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
8 repeat clients
from
$20
per visit

Shannon did a great job and gave us a full, satisfying report. It’s good to have someone closeby whom we can trust to check in on our dog when we’re out.

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Sitter Profile Image: Alana L.
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Sitter Profile Image: Alana L.
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3.

Alana L.

Caring and detailed pet lover
Marquette, Madison, WI, 53704
2.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$13
per visit

Alana did an amazing job watching my pet bunnies over the long weekend. She went above and beyond all my expectations and will absolutely book with her in the future. She was very accommodating, easy to work with, and great with communication leading up to my trip/during it. The pets will definitely miss her!!

Confirmed availability: Easter Weekend
Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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4.

Ann V.

Animal Lover and Law Student
Marquette, Madison, WI, 53703
3.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
3 repeat clients
from
$20
per visit

Ann was my favorite cat sitter we’ve gotten from rover thus far. She was incredibly thorough in her reports and I looked forward to all the pictures we got of the cats each day. She was able to give our stubborn cat his medicine each day with no issues and followed instructions to a tee. Will definitely be booking with her again in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Claire S.
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Sitter Profile Image: Claire S.
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5.

Claire S.

Cat Sitter
Madison, WI, 53718
2.5 mi. away
Drop-In Visits
5.0 out of 5 stars
37 reviews
13 repeat clients
from
$18
per visit

Claire is an excellent cat-sitter, she took very good care of our cat Poppy and kept her active, with very descriptive updates on how she was doing during her visits. Definitely highly recommend!

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Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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6.

Maggie P.

Young professional who loves pets!
Tenney-Lapham, Madison, WI, 53703
3.9 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$17
per visit

Maggie did a great job taking care of our cat! She provided important updates and a lot of photos to let me know that Z was doing well. She is prompt and easy to communicate with. I felt very comfortable with her taking care of our cat and would happily book with her again.

Sitter Profile Image: Logan M.
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Sitter Profile Image: Logan M.
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7.

Logan M.

🐩 Dog Walker Extraordinaire 🐕
McClellan Park, Madison, WI, 53718
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
1 repeat client
from
$30
per visit

Logan, I could never thank you enough for the love and care you give to my pups! I know I can count on you 100% each and every time! Clearly, they love being with you (and Brittney:) Wishing you and your family a Merry Christmas! 🎄

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Sitter Profile Image: Joan F.
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Sitter Profile Image: Joan F.
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8.

Joan F.

Your four-leggers home on the park
Eastmorland, Madison, WI, 53714
1.3 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
64 reviews
25 repeat clients
from
$15
per visit

Thanks for taking care of Pixel while I was out of town. I appreciated the the pictures and updates while I was gone. It’s great to know she is taken care of while I’m gone.

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Sitter Profile Image: Suellen A.
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Sitter Profile Image: Suellen A.
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9.

Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
2.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
12 reviews
3 repeat clients
from
$20
per visit

Suellen has been an absolute gem in looking after our dog when we most needed it. She kept our sixteen-year-old dog at her house and genuinely cared for her. I found my dog super comfortable and happy at her home on the day that I returned from my trip, even though my dog is afraid of other dogs and in need of constant outings to the backyard. I was absolutely amazed by how Abby (my dog) was calm and happy around Suellen's two playful dogs and how Suellen handled Abby at ease for an entire week. Suellen also kept us updated with messages and photos, which was very appreciated. My husband and I are deeply appreciative of Suellen's outstanding dedication and affection for our furry friend and will ask Suellen again to watch after her when we go out of town again and cannot bring Abby with us.

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Sitter Profile Image: Travis M.
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Sitter Profile Image: Travis M.
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10.

Travis M.

Reliable, caring dog-lover
Madison, WI, 53718
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$25
per visit

Travis is an amazing dog sitter. He truly loves dogs and takes excellent care of our pup. He is reliable and trustworthy and goes beyond just taking care of what the dog needs and focuses on what makes the dog happy -Walks, car rides, and trips to the dog park etc. it is so nice to know when we leave town that our pup is so well cared for.

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Sitter Profile Image: Angela F.
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Sitter Profile Image: Angela F.
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11.

Angela F.

Here for you and your pet!
McClellan Park, Madison, WI, 53718
1.4 mi. away
House Sitting, Drop-In Visits
1 review
from
$18
per visit

Angela is a great pet sitter and animal lover. She takes the time to really get to know your pet and interacts with them the way they like to be interacted with - be it play time, snuggle time, or walks. She will love your pet like it is her own and give them the attention they need when you can't be there.

Confirmed availability: Easter Weekend
Sitter Profile Image: Safeeyah Q.
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Sitter Profile Image: Safeeyah Q.
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12.

Safeeyah Q.

Special needs pet experience
Monona, WI, 53716
2.4 mi. away
Drop-In Visits
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$18
per visit

Safeeyah was incredible with my kitties. She was extremely responsive, sent lots of photos, and updated me on how each visit went. It was so calming to know my cats were in good hands. I will definitely be rebooking if I’m out of town, and I highly recommend her!

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Sitter Profile Image: Anna S.
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Sitter Profile Image: Anna S.
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13.

Anna S.

Rover 101
Loving, professional petcare
Madison, WI, 53704
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
404 reviews
103 repeat clients
from
$27
per visit

Anna is one of the rare humans in 11.5 years that my skittsh, guarded terrier instantly took to! Anna did three drops ins a day, for four days. When we came home the pups were very relaxed and happy. Anna was enthusiastic and very responsive in messages. I got photos of my skittish terrier giving her kisses!! That made me feel great while we were away. I will be using Anna again as my routine pet sitter. I especially apprectiate her availability during the morning and afternoons and evenings.

Sitter Profile Image: Rodrigo M.
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Sitter Profile Image: Rodrigo M.
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14.

Rodrigo M.

Cat dad, medical student
Madison, WI, 53714
0.9 mi. away
Drop-In Visits
5.0 out of 5 stars
5 reviews
1 repeat client
from
$16
per visit

Robert was great! He stopped by regularly twice a day to make sure one of my cats got her medication. The other was so excited for me to get back that she threw up a bit, but he cleaned that up even though I wasn’t expecting him to!

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Sitter Profile Image: Sophie M.
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Sitter Profile Image: Sophie M.
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15.

Sophie M.

Rover 101
Lover of all animals and exercise!
Madison, WI, 53704
1.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
7 repeat clients
from
$14
per visit

Sophie is the best! She is always timely, communicates frequently, is responsive, and clearly enjoys hanging out with Otis! I will continue to contact her for future drop-ins.

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Sitter Profile Image: Mark L.
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Sitter Profile Image: Mark L.
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16.

Mark L.

Animal lover, biology author
McClellan Park, Madison, WI, 53718
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$10
per visit

Mark is a fantastic sitter. I work on call and need last minute care for my pup sometime and Mark was happy to help! I came home to a very happy dog! Thanks, Mark! Will book this sitter again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Madalyn L.
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Sitter Profile Image: Madalyn L.
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17.

Madalyn L.

Pawsitively the best!
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
2.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
73 reviews
22 repeat clients
from
$20
per visit

Madalyn’s drop in cat care was perfect! She kept my cats well-fed and watered, cleaned out the litter box, and played with them with their favorite toys. She sent me lots of photos and videos too!

Sitter Profile Image: Kate C.
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Sitter Profile Image: Kate C.
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18.

Kate C.

Rover 101
Educator & Animal Enthusiast!
Eastmorland, Madison, WI, 53714
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
9 repeat clients
from
$14
per visit

Kate has been wonderful. She comes in and takes care of my dog when I’m in a pinch. Every time she comes, I have no complaints from Crane, I don’t have a light in my living room and she still takes care of my dog. She is wonderful.

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Sitter Profile Image: Mary M.
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Sitter Profile Image: Mary M.
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19.

Mary M.

Dog walks + cat sleepovers = ❤️
McClellan Park, Madison, WI, 53718
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$20
per visit

I don't know a better person to care for an animal than Mary. She has pet sat for me many times even after dealing with a dog with that was violently sick on a weekend! I highly recommend Mary M.

Confirmed availability: Easter Weekend
Sitter Profile Image: Tracy S.
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Sitter Profile Image: Tracy S.
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20.

Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
0.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$25
per visit

Tracy has been great with keeping us updated on the care of our dog. I noticed our dog is walking better now after 4 days with her!

Search Map

Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Rolling Meadows:

Pet parents in Rolling Meadows, Madison, WI love dog sitters on Rover.com. 10 owners have reviewed sitters in Rolling Meadows, Madison, giving them an average rating of 4.8/5. 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 Rolling Meadows 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 Rolling Meadows, 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 Rolling Meadows 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 dog sitter. 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 Rolling Meadows, 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