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 pet.

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Loving pet sitters in your neighborhood
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1. Jen D.

“Jen was phenomenal! She cared for Dexter like he was her own, she was punctual, sent lots of pictures and followed care instructions well. Should I need care in the future, she is someone I have come to trust both in my home and with my best friend.”


2. Shannon H.

“Shannon was able to come check on my little super last minute and was friendly and communicative. My girl is shy but warmed up to Shannon quickly, I could tell from the pictures she had a great time! I'll definitely book Shannon again in the future, thank you so much!!!”


3. Brooke D.

“Every time we book with Brooke we are impressed with her professionalism, quickness to respond, on-time visits, treatment of our pets, pictures, you name it!”


4. Heather K.

“Very appreciative of Heather and her willingness to check in on my cat while I was away for a few days during the Christmas holiday. She responded in a timely manner to my request and was very communicative during the entire process before and during pet sitting. Heather gave me updates and photos after each visit which I loved! She is experienced with cats and was very lovely as a pet sitter. My cat Myles enjoyed her visits. Highly recommend!”


5. Amanda K.

“Amanda K. Is beyond great! She is prompt, she exercises the pups, and most importantly she creates two very happy Goldens. Thank you Amanda!”




6. Eileen M.

“Eileen walked Toby and checked in on him. She also did a meet and greet prior to the day she was going to walk Toby so he was comfortable with her. That was comforting. She was great!”


7. Mark L.

“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.”


8. Safeeyah Q.

“Safeeyah was absolutely amazing for our first time ever using Rover! She made us feel so safe and confident in having our cats looked after. She gave great and thorough updates and asked if there was anything she needed help with. Highly highly recommend!”


9. Meghan & Jacob D.

“Meghan and Jacob did an excellent job taking care of my two cats for three weeks! They communicated clearly, provided fun photos and updates, and made me feel comfortable knowing my pets were in great hands! I would definitely recommend them to others, and would book with them again in the future 😊”


10. Joan F.

“Joan did a fantastic job taking care of our blind cat and flock of backyard chickens. I would highly recommend her to anyone looking or a pet sitter!”


11. Mary M.

“Great communication! Loved getting the photos and videos of our pup while we were away. Will definitely book again!”


12. Kali B.


“Kali was so sweet and took great care of my cat, Oliver while I was out of town. She was so flexible about meeting beforehand so everything was sorted out!! I received photos and a nice little paragraph about how Oliver was doing everyday and he warmed up to her so quickly (which is pretty rare with him 🙂). Thank you so much!!”


13. Zachary S.
“Zach has truly exceeded my expectations as a dog walker. Walking my four cavapoos—Niko, Como, Boots, and Bodo, all between 1 and 3 years old—is no easy task, but Zach manages it effortlessly and is nothing short of amazing. Not only is he incredibly skilled at managing all of them at once, but he also takes the time to get to know each of their personalities and needs. He’s not just walking them; he’s making sure they’re engaged, happy, and well-cared for every step of the way. On longer walks, Zach is so considerate and attentive that he’ll even make sure my dogs get water breaks when needed. I’ve never seen my dogs so calm and content after a walk! It's clear he genuinely cares about my dogs and treats them as if they were his own. I appreciate how thoughtful he is in responding to and handling their energy, as well as how he makes sure each dog gets the right balance of exercise and attention. As I've said (and cannot reiterate enough), after their walks, my pups come back happy, relaxed, and clearly well taken care of. Zach’s combination of professionalism, warmth, and true love for animals is rare, and I feel so lucky to have found someone I trust completely with my dogs!”


14. Brittany S.
“Brittany is so great with our three dogs! They are excited to spend time with her and I love knowing they are safe and well cared for. Brittany is a great communicator; I always receive updates and pictures. Highly recommend!”


15. Tessa D.

“Tessa was a very reliable and conscientious pet sitter for us. She communicated promptly and clearly and took good care of our dog.”


16. Laura S.
“Laura truly cared for my two dogs like they were her own. She was very attentive to their individual needs and quirks and went out of her way to make them feel comfortable with her. My one dog, Freddie, is fearful of new people and was initially skeptical of Laura. By the end of the week, she was easily his favorite human! It is a huge relief knowing your critters are well taken care of and well loved when you're away. She sent us regular photos and updates and was wonderful all around. Highly recommend!”


17. Stacy S.

“Stacy was a great sitter for my pets. I had no doubts they were going to be in good hands!”


18. Stephanie H.

“Stephanie checked on our dogs while we were away for a long day. She left a great recap of their time together and shared a few pics. Communicative and exactly what we needed when we were away the whole day!”


19. Jessica R.
About: I’ve always had a love for animals and have grown up caring for them. I recently lost my last dog to cancer and am hoping to spoil your pet until I’m ready to adopt my next one. Although I currently don’t have any pets, my experience with dogs has taught me how to understand their needs and provide a safe, loving environment. My previous dog was very dog reactive so I’m very familiar with strategies to avoid those triggers in my neighborhood. As a homeowner with a large, fenced-in yard, my house also offers plenty of space for your pets to run and play. If your older pet struggles with hard surfaces/splaying, unfortunately most of my house has hardwood floors with no rugs. My home is smoke-free, and I work from home several days a week, giving me the flexibility to spend lots of time with your pet. On days I’m in the office, I can easily come home at lunch to play with your pet. I’m currently working normal business hours and a hybrid schedule, working from home most days of the week. I work very close to home and can easily come home on lunch breaks for walk/potty breaks/play time/cuddles. Available most nights and weekends I have a large, fenced-in yard and live in a walkable neighborhood. I enjoy going for walks and look forward to giving your pet all the exercise they need, followed by some well-earned cuddles.


20. Kate C.


“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.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Rolling Meadows on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 165 pet sitters in Rolling Meadows. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 90% of Rolling Meadows pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 7 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Rolling Meadows.
Rover makes it easy to find Rolling Meadows pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 165 pet sitters in Rolling Meadows on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
