Pet Sitting & Drop Ins in Orchard Ridge Community, Madison, WI
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Orchard Ridge Community pet sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I always use Taylor as a sitter when I’m leaving town because I know she is reliable ! She always gives my cat the attention he needs while I’m gone !!”

“Jess is so accommodating with us and our “zoos” needs! We had the privilege of booking Jess twice now— once for an overnight and once for a drop in— and she’s been so great! Her detailed updates with pictures come often and are so appreciated! We absolutely recommend Jess and will be lucky to get to book her in the future!”

“Laura is amazing!! Responds super quick and I felt so at ease knowing she would take great care of my young puppy who requires a lot of attention! Couldn’t have asked for anything better!”

About: I have taken care of pets since I was ten years old. Family members and neighbors have counted on me to take care of their pets for years, including pets of all ages and with medical needs. I have an incredible attention to detail and will treat your pets as my own. I am also willing to care for pets other than cats and dogs. I specifically have experience with leopard geckos, guinea pigs, and parrots, and my experience volunteering in wildlife rehabilitation would allow me to assist with any exotic. I'm currently self-employed, so I have plenty of time to dedicate to your precious pets. I am available for house sitting, drop-in visits, and walking every day of the week. I will care for your pets as if they were my own, and I will be sure to follow all instructions given to me. Keeping your pets safe will be my priority. You can trust that your pets will be safe and happy while they are in my care. If I am staying in your home, I will do my best to make sure my impact on the space is as minor as possible and the only evidence that I was there will be a happy pet!
“Carlee has been wonderful with my pup, Henry. He can be hesitant to new people at first but he warmed right up to Carlee. Carlee is a great communicator, it’s such a relief knowing Hen is in good hands while I’m away at work. Thank you for being so caring!”

“Kaitlyn was wonderful! She took care of our cat while we were out of town and she did the job well and sent photos. We were happy with the service Kaitlyn provided, would highly recommend and we will book again with her in the future.”

About: I grew up on a farm here in Dane County and have experience looking after many species: large animal, small animal, fish, reptiles, birds, and of course cats and dogs! I have officially been petsitting since 2018 but have watched the pets of friends and family much longer than that. I received my degree in Animal and Veterinary Biosciences from UW Madison in 2023 with an emphasis in nutrition, and I worked at a pet food store for 6 years previous to that, so I am happy to accommodate any special feeding requests. I own two large protection breed dogs myself, but have also owned and petsat small breed dogs, so I have no size or breed exception. I am happy to work with reactive dogs as long as you help me to have a thorough understanding of what scares/upsets them. Please reach out to me if you have any questions! I am happy to do overnights, stay long term, or do just quick drop ins. I currently am working 8:30-5 M-F so I am typically unavailable during those hours. I am happy to do overnights, long term stays, drop in visits, or walks I make sure to go over all of the owners requests and requirements and to follow all rules. I am clean and tidy and will leave your house as I found it.
About: Hi, I’m Kaitlyn and I’ve lived with dogs for almost 20 years! I’ve helped family, neighbors and friends with pets of all ages, sizes and personalities. My experience has provided insight into how to comfortably care for most pets! I’m currently working at a dental clinic in the Madison area from Monday - Thursday. While work days can be busy, I can be readily available for drop-ins and walks over the lunch hour if needed. There is a large open field behind my apartment that is used by many dog owners to let their fur babies have some freedom throughout the day

“Allegra has been great with Ozzie and very supportive of our schedule with helping out with his potty breaks, dinners and play times. Ozzie loves to see her every time she visits! Thank you again Allegra for looking after Ozzie 😁🙏🏼”

“Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.”


“Whitney has visited my 4 year old cat Clark on multiple occasions. On the most recent, I had to go away for the weekend, and Clark had gotten sick a few times earlier in the week. Needless to say, I was nervous to leave him. But Whitney was so responsive to all of my concerns and requests, and took really good care of him. Luckily there were no issues, but Whitney’s notes and care really helped put all my concerns at ease. Will definitely be requesting her services again!”

“Keezieng is amazing! He’s available when I need someone to watch our dog in a pinch. He’s reliable and a big help when asked to do things that are above and beyond a drop in visit. We’re so thankful to have him as our Rover!”

“Completely amazing and super professional. He was a hero with our youngest rescue who bit him 👀 (unbelievably sorry) Great updates and photos.”

“Hannah was great! She agreed to do 2 meet and greets since we were moving and came in to feed our kitten (16 year old prissy cat) and got her to take all her meds, no problem! Thank you, Hannah!”

“Jolie has been super helpful. She loves animals and cares about them. She also respects and meets pet owners' needs. I couldn’t be happier with booking her. She is taking care of my babies, and I will definitely work with her again in the future.”

“Amanda was wonderful! I reached out short notice while I was out of town and my wife had a longer day at work than usual. She did a drop-in visit for our two dogs and everything went smoothly. We’d happily book again!”

“Kira was so easy to work with, was on time for every visit, and sent really sweet updates that gave us peace of mind that our dogs were in great care. Would definitely want to work with her again!”

“Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.”

“Our cats warmed up to Marri quickly which was great and also surprising since they don’t usually like strangers. Marri gave us good updates every time and took plenty of cute photos too”

Orchard Ridge Community pet parents share their Rover experiences
Courtney did a wonderful job with my two cats. Both my kitties warmed up quickly to her! She took lots of pictures and videos of them which helped me miss them a little less. I am glad that I chose Courtney to watch over them and I will for sure be choosing her again and recommending her to friends and family!

Sumedha did a great job at looking after my cat, Woody! She was very communicative, responsive, and flexible. I appreciated that she asked for detailed instructions and included details in her daily reports of how the visit went. Made me feel a lot better about leaving him alone for a few days.

My cat Ball was in a great mood when we returned from five days away celebrating Christmas with family. Eloise came at the same time every afternoon to feed him, change the litter, and play with him a little. Eloise was also very accommodating about scheduling a key exchange before we left and after we returned home. Thank you Eloise for keeping him so happy while we were not at home!

Laura was amazing with my cat Oliver!! She was so kind and thoughtful. She sent lots of photos and updates, which I really appreciated, and went above and beyond. Oliver was happy and well taken care of when I got back. I would absolutely book Laura again and highly recommend her!!

Jesse does a great job caring for our two timid kitties. We are repeat customers of hers because she is reliable, trustworthy and responsible and the cats are getting to know her. The less social kitty is even warming up to Jesse; I was very pleased to see the photo of her greeting Jesse. While we were traveling our area got some snow. Jesse offered to shovel our driveway. It was very nice coming home after a long day of traveling to a clear driveway! Thank you, Jesse!
Popular requests near you
Select a filter and find qualifying Orchard Ridge Community sitters!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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Orchard Ridge Community.
Rover makes it easy to find Orchard Ridge Community 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
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.














