Pet Sitting & Drop Ins in Prairie Hills, 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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Top rated Prairie Hills pet sitters
“Taylor did great checking on our cats for a few days. Super fast to respond to messages and very kind, we really appreciated knowing our cats were in good hands.”

“Jess did such a great job taking care of my dog. She also sent me thorough, regular updates with ample pictures so I could see how my boy was doing. Would definitely book with her again.”

“This was my first time using Rover and Laura made the process very easy. She was very responsive, sent us notes and pictures from her visits and did a great job trying to engage our particularly skittish cat. I would not hesitate to rebook with Laura the next time we are out of town.”


“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!”

“Julie did a great job checking in on my dog , Fritz, and they seemed to get along really well. She really seems to be a dog lover and was good about communicating with me throughout the weekend.”

“Thanks so much Kira for taking such good care of our cats while we were away! We really appreciated the updates, communication, and willingness to pick up a last minute booking- we’re so grateful :)”

About: I grew up with horses, dogs, and chickens and I’ve been working as a house sitter since I was 12. I worked at an animal shelter all though high school/most of college. I’m happy to take your dog out for a walk, scoop out your cats litter box, or play with either. I am also happy to water/keep your plants alive while you are away if that is something you need. Willing to work on short notice as well - feel free to reach out whenever you might need me! I do work a 9-5 job so it would be difficult for me to stop by during normal work hours. I’m totally open on weekends/early mornings/evenings though! Right now I am only planning on drop in visits - I will keep to the policy of leaving your space as clean as it was when I came in (or cleaner!). I am happy to clean out litterboxes or kennels as needed. I can play with your pet, take them out for a walk, you name it!
“Carlee was very communicative and flexible which in our crazy household I greatly appreciated! Our pup Trudy loved her. To our surprise, even our cat, who is skittish and doesn’t like strangers, warmed up to her immediately!”

“We have a very happy puppy when Krista visits. Krista is great at communicating about requests, confirmed appointments and shares outcomes of her visit. Thank you Krista.”


“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.”

About: We are a family of four that wants to get a dog some day when our children are a bit older. We have two daughters aged 7 and 3. We love to do dog sitting so we can still enjoy a dog in our home. I am a high school teacher and my wife stays home 3 out of 5 days/week with our two young daughters. My wife grew up with Labradors and I grew up with Maltese and Terriers. We cannot wait to have our own dog again. Will your dog be the one to convince us of what type of dog we want for our family? We look forward to meeting you and treating your dog like they are part of our family! Because we do not currently have a dog and only take one dog at a time, your dog will be very well cared for and receive tons of attention and affection! **once in awhile, we may have two bookings that overlap slightly depending on pick-up/drop-off times, but if that happens we will communicate that with you! My wife is home Wednesdays, Thursdays and Fridays with our daughters. On Mondays and Tuesdays, we are gone from 8:30-4:00. If that is too long of a period for your dog to go without a potty break please let us know! I am a teacher at Memorial highschool (just 5 mins from our home) and can easily come home during my lunch break for a quick dog walk! We have a fenced in yard for your dog to explore. Otherwise, we will let your dog roam anywhere in the house! If needed, we have baby gates and are able to section off parts of our home.
“Completely amazing and super professional. He was a hero with our youngest rescue who bit him 👀 (unbelievably sorry) Great updates and photos.”

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
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!
“Ann is SO kind and sweet and was extra patient with our fearful rescue dog! She provided great communication and updates and it is clear she cares a lot about pets. We really appreciated her being able to check in on Pumpkin on Thanksgiving night and would absolutely reach out to her again.”

About: Animal loving family would be delighted to provide love and care for your furry babies, both cats and dogs. Experience with younger and older pets, including those that may need extra care. We work from home and can manage visits anytime, including throughout the workday. We currently have 2 adult cats that have indoor and outdoor privileges on an invisible fence. We care for them daily including multiple feedings and playtime. They are family members and receive nearly equal amounts of love and attention as our daughter. When pet-sitting we follow the guidance of the owner and their instructions for care. We treat all animals as if they are our own and always put their needs first.
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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
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Why Choose Rover?
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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 Prairie Hills.
Rover makes it easy to find Prairie Hills 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.



