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

“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.”


“Ann did a wonderful job with my three shy kitties while I was on vacation. Ann followed all instructions and sent me detailed visits with the cutest pictures. My cats don’t open up very fast to new people but they opened up quite quickly after each visit. Ann is trustworthy, punctual, and quick to respond. My nerves were eased while I was away. I reccomend her to watch over your pets.”


“Krista was awesome and my pup enjoyed the day with her. Krista was punctual and followed my asks closely. I’d definitely recommend her to others.”


“Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!”


“She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!”



“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”


“Kira takes great care of our little fur babies. She is punctual, communicative, and friendly. We get detailed written updates with photos of happy dogs. Thank you Kira for all that you do!”


“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


“Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.”


“This was my first time using Rover, and I was very happy with the care and attention that Ann provided to my fur babies! I also really appreciated her updates & photos. I’ll definitely contact her again.”


“Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!”


“Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗”


“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: I am a dog mom of two very anxious and reactive rescue pups (both under two year olds). I have experience administering oral medication and handling severe dog anxiety. I am patient and cautious, and overall want your pet to have the best experience. I am a real estate agent, so my schedule is extremely flexible and I happy to spend 15-30 mins checking in and walking your furry friend during the day or evenings. I just ask for a 48 hour heads up so that I can coordinate my schedule. If you live nearby, and would like your pet to have some off-leash enrichment time, I have a fenced in yard with plenty of sniff spots!

“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


“Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.”


“Maryrose did a great job, communication was excellent, and our pets loved her!”


“Wonderful job! She is very kind, thoughtful, and caring.”


About: I've taken care of my small fluffy Shih Tzu, Ginger, since I was ten years old. I have always loved taking him on walks, running around outside, and playing together. I also have experience pet-sitting my neighbors two medium sized Golden Doodles over the past few summers! In addition, my boyfriend's family has adopted multiple rescue dogs that I have had the opportunity to care for and help them get adjusted to a new space. I am a recent graduate from Emory University looking to spend some time with dogs. I have lots of free time to give lots of attention and love to any dog! I am currently only offering services in client homes only right now, as I live in a smaller apartment. I can definitely adjust to whatever you are comfortable with!
Loving pet sitters in your neighborhood
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Julie A.Star Sitter

“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.”


Ann V.Star Sitter

“Ann did a wonderful job with my three shy kitties while I was on vacation. Ann followed all instructions and sent me detailed visits with the cutest pictures. My cats don’t open up very fast to new people but they opened up quite quickly after each visit. Ann is trustworthy, punctual, and quick to respond. My nerves were eased while I was away. I reccomend her to watch over your pets.”


Krista C.Star Sitter

“Krista was awesome and my pup enjoyed the day with her. Krista was punctual and followed my asks closely. I’d definitely recommend her to others.”


kylie l.

“Kylie did a great job of taking care of our kitty. Our kitty loved her and she kept us informed about how he was doing and sent lovely pictures of him!! Would definitely recommend!”


Anna O.Star Sitter

“She was so sweet to us and our dog Oliver. I just loved her report cards and all of her pictures showing us how he was doing. Highly recommend!”




Allegra R.
Star Sitter


“My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire again for sure!”


Kira F.Star Sitter

“Kira takes great care of our little fur babies. She is punctual, communicative, and friendly. We get detailed written updates with photos of happy dogs. Thank you Kira for all that you do!”


Laura D.Star Sitter

“Laura was such an amazing cat sitter for my two kitties! I reached out super last minute and Laura was so understanding and accommodating to our needs. Laura communicated beautifully and I felt super comfortable leaving my kitties in her care. I will definitely be booking with Laura again!! :)”


Ava H.

“Ava has been so great! She is so kind and caring for my pup! She always makes sure to take lots of cute pictures and leave a nice message each day she comes by. I highly recommend her!!”


Ashley K.

“Ashley is amazing. We’ve been having her visit with our cat Todd for over a year. He is becoming more high maintenance as he ages and now she’s been on puke duty and hasn’t questioned things one bit. She is easy to talk to and always keeps us in the loop. I highly recommend booking with her for any of your pet sitting needs.”


Ann A.Star Sitter

“This was my first time using Rover, and I was very happy with the care and attention that Ann provided to my fur babies! I also really appreciated her updates & photos. I’ll definitely contact her again.”


Annie J.
Star Sitter


“Watching my old cat isn’t very glamorous and I always hire a little nervously. Annie was so responsive and clearly has a lot of experience with pets of all kinds. My kitty had an accident at home and Annie was kind enough to send pictures and update me right away. Best rover ever. Thank you!!!”


Taylor B.Star Sitter

“Thank you so much, Taylor, for the great and smooth check in for our guys. We’re excited to have connected & to use you in the future as well! 🤗”


Devon G.

“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.”


Amaya B.
“Amaya is extremely caring and kind towards everyone, pets and humans all around. She is always eager to support your pets the best she can, through walking, enrichment, playing, or whatever else may be needed. I always appreciate her transparency and reliability, always using such clear communication. I’ve had the pleasure of seeing Amaya not only with her own cats and dogs, but with my deaf dog and other animals as well. She is a wonderful person and a great companion to help out when needed.”


Austin C.Star Sitter

“Austin is a dream walker! I got about 20 adorable pictures a day, all wallpaper and insta worthy ? He looked after my boisterous boy with enthusiasm, care and diligence. I cannot wait to plan my next vacation only so that newton and Austin can have more time together! ❤️ thank you so much, Austin!”


Robert N.Star Sitter

“Robert was great with our German Shepherd. Our dog can be shy with new sitters, but Robert was patient with her and treated her well. I would recommend using him as your sitter.”


Maryrose A.

“Maryrose did a great job, communication was excellent, and our pets loved her!”


Annalise C.

“Wonderful job! She is very kind, thoughtful, and caring.”


Natalia F.
“Natalia is a responsible, caring, and compassionate caretaker for our elderly shih tzu who has special needs after the loss of his vision and hearing.”
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
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.
