Pet Boarding in Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Park pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lexus was an amazing dog sitter for my goldendoodle. She was so kind, accommodating and sent lots of pictures and videos which put me at ease. Pick up & drop off was easy and she was flexible with my availability. Honey was definitely well taken care of! Highly recommend & look forward to using Lexus again!”
“Gracias por los cuidados de mi mascota, es la tercera vez que me ayudas y ella se siente cómo en su casa, muy buena comunicación, siempre enviándome fotos e informándome de su alimentación, encontré a mi mascota jugando y con nuevos juguetes, muchas gracias Natasha por cuidar y consentir a Chloe”
“Debra was awesome ….. our German Shepherd had the time of her life during the weekend we left her with Debra. She updated us with photos and gave us a verbal feedback during pick up.”
“I had an absolutely wonderful experience with Marie, she has an amazing yard and a super dog friendly house, and her dog Napo is just the sweetest. My dog is the nervous and reserved type, but by the second day of her stay she was zooming around the yard and actually enjoying herself. Marie sent lots of pictures and updates and responded to questions quickly, and she was flexible in figuring out a pick up time that worked with both of our schedules. My dog came home happy and exhausted. 5 stars all the way!”
“The girls always have a wonderful time with april and her family. She treats them with such care in is the only person i would trust besides my family to watch my girls”
“Incredibly nice and took wonderful care of my dog, definitely going back to her the next time we need boarding. Gave us plenty of updates and genuinely loved and cared our dog!”
“Erika was awesome. She kept us updated with pictures and videos and I felt comfortable that Boo was in good hands. Any future trips I will look to book Erika again. Thank you.”
“OMG Leonard is the Best , he is my forever sitter for now on, He was good with my big boy ( cesar) and my little boy ( Taz ) they came home happy and tired from him taking care of them and walking and playing with them for 10 days …. please book him you will not regret it at all❤️❤️❤️❤️❤️”
“Maria is amazing! Sweet, understanding, accommodating, responsive. She sent us regular updates about our pup with very cute photos. Her house and yard are beautiful and our dog had a wonderful time at her stay with Maria and her pups! I felt very comfortable leaving my baby with her, and at ease knowing she was in good hands. 10/10 recommend, thank you 🤍”
“Chayla did a great job of taking care of my two cats. One of them needed two medications, and it eased my mind to know that she had the skills and knowledge to handle it so well. Thanks, Chayla!”
“Becky is AMAZING!!! It was apparent when I first met her that she truly loves dogs. I felt completely comfortable while away for a few days. She’s so knowledgeable about dogs that I actually felt like she could take better care of my Shadow than I can!? I got plenty of pics and texts daily. I truly feel like she cares about my dog. You won’t regret allowing her to take care of your furry baby/friend.”
“Bruce kept my sweet 7 lb poodle mix, Lucy, for four nights prior to Thanksgiving. This is her third visit there, and she loves to go. Bruce makes sure she is well taken care of and any other dog he is keeping is friendly. Since she is so small, it was important to me to have someone who would really watch her carefully and be home with her throughout her stay. Bruce keeps me updated and send pics of what she is doing. I highly recommend him to others with small dogs.”
“Rachel provided the best care for our pups while we were out of town and we are so grateful! Being the first time using Rover, we were uncertain how it would be and how we would feel as we usually have friends watch them. She eased our worry by providing updates, pics and easy to communicate with. I highly recommend booking with Rachel for any needed pet services!!”
“Heather and Brendon were amazing with our dog, Hiro! They took such great care of him and kept us updated while we were away. They were so kind and flexible. We couldn’t have asked for a better sitter. Hiro came home happy and tired (the best combo!). Couldn’t recommend them more. They’re a total lifesaver!”
“Amber was absolutely incredible with Champ! It’s always nerve-wracking leaving him behind, but Amber sent frequent updates and the cutest photos, which totally put my mind at ease. She followed all his care instructions perfectly, and I could tell Champ was genuinely happy and well-loved while I was away. I highly recommend her!!! ❤️❤️”
“Our golden retriever always enjoys his time at Justin’s house - he doesn’t want to leave! Justin is so flexible with pick up and drop off and sends lots of pics/video updates.”
Over 1,836 pet parents in Winter Park have booked pet boarding
Winter Park pet parents share their Rover experiences
Very easy handoff. I booked very last-minute with them and they did a great job with Theo and administering his medication and making sure his hurt eye was good. They also followed all my feeding instructions and took him out as much as he wanted to go out. very happy!
I found Paul almost at the last moment…my regular cat sitter wasn’t available but Paul was interested in watching my cat, though he usually watches dogs. It was a short visit but it turned out well for both him and my cat. I would highly recommend Paul for both cats and dogs due to his calm and friendly demeanor.
Karyna and Emre took excellent care of Spooky. We were nervous about leaving Spooky with someone new so we reached out to Karyna and Emre for a meet and great and after talking to them and seeing them interact with our dog we felt comfortable. They asked us a ton of questions to understand our dog and his needs. He stayed with them from Thursday to Sunday and they sent me plenty of pictures and updates daily. They walked, snuggled, set up his enrichment toys and gave him plenty of treats. It was apparent he was very comfortable there with them.
Caroline and Luis watched my Trixie for 5 days while I was traveling visiting family. They did an excellent job, sending me tons of pictures every day, regularly letting me know how Trixie was doing and they were very accommodating when I needed to add another day to my trip. I highly recommend them!
This was our first time leaving our dog Gunner with someone other than family, but Brendan made Gunner feel like his family. We received updates and photos twice a day from Brendan and that made us much more comfortable and reassured that Gunner was in great hands and well taken care of. We will definitely rebook with Brendan in the future!
She was an excellent sitter! Was very caring and sweet with my dog and made him feel comfortable in a new environment. She was very accommodating and gave me multiple updates, which I appreciate and looked forward to during my trip. I recommend her to all my pet parent friends and would recommend you to a book with her as well.
I couldn’t wait to leave a review for Jeanette because she was absolutely amazing! She accepted my last minute weekend booking for my Fluffy Frenchie, Gizmo, and made the entire experience completely stress free. From the very beginning, her communication was consistent, thoughtful, and reassuring. She kept me updated throughout the weekend with messages and photos, which gave me so much peace of mind while I was away. Jeanette went above and beyond caring for Gizmo, she played with him, took him on walks, and even brought him to the park so he could get exercise and have fun. You can truly tell she genuinely loves and cares for the dogs she watches. I’m new to Orlando, but I can confidently say I’ve found Gizmo’s forever sitter! Thank you again, Jeanette, for taking such amazing care of my little guy!
Popular requests near you
Select a filter and find qualifying Winter Park sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder 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!
The median cost per night for pet boarding in Winter Park is $40
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 boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Winter Park average 12 repeat pet boarding clients
Pet Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in Winter Park on Rover as of Jun 2026 was about $40 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, 2,700 sitters provided pet boarding in Winter Park. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Winter Park pet boarding sitters respond in under an hour.
Sitters who provide pet boarding in Winter Park have an average of 17 years of experience. Pet boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Park.
Rover makes it easy to find Winter Park pet boarding sitters to provide loving care from their own home. The background-checked, 5-star 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 boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
There are 2,700 pet boarding sitters in Winter Park on Rover, so you’re sure to find the perfect match for your pet! In Winter Park, 96% of sitters offer daily exercise, 97% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check 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 boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 boarding 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 boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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