Pet Boarding Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 169 pet parents in Winter Park have booked pet boarding
Winter Park, Find top rated pet boarding
“Lee-Anne took wonderful care of my baby! I was visiting family for a week and my dog Beau boarded at her house. She sent me daily updates about Beau with pictures, and spent a lot of time with him each day. I will definitely contact Lee-Anne the next time I need a dog sitter!”
“Kim was an absolute pleasure to have as our dogsitter. We had some outstanding circumstances that she was able to work with us on and made the entire process smooth and convenient. Our two boys looked great and in high spirits when we got home. Her home is extremely welcoming and dog-friendly, and her backyard is a doggie heaven. We could not sing her praises any more than we are now. If you are looking for someone to take great care of your fur babies while you are away, you can rest assured Kim will be a great host. Will undoubtably be using her services again! 5/5 stars!”
“Mary is a wonderful pet sitter! I boarded my three dogs for 10 days with her & they were extremely well cared for. She has a very kind, gentle and friendly demeanor, lovely home and beautiful big backyard. All three dogs were happy, healthy, and very comfortable in their setting .I would highly recommend Mary!”
“Yetzavely was amazing at taking care of Theodore. She provided frequent updates with pictures. She was so sweet and caring with him. He seemed so happy and calm when we picked him up. Theodore was able to play and get really good attention. Thank you for taking such good care of him.”
“Julieth and her husband were wonderful hosts for our dog. They took great care of him, provided plenty of updates and photos, and were accommodating with our pick up time. We will definitely board with them again in the future!”
“Took good care of my puppy, Beemo. They sent photos daily and were very responsive. They mentioned that Beemo was marking quite a bit inside the house (he had done it once at a new house, but not daily), and they put a belly band on Beemo. They also bathed him.”
“Leda is wonderful with my girl big girl Millie. Millie wasn’t feeling well during this stay and Leda made sure she was well cared for and went the extra mile to ensure she was comfortable and happy.”
“Adriana took great care of my Yuri! She kept me updated and went above and beyond my expectations. I will book with Rover and Adriana again. I cannot sing her praise enough! Thank you so much! Shauntelle”
“We were so nervous to leave our dogs for the weekend and Jennifer made them feel so at home. She also made us feel super comfortable by sending daily updates. The dogs looked so happy. Can’t thank her enough! Will definitely be using her again.”
“Marie took great care of our babies: Yuki and Oliver. She is amazing! We received pictures and videos consistently. And by the way, she takes amazing pictures! Marie is just great with our dogs. She will definitely be taking care of them going forward as we found someone that really cares, spoils them and we can trust her with our fur babies. Thank you so much Marie! You showed us how much you care and how dedicated you are!”
“Marco & Mara were amazing! Our Goku was well loved and cared for. We received pictures and videos everyday. It was obvious that he was very happy there. The big backyard is a plus. We will be using again! Thank you.”
“I booked Reakha very last minute. Reakha was very flexible and worked with my needs. I initially booked her for 2 nights but my dog seemed very happy and got along with her dogs so I extended the stay for 2 more nights. I definitely did not bring enough food for my dog, but Reakha took care of her like her own dog. My dog didn’t want to come home after the stay! I’m very satisfied and highly recommend her to anyone.”
“Adrienne was so great watching our dog, Sophie! We had to make a weekend trip and Adrienne took great care of Sophie while we were away. She unfortunately developed a little hot spot on her paw and Adrienne was so helpful in keeping us updated and taking care of it until we could get her in to the vet. We will definitely reach out to Adrienne for future needs!”
“We are so happy to have found Carly! She promptly responded to initial our inquiry to address and ask questions as well as accommodating our scheduling needs. She provided many updates during our pup’s stay which included pictures. We felt very comfortable and will absolutely seek her for future boarding needs!”
“I honestly cannot say enough wonderful things about Jomarie! George, our black lab, is basically our child, so leaving him while we went on vacation was not easy for me. I was nervous about being away from him for so long, but she made the entire experience absolutely amazing! Every single day, she sent us pictures and videos of George, which gave me so much peace of mind. She took him on so many walks, gave him tons of attention, and genuinely made him feel loved. But I think the biggest compliment came from George himself! When we picked him up, he was so excited to see us, but he actually CRIED when it was time to leave Jomarie! I’ve also never seen him give someone so many kisses! That alone told me everything I needed to know about how well he was treated. She is such a kind, lovely person, and I truly believe George had his own little vacation while we were on ours! I’m so grateful we found someone who cared for him like he was her own. I would absolutely recommend Jomarie to anyone looking for someone they can trust with their fur baby. George might even be requesting another vacation soon! ❤️🐾”
“Christi was amazing! Our pups absolutely loved her. One of our dogs can be a little timid at first but she warmed up to Christi so quickly, which says a lot. She sent tons of photos, kept us updated the whole time, and made us feel completely at ease. We can’t wait to book with her again. Thank you Christi! 🐾”
The median cost per night for pet boarding in Winter Park is $40
Pet parents share their Rover experiences - Winter Park
We had a wonderful experience! She took such great care of Maverick while we were away on a family trip. She sent pictures and updates, which gave us peace of mind knowing he was happy and well cared for. It was so nice not having to worry about him while we were away. We truly appreciate her and would absolutely recommend her to anyone looking for a reliable and caring dog sitter!
Nina was absolutely wonderful with Brimley! She was incredibly caring, attentive, and kept us updated throughout her stay with photos and messages, which gave us so much peace of mind while we were away. It was clear that Brimley felt comfortable and happy with her, and we came home to a very well-cared-for pup. We couldn’t have asked for a better sitter and would absolutely recommend Nina to anyone looking for someone trustworthy, loving, and dependable. We will definitely be booking with her again!
Amber took such amazing care of Duke! She kept us updated every day with plenty of pictures, which gave us so much peace of mind while we were away. She was always quick to respond and made us feel confident that Duke was happy, comfortable, and well taken care of. We’re so grateful for how wonderful she was with him and would definitely recommend Amber to anyone looking for a caring and reliable sitter!❤️
Diego was a wonderful dog sitter for my dog Murphy. You can tell he really loves dogs and was trying his best to make my nervous puppy feel comfortable. It didn’t take long for Murphy to relax and warm up to him and his wife. I know Murphy will be super excited the next time we bring him there.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book pet boarding
1. Search
Browse profiles of sitters near you who offer pet boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet boarding - Winter Park
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Park average 12 repeat pet boarding clients
FAQs for Pet Boarding - Winter Park
Frequently asked questions about Rover
The average cost of Pet Boarding in Winter Park is $44 per night as of November 2026. Most bookings cost between $28 and $64 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 2,717 sitters on Rover for Pet Boarding in Winter Park. About 91% of Winter Park sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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