Pet Boarding Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,951 pet parents in Winter Park have booked pet boarding
Winter Park, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Incredible. We relocated to Orlando and Erika accepted my dog with open arms so we could deal with the movers. They sent pictures and videos of her having fun and took the stress off of me and my dog. I highly recommend her.”
“Alex is great! Everything you'd want in a host - very responsive, flexible about timing for drop. off and pick-up, and a genuine animal lover. He sent adorable pictures of Bosun during his stay, and when I picked him I could tell he'd had a good time and been in great hands :) I will definitely use Alex again to watch Bosun and would recommend her to others.”
About: I have had dogs my whole life. My husband and I used to rescue abused beagles. I have more compassion for dogs over people. I have compassion for every animal. My dog is my life. I will treat every dog as my own. I am retired. Teach yoga part time. I have plenty of free time for my dog and a visiting dog. My dog is the highlight of my day. I walk him at least four times a day. He sleeps with me and gets all the petting he wants. I am home a lot. I have a large fenced backyard where the dogs have constant access. I walked Winnie the Pooch all the time.
“Savannah L. Was wonderful caring for Gracie. She gave her lots of love & attention. Gracie was very happy in the pictures Savannah sent us, and when we picked her up to go home. She was clean, ate well, had her meds and we would use Savannah again in a heartbeat!!! We love Savannah.”
“This was my first time ever using a dog sitter, and Eric exceeded every expectation. From the start, he was welcoming, professional, and genuinely great with my dog, Chyna. She took to him quickly, and when I picked her up, she was calm, happy, and clearly well cared for. I could tell she enjoyed her time with him, and it gave me so much peace of mind knowing she was in good hands. Eric made this entire experience smooth and stress-free. I would absolutely book with him again. Highly recommended!”
“Morgan took great care of babies for 5 nights!!! Kept us updated while we were on vacation. Definitely kept us at ease with photos and little cute updates 🤎”
“Paraná did a great job stepping in last minute after my original booking needed to be cancelled. I felt very uncomfortable leaving my dogs with her and will definitely rebook with her when needed.”
“Reakha and her daughter were WONDERFUL dog sitters! VERY quick response to my last minute request. A BEAUTIFUL, comfortable home and yard with a high fence. They have 2 very FRIENDLY dogs that ours enjoyed being around. We got multiple pics of our pup looking very HAPPY and relaxed. I care about my dog so much and I felt completely at ease and confident with them. Would HIGHLY recommend for dog sitter services in the Orlando area. Worth the commute no matter where you’re at!”
“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 and Mara provided wonderful care for Dobby. I received daily updates, and they seemed to care for him like he was their own. Mara asked plenty of good questions when I dropped Dobby off, so it was clear they cared about his wellbeing. Dobby enjoyed their backyard and lots of naps, and he came home safe and happy.”
About: I’ve been around dogs my entire life and have personally cared for them for the past 8+ years. I’ve owned and cared for Bernese Mountain Dogs, Golden Retrievers, Dobermans, German Shepherds, and now my one-year-old Bernedoodle, Benji. Since I work remotely, your dog will receive plenty of attention throughout the day and won’t be left alone for more than about two hours during my weekday routine. Benji is very friendly and loves making new dog friends, so as long as your dog enjoys other dogs, they’ll have a great companion to play with. Our daily routine includes five walks, with one lasting an hour or more and the others ranging from 10–20 minutes. We also have a dog park within walking distance that we visit regularly for exercise and socialization when appropriate. Your dog’s safety and comfort are my priority. I feed dogs separately to make sure everyone eats comfortably and receives the correct portions, and I’m experienced giving oral medications when needed. I’ll also keep you updated with plenty of photos and messages throughout your dog’s stay, so you’ll always know how they’re doing. I work remotely full-time, so your dog will have company and supervision throughout the day. During weekdays, dogs are typically never left alone for more than about two hours while I’m at the gym. Every day includes five walks, with one long walk of an hour or more, plus several shorter walks. I’m primarily available for weekday boarding and daycare to provide a calm, consistent routine and plenty of attention. Weekends depend on my schedule. Your dog’s safety, comfort, and happiness are my top priorities. Since I work remotely, your dog will have plenty of supervision throughout the day and will rarely be left alone for more than two hours during my weekday routine. I have a friendly one-year-old Bernedoodle who loves making new friends, and I only accept friendly, vaccinated dogs to help ensure a safe environment for everyone. Dogs are always fed separately to make sure they eat comfortably and receive the correct portions. My apartment is clean, pet-friendly, and just a short walk from a nearby dog park, with five daily walks to keep everyone active.
“Sasha was very caring for Dexter. She has so much love for animals and she’s awesome with communication and sending photos during the booking. Definitely using Sasha again she’s great!”
“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.”
“Such a great experience! My fur baby was comfortable and had a great time! Would definitely bring her back! Loved the friendliness and open communication!”
“Hala provided excellent communication throughout our dog’s 10 day stay with her. We were nervous leaving our dog for so long, but Hala and her family provided multiple daily text updates and pictures on how she was doing. Our pup came back bathed and in great spirits. We would absolutely use Hala again and recommend her for any pet sitting needs!”
About: - I own a rescue dog named Romeo and he is 6 years old and is the best boy! He is a shepherd mix and loves to go to the park, play with his toys, and loves pets and treats. - I also grew up with a dog (miniature schnauzer) in my home. Her name was Missy and she was always my friend and confidant growing up until I moved away to college. - I love all things outdoors and do not shy away from new experiences. I grew up camping, playing outside, and traveling. - I am an active person and love Pilates, pickle ball, and going to the beach. - I am caring and compassionate and work with kids (I’m a teacher) on a daily basis. Taking care of people/things comes naturally to me. - I am a quick learner, follow the rules, and am trustworthy and respectful. - I like to keep things tidy, organized, and clean- animals included! I work remotely and have a flexible schedule. I am dependable, punctual, multi-tasking, and can keep a schedule. As an online teacher, I’ve learned to juggle many things at once! I am a rule follower, attentive, compassionate, and fun! I’ll make sure to be timely, reliable, and trustworthy with your fur baby just like he/she is my own.
“We are very happy with Robert. He took good care of our dog, who had a little bit of anxiety separation and Robert managed very well. The walking area around the lake is very beautiful, giving peace to all of us. Excellent communication during the day ( it was only daycare what we needed). Easy access to his place which resulted very practical for the daily drop off and pick up. I am very pleased to discover him as a dog sitter.”
The median cost per night for pet boarding in Winter Park is $40
Pet parents share their Rover experiences - Winter Park
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.
I had such a great experience with Patama! Leo had the best time and became friends with her dog, which made me so happy. When I picked him up, he was very happy and definitely tired from all the fun 🥰 Communication was amazing throughout the whole stay, and I really appreciated all the updates and photos she sent me. It made me feel so much more comfortable knowing that Leo was happy and doing well. I’m so grateful for how well she took care of him, and I would definitely book with her again! ❤️
Justin took such great care of Alfred during his stay! As a bulldog, Alfred requires a little extra attention and care, especially with things like keeping his wrinkles clean, and Justin did a wonderful job making sure he was well cared for and comfortable. He also sent a lot of pictures and updates throughout the stay, which we really appreciated and gave us peace of mind while we were away. We came home to a happy, well-cared-for Alfred and would definitely trust Justin to watch him again. Highly recommend!
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 $31 per night as of October 2026. Most bookings cost between $25 and $56 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 2,728 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 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 , 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 .
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 .
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.
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, means our team will work with you to find a suitable replacement as quickly as possible.
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