Pet Boarding Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,953 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.
“Dana and Jared were amazing with Theo. Dana sent the best and cutest pics of Theo multiple times a day with updates on what he was up to. Pick up and drop off was super smooth.”
“2nd time leaving my pets with them and they always come back to me in the same condition I left them in! They’re treated well and played with and loved on while I’m away. So appreciative of that. Will continue to use them when we leave town!”
“Our pup can be a little anxious and he melted with Kristie! She frequently sent updates and I could tell when we visited that our dog felt at home.”
“Absolutely adored Marie and how great of care she took of my baby. Sent me tons of photos and videos and was kind enough to see if her fur baby would get along with mine before officially booking. My baby came back super relaxed and well cared for. I really appreciate how courteous and sweet Marie is! 12/10 would book again! ♥️”
“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!”
About: I’ve cared for dogs both as a pet sitter and as a lifelong dog lover. I raised my 4-year-old Maltese and now have his 11-month-old son, so caring for dogs is a big part of my everyday life. I absolutely love dogs, cuddles, kisses, playtime, and making them feel comfortable and loved. I understand how important it is to trust the person caring for your pet, so I treat every dog as if they were my own. I offer a loving, comfortable home with a fenced yard, plenty of attention, frequent potty breaks, and lots of affection. I’m also happy to follow your dog’s normal feeding, sleeping, and care routine so they feel as at home as possible. ❤️🐶 I work Monday through Friday from 7 AM–4 PM and spend most weekends at home studying, reading, and watching movies. This gives me plenty of time to provide your pup with attention, cuddles, playtime, and frequent potty breaks. Your pup will enjoy a calm, loving home with a fully fenced and secure backyard. I provide frequent potty breaks, supervised outdoor time, lots of affection, and individual attention. I follow all feeding, medication, sleeping, and care instructions and provide photo updates throughout their stay.
“Renee was so great with my dog! She reached out a few days before the booking to confirm that she was so excited to have Velma stay with her for a bit. Her toddler was so sweet with my (often overly affectionate) pup and Velma was definitely sad to leave Renee's house! Would recommend her to anyone and if I am in the area again in need of a sitter I would not hesitate to book her again.”
“Nour was an amazing sitter! She took great care of my little frenchie. He was really happy with her for a whole week while I was away for a wedding. I will happily book her again”
“Wonderful person, super loving and kind. This was the first time I left my dog with her, and I will definitely leave my dog with her again. She's super attentive, provides frequent updates, and keeps us informed about how everything is going. I loved it! Highly recommended!”
“Maverick always has the best time here and I can tell he is very sad when he has to leave! Thanks for watching him over the holidays for us. Happy new year!”
“Denys was very attentive to our pup and I received updates every day which was very comforting, especially since this is her first stay and I was out of town with Denys and her family. She seem to get a lot of love and attention, which is very much appreciated!!”
“LOOK NO FURTHER!!! Seriously, 10 stars! I do rover myself, and I’m very picky about who I entrust my fur angel, Gemma Pearl, to. I could not have made a better choice than Christy! My experience from start to finish was nothing short of stellar. She treated Gemma like her own, and went above and beyond every step of the way. Christy was also very dedicated to making sure Gemma’s “rules” from mama were adhered to. Christy is now definitely my go-to for who to trust with my furry family, and I wouldn’t hesitate to recommend her to everyone!! If you want true peace of mind and the absolute best care while you’re not home, Christy is 100% IT!!”
About: I grew up caring for multiple large dogs and cats simultaneously. One of the two labs required extra care as he lost a rear limb when he was a puppy. I currently am blessed with a beautiful domestic long hair cat named Misty that has extra grooming needs and requires extensive daily brushing. My professional lifestyle allows me plenty of available time to meet the needs of any unique or variable schedules for both my own and your pets sitting and walking needs. I’m an experienced dog walker and actively engage with animals to keep their attention and gain their trust. For cats I groom and brush daily as well as reinforce positive behavior through praise training.
“I cannot recommend McKenna enough! I am new to Florida, and had an almost 2 week trip, that was previously planned. I was extremely nervous about leaving my dog for that long. I did not have good experiences with petsmart, due to my dog coming bag skinny and skittish. This was all very last minute, and I read about Rover, and came across her profile. She had great reviews, and we set up a meet and greet. I instantly felt comfortable about leaving Pixie. She was so flexible and communicative. She texted me everyday pictures, and videos of Pixie. She made sure to send me pictures of Pixie eating, and getting her walks. I knew she was in great hands, and taken care of over there. I will not be leaving Pixie with anyone else, and I will definitely be using her again for future trips. Thank you so much McKenna!”
“Highly recommend Maria & José! They’re super friendly and took great care of our Frenchie! Great communication and adjusted easily to our last minute needs.”
“Jennifer took great care of our dog, Maverick. She was very communicative, friendly, and sent us lots of updates which we appreciated! We will definitely use her again in the future”
The median cost per night for pet boarding in Winter Park is $40
Pet parents share their Rover experiences - Winter Park
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! ❤️
Robert was a great communicator and took great care of our Nyla girl. We set up a meet & greet ahead of time and he immediately posed his attention to Nyla. He followed our instructions to a T and when an unexpected health scare occurred while we were away, he quickly took her to the vet to be evaluated. We are grateful for his attention to our pet and will likely book in the future. Bonus: Our girl loved him too ❤️🐾 Thanks for everything!
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!
We appreciate Mackenzie so much! Our dog Max was recently diagnosed with IVDD so we needed someone who has experience taking care of dogs with special needs. Max is on a lot of medications and needs to be expressed every few hours. He's a very shy boy who can take a while to warm up to others but Mackenzie wasn't fazed at all and took it all in stride! She always kept us updated, answered our questions, and followed any requests we had for his care. Thanks to her love and care for our Max, we were able to have peace of mind while away. We'll definitely be back whenever we need sitting for Max.
We had Becky watch our dog Grace for two overnights. Grace was very happy and comfortable there from the pictures she posted and how she was when we went for our initial meet and greet. A relaxing atmosphere with a house of furniture and such the dog guests can call home while away from theirs. A secure back yard as well for outdoor mingling with the other dog guests. We will be having Grace visit there again for the love and attention that Becky gives her guests!!!! Thanks Becky!
Spooky had another wonderful stay with Karyna and Emre! He stayed with them for 10 days and everyday we received multiple updates (videos and pictures) of all the fun he was having. It felt like Spooky was on his own vacation with all the fun things he was doing, which made us feel really comforted. We will definitely book with them again!
Jesse is an elder statesman, with elder statesman needs. Ehimare was great with him. I asked Ehimare to overnight board Jesse on two separate occasions while I was traveling. Ehimare graciously welcomed Jesse into his home, and I truly appreciate the care, patience, and subtle approach Ehimare gave to Jesse. He seems to understand dogs and truly care about them. To me, that means a great deal.
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.
Meet local sitters who will treat your pets like family
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 on Rover is $31 per night as of October 2026. Most bookings cost between $25 and $56 per night. 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 2,752 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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