Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 164 pet parents in Winter Park have booked dog boarding
Winter Park, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Linda provided such a wonderful experience for my little French bulldog. Her home was so accommodating and pleasant. She has a beautiful backyard that affords the opportunity for the pets to Rome and be safe. She was a very consistent and excellent communicator during the visit. I would highly recommend Linda and we’ll see her out again!”
“Christina took great care of our pup and we are appreciative of how friendly and communicative she was. The process was easy and seamless. Wouldn’t hesitate to recommend her and book with her again!”
“Melanie and Troy took great care of our pup while we were away for a weekend vacation. Their proactive communication allowed us to enjoy our trip. We’ll be checking with them again next time we need someone to watch her.”
“This was my second time booking Carla & it was another great experience! She keeps me updated with pictures and messages & makes my dog feel at home! Will continue to book her in the future!”
“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!”
“Our dog Killian had a blast! He was so tired when we picked him up since he had so many friends to play with! April sent regular updates with pictures and it made us smile knowing our fur baby was in good hands!”
“Me and my pups favorite Rover stay so far! She sent so many pictures and videos and my pups looked like they loved their vacation. She was very responsive and we look forward to using her again.”
“Becca & her daughters are AMAZING!!! Maui was so so happy all the time. She is so communicative and nice and it was amazing to be abroad and being calm knowing my sweet boy was in the best hands. New repeated customer for sure!”
“Ariana was an incredible dog sitter. She was so reliable and responsible. Extremely responsive, sent us so many great pictures of our Dexter. He was literally smiling and had so many friends to play with. I could tell that he was so happy and comfortable. She sent updates and pictures periodically throughout the day that gave us such peace of mind knowing he was safe and just having a grand ole time. I highly recommend her and will for sure use her again. Thank you Ariana, you are truly the best!”
“Bruce and his wife are the most caring people. They took such good care of my little fur baby. Sent me pictures throughout the day and she became Bruce's BFF. The only man she's ever liked before was my late husband so I knew Bruce was a special person. They are 10 plus but you can only give a five-star rating but these people are AWESOME!”
“Sofia was great with my dog, Ziggy! I was a bit nervous considering we were new to the area and Ziggy had been with the same sitter for nearly 4 years. However, Sofia made him feel right at home! She sent constant updates, met with us for a last minute meet and greet, and was so gracious when I was running late. Highly recommend Sofia and we will definitely be back! ♥️”
“Cheri is AWESOME!!! Our flight was delayed and we didn’t get out of the airport until after midnight. She gladly allowed Reese to stay over another night and we were able to pick him up in the morning. I would give her 100 🌟if I could. We are so thankful that God has blessed us to have her in our lives. Reese loves her.”
“Lexus is our go to sitter, we’ve easily become regular customers. With every stay, my dog shows more and more comfort with her and her animal family. Thank you for always giving so much love and care, treating our dog like one of your own, and sending lots of pictures. Lexus is the best!”
“This was the first time we were with Brian and his boys. We met in March to "check each other out" and it went very well and Brian accepted Brooklyn as a guest in May. Brian was very attentive and sent me daily updates and photos. I fully expect Brooklyn will visit again in the future. If you are looking for a loving temporary home for your baby don't hesitate, glad I didn't.”
“Kristin was amazing with my little fur baby! She took care of her like she was her own, and it was such a wonderful experience. She has the perfect setup for dogs, and I felt completely comfortable knowing my pup was in great hands. Kristin kept me updated, gave her lots of love and attention, and made sure she was happy and well cared for. I would absolutely recommend her to anyone looking for a trustworthy and caring pet sitter!”
“She was amazing! She sent pics and updates throughout the day and took very good care of my dog. She also has a very nice house with a big backyard, plenty of space for my dog to play and roam around.”
“Our puppy Coco was happy staying with Daniel, Antonio & Marbella. We received frequent videos, photos & messages from them which made us happy to see our puppy playing, eating & interacting with them & their dog. Their home is safe & puppy friendly. We highly recommend them & appreciate them for taking care of our Coco.”
“Absolutely amazing! This is my second time using Janniqua and Steven and I will always try to rebook with them before going anywhere else. I love the daily updates and knowing Izzy is being taken care of!”
“Miss Tisha took great care of Fozzie. I dropped him off every morning & picked him up in the evening, Sunday to Tuesday. We were on vacation in FL & didn’t want to take him to a commercial broading chain. He was pulling me to her front door; happy to go there and hang with Lili, Tisha's fur-baby. We will use Tisha the next time we are in FL.”
The median cost per night for dog boarding in Winter Park is $40
Dog 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 dog boarding
1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Winter Park
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winter Park average 12 repeat dog boarding clients
FAQs for Dog Boarding - Winter Park
Frequently asked questions about Rover
The average cost of Dog 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.
As of November 2026, there are 2,665 sitters on Rover offering Dog Boarding across Winter Park. Enter your ZIP code to see which available sitters are closest to your home.
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.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Winter Park can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winter Park home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winter Park.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
Yes, you can find sitters who have experience with handling special pet needs in Winter Park. On Rover:
- 90% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
You and your Winter Park sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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