Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,852 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.
“Best dog sitter we have ever had. She went above and beyond. She was able to take our dogs last minute. Her whole family is truly so kind. We would definitely recommend booking with her.”
“Linda is great with my two boys. They love staying with her and always seem happy and healthy when I pick them up. I also appreciate her photos and videos of them throughout the stay.”
“Mr Cookie has become a part of Brooke’s family and we were able to enjoy our vacation know he was so loved. Thanks Brooke! We will contact you again as Mr Cookie’s home away from home!”
“Awesome experience! Definitely made me feel like my baby was in a safe place. Super friendly! Close to the airport so convenient too. They sent updates and pics so I could see how my little girl was doing. Allowed me peace of mind to truly enjoy my vacation without worrying!!!”
“They were absolutely amazing. Mimi wasn’t feeling well when I left. She also gets anxious when I leave which doesn’t help her stomach issues. They did everything they could do to make her feel better. They constantly kept me updated. They sent a lot of photos and videos. I definitely recommend them. Can’t wait to use them again.”
“Ivanka took good care of my pups while I was away. She sent pictures and was very responsive if I reached out to check on them. Understanding of travel delays which was so appreciated. Will definitely trust her again with my pets!”
“Christina was amazing! We used her as our first dog sitter who wasn’t family. She took amazing care of our baby and even sent us daily updates of their adventures while we were away. Highly recommend and would use her again in the future!”
“Carla was absolutely amazing with my dog! She went out of her way to make sure my dog was happy and sent several picture updates. Would definitely use her again and again!”
“This was our dog’s fourth stay at Marie’s and all went wonderful. Our dog enjoys walking with Marie and Napo, running in her fenced backyard and playing with plenty of tennis balls. Our dog has sensitive eyes and we really appreciated Marie applying his eyedrops daily. We picked him up happy and healthy. Thank you Marie!”
“Mackenzie was absolutely awesome taking care of my fur baby. She kept our line of communication clear and consistent, giving daily updates along with pictures. It was my dog’s first time boarding with anyone and Mackenzie really helped in making my trip a bit easier knowing my dog was in great hands. She’s the absolute best!”
“Michael is the best and took amazing care of our dog Henry! We could tell that he and his wife love dogs as soon as we met them, and we knew our pup would be in great hands. Their house and fenced in backyard are perfect for dogs and they were flexible with drop off and pickup times. Henry loved his visit and can’t wait to stay at Michael’s house again! 10/10 would recommend ?”
“Holly and Minnie were so well cared for! They seemed so happy and totally crashed when they came home I think they played a lot! April sent us pics of the pups every day. Thanks a bunch for taking care of our fur babies!!!”
“Did a great job watching our senior cat while we were away at Disney World and did a phenomenal job. Excellent communication and star treatment for our older kitty. Super reliable and highly recommended!”
“Lady E's care was excellent; they always kept me informed about how she was doing, sending me videos and photos. When I went to pick her up, she looked happy and well cared for. I'm happy because my dog was happy.A+++++++***+++++++++They deserve 1000000 stars.”
“Our five month old puppy’s first overnight was with Kristi and I think we were more anxious than he was. Drop off and pick up were super easy. We loved receiving videos of Duncan during his stay and we brought back home the sleepiest pup. Thanks Kristie!!”
“Martha & her family took great care of my little yorkie. It was our first time using Rover and her first time not staying at a family members home. We couldn’t be more happy with the care and updates we received! If we’re in the Orlando area again we would definitely feel comfortable leaving her with Martha & her sweet family!”
The median cost per night for dog boarding in Winter Park is $40
Dog parents share their Rover experiences - Winter Park
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 dogs like family
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 Boarding - Winter Park
Frequently asked questions about Rover
The average cost for Dog Boarding in Winter Park on Rover is $31.08 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of September 2026, there are 2,677 sitters on Rover offering Dog Boarding across Winter Park. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Winter Park sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winter Park landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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.
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.
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