Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,848 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 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.”
“Jennifer provided excellent care for my dogs while away for a long weekend staycation. She provided pictures and updates daily, and I know the dogs enjoyed their time with her and her family. Now they need a few days to recover from the extra fun and attention!! Would recommend, and book, again without any hesitation!”
“Brooke was amazing with my kitties! She is very consistent with pictures and updates, and my kitties absolutely loved her! Will 100% book again with her!”
“We honestly couldn’t be happier with the care they gave our Goldendoodle. Our pup got plenty of playtime with other dogs and enjoyed going outside every day in their big yard. We highly recommend Sarahi and Leandro — and we loved getting daily photo updates of our dog!”
“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!!!”
“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!”
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.
“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!”
“We had the best anniversary trip knowing that our dog Olivia was safe staying with Zuleica! Thank you Zuleica for all the pictures while we were away! Olivia is super happy!”
“I’ve use Christine twice now, and she has given my boy the best care each time. She always sends daily updates with plenty of pictures, and I know she is always taking care of my baby as if he is one of her own. I could tell he has a great time in her care!”
“Amazing, thank you!! Carla took great care of our dog Henry while we were out of town for the weekend. She sent pictures and updates and was very accommodating with drop-off and pickup times. Would love to have her watch Henry again sometime!”
“April was amazing! She was communicative and took great care of our pup. April was flexible when our flight was delayed. It was very helpful to know we didn't have to stress about arranging for pick-up by a certain time. We received pictures while we were away and she seemed to genuinely enjoy caring for Maui. We wouldn't hesitate to hire her again.”
“This was our third time using Rover, and once again, it was a great experience! We left Zeus with Nathaniel, and we couldn’t be happier with the care he gave him. He is very kind and friendly, and he made both of us feel completely at ease from the very beginning. Nathaniel is reliable, responsible, and honest—everything you could hope for when leaving your pet with someone. He treated our furry friend like his own, which we truly appreciated. A big plus is that he’s located very close to the airport, which made drop-off and pick-up super easy and convenient on our way home. We highly recommend him to anyone looking for a trustworthy and caring sitter, and we would definitely leave our big dog with him again!”
“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!”
“Kristie was the best with our new puppy! She sent us lots of videos and I could tell when we picked Freddie up that she was well cared for. Kristie even gave us a new harness since Freddie chewed through hers”
“Ailin, did a wonderful job watching my two dogs. This was our first Rover experience and it was terrific. I received pics and updates frequently. My dogs seemed very much at home by the end of the weekend. I highly recommend Ailin and plan to schedule again in the future. Thanks Ailin!”
“I had an absolutely wonderful experience with Marie, she has an amazing yard and a super dog friendly house, and her dog Napo is just the sweetest. My dog is the nervous and reserved type, but by the second day of her stay she was zooming around the yard and actually enjoying herself. Marie sent lots of pictures and updates and responded to questions quickly, and she was flexible in figuring out a pick up time that worked with both of our schedules. My dog came home happy and exhausted. 5 stars all the way!”
The median cost per night for dog boarding in Winter Park is $40
Dog 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 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 Dog Boarding - Winter Park
Frequently asked questions about Rover
The average cost of Dog 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.
As of October 2026, there are 2,701 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 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.
<b>Tip:</b> 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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