Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1,886 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 took care of Odie for three days when we needed a break. He loved her yard and her house and her attention. We will definitely call on her again for boarding our dog.”
“Sarahi and Leandro took really good care of Danny. They shared plenty of pictures of Danny everyday and I can tell Danny was comfortable and was enjoying himself while he was there. Definitely will rebook in the future!”
“Maria's house is clean and Sassy had a friend to play with while she was there. I got pictures throughout the stay and Sassy appeared to be comfortable. Excellent communication and Maria was flexible when I had a change in schedule. We will definitely use her services again.”
“My dog was with Carla for almost 2 weeks. I was nervous leaving her for so long, especially with another dog (Nugget) in the house. My dog did fine though. Carla was very patient with her. I appreciated all of the updates, and her prompt responses. I was able to relax and enjoy my vacation without worrying about my dog.”
“Ivanka was a great caretaker for our fur baby Alaska, she kept us updated constantly and sent pictures of her, would definitely recommend using her services, and really appreciate her taking time to take care of our baby.”
“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!!!”
“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!”
“Maui had an AMAZING time all the days he was with April and her family. I really enjoyed the pictures and videos I received while I was away. It was great to see how happy he was and how much he was enjoying the other dogs. We will be repeat clients for sure! Thanks again! You all are awesome!”
“Richard was great. Quick to respond and was happy with the updates that he sent me. Things couldn't have worked out any better and will definitely look into using Richard again in the future.”
“If I could leave six stars I would. Kevin took amazing care of my dog (also named Kevin). After having boarded him at a kennel previously, I cannot begin to describe how at ease I felt when my dog was with Kevin. He clearly has a genuine love for dogs and takes pleasure in taking care of them. He is extremely knowledgeable and is definitely someone that can be trusted to take as good if not better care of your pup than you do. He sent me updates and great photos everyday was flexible and understanding when I needed to make changes to my schedule. When I picked up my dog you could tell that he loved Kevin and he also came home smelling amazing which was just the cherry on top of a great experience. Thank you Kevin! We will definitely be seeing you soon.”
“Patama did a wonderful job helping us and our pup get acquainted with her family during a meet and greet. Our dog and hers got along well, and we were happy that she had someone to play with all week. Patama sent us pictures and videos each day as well.”
“Marie was phenomenal! She took in Mochi as if he was her own doggie. I got videos and pics of his stay each day and saw how much fun he was having playing and running around. I felt great knowing he was in her hands and in a safe loving environment.”
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.
“Destiny is everything we could ask for! She took care of our dog, Olive. as her own. It was like she was on a vacation. Thank you so much, Destiny! 🌷💕 We will be back!”
“Charles was absolutely amazing! I needed a sitter at the last minute over the July 4th holiday, and he was incredibly responsive and accommodating from the very beginning. He even offered to pick up and drop off my dog at no extra charge, which made the whole process so much easier. Throughout the stay, he kept me updated with messages and videos, so I always knew how my dog was doing. It was clear that he genuinely cared for my dog, taking him on walks, paying attention to his behavior, and treating him like one of his own. His communication was excellent before, during, and after the booking, and he was always friendly. Eeyore came home happy, relaxed, and well cared for. I couldn’t have asked for a better experience, especially on such short notice during a busy holiday weekend. I highly recommend Charles to anyone looking for someone trustworthy, caring, and dependable to watch their pet. I will definitely be booking with him again!”
The median cost per night for dog boarding in Winter Park is $40
Dog parents share their Rover experiences - Winter Park
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.
Camryn was wonderful with Bella! She took great care of her, kept me updated, and made me feel completely at ease while I was away. Bella came home happy, and I couldn’t have asked for a better experience. I’ll definitely be booking with Camryn again the next time I’m in the area and need a Rover sitter. 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.
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 August 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 August 2026, there are 2,642 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.
96% 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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