Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 9 pet parents in Winter Park have booked dog boarding
Winter Park, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Sawyer loves his visits with Joan! She simply is "the bar" and we could not ask for more...she loves and cares for him as we do...and gives him opportunities to play with other furry friends...thank you...as always, we'll be back!”
“Curry was on some meds during this stay for an issue with his nose and she made sure he was staying on track ( with his meds and his ointment). Updated us when his nose was looking better too! Never have to worry if he is getting the care he needs here with Emma!! He loves coming over to see her, her huskies, and her kitties!! We will continue to use her <3”
“Jax had a great time with Fred (Sean) and Kim during an extended trip (17 days). They had lots of activities lined up and took great care of him. Many thanks!”
“Georgia did a great job with my two dogs, they warmed up to her quickly and I felt that they were safe with her. She was very communicative and sent lots of photos.”
“Emily took wonderful care of our pup Mara. We reached out very last minute for a weekend sitting request, and Emily even found time to meet us for a meet and greet the day before we dropped Mara off. She sent regular updates on how Mara was doing, and she was clearly having a great time with her, Emily’s dog Osito, and Emily’s son. Would 100% book with Emily again!”
“Amazing sitter!! Tigran gave me frequent updates and plenty of exercise for the fur babies!! My dogs came home super happy and tired. Would highly recommend Tigran!”
“Great experience dropping our dog off for an overnight. She made him feel right at home and provided updates and photos while we were away. We will definitely use Tracy again!”
About: I have always loved animals and had many pets growing up. Two golden retrievers, a black lab, cats, a parrot, hermit crabs, hamsters, frogs, lizards, fish, you name it. I got my own dog as soon as I could. I adopted a Doberman Pinscher puppy named Sage when I was 18 years old and she is everything I've ever wanted. I love caring for and spending time with my girl. I work a part time remote job at the moment so I am available basically anytime of the day. I have a pup at home that requires me to be home most of the time. I offer consistent attention, frequent potty breaks, long walks, interactive games, and lots of love. Every individual animal is different in their preferences and I am sure to listen when they tell me.
“Chelsea was great to work with. She made the meet-and-greet easy and then kept us up-to-date on how the puppies were doing throughout our trip. I'd use, and recommend, Chelsea in a heartbeat.”
“Madeline is wonderful!! She takes the care of your dog very seriously - she really took the time to learn about our dog, and was so thoughtful about his individual needs and temperament. Can’t recommend her enough, we were so sure he was safe and cared for with Madeline!”
“Margaret was great! She was flexible when we changed our pickup time and very easy to communicate with. Our dog was able to play with other dogs and was worn out (in a good way) when we picked her up at the end of the weekend.”
“After meeting Tegan, Abel, and her dog family, I felt very comfortable leaving my dog Pico in her care. Tegan and Abel asked great questions and were very flexible to make sure Pico was comfortable. Their home and property were beautiful and appeared to be very doggy-safe. I also liked that Tegan and Abel were at home with the dogs most of the time. I felt like I was leaving Pico at camp with a bunch of his best friends. He wasn't very eager to leave when I went to pick him up. I highly recommend Tegan as a dog sitter and would definitely leave Pico with her again. Five stars!”
“Our pup was well taken care of. Highly recommend care providers. The next time we go out of town I hope Allison and John are available to take care of ginger again.”
“What a joy to have trusted caretakers for my Rue. I know Rue was spoiled with love and constantly living her best life with Christoph and Nicole, their dog Charlie, and other new dog friends. And she got so much exercise she came home fit and tired! A great experience for all.”
“Eric was an awesome pet sitter for our two dogs, Mattie and Mindy, over a holiday weekend. We had a meet up prior to the dated. He provided frequent updates over the two days and provided lots of pictures of them walking, playing and sleeping. Our pets were well cared for and much appreciated. I highly recommend using Eric to take care of your pets. Thank you.”
“We couldn't have been happier with Lauren watching our dog for 10 days! She was so responsive throughout his stay & sent us photos of our dog everyday. When we picked up Moby he was in the best mood, it was like we never left. We will definitely be using Lauren again next time we go out of town! ”
The median cost per night for dog boarding in Winter Park is $55
Dog parents share their Rover experiences - Winter Park
Alicia, thank you so much for not only taking our sweet girl last minute but then taking exceptional care of her and also us by keeping us updated on her stay. Even if only one photo, I always love seeing how she’s doing, and you sent more than that. I appreciate you so much and 100% recommend you to anyone who’s looking for a compassionate and caring sitter for your fur babes!
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 10 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 $61 per night as of November 2026. Most bookings cost between $44 and $83 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 1,089 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.
96% 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:
- 88% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 96% 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 CO 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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