Dog Boarding Winter Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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%.

“Joan is absolutely amazing! Joan watched our dog, Yoda for 18 days. He is a chihuahua/dachshund mix. Yoda can be a little timid when meeting someone new and when he is in a new environment. We were a little worried about how he would settle in at first. Our concerns were alleviated as soon as we saw the first pictures Joan sent us. He looked so happy! He was playing with other dogs, going for long walks, having “bone time”, sleeping in bed with Joan and constantly sitting on her lap. He was on vacation too! Joan sent at least 5 photos a day with a caption under each photo. We have found our permanent Dogsitter and feel so blessed to have found Joan. She is a dog lover and makes sure each dog in her care knows they are loved. I can’t say enough about how well Yoda was taken care of while we were gone. I will be referring my friends to Joan in the future.”
“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”

“Georgia was super accommodating with our last minute booking and took such good care of our fur babies! She sent photos and kept us updated throughout the stay. Would highly recommend!”
“Meera was so great with Luna!! I appreciated that she gave us daily updates with lots of pictures and videos. She also let us know how she was doing and if she was eating all of her food. It looks like Luna and their dog Zuko had a blast together! Zuko was extremely sweet and respectful and such a perfect playmate for Luna. We most definitely want to have Meera watch Luna again!”


About: I’ve been around animals all my life. I pay attention to what each pet needs, whether it’s a bouncy pup who needs play or a senior dog who deserves patience and a softer pace. I just want them to feel safe and loved while you’re away. I am available full time and have plenty of flexibility to care for your dogs, giving them consistent attention, playtime, exercise, companionship, and plenty of love throughout the day. I treat every dog like they’re part of the family. In my care, they get a safe, comfortable environment, plenty of attention, and a consistent routine.” In client homes, I respect your space and follow your dog’s normal routine, making sure they have fresh water, a comfy place to rest, and, of course, lots of love and supervision
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.
“Della is the BEST! We feel so grateful to know her. She took wonderful care of our pets, including one who just had a recent surgery. She was kind, responsive and so flexible with us. Her family was loving to our pups, too, and we look forward to working with her again. She's wonderful.”


“Margaret was very responsive and willing to take us on short notice after another booking option fell through. Bodi had so much fun with the kids and other dogs and Margaret did a great job keeping us updated with adorable pictures and letting us know how his stay was going. Would absolutely leave Bodi with her again!”

“My dog had a great time with Madeline. Madeline took her for lots of walks, and she handled my dog's anxiety/reactivity wonderfully. Will definitely be booking her again!”

“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! ”


About: I’ve taken care of large/,medium & small dogs since I was 20. Neighbors, friends and family relied on me to groom, walk, feed & bath their pets, and I can do it for you. As I’m retired with plenty of time to care for your dog, and take it on walks, if you choose.. I do have a cat so your pet needs to be cat-friendly. I’m available for boarding/drop-off after 2 p.m., on weekdays & weekends, unless other arrangements made in advance. I am retired, and have plenty of time to care for your pet(s). I have a fenced yard, a large, covered, enclosed deck for lounging in open-air, 2 friendly small dogs, and a cat. Also live in fairly large house with my grandson who is 4 yrs. old (must get along w/child, small dogs & cat).. I can walk your dog if arrangements made in advance (for additional fee.) I crate my dogs at night, and prefer you provide a crate for your dog(s), as well.
“Jessica and Sophie were wonderful watching our pup! We were sent many pictures and our dog had a great time playing with Sophie. He was well cared for and is now exhausted. Highly recommend!”

About: The hardest part about going away is having to leave the babies behind. Let me ease your mind by ensuring they are provided with quality care and love until you return!! I have been petsitting since I was a teenager and have extensive experience with dogs who need a little extra or special care. This can include more frequent potty breaks, administering medications, special diets, and more. I am a rideshare driver and online student so my schedule is entirely flexible which means that I can be available to your pup when they need it the most! Let me know if you have any questions or extra concerns about hiring care for your best friend. They deserve the very best and I strive to give them just that!!! I am an Uber driver which means I make my own schedule. Generally, I drive late at night, particularly on weekends but I have complete flexibility to accommodate the needs of your furry family members. I always strive to do my very best to replicate the routine your animals are used to. This ensures that they can be as comfortable as possible while you're away!

“My older dog Santo did well with Jacqueline's gentle care. She understood his limitations, especially regarding heat. He had plenty of toys, and was able to play with her well behaved dogs. Jacqueline runs a tight ship, which I appreciate.”
About: What Sets Us Apart - We Are Pet Parents First We don’t just "sit" dogs—we’re dog parents ourselves. We’ve used Rover for our own pup and we know exactly how it feels to drive away hoping your fur child is in good hands. Because we treat our dog like our own child, we provide the same level of emotional investment, spoiled attention, and responsible care to your dog that we expect for ours. One of the biggest advantages of booking with us is that your dog will rarely, if ever, be alone. We work remotely/semi-remotely, which means there is almost always someone at home to provide belly rubs, backyard breaks, or just a reassuring presence during the workday. If your dog is used to having "their person" around, they’ll feel right at home here. As remote and semi-remote professionals, our home is active and supervised throughout the day. Pet care isn't something we fit in after work; it's woven into our daily lives as we have our own pup - Ellie - a mini wiener dog. Because one of us is almost always home, your pup will enjoy consistent companionship and on-demand potty breaks. When your pup stays with us, they aren't just a guest—they’re a temporary member of our family. We provide a "home away from home" environment where your dog has full access to our living space for naps, play, and cuddles. We also have a fully fenced yard - so they are safe inside and outside. We do have our own fur baby so we will need the dogs to get along.
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.FAQs for Dog Boarding - Winter Park
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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, 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 , 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 .
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.





