Pet Boarding Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,793 pet parents in Winter Park have booked pet boarding
Winter Park, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I HIGHLY RECOMMEMD ALEXIS AS A DOG SITTER. I left my 8-month old Willow golden doodle with her for a 10-day home boarding at her home while I went out of the States for Holiday. I HAD ZERO WORRIES, she sent DAILY PICTURES, and UPDATES—Willow Loved Staying and Doodle Puppy So far she has required Velcro attention and Play——Lexus Provided that Care. If u need Care and safety for your animal, Contact Alexis. Julie Miller—-And —-Willow Brie (She also took pictures and gave us a nice Welcome Home Memory Card) :)”
“Jackie is wonderful ! She took care of our babies as her own . She was easy to reach out to and kept us informed constantly on how the puppies were doing. Definitely our go to puppy sitter 🐶”
“Marie is extremely communicative and will treat your dog the way she treats her own. They go on long walks, get lots of running time and of course snuggles. I trust Marie with my girl more than anyone!”
“I recommend her if you want to.leave your baby/ies in good hands. I can tell that my dod was super happy with her.Natasha was very responsive when I check on my baby Taina while I was traveling. Taina can.be hyper or anxious and its difficult consider to take her on a flight with me. But I leave in peace and pick.her up.feeling more at peace. Highly recommended!!”
“Erika is an excellent sitter for my boy. She keep us posted with messages and pictures everyday while we were away. My boy was happy and missing her buddies over Erika's. I'd be gladly use her service again any time we are away. Thank you Erika!”
“This is third time that Zoey is cared for by Denys. When Zoey got out of the car and saw Denys, she began to wag her tail. She was so happy to see Denys. She went with her and did not look back. We are very pleased.”
“We’re very happy that Heather and Brendan took such great care of our dog, Hiro, while we were out of town. Their communication was excellent, and we felt confident knowing Hiro was in good hands. We’d definitely count on them again!”
“I can't recommend Christine enough! She is awesome and has made me feel very comfortable with how my GSD is treated and cared for during her stays. I am very busy because of my career, and Christine has always been very prompt with her responses and accommodating with my schedule. I will continue to book with her in the future!”
“Briana is a wonderful pet sitter who takes excellent care of our fur babies! Right off the bat when we first met her we got an excellent first impression. She is very warm and friendly and was great with our pets! She was willing to adjust her routine to accommodate their habits as closely as we had at our home which meant a lot to us. When we came back home after our vacation our pets were very happy.Overall we were happy and would book with her again!”
“Sarah did a great job with John! John was obviously comfortable with her as noticed when we arrived to pick him up! (He ran back to her after greeting us as if to say, “My family is here! Do you see my family?”) He was clearly well cared for. We are planning another trip this month and he’ll be staying with Sarah again!”
“Kristin was great! She kept us informed of what Besa was doing and sent lots of pictures and videos. We could tell Besa was having a great time with her and Walter. We will definitely use her again.”
“Diana and her children were amazing with my dog! They took very good care of her and treated her as if she was family. We were in constant communication even though I was in Europe for 2 weeks. My dog is reactive and has arthritis in her hips, Diana and her family were very meticulous and loved on her the whole stay! Bella loved them and cannot wait for her next stay!”
“Wonderful person, super loving and kind. This was the first time I left my dog with her, and I will definitely leave my dog with her again. She's super attentive, provides frequent updates, and keeps us informed about how everything is going. I loved it! Highly recommended!”
“Overall great experience. Quick to respond and took the initiative to send pictures everyday. The home was beautiful and I felt very safe leaving my puppy for a few nights.”
“Amber took great care of my Lala. You can definitely tell she was taken care of with great care and she provided communication through out the stay plus great quality pictures. I will definitely recommend and have her take care of my baby anytime.”
“"I recently boarded my dog at Kallee and Daniel twice, and I couldn't be happier with the experience. Kallee was very warm and welcoming at our first Meet & Greet and took the time to get to know my dog. During our two boarding occasions, she provided daily updates and shared photos multiple times a day, which eased my mind while I was away. My dog came home happy with no signs of anxiety. I appreciate Kallee to provide loving environment and accommodate our request to pickup and drop off time change at the last minute. I highly recommend Kallee and Daniel to any pet parent☺️”
The median cost per night for pet boarding in Winter Park is $40
Pet parents share their Rover experiences - Winter Park
Santo took good care of our dog while we were away for 18 days. The daily photos and videos gave us affirmation that our dog was doing well. She understood our anxiety about leaving him for that long with a stranger but she assured us that he would be well taken care of. Definitely would recommend if you are looking for a caring dog keeper.
Nour provided the exact calm, caring environment our senior dog needed. We are beyond grateful for her patience and attention to detail, which allowed us to enjoy our vacation without worrying if Scraggle was okay. If we need to board her again in the future we will be asking Nour first! 💗
Amanda was so welcoming and gentle when first meeting them! She’s a very active sitter and that was perfect for my dogs because they LOVE their walks and they love to play. She communicated multiple times throughout the day with pictures and videos and even let us keep a tennis ball! I would absolutely bring them back to her again. They loved their stay!
I found Paul almost at the last moment…my regular cat sitter wasn’t available but Paul was interested in watching my cat, though he usually watches dogs. It was a short visit but it turned out well for both him and my cat. I would highly recommend Paul for both cats and dogs due to his calm and friendly demeanor.
Karyna and Emre took excellent care of Spooky. We were nervous about leaving Spooky with someone new so we reached out to Karyna and Emre for a meet and great and after talking to them and seeing them interact with our dog we felt comfortable. They asked us a ton of questions to understand our dog and his needs. He stayed with them from Thursday to Sunday and they sent me plenty of pictures and updates daily. They walked, snuggled, set up his enrichment toys and gave him plenty of treats. It was apparent he was very comfortable there with them.
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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 near you
Select a filter and find qualifying Winter Park sitters!Sitters in Winter Park average 12 repeat pet boarding clients
FAQs for Dog Boarding - Winter Park
Frequently asked questions about Rover
The average cost for Pet Boarding in Winter Park on Rover is $30.36 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Boarding. For more information on service fees, click here .
There are 2,742 sitters on Rover for Pet Boarding in Winter Park. About 91% of Winter Park sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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