Pet Boarding Winter Park
Find a loving Winter Park pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,981 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.
“Excellent! Very good communication before as well as updates and photos while Rosie was staying. Dropping here off and picking her up was effortless. Rosie had a good time and I would not hesitate to call on Christine in the future.”
“Kevin watched my two dogs twice now. One is 14 so I was worried about how he would do but Kevin was excellent with him. The second time I dropped them off they both ran right to him for pets. His communication is excellent and I left feeling my dogs were in great hands”
“Our dogs love Jackie! They feel at home at her house! Jackie is a very kind and gentle soul. We feel very blessed to have found a sitter who feels like family! Thank you so much for loving and caring for our dogs. The Sullivan’s”
“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.”
“We had a last minute booking with Carolina to take care of our two dogs for 3 weeks. We enjoyed receiving the daily photos and videos which reassured us that our dogs were in good hands. Our dogs especially enjoyed running around with Nova (her Pomeranian) and the other dogs that she looked after. We will definitely book with her again.”
“Cristal is a really good dog sitter, her home is spacious and she lives right by the downtown area which is very convenient. I would recommend her without hesitation to anyone looking for a safe place to leave their dog.”
“Andrea was a God send! My husband and I did and 8 day roadtrip through yellowstone and Grand Teton. She and her husband kept our maltipoo Joon. Joon made friends with their 2 dogs and had the best time playing the entire time. Andrea sent updates and pictures everyday and I felt so relieved to know she was in such good hands. We will be using her in the future. Highly recommend!”
“If I could give a 10 star rating I would! At the meet and greet, I could feel the excitement that Mia & Jason had. I knew I was leaving my Trixi in great hands. You won’t be disappointed in booking with this caring and loving family! I will definitely be booking again!”
“Ailin and our dogs got along fabulously! She gave them lots of love and attention and gave us frequent updates with pictures and stories about what they have been doing. This was our first time but we’ve already scheduled another stay.”
“First time with Sarah and she was great with my dogs. I was able to enjoy my vacation and saw pics of my dogs playing with others. I won't hesitate to bring them to her again!”
“Debra was everything we hoped for and more! Kovu had an amazing time! He made new doggy friends and came home happy and relaxed. Their home felt personal, calm, and full of love. We could tell he was truly cared for like family. We’re so thankful we found them and will definitely be bringing Kovu back!”
“Nour was an amazing sitter! She took great care of my little frenchie. He was really happy with her for a whole week while I was away for a wedding. I will happily book her again”
“We left our dog with Nathaniel for more than two weeks and he took great care of him! He sent us updates and took care of him like his own. I would absolutely use Nathaniel for any future needs.”
“Fantastic experience with Veronica! She is professional, punctual, and clearly a true animal lover. I loved getting the daily photo updates and quick check-ins; it’s obvious she went above and beyond to make sure my pet felt at home. I highly recommend Veronica for your pet.”
“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”
“Lexus was an amazing dog sitter for my goldendoodle. She was so kind, accommodating and sent lots of pictures and videos which put me at ease. Pick up & drop off was easy and she was flexible with my availability. Honey was definitely well taken care of! Highly recommend & look forward to using Lexus again!”
“Rachel provided the best care for our pups while we were out of town and we are so grateful! Being the first time using Rover, we were uncertain how it would be and how we would feel as we usually have friends watch them. She eased our worry by providing updates, pics and easy to communicate with. I highly recommend booking with Rachel for any needed pet services!!”
“We loved Martha! She was so sweet with our little one. Spoiled her rotten and we very much appreciate her for that💕💜 would definitely recommend her to others!”
The median cost per night for pet boarding in Winter Park is $40
Pet 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 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 for pet boarding - Winter Park
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Park average 12 repeat pet boarding clients
FAQs for Boarding - Winter Park
Frequently asked questions about Rover
The average cost for Pet 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 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 2,696 sitters on Rover for Pet Boarding in Winter Park. About 92% 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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