Pet Boarding Winter Garden
Find a loving Winter Garden pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 526 pet parents in Winter Garden have booked pet boarding
Winter Garden, 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.
“Alexandra and her husband were fantastic with my boy Buttons. They were extremely considerate of his more reactive side and got my boy feeling comfortable very quickly. They sent me lots of pictures and updates and made his stay so easy for the both of us. I will be booking again and again!”
“Went on a overnight mini getaway and he watched our baby last minute. He was a great sitter and let us enjoy our night out. Thank u again. I would recommend and use him again if I'm in the area”
“It was a last minute decision to go to a theme park in a weekend trip and Youmitha saved us being available to take care of Milla. She sent pictures and videos and kept us updated about Milla all day. Thank you so much!!!”
“Carla was great. Always quick to respond and send pictures with updates. Things couldn't have worked out any better and will definitely look into using again in the future.”
“They had my two dogs for 10 days and this was the first time using rover they didn't come home smelling bad! Yay we found a good sitter! They are amazing and we will definitely use them again! ”
“Our dog stayed with Michael for five days and it was clear she enjoyed her stay. Michael took great care of her and sent videos/photos each day to provide updates. Would recommend Michael for anyone looking for a place to board their dog where they will be in good hands.”
“I am absolutely delighted with María! This was my first time using her services and the app for pet care. I booked her for a full day to see how Milo would do with someone new, and it turns out he loved her! He also made a little “blue” dog friend that he enjoyed playing with all day. María was extremely communicative — she sent me videos, photos, and messages throughout the day. That meant so much to me, especially since it was my first time and I was really missing my puppy. When we picked him up, he was happy, tired, and ready for bed after such a fun day. I truly loved María. She feels like family to us and to Milo. I recommend her 100% with my eyes closed. We will definitely be booking her again! Estoy absolutamente encantada con María. Era mi primera vez usando sus servicios y también la aplicación de Rover para el cuidado de mascotas. La contraté por un día completo para ver cómo Milo se comportaba con una persona nueva, ¡y resultó que la adoró! Además, tuvo un perrito azul con el que jugó y pasó todo el día feliz. María fue muy comunicativa: me enviaba videos, fotos y mensajes durante todo el día. Eso significó muchísimo para mí, especialmente siendo la primera vez y extrañando tanto a mi perrito. Cuando lo recogimos, Milo estaba feliz, cansado y listo para dormir después de tanto jugar. La verdad, María me encantó. Se siente como alguien de la familia para nosotros y para Milo. La recomiendo 100% con los ojos cerrados. Definitivamente la volveremos a contratar.”
“Christy was amazing with Kimber. I will definitely be a return customer as Kimber loved spending time with Christy and her family. Christy was very organized and professional with Kimber.”
“Juliana and her family are so loving and caring every time she’s sitting my baby. He loves being there and she deals with all of my late changes with grace. I’ll book with her every time I’m in the area no question!”
About: Having trained and cared for dogs in all life stages I know firsthand the commitment it takes to understand your pet's personalities, needs, and routines in a safe, comfortable and loving environment. I want you as the pet parent to have peace of my mind knowing your pet will be showered with plenty of affection, attention, and most of all patience. I am home all day so I am able to provide plenty of attention to your pet. Regular potty breaks, playtime, and plenty of cuddles. I cater my services to your dog's individual needs. I will follow your preferences for feeding schedule, potty breaks, walks, playtime, and any special requests. Dogs will have room to roam, unless crating is specified by the pet parent.
“Kristin was amazing with my little fur baby! She took care of her like she was her own, and it was such a wonderful experience. She has the perfect setup for dogs, and I felt completely comfortable knowing my pup was in great hands. Kristin kept me updated, gave her lots of love and attention, and made sure she was happy and well cared for. I would absolutely recommend her to anyone looking for a trustworthy and caring pet sitter!”
About: Caring for dogs has been a big part of my life for years. I previously worked professionally as a dog groomer, so I have hands-on experience safely handling dogs of different breeds, sizes, ages, and personalities. I’m comfortable with puppies, senior dogs, large breeds, small breeds, and dogs that may need a little extra patience. My wife is an active professional dog groomer and is also a Rover sitter. We both care for the dogs staying in our home, so your pet benefits from having two experienced people available to provide attention, supervision, and care. We work together to follow each dog’s normal feeding schedule, potty routine, medications if needed, exercise needs, and any special instructions provided by their owner. We prefer to keep boarding personal and comfortable rather than overcrowding our home with dogs. Our goal is for every pet to feel safe, relaxed, and treated like part of the family while their owner is away.. I currently work from home, which allows me to be present throughout the day for dogs staying with us. They receive regular potty breaks, attention, playtime, exercise, and supervision instead of being left alone for long periods. We live in a first-floor apartment in a large pet-friendly community with grassy areas, sidewalks, walking trails, and a dog park nearby for exercise and enrichment. We also provide regular photo and video updates so you can feel comfortable knowing how your pet is doing throughout their stay
“I can’t thank Kristie enough for taking such wonderful care of my two boys! One of my pups can be a bit anxious and tends to cry when I first leave, but he immediately felt at home with Kristie. I was amazed at how comfortable he became, enjoying his time with the other dogs she was caring for. Kristie kept me updated with pictures, which gave me complete peace of mind, and I quickly realized I had nothing to worry about. Her calm and caring demeanor really eased the transition. I highly recommend Kristie and will definitely be coming back. Thank you again!”
About: What sets me apart is my deep love and lifetime of real experience rescuing and caring for animals, including managing medical needs and post-surgery care. Your pet will enjoy my huge, fully secure fenced yard and receive my 100% exclusive attention, as I only host one family at a time for a stress-free stay am at home full-time, which allows me to dedicatedly manage my part-time pet sitting. My daily routine is centered around my home and yard, giving me plenty of time to supervise, play, and provide continuous companionship to your pets. They will follow their regular feeding and potty schedules, and I will be there to watch over them all day long. I provide care exclusively in my own home, where safety is my top priority. Your pet will be fully secure inside my spacious home and my large, completely fenced backyard. Since I am home full-time, they will never be left unsupervised. I tailor my care to each pet's routine, sending daily updates and photos to ensure you have complete peace of mind while you are away.
“I needed someone last minute for the Thanksgiving weekend and Tiffany was a lifesaver. I had not used Rover before for boarding, but it was a wonderful experience for me and my two dogs. Thank you so much.”
“Marti is very kind and flexible. She went out of her way to accommodate my stubborn dog without complaining. Will definitely be using her again whenever needed and highly recommend her.”
“OMG they were amazing sent photos everyday and a video of him going for a walk would highly can’t express it enough highly recommend them . Our Loki looked happy and loved even though he has issues with loud abrupt noises they took him right in .”
“Thank you so much for the care and love you showed my Italian Greyhound, Leo. I really appreciate the pictures and updates while we were away. I really do feel like he was part of your family while we were away.”
“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!”
“Tetiana is amazing. Not only was she an amazing cat sitter for my cat Bean, she also was very hospitable and offered me a delicious breakfast treat when I noted how good it smelled! Tetiana also sent pics of our cat sleeping and relaxing and various updates for the three days she took care of him. My mom was the person who picked up our cat, and she also noted how incredibly nice Tetiana is. If you need a caring person who is great with animals to take care of your pet in South Florida Tetiana should be your go to. I had to relocate and Tetiana reminded me of all the good people in South Florida I’d be leaving behind. I really can’t say enough about how great she is and how much we appreciate her taking care of our cat Bean!”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
The easiest part of going out of town is booking with Rover🐾 Our Nina is so happy with Poliana we don’t even feel guilty leaving her for a few days. After multiple visits she recognizes all the family members and seems very happy with everyone . The convenience of pickup and drop-off is great after a long trip. Thank you for taking great care of Nina 🐾💕
Julie, once again, was amazing watching our Bailey! Absolutely fantastic experience. The frequent photos and updates showing how happy our dog was made it so much easier for us to relax and truly enjoy our vacation. Her communication was outstanding, and she went above and beyond to make sure our girl had everything she needed and was well taken care of. We couldn’t have asked for a better experience! We highly recommend her and will absolutely be using her again! 5 stars.
We’ve only had our lab mix for a couple months and were in unfamiliar territory needing to board Luna for a weekend. Salomon was Fabulous. Super responsive and informative. I liked him very much when I dropped Luna off and I received updates and photos a few times over the weekend! Excellent experience !
What an amazing experience from start to finish! John and his family welcomed our sweet boy in and made him feel like one of the family! He was quick to respond and send photos as well; we felt safe knowing Moose was well loved and taken care of! We will definitely ask John and his family to watch Moose again in the future! What a pleasure!
Kalen was amazing with our Cocoa. She took her lots of long walks and got her used to running on the leash and was brilliant at giving Cocoa her medication. We got regular updates and communication was great. I couldn’t fault Kalen, she also took Cocoa on very short notice so helped us out so much.
We couldn’t be happier with Jean as our dog sitter! We are repeat customers, and every time we book, the experience is consistently excellent. Lola is always well cared for, happy, and comfortable, and we truly appreciate Jean’s reliability, great communication, and genuine love for animals. It’s such a relief knowing Lola is in safe and caring hands whenever we’re away. Highly recommend Jeanand his family —we’ll definitely continue booking with him!
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 pet boarding
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 Garden
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Garden average 13 repeat pet boarding clients
FAQs for Pet Boarding - Winter Garden
Frequently asked questions about Rover
The average cost of Pet Boarding in Winter Garden is $56 per night as of November 2026. Most bookings cost between $33 and $72 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.
There are 2,685 sitters on Rover for Pet Boarding in Winter Garden. About 91% of Winter Garden 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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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