Pet Boarding Winter Garden
Find a loving Winter Garden pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 325 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.
“10/10! Extremely friendly, great communication during duration of stay, and my dog almost did not want to get in my car he had such a great time! Thank you again.”
“Muy agradecido con el trato que le dieron a mi perrito Snoopy. Le encantó tanto la estadía que, cuando fui a buscarlo, no se quería ir. Muy buena comunicación y me envió fotos a diario para mantenerme informado de las aventuras de snoopy. Recomiendo a Johanna al 1,000%. I am very grateful for the way my dog Snoopy was treated. He loved his stay so much that when I went to pick him up, he didn't want to leave. She communicated very well and sent me photos every day to keep me informed of Snoopy's adventures. I recommend Johanna 1,000%.”
“Nicole was great! We needed a very last minute pet sitter for our boys. One of them can be quite anxious, and Nicole worked with him with patience. She is kind and thoughtful, and I would highly recommend her.”
“Ana took such wonderful care of my little 13 year old little Sasha!!!! Sasha felt right at home with Ana. I had peace of mind in knowing that I left her in very good hands when I went out of town. I most definitely recommend Ana to take care of your precious little one .”
“Iuliia took great care of my Shiba Inu. Emi is a little blind and had to have eye medications administered and Iuliia did a great job at that. We dropped her off at 11AM and picked her up at 11PM since we left late from the amusement park. From the beginning Emi was very happy and we got a lot of pictures and videos while she was in her care. We always knew what was going on with Emi thanks to Iuliia. She is very good with animals i wish i could leave 10 stars”
“Jordan was great with Hokie and very responsive both before and during her stay. Hokie has anxiety with thunderstorms which I made Jordan aware of, she was willing to work with her and was observant when a storm was coming to be proactive with ways to calm Hokie. Overall I would definitely board with Jordan again!”
“Sully was very happy at April’s house. I loved getting pictures of him while we were away. April is easy to communicate with. It was great to be on vacation and not have to worry about Sully because we knew he was in good hands.”
“My dog Deuce had a great stay with Kristin! So much so, he seemed a bit sad after coming home lol she had great communication the whole time, always sent pics and updates, and gave him endless cuddles. I highly recommend her.”
“Kevin is awesome! Right from the start, he was extremely engaging and communicative. He invited me to bring my dogs over to his house prior to their stay so they could sniff around and check the place out before their visit. He understands dogs and cares about them and includes them in all his activities. They definitely were not bored during their stay and enjoyed several walks and a trip to Cranes Roost. They came home exhausted! Kevin sent us lots of pictures of them while we were away which was really nice. I will definitely use Kevin again in the future and highly recommend him!”
“Ariana was brilliant with Gus! She provided plenty of photos, videos and updates on him. He loved having the huge space in the backyard to run around as well. Would highly recommended Ariana to anyone.”
“Emma absolutely LOVED her time with MJ and MJ's sweetbpup Buddy. She had a great time playing with Buddy, running around the yard, and swimming in the pool. The proof is that this normally crazy, almost 1 year old puppy was exhausted for 2 whole days after pick up! MJ provided regular updates, was thorough with safety questions before drop off, and is super sweet. We felt at ease having our baby with MJ.”
“Princess Dianna had the best stay with Jay for this weekend! He sent pictures and videos everyday along the way and provided us with updates on how she was doing. His plot of land provided our girl with plenty of space to roam and socialize with Jay’s pack. We just picked her up and she’s definitely wishing she was back at her vacation spot! If you’re looking for somewhere for your dog to stay with a safe, fun, and friendly atmosphere, book Jay!”
About: 5+ years working at a pet daycare and ran my own a pet care business before relocating. Experienced with all breeds, grooming, medication management, training and providing a safe, loving, stress-free home for your pet! Happy to send hourly picture updates and any other requests you may have. I am only 10-15 minutes away from Disney and other parks. I work from home full-time, so your pet will have constant supervision and attention throughout the day. I’m available for boarding, drop-ins, and walks with a flexible schedule, including weekdays and weekends. I provide a clean, safe, and structured home where pets are treated like family. Experienced with all temperaments, I follow routines, can crate if needed, and prioritize a calm, stress-free environment.
“Renee and family were extremely welcoming to our dog, Whiskey. They kept him on his schedule with walks, meals, and even medication. He got lots of love and attention and made himself at home. While we were away, Renee kept in touch with updates and pictures. I am so grateful that this wonderful family have Whiskey a home while we traveled. I would absolutely send him back to Renee and family any time and recommend them to anyone.”
“They are wonderful! They send pictures and keep you informed at all times. This is my this time booking them and I will definitely do it again. Thank you so much for taking so good care of my little one! ❤️🐶”
“Wow Zachary and his mom were absolutely amazing! I was worried because my dog is anxious but when I got him he was so happy and well taken care of. They sent me pictures, and were so supportive with his care. They went above and beyond 100% recommend one of the best sitters for my pet baby! They truly love pets and are professional care takers. Extremely grateful”
“Marie is incredible! She sent so many great pictures and videos of my girls having a great time. She followed feeding and medication instructions properly and provided updates every day. My girls had a BLAST!”
“Kaitlind was absolutely amazing! I would recommend her to anyone. This was the first time we ever leave our puppy with someone for so long and we were very nervous but kaitlind exceeded our expectations. She was super friendly, kept us updated the whole time, sent pictures and videos and our pup was super happy! We also booked her grooming and bathing service and our baby looks adorable! 10/10 experience we will be booking her service every time!”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
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 $33 per night as of October 2026. Most bookings cost between $25 and $47 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 2,687 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 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 , 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 .
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 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.
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, means our team will work with you to find a suitable replacement as quickly as possible.
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