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.
“Chris took great care of our Loki for a few days. Chris has a great set up to meet any dog’s needs and seems very aware of dog behavior. He was great about letting Loki get comfortable and then meeting the dogs for playtime. We got daily pictures and videos, which we appreciate! Loki loved his time at Chris’ house and hopes to come back soon to see Evelyn.”
“Mayara is the best! We are so lucky to have her watch our pups. She is very patient and cares for our pup so well. We don’t have to worry about anything when they’re with her! Thank you Mayara! ❤️🙏🏽”
“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!”
“Nicole and her family are wonderful and took excellent care of our pup. It made our vacation much more relaxing to know he was in good hands and being loved on instead of boarded in a facility. He got lots of walks, playtime, and love, and she made sure to send me plenty of pictures of their good times. Thank you Nicole and we’ll definitely be booking another stay for Percy ❤️❤️❤️”
“Juliana and her family took great care of my Jax. She sent lots of pictures and kept me informed daily. I was able to relax and enjoy my vacation because I knew he was being well cared for. Thank you 😊”
“Andrew was a wonderful host for our girl Waffles! He sent plenty of pictures and videos, even though it was a short stay. It was such a relief to find someone who took care of Waffles as if she were his own. Would highly recommend Andrew!”
“Christine was absolutely amazing. My dog had the best time ever with her pets and got so much love and attention would highly recommend and will absolutely be using her for my services!!”
“Danielle and family were absolutely amazing with our two mini Goldendoodles! From the first meet and greet we knew our girls were going to be in good hands. Danielle texted us everyday during our trip with photos and updates of our girls playing and being loved on!! We have already rebooked with them for our next adventure!”
“Michelle was very kind and communicative throughout Edward’s stay. He had some problems with a puppy at her house and she handled it perfectly and made me feel comfortable about the situation.”
“Omg! Michael D. was so wonderful with my big red bone coonhound. He had lots of chill space and long exploring walks. I got daily pics showing what he was doing and he answered any contact I had with him promptly. I highly recommend this sitter. But don't take my spot😉”
“I was very nervous when leaving him as this was my first time leaving my cat for more than a week long but I'm glad I picked Aracelis and Christopher to take care of him. They were so patient with him, ensure to keep me updated on his condition, whereabouts, and takes pictures of him so I can see how he is doing while I'm out. He behave super well with him so I would recommend them as they ensure that my pet was always safe and calm!”
“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.”
“They are great! My dog had a great time. They took special care and sent pictures and videos so I knew my dog was happy and it allowed me to enjoy my time at the beach. I will definitely use them next time.”
“2nd time leaving my pets with them and they always come back to me in the same condition I left them in! They’re treated well and played with and loved on while I’m away. So appreciative of that. Will continue to use them when we leave town!”
“Lindsey and Christian took amazing care of my baby. It was Riley’s first time away from home and it was an extended 8 day stay. I received daily pictures and updates. They made me extremely comfortable and I knew they were going to take good care of her. I would strongly suggest them to take care of your baby too.”
“Kira received the attention and care she needed. I was afraid because she has separation anxiety, but she came back home super happy. Thanks for the daily updates and photos. That gave us a lot of peace of mind. We will definitely use your services again.”
“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.”
“Nikhol absolutely came to our rescue! We had to cancel another Rover last minute and had no idea what to do. We contacted Nikhol and she was more than willing to accommodate us. From the initial meeting we were beyond confident that Indy would be very comfortable with Nikhol and her family. We loved the constant communication during the visit complete with pics and videos. Indy even made a new friend with Chapo, the family’s dog. Some sitters just watch your dog, that’s pretty easy. Nikhol and her family really make your pup feel like part of their family. We’ve used Rover quite a few times and this is one of the best experiences we’ve had. Thank you!!!”
“Our puppy Coco was happy staying with Daniel, Antonio & Marbella. We received frequent videos, photos & messages from them which made us happy to see our puppy playing, eating & interacting with them & their dog. Their home is safe & puppy friendly. We highly recommend them & appreciate them for taking care of our Coco.”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
Poliana and her family took great care of my senior dog. They went above and beyond to keep him happy and fed. They were able to handle his daily care, especially with all his special needs. They did spectacular with his eye cleaning and care. I would trust Poliana again with my senior dog and have already recommended her to other friends looking for boarding.
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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