Pet Boarding Winter Garden
Find a loving Winter Garden pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 347 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.
“Jonathon & Aimee Such a beautiful experience letting our baby on your hands, we are very lucky to find you and be able to be away from him having the peace of mind of knowing he was totally fine. You guys were awesome from the day we contacted you, you were always available for us and keep us updated about Brownie the whole time, we know how comfortable he felt the whole time with you. We loved how attentive, caring, reliable and loving you were throughout this weekend! We really appreciate it. Thank you also for taking the time to send all those cute pics and send brownie home with a goody bag to keep having fun. WHOEVER IS OUT THERE LOOKING FOR A HOME AWAY FROM HOME FOR YOUR BABIES. JONATHON AND AIMEE ARE THE ONES. Thank you guys!🫶🏼🫶🏼🫶🏼”
“Feliksa has watched my dog several times since the beginning of the year. She is attentive to my dog's needs and provides a stress-free environment. I highly recommend her if you are in the Apopka area.”
“Mara was amazing at drop off. Asking great questions to make sure our boy was well taken care of. Marco was great at sending pictures throughout the week he was there. Upon pick up Marco assisted in getting all of his things into my car. I highly recommend them and will not hesitate having our boy stay with them again. Thank you both for taking such great care and loving our boy.”
“I couldn’t be more grateful for the care my dog Blue received! He stayed for a full week and had the best time, he got to play with other dogs, and it was clear he was having so much fun. I got daily updates (which I really appreciated!) and could tell he was in such good hands the whole time. She truly treated him like her own, and I’ll absolutely be booking with her again. Highly recommend!”
“Elisabeth is the german shepherd whisperer! She was communicative, attentive, and very open to Parker and all of his weirdness! I will definitely be using her for future bookings and all german shepherd peoples can def trust her with their babies. Thank you for all the love you showed to my baby!”
“So glad we found Rebecca. Milo was welcomed so nicely and Rebecca had made good arrangements for his stay as well. We received timely updates and photos from her. Definitely reach out to her if you thinking of boarding your pet and rest assured knowing that they’ll be cared for!”
“We were very happy with our choice to have Kayla and her husband take care of our dog for a few days. Kayla was flexible, great with communication while we were away and made Delmas was well taken care of. I highly recommend Kayla for anyone looking for a caring & trustworthy petsitter and would definitely choose to book with her again.”
“Selenia did a fantastic job watching our dog Theo while we went to Disney with our family. Theo was happy to stay with Selenia and her dog Gigi. Theo looks forward to staying with Selenia and Gigi again.”
“Christopher took good care of Scout for almost 2 weeks while we were out of the country. He made sure she got along with his dogs, went outside in the yard, and had time to play. We really appreciated the photos, videos and updates he provided!”
“Easy communication and interaction. No issues whatsoever with drop-off and pickup. Got a couple cute pictures during my dog's stay. My 1.5 year old dog has a lot of energy and that was no issue for her. He seemed very happy and healthy at pickup. Would gladly use again.”
“Ms. Tiya was great. She was patient with Ray and showed him amazing care and grace. She sent pictures daily and let me know how he was doing. Will definitely use her again!”
“We had a great experience with Maria she was very attentive and communicative throughout the days. Our German shepherd was very happy with her. Would definitely recommend her and use her service again ❤️”
“"We could not have asked for a better sitter this past weekend! From the very first update, it was clear that our dog was in incredible hands. We received regular updates and photos, which gave us total peace of mind while we were away. They truly treated our pup like family. We will absolutely be booking again and highly recommend their services to anyone looking for a top-tier, trustworthy sitter!"”
“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.”
“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.”
“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.”
“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!”
“Li was great in her care of our cat. She provided daily updates and even let our cat partake in a bit of holiday celebration dressing up. Even though she had two pets of her own she made sure our cat felt comfortable during her stay. I definitely recommend her and her family as they are great clients here on rover.”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
This was our first time leaving our pup and we couldn’t have picked a better sitter. Monica was phenomenal!! Her communication with us was great, sending videos every day. You could tell she loved on and spoiled our Macie as much as we do. Would highly recommend, we will definitely use her again!!
Connor was great and also shared pictures. Our dog had unexpected tummy issues when we dropped her off a day before we left and he was amazing taking care of her with a bland diet. We know it might have been tough but Connor was so gracious and understanding with the whole situation.
Julie was absolutely amazing with our dogs! She went above and beyond by playing frisbee and fetch with them in her pool, taking them on multiple walks, and making sure they stayed active and happy. We loved receiving frequent photo updates and messages, which gave us so much peace of mind while we were away. It was clear our dogs were having the time of their lives and were treated like family. We highly recommend Julie to anyone looking for a caring, attentive, and trustworthy dog sitter. Thank you, Julie!
Cary and her husband provided EXCELLENT care of our older dog Bella! Cary sent almost daily updates, with pics, and when we returned after 6 nights Bella was HAPPY! That, in and of itself, let us know she was treated with lots of love!! They are professional, considerate caretakers and natural dog people. We would 100% 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 boarding2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 Garden sitters!Sitters in Winter Garden average 12 repeat pet boarding clients
FAQs for Dog Boarding - Winter Garden
Frequently asked questions about Rover
The average cost for Pet Boarding in Winter Garden on Rover is $32.75 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 2,706 sitters on Rover for Pet Boarding in Winter Garden. About 90% 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 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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