Pet Boarding Winter Garden
Find a loving Winter Garden pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 344 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.
“This is our second time using Jared and what can I say except that he is exceptional. I love all the updates to what my two huskies are up to while under his care. He understands the energy of a husky and my girls love hanging out with his dogs. I would definitely hire again with full confidence that my girls are being well cared for”
“Christina was amazing! We used her as our first dog sitter who wasn’t family. She took amazing care of our baby and even sent us daily updates of their adventures while we were away. Highly recommend and would use her again in the future!”
“Christine took wonderful care of my Great Dane. She updated us with pictures and filled us in on Otto’s day. I didn’t realize I hadn’t given her enough of Otto’s dry food, and she went to Petco and got the same exact brand for him. Would recommend 100%.”
“Jill and her family were the best! Keep our dog for 5 nights and was such a pleasure. Great communication, excellent care and great pics. Highly recommend. She will certainly be our first choice in the future. Almost hate to rave to much...want to save her for ourselves! Thanks Jill and family.”
“All I can say is WOW! My dog gets really anxious when she is away from us, but we picked her up and she had absolutely no signs of anxiety! She was taken great care of and we will always reach out to Feliksa for all our dog sitting needs.”
“"I recently boarded my dog at Kallee and Daniel twice, and I couldn't be happier with the experience. Kallee was very warm and welcoming at our first Meet & Greet and took the time to get to know my dog. During our two boarding occasions, she provided daily updates and shared photos multiple times a day, which eased my mind while I was away. My dog came home happy with no signs of anxiety. I appreciate Kallee to provide loving environment and accommodate our request to pickup and drop off time change at the last minute. I highly recommend Kallee and Daniel to any pet parent☺️”
“What an amazing experience. My Heinz became a member of the family. They not only ensured his needs were met but also loved on him, gave him cuddles, and let him be in the spaces where he felt safe and comfortable. I highly recommend Carilyn, Jorge, and the girls to any dog owner who loves their fur baby like me. 10 out of 10”
“To say Jerarlin is a blessing would be a understatement! She and her family are hands on. My one year old Bentley, a bernedoodle is nothing short of a handful. Jerarlin knows the right amount of discipline needed to keep him in line. Yet manages to lavish him love throughout his stay. She has a well mannered doodle herself who also keeps Bentley in check by teaching him boundaries and dog manners. lol Her home is beautiful, very clean and spacious. The yard is lush with grass having plenty of room for run and play. I've fostered poodles for 15 years and highly recommend Jerarlin for your fur babies stay, weather it be a day, a night or on a weekly basis. Jerarlin sparkles and shines. She stands out on the highest level of humanity. Regards, Penny M”
“Roseli provided VIP treatment to Tobi. He loved it so much, that he was mopping, when he got home. He was missing Roseli & his fur friends. Her place is like a puppy playground. Her personality is loving & contagious. I looooved that she had other puppies Tobi's size. She provided videos an updates, throughout Tobi's stay. Loved her services. Yes!! I would recommend her!!”
“Reakha and her daughter were WONDERFUL dog sitters! VERY quick response to my last minute request. A BEAUTIFUL, comfortable home and yard with a high fence. They have 2 very FRIENDLY dogs that ours enjoyed being around. We got multiple pics of our pup looking very HAPPY and relaxed. I care about my dog so much and I felt completely at ease and confident with them. Would HIGHLY recommend for dog sitter services in the Orlando area. Worth the commute no matter where you’re at!”
“Alex was amazing! Our dog is very shy and has only stayed with him once for daycare. We got daily photos of our dog and she was so happy in those photos. We are so thankful we have found Alex and we will be booking with him any time we go out of town or just need daycare services! We would 100% recommend him to anyone who needs their dog watched!”
“Jamie has watched our mini schnauzers, Henry and Lucy, several times now, and we can't recommend her enough. She and her dog Evie treat them like part of the family from the moment they walk in. Jamie is great about communication, sending photos and updates without us ever having to ask, which makes being away so much easier. Henry and Lucy are always excited to go back. We'll definitely keep booking with Jamie.”
“Sprout was injured when she went to the sitter, so I was a little worried. Clair took care of her and gave her meds when scheduled. When I picked my pup, she looked well and happy.”
“Brooke boarded our special needs cat who requires medication every 8 hours, and can be a bit of a handful due to her seizure condition and general spiciness. Brooke made us feel comfortable and confident that she could handle the administration of her meds, and sent us tons of pictures during our cat’s stay with Brooke. We were able to enjoy our trip knowing that our cat was safe and in great hands. Thank you Brooke!”
“Ashley was great with Macy! She had no problem with giving Macy time to warm up to her dog, sent updates and pictures, and made me feel 100% comfortable leaving my girl with her. I would/will use her again in the future if the opportunity arises.”
“Kymry took great care of my dog and was very consistent with sending photos throughout the day. Highly recommend her and will be the first person I call when I next visit the area.”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
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.
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 Garden
Select a filter and find qualifying sitters offering pet boarding.Sitters in Winter Garden average 12 repeat pet boarding clients
FAQs for Pet Boarding - Winter Garden
Frequently asked questions about Rover
The average cost for Pet Boarding in Winter Garden on Rover is $33.3 per night (as of September 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 2,697 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 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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