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.
“Kevin and Gaby were so loving with our Chloe (cocker spaniel). I was grateful for a greet and meet prior to our scheduled time away. I received daily pictures and they even asked about our trip. I felt calm knowing Chloe was well taken care of by a loving family. As a 12 year old pup, Chloe requires eye ointment and is deaf, neither were challenges for this great couple. We look forward to having Kevin and Gaby watch Chloe.”
“Very kind and accommodating. This was the first time I’ve left my dogs with anyone and Savannah put me at ease. Sent frequent photos and videos which was much appreciated!”
“Hannah watched my dog, Cosmo, while I was away on vacation for 5 days and 4 nights after a meet and greet a few days prior. Hannah is very easy to communicate with. I received pictures within 2 hours of dropping Cosmo off. He was all smiles and snuggles. I received regular updates after that and got all good reports. Cosmo has his quirks so I was excited to hear that Hannah was bringing out the best in him. Thank you Hannah for taking such great care of Cosmo!”
“Will definitely contact Maria for all future fur-sitting needs. I was skeptical of using Rover but was in a last minute pinch. Maria was so great! Fred looked happy upon pick up. He looks well taken care of and she also sent me daily pictures and updates throughout the week.”
“She did amazing with my dog! I was nervous to leave him with someone new because he is a nervous guy but he was comfortable and calm the entire trip and she sent regular photos and updates!! i cannot thank her enough for her kindness and patience with my dog!”
“Natali, Anton and family are awesome sitters! We've become regulars and recurring clients of theirs, as they care for and love our dog as much as we do. The communication is daily with updates on how he's doing and eating patterns and of course we love getting the videos as well. They have a nice home with a beautiful backyard with lots of running space. I definitely recommend this family!”
“Sheena and her family was awesome when it came to watching our babies. She kept us well informed with a multitude of pictures and videos. I love the way Sheena communicated with us. There were no surprises and she always kept us updated of any changes. Sheena and her family have a natural love for pets and that made us feel good?”
“We love Cheri Our flight was delayed overnight and she was very accommodating in keeping Reese an additional night. She also went out and purchased the food he is required to eat as needed. We are so happy that God blessed us to have Cheri take care of Reese when we are away. ❤️”
About: had many big dogs I've cared for and 2 German shepherds of my own as well as cats. I also took care of animals on a farm, from goats to pigs..I don't have any pets of my own right now so will probrably end up spending more time with them then discussed just because I do enjoy it 😊 I can negotiate times but i am available most of the week . I am currently trying to open an animal rescue/adoption center here in apopka so all proceeds will be going towards that 🙏 I will take care of your home and pet as if it were my own and can play /walk /clean up , whatever is needed while im there.
“Ariana was absolutely amazing with our girl Storm! She sent us so many pictures and videos throughout the day which was amazing! Storm had such a blast! Ariana took care of her like she was her very own pet! We will definitely be booking her for future boarding! She is our official dog sitter!! ❤️”
“We are so grateful to have found Sarah and her adorable family. My dogs immediately took to them and made themselves home. Sarah sent so many adorable photos making me know that my babies were well cared for. I highly recommend Sarah - she will treat your dog(s) like her own.”
“Linda was absolutely amazing taking care of Dante and Amora. She went above and beyond, especially with Amora, who can be quite picky with her food. Linda took the time to find creative ways and options to make sure Amora was eating well, which gave us so much peace of mind. Both dogs were clearly happy, well cared for, and loved while we were away. It’s not easy to find someone you can fully trust with your pets, but Linda exceeded all expectations. We highly recommend her and will definitely book with her again!”
“I really believe that Morgan was good with my Benji💕 I think she done spoiled him , it was an overall great experience will definitely book with her again Thanks Morgan”
“Tia is AMAZING! She made our first time experience with leaving our fur baby easy and stress free. She communicated regularly and took excellent care of our Teddy. A huge thank you for the love and care you showed our sweet Teddy. We would highly recommend and definitely will rebook with Tia. 🐶❤️”
“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.”
“She is a very nice person, communication with her is really good, willing to deal with the customer’s schedule and needs, great and safe location, and provides daily pictures and updates. I would love to have her as my pet sitter again.”
“Bridgie and Charly had a Great stay for 7 days with Jerarlin and her pups. Charly developed an ear infection and I was able to send meds quickly via Amazon. Jerarlin administered drops and wipes daily and he felt better quickly. My pips love hanging out in the large, fenced in yard. Thanks!”
“Wilfredo is such a great dog sitter; he took good care of our dog. Additionally, it sends pictures and videos during pet sitting. I would highly recommend him. Thank you, Wilfredo, for such an amazing job.”
“Due to work and personal travel, my Pom spent lots of time with Ms. Mimi over these last 3 months. She’s absolutely the best and I trust her 100%! I don’t know what I’ll do if she ever moves away. Thank you for your love and care for my furry child.”
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 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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