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 has gone above and beyond as always in watching our pups. She made sure they ate and found a way to adjust their meals when they are being picky. Our pups are always happy and enjoys their company; and we trust her and her family to care for our pups the way they care for their own! Thank you Mayara! We always appreciate you! ❤️”
“Carla is simply amazing! She provided reports at the end of the day to show what has taken place; the feeding, the bath, the walks, very organized. I trust her with my fur babies, and I recommend her without reservation. I cannot wait to work with her again.”
“Kevin did a great job watching our dogs while we were away. He was very trustworthy and attentive. I loved the photo updates and made us feel very comfortable. Would recommend to anyone and will definitely contact him for the next time we need someone to watch our dogs!”
“Salomon and family took beautiful care of our Pudd'n girl - they were communicative, professional and what I loved so much: truly organized. If you choose Salomon, know that you're working with someone who's got check-in, care, and check-out down to a science. As someone who has a little bit of social anxiety, I so appreciate this! He took the time ahead of accepting the booking to find out what Pudd'n required for care and then accepted the request. I also appreciated this as it made sure Pud would be well-taken care of and that he wouldn't be overwhelmed. Thank you so much for everything, Salomon!!”
“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!”
“Third trip to Orlando with Kristie taking care of Simba and I could not be happier. When your dog gets excited when they see a pet sitter, you know they are being treated great! Thanks Kristie!”
“Karrie did an amazing job taking care of our girl for the week we were away. Sent us updates, pics and vids of our girl having a great time with her family and pups. Would definitely use Karrie as a sitter again. Thanks again for taking great care of our girl ❤️”
“OMG they were amazing sent photos everyday and a video of him going for a walk would highly can’t express it enough highly recommend them . Our Loki looked happy and loved even though he has issues with loud abrupt noises they took him right in .”
“I can't say enough good things about Troy and Melanie. This was the first time in my 6 year old dog's life that I have left him anywhere. He has to eat a special diet. Troy and Melanie took great care of him and sent me pictures everyday. He got daily walks and lots of attention. Toby was a happy dog. I would recommend these folks to anyone needing dog care in the Orlando area.”
“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.”
About: I’ve been pet sitting since 2015 and have loved every moment. I have a big heart for animals and the people who adore them. Pets bring so much joy to our lives, and they deserve the same love and care in return. When you’re away, you can feel at ease knowing your pets are safe, happy, and treated like family. I am in pet grooming school Monday through Friday from 9-3pm. I am fully available on weekends. If there are any other questions you may have about my schedule feel free to contact me! I do not have any pets (except a turtle), and my parents are animal lovers like me so they always give lots of extra love. We do not have a fence but we do have a good yard.
“Maxine is an excellent dog sitter. She takes such good care of my yorkiepoo every time; he loves to stay with her. Highly recommend her to anyone looking for a thoughtful, reliable, and caring sitter.”
“Maria is absolutely amazing. She is so kind and loving to Sophie. She frequently sends photo and message updates and responds immediately anytime I message for updates. We will continue to use Maria for all our dog sitting needs.”
“Second time watching our pup and we love her! Get lots of updates and we see our dog isn't just cared for, but they actually enjoy having her around. Highly recommend”
“Martha is awesome! This was my first time using Rover and I was a little nervous leaving Bennett with someone new but Martha couldn't have been better with him. I received many photo updates throughout the long weekend and she reached out to me with any questions and concerns, even including if his eyes watering was normal or if he was comfortable if she took the stickies out of his paws after playing. I appreciated that she was considerate with the small things since we all worry about our fur babies being okay when we're away. He got to go on many walks to the park and she checked with me beforehand what he is comfortable with. She really treated him like her own and he enjoyed playing with the other dogs. I definitely recommend and will use her in the future! Thank you Martha!”
“Terrie and her husband were absolutely wonderful with our dog Tonks. We were out of town for 9 days and everyday terrie would send us updates and pictures of our dog. They treat every pet as their own and are incredibly thoughtful and caring with them. This was our first time with terrie but it definitely won’t be the last time we use her. 100% recommend!”
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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