Pet Boarding Winter Garden
Find a loving Winter Garden pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 351 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.
“Venessa is the best!! This was our first time using her and I couldn’t be more happy. She treated our babies like family, sent lots of pix and comforting words so I would feel at ease about being away from them. We had an unexpected health issue and had to delay our return and Venessa was accommodating without making us feel bad in any way. I highly recommend Venessa!”
“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.”
“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!”
“Lovely family! My pup had an amazing time there, Maria was excellent on communication and sent pics my dog while I was away. I couldn’t be happier and am excited to have found Maria and her family. Thank you so much, we will be back!”
“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.”
“We couldn’t be happier with the care Leo received during his 12-day stay. Leaving your dog for that long can be stressful, but we had complete peace of mind knowing he was in such good hands. Leo was well cared for, loved, and treated like part of the family. We received updates, and it was clear that his happiness and well-being were a top priority. Thank you for taking such great care of our boy. We highly recommend you to anyone looking for a trustworthy and caring dog sitter!”
“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.”
“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!”
“This was our first time going away for 6 days. Christine gave us updates everyday and photos everyday to see how our boy was doing. This was sooo much better than taking him to a kennel. He had a large backyard to play with the other tenants which really improved his social skills. Christine is amazing and I know she will take care of your kid like it was her own. Can’t say enough how grateful we are to have found her. We will absolutely have Christine watch our boy again !”
“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.”
“We are very blessed to have Andrew family to watch our Bernedoodle. She is loved in their home. We enjoy every day a new picture from Sofie when we are away. Thank you Andrew.”
“Lily was well taken care of and was able to make herself right at home. I received a picture daily, wish it was at least twice but it’s ok. I would book again”
“Jamie is wonderful! Buster loved staying at her home. He was extremely well taken care of as she was so attentive to his needs, routine and care. Thank you so much for making Buster feel right at home.”
“I recently boarded my dog with Ana and couldn't be happier with the experience. Ana took exceptional care of my dog, ensuring his needs were met with great attention and love. She provided a safe and comfortable environment, which made me feel completely at ease while I was away. Ana's professionalism and genuine affection for animals shine through in her work. I highly recommend her services to anyone looking for a reliable and caring dog sitter. Thank you, Ana, for taking such wonderful care of my furry friend!”
“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.”
“Veronica was AMAZING with my two dogs when I needed to board them for a few days. She communicated every day with feedback regarding their overall well being, playtime, eating habits, and mood. And she included pictures as well. She treated my dogs like family and gave them a lot of love and attention. I would absolutely recommend her!”
“Our dog Toby had the best time with this family! They were so attentive to him and good with communicating with us during the 2 week stay at their home. We will soooo be using them again when we have to go out of town.”
“We had a wonderful weekend knowing that our beloved puppy is in good hands. Bella had such a great time with Roseli and I would 100% bring her back! She is so attentive and take pictures and videos. Thank you so much once again”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
Connor was great with Brody! He sent pics to calm my nerves which I appreciated. I could tell Brody had a good time and got along with his dog very well. I also love that he has a securely fenced in back yard for him to run around in. I will be reaching out to Connor again in the future! :)
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.
John was absolutely amazing with our dogs, Bleu and Simon! Bleu is our 80 lbs, 6 year old rescue mix and Simon is our energetic 1 year old Italian Greyhound, and John was incredibly patient, attentive, and loving with both of them. One of the things we appreciated most was how welcoming his entire family was. His three kids were so sweet with our dogs, and it was obvious that Bleu and Simon had an incredible time playing with them. It truly felt like they were part of the family instead of just being boarded. Throughout the weekend, John kept us updated with messages and photos, which gave us so much peace of mind while we were away. It was clear that our pups were getting plenty of attention, exercise, affection, and love. We couldn’t have asked for a better Rover sitter. If you’re looking for someone who will genuinely care for your pets like they’re his own, John is the one. We will absolutely be booking with him again the next time we need someone to watch Bleu and Simon. Thank you, John, for taking such great care of our babies!
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!
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 August 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 2,671 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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