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.
“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.”
“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!”
“Brittany was amazing, it was our first time using Rover and we were very nervous leaving our puppy. She was attentive, responsive and genuinely cared for our baby. Brittany provided me with updates throughout the stay and pictures of her happy playing with other dogs. We were able to enjoy our getaway knowing our girl was well taken care of :) we are already booking her next stay with her!”
“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!”
“Andrew and his family took great care of my dog. Andrew went above and beyond sending me photos and videos of my dog enjoying her time with his dog and family. I was very skeptical about using Rover but after my expierence using Andrew I am a huge fan of the app. If Andrew will keep having my dog I will use him 100% of the time. Could not have asked for a better sitter for my dog. He worked with my schedule for drop off and pick up which was fantastic. HIGHLY recommend Andrew!”
“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”
“Maria did great with my teacup yorkie. Everyday she sent me update on tiny while we were out. She also sent pictures. My Tiny loved her and felt very comfortable. I think she is highly recommended and will definetly use her services again”
“We used Rover for the first time for our 12-week-old puppy, Leo, and had the most amazing experience! Carilyn was so kind, communicative, and caring—I felt completely at ease leaving our precious puppy with her and her family. It was such a blessing knowing that Leo was not only being well cared for, but also loved and played with by her kids. Carilyn and her family truly went above and beyond to make sure Leo was happy, safe, and comfortable. I had total peace of mind the entire time. We’re so thankful to have found such a great family to watch our dog when we’re in need. I would highly, highly recommend Carilyn to anyone looking for a loving and trustworthy sitter!”
“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.”
“"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!"”
“Rennan was amazing! Took great care of our puppy and in every photo he sent she looked incredibly happy! He is very kind and was super fast at responding our questions and comments. We will definitely keep our pup with Rennan again and will recommend him to anyone we know.”
“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.”
“Roseli was amazing! My Abby was so well taken care of. She came back to me a happy pup and I can’t thank Roseli enough. She was able to take us last minute and I can’t wait to use her 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!”
“Mara and Marco were amazing with my little princess. Cali is 13 and a half and has arthritis, which makes mornings tough with some pain and difficulty walking. They sent me a video of her swimming in the pool and having a good time. I could tell she was happy and well cared for, which gave me peace of mind and allowed me to fully enjoy my vacation with my daughter. Thank you Mara and Marco.”
“Our dog was so well cared for and loved with Christine and her family. We got pictures and updates throughout her stay and our dog looked so comfortable and at home within an hour of being there. We would use Christine again without hesitation!”
“Michael was fantastic! He followed all instructions for Peanut perfectly, especially regarding feeding and routine. Peanut was happy and relaxed when he got home, which made me happy. I would highly recommended Michael and will book again!"”
“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 ❤️”
The median cost per night for pet boarding in Winter Garden is $40
Pet parents share their Rover experiences - Winter Garden
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!
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!!
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 $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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