Dog Boarding in Winter Garden
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Winter Garden dog boarders
“The JC Pet Hotel is an awesome accommodation for your pets. ❤️We felt super comfortable and happy to know our Kota was well taken care of. They are very knowledgeable and loving to our pet. We had check ins throughout the visit and look forward to booking another time.”
“Alexander was a great host! Kept us updated on our dog throughout the stay with photos. The other dogs he had were also friendly. Our dog came back super happy and healthy would highly recommend!”
“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 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.”
“Amanda was fantastic from early messages when I booked. She put me at ease knowing my boys would be cared for. They warmed up to her instantly. Her pictures while away reassured me they were doing ok. I will be reaching out to Amanda again for our next out of town adventure.”
“Kymry took great care of Fiona! She got in some good socialization with other dogs and made new friends. Will use her again in the future if I’m in the area ☺️”
“We just picked up our dog after a 2 week stay here. We felt our dog was in safe hands with Jennifer and was well looked after. She took him for walks and offered to give him a bath. She also has a pet camera so we could watch our dog from Thailand while on vacation which was really nice.”
“Roseli was the best sitter we’ve EVER had. This was honestly the first time I’ve felt completely comfortable leaving him with anyone. My dog felt safe, loved and had so much fun. She sent many pictures and videos too. When it was time to leave he kept jumping on her for more kisses and pets. Just goes to show how well she treats them.”
“Poliana was a great sitter. She did a great job on providing updates of my dog throughout the stay and administered her medicines. I can tell by the way my dog behaves next day after boarding if she was taken care as I do, and I can tell that she had a great time with Poliana and that her routine was followed. I will definitely book her again. Thanks Poliana!”
“My rambunctious older corgis are happy and healthy upon returning from Monica’s. She is very thoughtful and gives constant updates. I felt safe leaving them in her hands.”
“Excellent dog sitter. We had no worries she gave updates and treated our dog like family. She is a true dog lover and our pet felt comfortable which put our minds at ease during our vacation.”
“I work from home, so my Tobi is fortunate to have me near. Needless to say, the decision for a pet sitter was a struggle. Well, I was blessed to have met Andrew and his lovely wife. They have a sweet spirit! Tobi was so loved and well care for. I was reassured by daily pictures and videos. If you can imagine a puppy smiling? Tobi was. Haha. When I picked him up, he was clean, calm, tired and contempt. I would , without reservations, recommend Andrew' s care. Thank you for caring for Tobi as your own ?”
“Feliksa was wonderful with Pepper. She took good care of my dog. She was interested in making sure Pepper had a good experience. I appreciated that she had a clean (safe) fenced-in area outside where Pepper could get some fresh air and enjoy being outdoors. We know Pepper was in good hands and will happily book Pepper here again.”
“Michell is amazing. Such a sweet girl. It was our first time leaving Nikkō with a doggy sitter and we were a little nervous, but as soon as we met her she gave us a lot of good vibes, Michell and her mom are great! She sent me pictures and updates from Nikkō every day. I would definitely leave him with her again without hesitation!”
Loving dog boarding sitters in your neighborhood
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Carilyn & Jorge M.Star Sitter
“The JC Pet Hotel is an awesome accommodation for your pets. ❤️We felt super comfortable and happy to know our Kota was well taken care of. They are very knowledgeable and loving to our pet. We had check ins throughout the visit and look forward to booking another time.”
Mimi E.
“Mimi was very attentive with my dog. She sent me photos of my dog every day. You can trust leaving your pet and rest assured that they will be safe, she love animals”
Rebecca G.
“Rebecca was a wonderful sitter!! She kept me updated on Macy throughout the day and I could tell Macy loved every bit of her stay! Thank you so muchhh”
Brittany H.
Star Sitter
“Brittany was great - patient and very good with our pup. Communication was great and she was available and ready for us for both drop off and pick up.”
Alexander C.
“Alexander was a great host! Kept us updated on our dog throughout the stay with photos. The other dogs he had were also friendly. Our dog came back super happy and healthy would highly recommend!”
Christina W.Star Sitter
“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.”
Sarah L.Star 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.”
Amanda B.Star Sitter
“Amanda was fantastic from early messages when I booked. She put me at ease knowing my boys would be cared for. They warmed up to her instantly. Her pictures while away reassured me they were doing ok. I will be reaching out to Amanda again for our next out of town adventure.”
Kymry G.Star Sitter
“Kymry took great care of Fiona! She got in some good socialization with other dogs and made new friends. Will use her again in the future if I’m in the area ☺️”
Jennifer W.Star Sitter
“We just picked up our dog after a 2 week stay here. We felt our dog was in safe hands with Jennifer and was well looked after. She took him for walks and offered to give him a bath. She also has a pet camera so we could watch our dog from Thailand while on vacation which was really nice.”
Roseli G.Star Sitter
“Roseli was the best sitter we’ve EVER had. This was honestly the first time I’ve felt completely comfortable leaving him with anyone. My dog felt safe, loved and had so much fun. She sent many pictures and videos too. When it was time to leave he kept jumping on her for more kisses and pets. Just goes to show how well she treats them.”
Poliana D.Star Sitter
“Poliana was a great sitter. She did a great job on providing updates of my dog throughout the stay and administered her medicines. I can tell by the way my dog behaves next day after boarding if she was taken care as I do, and I can tell that she had a great time with Poliana and that her routine was followed. I will definitely book her again. Thanks Poliana!”
Monica S.Star Sitter
“My rambunctious older corgis are happy and healthy upon returning from Monica’s. She is very thoughtful and gives constant updates. I felt safe leaving them in her hands.”
Sara H.
“Sara and her sweet family took such great care of Winston. He had the best time and we received daily updates on how he was doing. I highly recommend Sara!”
Rebecca D.
“Rebecca was the best always responded quickly and was able to answer all my questions and concerns. Sophie is a loveable baby, will definitely use her again.”
Savannah L.Star Sitter
“Excellent dog sitter. We had no worries she gave updates and treated our dog like family. She is a true dog lover and our pet felt comfortable which put our minds at ease during our vacation.”
Andrew M.Star Sitter
“I work from home, so my Tobi is fortunate to have me near. Needless to say, the decision for a pet sitter was a struggle. Well, I was blessed to have met Andrew and his lovely wife. They have a sweet spirit! Tobi was so loved and well care for. I was reassured by daily pictures and videos. If you can imagine a puppy smiling? Tobi was. Haha. When I picked him up, he was clean, calm, tired and contempt. I would , without reservations, recommend Andrew' s care. Thank you for caring for Tobi as your own ?”
Kassandra S.Star Sitter
“Kassandra was great with Chase !! Communication was amazing. Has a gated yard for your furry friend to play in. Looking to scheduled next boarding already.”
Feliksa Z.Star Sitter
“Feliksa was wonderful with Pepper. She took good care of my dog. She was interested in making sure Pepper had a good experience. I appreciated that she had a clean (safe) fenced-in area outside where Pepper could get some fresh air and enjoy being outdoors. We know Pepper was in good hands and will happily book Pepper here again.”
Michell M.Star Sitter
“Michell is amazing. Such a sweet girl. It was our first time leaving Nikkō with a doggy sitter and we were a little nervous, but as soon as we met her she gave us a lot of good vibes, Michell and her mom are great! She sent me pictures and updates from Nikkō every day. I would definitely leave him with her again without hesitation!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Winter Garden is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winter Garden dog boarding rates can be found as low as $26 to as high as $49 per night.
As of Aug 2025, 2,423 sitters provided dog boarding in Winter Garden. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Winter Garden dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winter Garden have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winter Garden.
Rover makes it easy to find Winter Garden dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 2,423 dog boarding sitters in Winter Garden on Rover, so you’re sure to find the perfect match for your dog! In Winter Garden, 97% of sitters offer daily exercise, 97% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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