Dog Boarding in Winter Gardens
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Winter Gardens dog boarders
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

“Terri is a true animal lover. She cared for my dog Lucy over the weekend. She took Lucy for plenty of walks and even took her to the lake a couple times. Baked her some dog treats and even sent her home with a batch. Plenty of pictures. We are very pleased.”

“Madison and her husband were amazing! They were very accommodating with me when I wanted to add an additional day and additional pick up time. They made sure to send many pictures and updates. They even gave me tips on training to make sure what he was taught in those days, stuck. I'll definitely be bringing him back for future stays!”

“Taylor and Andrew spoiled Rafi! They gave her extra treats, made sure she ate, gave her run of their home and yard, took her for walks, and gave her affection. They were good about providing updates and sent photos. Rafi was with them for 2 wks., and when I picked her up I witnessed her seek attention and affection from them, she interacted well with their dogs, and had no initial interest in my return. I recommend them and will definitely use them again. I couldn’t be more pleased. Thank you!”

“A Christmas gift arrived early when Dustin’s family and home boarding became available to book for the holiday! Their family accommodated an immediate introduction at their home and provided a wonderful place for 7 days! Lots of attention, pics, updates and they asked all the questions to be sure my dog’s diet, sleeping, hygiene or other habits were attended to! I couldn’t be more pleased and was totally confident my dog was happy while we enjoyed our vacation!”

“While I was away, I received regular updates, photos, and messages that showed how happy and well cared my dogs were. It was obvious that my dogs felt comfortable and loved. When I returned, my dogs were relaxed, healthy, and clearly had been in great hands. If you’re looking for someone trustworthy, responsible, and truly passionate about animals, Ashley is the perfect choice. I will definitely be booking with her again!”

“Linda took amazing care of our senior dog, who has medical needs and doesn’t warm up to just anyone—but she absolutely loved Linda. She made sure she was safe, comfortable, and well cared for the entire time. We got regular updates and pictures, which gave us total peace of mind knowing she was in good hands. You can tell Linda truly cares, and we’ll definitely be booking with her again. Highly recommend!”

“We absolutely LOVE Bailey and her family, they are so wonderful to our Roxie when she stays. She even got to be part of the her girls birthday party this last stay. We don't trust many but Bailey and her family are always our #1 choice if we need a sitter. Thank you for always treating Roxie like part of the family when she is with you all!! ❤️❤️”


“Whitney always takes such good care of our Bentley. He’s been boarding with Whitney for 4 years now and we do not plan on going to anyone else to take care of our baby.”

“Ami is the greatest sitter we have ever had on Rover . Not only did she book us at the last moment her care for Stella was more than I could ever imagined. I knew Ami was kind and caring when Stella and I first met her and I am very cautious about using just any sitter. Ami kept us updated with photos and brushed her fur while sitting. Stella actually came back looking better than before I took her to Ami! She is the best and will always be my choice of sitters.”

“Cerita is my go to dog and cat sitter. She treats all of my fur babies with so much love and makes them feel completely at home. I especially appreciate the extra care she gives my senior cat, she’s very attentive when it comes to giving him his insulin.”

“Mark and his son were really awesome with our dog, Thor. We booked a 10 day stay, and Mark provided consistent updates on how Thor was doing. They walked him regularly and played with him often, and they have a great home with a back yard Thor could enjoy. I felt comfortable and confident leaving my fur baby with them!”

“We can't say enough good things about Savanah, she took excellent care of our pup!! She was very communicative and so good at sending updates. I would highly recommend her to anyone!”

“Casey was a little nervous at first (when I dropped him off), but he quickly adapted. Hana almost immediately sent me a video of him going for a walk, and sent copious videos after that of Casey playing with other dogs. I would certainly use her again!”


“Mayank and shruti were great sitters. Our dog Leo enjoyed his stay there. Had fun with other dogs. They kept me updated with photos and videos and I didn’t have to ask for it. We left Leo twice with them and would go to them again without doubts.”

“Lori watched our dog Hana for four nights and we couldn’t be more pleased. Hana can be very anxious and temperamental, but Lori exceeded our expectations and was able to form a bond with her quickly. We usually avoid boarding Hana at larger facilities because she becomes overwhelmed and overly anxious. However, Lori was able to provide Hana with much more intimate care where she felt safer. Lori provided daily updates showing us that Hana was active and well taken care of. This made it much easier to feel at ease while we are on vacation. We will certainly be using her again.”

“Always such a great stay with Doug & Marisol. They are such a nice family and treat our pup like their own. Our dog always comes back happy and normal which is such a relief. Thanks as always and highly recommend!”

Winter Gardens dog parents share their Rover experiences
Bianca and her family are amazing!!! So great that I almost didn’t want to write this so I could gate-keep them!! I had to leave my guy to go out of state for a wedding and I’m usually a mess about it but I felt completely relaxed and comfortable this time. Bianca communicated well and I could tell how much they were loving on him. It allowed me to fully enjoy my trip which was priceless. He will be back, he was so comfortable with them. Such a great experience!

Angela is wonderful! She treats any dog in her care with love, gives attention, and supplies the dog owner with updates + photos. Our dogs almost don't want to leave because they are sooo happy. I highly highly recommend Angela for day care and boarding. It is such a relief to know that my dogs are loved and cared for while I'm out of town. I think she under charges, so I always give a nice tip:)

I couldn’t have chosen a better sitter! From the moment I left my dog, she treated her like family. My dog is like one of my kids, so I truly appreciated the level of care she provided. The daily photos showed my baby looking relaxed, happy, and completely at ease, which made it easy for me to enjoy my time away without any worries. Her dogs were friendly and immediately got along with mine, creating a calm and happy environment. This was especially helpful for my dog, who is an only dog at home. The entire experience was smooth, thoughtful, and genuinely reliable. Her communication was clear, and it’s evident that she has a real gift for understanding animals and making them feel safe. I would book with her again without hesitation and highly recommend her to anyone who wants their dog to stay in a home that truly pays attention and cares.

Charles was awesome! He took great care of my two dogs. One of my dogs is anxious with new people, but he definitely knows what he’s doing and quickly earned her (and my) trust. He was very easy to work with and my dogs had a great time. I will definitely come back to him next time! Highly recommend!

Popular requests near you
Select a filter and find qualifying Winter Gardens sitters!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
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winter Gardens.
Rover makes it easy to find Winter Gardens 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
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.














