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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winter Beach dog boarders

“Maria is very passionate and great energy. Nala loved her right away. Maria reassured me Nala was doing well and sent pictures every day. She opens her home to your pup. Her home is their home 😊We will definitely use Maria again and highly recommend her. Thank you for caring for Nala ❤️😊”


“Hailey and William were very easy to work with. Although we were not able to make it work, they were very accommodating in trying. They also helped me to have a better picture as to how our dogs are when we're not with them. Communication was fantastic. Hailey gave us many updates. Their home is set up very well for dogs. We felt very safe leaving our babies in their care.”


“I am driving home with my dogs after leaving them with Jorge and Osvaldo for a week and I could not be happier. The communication during the stay was fantastic, and the funny stories afterwards were even better. I have an upcoming trip in the next few months and I’m already looking to book these guys again. I give them a 10 out of 10 and feel comfortable telling anybody to book with confidence.. Thank you both!!! ( and your kids )”


“Michael and Lynn are awesome. Stella loved her time there. They cared for her as if she were their own. They kept us posted with pictures. Would definitely use them again. Thank you Michael and Lynn. You both are wonderful.”


“James took amazing care of my baby. My dog is 9, I've had him since he was 4 weeks old, and he hasn't stayed with anyone else besides family ever, so I was a little reluctant about leaving him with anyone. However, James allowed me to visit the home prior, sent plenty of photos and updates, and made me feel very comfortable about leaving my dog with him. He and his family are definitely dog lovers. They have a nice fenced in backyard with a large privacy fence for dogs who enjoy a yard to play in. He also took my dog for very nice walks. My dog was happy and very well taken care of upon my return. I would definitely recommend James to anyone.”


“Kaleigh and her family did a phenomenal job taking care of Zap. She made sure to keep me updated daily. Zap seemed to have enjoyed his visit and will certainly be utilizing her services again soon.”


“Came in from out of town, needed a sitter last minute, and Olivia answered late at night for me and took my pup in on a holiday! She is SUPER AMAZING, sweet, professional, and had such a gentle soul! I would highly recommend her! Next time I’m down there I will use her for my dog!”


“Jorge was very friendly and accommodating. He let us pick up Maslow at 11pm rather than in the morning. My only pause was that once Maslow came home he was panting and drank an entire bowl of water (large bowl, that holds approximately 8 cups of water ). He has never drank the entire bowl like that before.”


“Maureen and Patrick did a great job watching our dog! While we were gone, they stayed in contact with us and sent pictures and videos. Our dog seemed very happy and comfortable at their home. They were very trustworthy and caring. We definitely recommend them and would love to work with them again! Thanks guys!!”


“Joe watched my dog Chip while I was out of state on vacation. I was very nervous to leave Chip for 4 days but I was quickly reassured with daily updates. After receiving pictures of Chip playing, making new friends and sleeping peacefully I was able to have a worry free vacation!!! Joe is kind, thoughtful and patient! I highly recommend Joe to watch your dog!!!”


“Excellent experience! My pup came back happy and appeared to be well taken care of. Suzanne provided frequent updates and pictures of Rufus playing outside and lying around the house. Highly recommend!”


“I had a great first experience with Jessica on Rover. Jessica took such great care of my golden retriever. She updated me throughout the stay with pictures. i received my dog happy and well taken care of. I would definitely recommend Jessica and will use her again!”


“Tessa did great staying with Emily and her lovely family. Emily was clearly in charge, but her children also took an active role in Tessa’s wellbeing. Lots of belly rubs and walks. Their family dog was very tolerant of the extra attention given to Tessa. Beautiful home and neighborhood. We will bring Tessa again!”


“Amanda took care of Huxley for an extended stay and, as always, she kept us updated with pictures which always helps us feel at ease knowing Huxley is happy and well cared for. We recommend Amanda 100%!”


“Madeline was amazing! Very sweet lady, great energy. She updated us everyday, sent us videos or pictures. As soon as we meet her I knew our pets would be safe with her. Highly recommend her.”



“Jessica is always great! This time, our trip had a delay and she was able to accommodate an overnight stay for our baby. We are so happy to have her and she will continue to be our first choice!”


“We were overjoyed with the care given to our puppy while we were away. Their home is tidy and you can tell they are dog lovers! We will definitely let Ollie visit again, he enjoyed himself very much.??? They took him everywhere they went, and to the dog park. Katlyn is excellent at staying in touch with photo updates too, a really nice bonus.”


“Angela was amazing! Mya had a great time, with so much attention given to her! She had previously been boarded and just shut down, pouting on her bed. With Angela, every picture and video Mya was happy and energetic. Highly recommend!”


“Waldi loved his stay with Sonia. She took great care of him-playing with him, brushing him, etc. I received updates each day, often with photos or a video clip. I have already booked his next stay with Sonia..”

Loving dog boarding sitters in your neighborhood
Search Results


Maria U.Star Sitter

“Maria is very passionate and great energy. Nala loved her right away. Maria reassured me Nala was doing well and sent pictures every day. She opens her home to your pup. Her home is their home 😊We will definitely use Maria again and highly recommend her. Thank you for caring for Nala ❤️😊”


Hailey & William D.
Star Sitter


“Hailey and William were very easy to work with. Although we were not able to make it work, they were very accommodating in trying. They also helped me to have a better picture as to how our dogs are when we're not with them. Communication was fantastic. Hailey gave us many updates. Their home is set up very well for dogs. We felt very safe leaving our babies in their care.”


Jorge & Osvaldo V.Star Sitter

“I am driving home with my dogs after leaving them with Jorge and Osvaldo for a week and I could not be happier. The communication during the stay was fantastic, and the funny stories afterwards were even better. I have an upcoming trip in the next few months and I’m already looking to book these guys again. I give them a 10 out of 10 and feel comfortable telling anybody to book with confidence.. Thank you both!!! ( and your kids )”


Michael & Lynn D.Star Sitter

“Michael and Lynn are awesome. Stella loved her time there. They cared for her as if she were their own. They kept us posted with pictures. Would definitely use them again. Thank you Michael and Lynn. You both are wonderful.”


James M.

“James took amazing care of my baby. My dog is 9, I've had him since he was 4 weeks old, and he hasn't stayed with anyone else besides family ever, so I was a little reluctant about leaving him with anyone. However, James allowed me to visit the home prior, sent plenty of photos and updates, and made me feel very comfortable about leaving my dog with him. He and his family are definitely dog lovers. They have a nice fenced in backyard with a large privacy fence for dogs who enjoy a yard to play in. He also took my dog for very nice walks. My dog was happy and very well taken care of upon my return. I would definitely recommend James to anyone.”


Kaleigh C.Star Sitter

“Kaleigh and her family did a phenomenal job taking care of Zap. She made sure to keep me updated daily. Zap seemed to have enjoyed his visit and will certainly be utilizing her services again soon.”


Olivia G.
Star Sitter


“Came in from out of town, needed a sitter last minute, and Olivia answered late at night for me and took my pup in on a holiday! She is SUPER AMAZING, sweet, professional, and had such a gentle soul! I would highly recommend her! Next time I’m down there I will use her for my dog!”


Jorge D.

“Jorge was very friendly and accommodating. He let us pick up Maslow at 11pm rather than in the morning. My only pause was that once Maslow came home he was panting and drank an entire bowl of water (large bowl, that holds approximately 8 cups of water ). He has never drank the entire bowl like that before.”


Maureen & Patrick K.

“Maureen and Patrick did a great job watching our dog! While we were gone, they stayed in contact with us and sent pictures and videos. Our dog seemed very happy and comfortable at their home. They were very trustworthy and caring. We definitely recommend them and would love to work with them again! Thanks guys!!”


Joseph H.Star Sitter

“Joe watched my dog Chip while I was out of state on vacation. I was very nervous to leave Chip for 4 days but I was quickly reassured with daily updates. After receiving pictures of Chip playing, making new friends and sleeping peacefully I was able to have a worry free vacation!!! Joe is kind, thoughtful and patient! I highly recommend Joe to watch your dog!!!”


Suzanne G.Star Sitter

“Excellent experience! My pup came back happy and appeared to be well taken care of. Suzanne provided frequent updates and pictures of Rufus playing outside and lying around the house. Highly recommend!”


jessica c.Star Sitter

“I had a great first experience with Jessica on Rover. Jessica took such great care of my golden retriever. She updated me throughout the stay with pictures. i received my dog happy and well taken care of. I would definitely recommend Jessica and will use her again!”


Shelby M.Star Sitter

“We have had great experiences boarding our dog with Shelby! She is a very understanding host and sends the best pictures of our pup. I would recommend her 100%!”


Emily L.

“Tessa did great staying with Emily and her lovely family. Emily was clearly in charge, but her children also took an active role in Tessa’s wellbeing. Lots of belly rubs and walks. Their family dog was very tolerant of the extra attention given to Tessa. Beautiful home and neighborhood. We will bring Tessa again!”


Amanda D.Star Sitter

“Amanda took care of Huxley for an extended stay and, as always, she kept us updated with pictures which always helps us feel at ease knowing Huxley is happy and well cared for. We recommend Amanda 100%!”


Madeline O.

“Madeline was amazing! Very sweet lady, great energy. She updated us everyday, sent us videos or pictures. As soon as we meet her I knew our pets would be safe with her. Highly recommend her.”




Jessica B.

“Jessica is always great! This time, our trip had a delay and she was able to accommodate an overnight stay for our baby. We are so happy to have her and she will continue to be our first choice!”


Katlyn M.

“We were overjoyed with the care given to our puppy while we were away. Their home is tidy and you can tell they are dog lovers! We will definitely let Ollie visit again, he enjoyed himself very much.??? They took him everywhere they went, and to the dog park. Katlyn is excellent at staying in touch with photo updates too, a really nice bonus.”


Angela K.

“Angela was amazing! Mya had a great time, with so much attention given to her! She had previously been boarded and just shut down, pouting on her bed. With Angela, every picture and video Mya was happy and energetic. Highly recommend!”


Sonia P.Star Sitter

“Waldi loved his stay with Sonia. She took great care of him-playing with him, brushing him, etc. I received updates each day, often with photos or a video clip. I have already booked his next stay with Sonia..”
Winter Beach dog parents share their Rover experiences
Maureen & Patrick took such amazing care of my little man! I knew he’d warm up to them fast, but they exceeded my expectations. I can’t thank them enough for how caring, attentive, and responsive they were. I’m sure Roscoe can’t wait for the next time he gets to spend with them! 😊

Popular requests near you
Select a filter and find qualifying Winter Beach 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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Winter Beach is $40
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.
Sitters in Winter Beach average 12 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, 376 sitters provided dog boarding in Winter Beach. 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 Beach dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winter Beach have an average of 18 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 Beach.
Rover makes it easy to find Winter Beach 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 376 dog boarding sitters in Winter Beach on Rover, so you’re sure to find the perfect match for your dog! In Winter Beach, 95% of sitters offer daily exercise, 98% offer medication administration, and 90% 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.
