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. A booking fee of 15% and taxes will apply.
“We couldn’t have asked for a better dog sitter for our Oreo! From the very beginning, she was attentive, kind, and clearly experienced with dogs. What truly set her apart was the daily updates—every day we received texts with photos and little notes about how Oreo was doing, which gave us so much peace of mind while we were away. Oreo looked so happy and well cared for in every picture! It was clear she treated him like one of her own. Highly recommend her to anyone looking for someone trustworthy and loving to care for their pup. Thank you again Katherine for everything!”
“I couldn’t have asked for a better sitter for my two dogs than Ron! From the start, he was incredibly kind, responsive, and professional, making the entire experience seamless and stress-free. Ron provided regular updates, including photos and messages, which reassured me that my pups were not only safe but also happy and well cared for. His warm and welcoming family was an added bonus—it's clear that they all truly love animals and treated my dogs like part of their own. When I picked up my dogs, they were calm, happy, and clearly well-loved during their stay. Ron made the process effortless with his attentiveness and genuine care. I wholeheartedly recommend him to anyone looking for a reliable, compassionate, and responsible sitter. I will definitely be booking with him again in the future!”
“Brandon and Mya took great care of our dog this weekend on short notice. She had so much fun playing in the yard with their dog, and we were able to relax and enjoy our plans knowing she was in good hands. We would book again!”
“Thanks Damariz for taking great care of Dolly. I really appreciate the time you took to make sure she had a great time. Definitely recommend your services. Incredible updates on Dolly throughout her stay.”
“Savanah takes great care of Bailey! And she sends daily updates with photos, which keeps me from missing my little guy so much. I know I can trust her completely to take good care of Bailey!”
About: With 32 years of hands-on experience as a devoted dog owner, I’ve turned a lifelong love for dogs into a warm, trustworthy daycare where every pup is treated like family. Here, tails wag with joy, and your dog’s comfort and care always come first! I have plenty of free time Monday through Friday to give your dog all the love, playtime, and attention they deserve! And if you need weekend boarding, I’m here with open arms (and treats!) to make your dog feel right at home while you’re away. Welcome to a dog’s dream stay! With a spacious, fenced backyard that’s perfect for safe play and your pup will feel right at home. My pet care space is designed with love, comfort, and safety in mind giving your dog the freedom to run, explore, and relax in a secure, and happy environment. It’s not just pet care it’s a place your dog will love!
“Abby and family took such great care of izzy while we were gone for 10 days. They treated her as if she were their own sweet pup! We got multiple pictures every day of family outings and walks. Communication was phenomenal and their love for dogs is so evident in their care. They will be our go to family in the future and I wouldn't hesitate to wholeheartedly recommend them for anyone who needs dog sitting. Thank you so very much Abby and family!”
“Kelly and Donovan are an absolute godsend! From the very beginning, they were exceptionally communicative and friendly, making us feel at ease right away. Their house is immaculate and beautifully maintained. Throughout our vacation, they kept us updated with numerous photos and videos, showing our dogs having a fantastic time and clearly not missing us at all. We slept soundly knowing our pets were being cared for with such love and attention. We would unquestionably book with them again for our next travels. Thank you so much, Kelly and Donovan!”
“Ben was a super great host! 10 out of 10 would recommend, he was kind, communicative, flexible, and my doggie had a great stay. He asked if I had any specific requests, provided lots of cute pics for me throughout the day and evening with updates, my doggo got to play with all the others, and was taken good care of making the experience a breeze. Can’t thank you enough for everything!!”
“Whitney did amazing with Milo! I was very nervous to leave him for a week while on vacation as Milo has separation anxiety and just high anxiety overall. She sent me updates on him regularly which made me feel more at ease and after bringing him home he seems like a different dog (in a good way lol)! Thank you Whitney for taking such good care of my fur baby! I will definitely be using you again when I go on my next adventure 😁”
“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!”
About: I’ve been working with dogs and cats for 2 years! I used to foster cats and dogs. My availability is very open, even the last minute calls! A little bit about me, I love to travel, so this is the perfect side job for me. My hobbies include, eating, laughing, hiking, running, gym and much more. The care I would provide includes dog walks, dog park, ( which is a house with a huge yard) way to much petting, love only a dog cant get enough of. I supply the treats, with your permission of course. Ball throwing, frisbee catching. Your pet will be wagging its tail all the time with me. You wouldn’t have to worry about your pet, your family would be safe with me! My hybrid job lets me take care of your loved ones. Every 2-4 hours pee break, play time to obtain healthy simulation and of course, treat time! I have a fenced-in yard and one friendly dog to keep your loved one company. I have a game room for your dog to make your dog feel more at home.
“Bailey went above and beyond with watching Tux! She was very accommodating with drop off and pick up schedules and always provided timely updates on Tux’s care. 10/10 would recommend!”
About: I have years of experience caring for dogs of all ages, from playful puppies to senior pets needing extra TLC. I'm reliable, attentive, and treat every pet like family. I'm comfortable with crate training, and special routines—and I always keep you updated with photos and messages! As a stay-at-home mom, I have a very flexible schedule and plenty of time to give your pup the attention and care they deserve throughout the day. Whether it’s walks, playtime, feeding, or just keeping them company, I’m home and available to meet their needs. Your pet’s safety and comfort are my top priorities. I maintain a clean, calm environment and stick to their routine. I’m always attentive, secure with gates and leashes, and keep you updated with regular check-ins.
Loving dog boarding sitters in your neighborhood
Search Results
Prices are estimates per night for 1 dog. Pricing may vary based on your search. A booking fee of 15% and taxes will apply.
Martin M.
“Martin is awesome. He is very attentive and caring, he sent us daily updates with pictures, and he has a great set up to take care of the furry ones,”
Lisa & Logan B.
“Lisa was very easy to work with and took great care of you dogs. She sent pictures with updates and was a real pleasure. I highly recommend her.”
Katherine E.
“We couldn’t have asked for a better dog sitter for our Oreo! From the very beginning, she was attentive, kind, and clearly experienced with dogs. What truly set her apart was the daily updates—every day we received texts with photos and little notes about how Oreo was doing, which gave us so much peace of mind while we were away. Oreo looked so happy and well cared for in every picture! It was clear she treated him like one of her own. Highly recommend her to anyone looking for someone trustworthy and loving to care for their pup. Thank you again Katherine for everything!”
Linda Jean F.
“Linda was amazing and so sweet! She accommodated us last minute and took such great care of our babies! We will definitely be booking Linda for all of our future pet sits!”
Ronald M.
“I couldn’t have asked for a better sitter for my two dogs than Ron! From the start, he was incredibly kind, responsive, and professional, making the entire experience seamless and stress-free. Ron provided regular updates, including photos and messages, which reassured me that my pups were not only safe but also happy and well cared for. His warm and welcoming family was an added bonus—it's clear that they all truly love animals and treated my dogs like part of their own. When I picked up my dogs, they were calm, happy, and clearly well-loved during their stay. Ron made the process effortless with his attentiveness and genuine care. I wholeheartedly recommend him to anyone looking for a reliable, compassionate, and responsible sitter. I will definitely be booking with him again in the future!”
Shakyra A.
“Shakyra took great care of our pup and sent picture updates which were greatly appreciated! Will definitely leave our pup with Shakyra again and highly recommend”
Brandon & Mya A.
“Brandon and Mya took great care of our dog this weekend on short notice. She had so much fun playing in the yard with their dog, and we were able to relax and enjoy our plans knowing she was in good hands. We would book again!”
Damariz N.
“Thanks Damariz for taking great care of Dolly. I really appreciate the time you took to make sure she had a great time. Definitely recommend your services. Incredible updates on Dolly throughout her stay.”
Whitney G.
“The BEST sitter I’ve ever had w rover! Thank you Whitney and family for being trustworthy and loving feeling just like family for my beagle baby!”
Savanah B.
“Savanah takes great care of Bailey! And she sends daily updates with photos, which keeps me from missing my little guy so much. I know I can trust her completely to take good care of Bailey!”
Daniela M.
“Had a great experience with Daniela. Our dog was well cared for and seemed really happy when we got back. We definitely recommend her services.”
Abby M.
“Abby and family took such great care of izzy while we were gone for 10 days. They treated her as if she were their own sweet pup! We got multiple pictures every day of family outings and walks. Communication was phenomenal and their love for dogs is so evident in their care. They will be our go to family in the future and I wouldn't hesitate to wholeheartedly recommend them for anyone who needs dog sitting. Thank you so very much Abby and family!”
Kelly & Donovan H.
“Kelly and Donovan are an absolute godsend! From the very beginning, they were exceptionally communicative and friendly, making us feel at ease right away. Their house is immaculate and beautifully maintained. Throughout our vacation, they kept us updated with numerous photos and videos, showing our dogs having a fantastic time and clearly not missing us at all. We slept soundly knowing our pets were being cared for with such love and attention. We would unquestionably book with them again for our next travels. Thank you so much, Kelly and Donovan!”
Catalina S.
“Catalina is amazing!! My dog Booker fell in love with her immediately. Catalina is a true animal lover who took wonderful care of my boy. I will definitely be using her again!”
Ben L.
“Ben was a super great host! 10 out of 10 would recommend, he was kind, communicative, flexible, and my doggie had a great stay. He asked if I had any specific requests, provided lots of cute pics for me throughout the day and evening with updates, my doggo got to play with all the others, and was taken good care of making the experience a breeze. Can’t thank you enough for everything!!”
Whitney D.
“Whitney did amazing with Milo! I was very nervous to leave him for a week while on vacation as Milo has separation anxiety and just high anxiety overall. She sent me updates on him regularly which made me feel more at ease and after bringing him home he seems like a different dog (in a good way lol)! Thank you Whitney for taking such good care of my fur baby! I will definitely be using you again when I go on my next adventure 😁”
Dustin D.
“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!”
Liliana M.
About: I’ve been working with dogs and cats for 2 years! I used to foster cats and dogs. My availability is very open, even the last minute calls! A little bit about me, I love to travel, so this is the perfect side job for me. My hobbies include, eating, laughing, hiking, running, gym and much more. The care I would provide includes dog walks, dog park, ( which is a house with a huge yard) way to much petting, love only a dog cant get enough of. I supply the treats, with your permission of course. Ball throwing, frisbee catching. Your pet will be wagging its tail all the time with me. You wouldn’t have to worry about your pet, your family would be safe with me! My hybrid job lets me take care of your loved ones. Every 2-4 hours pee break, play time to obtain healthy simulation and of course, treat time! I have a fenced-in yard and one friendly dog to keep your loved one company. I have a game room for your dog to make your dog feel more at home.
Bailey S.
“Bailey went above and beyond with watching Tux! She was very accommodating with drop off and pick up schedules and always provided timely updates on Tux’s care. 10/10 would recommend!”
Ashley M.
About: I have years of experience caring for dogs of all ages, from playful puppies to senior pets needing extra TLC. I'm reliable, attentive, and treat every pet like family. I'm comfortable with crate training, and special routines—and I always keep you updated with photos and messages! As a stay-at-home mom, I have a very flexible schedule and plenty of time to give your pup the attention and care they deserve throughout the day. Whether it’s walks, playtime, feeding, or just keeping them company, I’m home and available to meet their needs. Your pet’s safety and comfort are my top priorities. I maintain a clean, calm environment and stick to their routine. I’m always attentive, secure with gates and leashes, and keep you updated with regular check-ins.
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, 3,802 sitters provided dog boarding in Winter Gardens. 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, 89% of Winter Gardens dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winter Gardens have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 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
There are 3,802 dog boarding sitters in Winter Gardens on Rover, so you’re sure to find the perfect match for your dog! In Winter Gardens, 96% of sitters offer daily exercise, 96% 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.
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