Dog Boarding in Osteen, FL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Osteen dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Chloe had such a great time staying with Confesora, she sent me daily pictures that left me with comfort that she was being taken care of very well. I will continue to book her anytime we are away from home !”
“Amber was amazing. Not only with my puppers, but with dealing with many schedule changes that happened throughout our trip. We had to book last minute due to schedule changes and she was great when I asked her to extend his stay too. I got lots of pictures and updates. Comet always looked happy and relaxed in the photos. If we come to Orlando again, I will definitely be rebooking with Amber.”
“Susana was great to work with. She was so sweet to our puppy. I felt very comfortable with her watching him for a week. She sent daily pictures and videos. We will definitely be using her again! Overall a wonderful experience!”
“Couldn't ask for a better sitter, played with him constantly, photos all the time, and tried to socialize this dog with other dogs. Exceptional service, Emillie you are the bets !!!!”
“So grateful we found you!! They were great with our 12 week puppy and went above and beyond with her care! Would highly recommend and will definitely be reaching out in the future.”
“My little poodle “Daisy” is extremely shy toward meeting new people so I was scared that she would not allow them to pick her up. However, Candice & Larry knew how to make her feel comfortable and made sure she had a fun time. Before I picked her up she had a spa day with a nice bath, massage and all brushed out! Thanks for taking care of my little princess!”
“Linda is so knowledgeable about dogs in general but also keeps you well informed about your pets wellbeing! This was our first time using her or blurring them at all and I can tell you they had a ball, which comforted us greatly. She’s a gem I would highly recommend her!”
“Tracy and her family are like the best dog sitters you could ever have. They treat your dog like they’re their own. They love them so much and care for them so much. Everyone in the family right on down to the kids. She is amazing. Absolutely an amazing dog sitter. I’ve used her now for two years.”
“I used Mj to board my almost 14 year old senior pug and she was so wonderful! She has a warm and welcoming energy that you immediately feel safe with. My dog was very comfortable with her and her dog Bobby. She sent me daily updates and photos, which were really helpful and appreciated while being away! Her space was beautiful, clean, and perfect for pups to be in. It appears Oliver has made some new friends :). Thanks a bunch!!”
“This was my first time using Rover and a pet sitter. Brian was amazing. He sent me updates and pictures several times a day, and my pups looked very happy. The best part of Brian’s service is that he works from home so my pups were with him all day. It made me feel good knowing that my pups weren’t in a kennel all day like they would be in at the pet resort I used in the past. I highly recommend Brian. He’s the best!”
“Not enough nice things to say about Deborah and her services. I leave my little golden doodle with her and know that she is cared for just like she is her own! Her kids are so sweet and share in the care of her. A wonderful fenced yard and just all around a great experience! I can’t imagine leaving my Honey Bee anywhere else! Thank you Deborah!”
“Diamond was absolutely amazing! She was super responsive and so accommodating. She went out of her way to make things easier for us as we traveled in. I absolutely would recommend her to anyone and book her anytime we are in town. I can’t thank her enough!”
“Sam, thank you and your family for taking such good care of Ivy and Diva last weekend. They were in a “home away from home”. I sure appreciate the photos and the check/ins too. I am so relieved to have found you. Looking forward to next time!”
“Cristy was great! We received updates throughout our pets stay and pictures. Our dog was happy and healthy when we returned to pick him up. I would definitely recommend Cristy and use her services again.”
“Catherine is a wonderful sitter. She really gets my Genie. I know I'm leaving my beloved girl in caring hands. I appreciate the daily updates with pics and videos. She keeps me well informed, which provides me comfort. Thank again!”
“It was our first time having a dog sitter for daisy, and I couldn’t recommend Susann highly enough. Susann and her family took wonderful care of our anxious furbaby. She was understanding and calmed her anxiety as soon as we left daisy in their care. Susann went above and beyond to ensure daisy was comfortable and happy, providing daily updates with pictures. She walked daisy everyday twice along the trails and daisy had a wonderful time! Lots of cuddles and playtime. It was such a comfort knowing she was loved and taken care of. Thankyou for your incredible care and for giving us peace of mind while we were away. We are so grateful!”
Over 17 pet parents in Osteen have booked dog boarding
Osteen dog parents share their Rover experiences
I couldn’t be happier with the care Ellie received! From the moment we met, it was clear that Laurie truly loves animals. She went above and beyond to make sure Ellie felt comfortable and happy while I was away. I received regular updates and adorable photos, which gave me total peace of mind. Ellie warmed up quickly and was clearly well-loved and well-cared for during the entire stay. I would absolutely book with Laurie again and highly recommend her to anyone looking for a trustworthy, compassionate pet sitter.
As a first time Rover users, we were not 100% sure about using the services. But Lisa and Myranda were simply great and super friendly since the beginning. Their quick responses to messages and scheduling meet n greet with them and their dogs made us decide to confirm the booking right away. Our 2 goldendoodles had a wonderful time with them. Thank you.
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!
The median cost per night for dog boarding in Osteen 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 Osteen average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jan 2026, the median cost of dog boarding in Osteen 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 Osteen dog boarding rates can be found as low as $26 to as high as $49 per night.
As of Jan 2026, 1,666 sitters provided dog boarding in Osteen. 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 Osteen dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Osteen have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Osteen.
Rover makes it easy to find Osteen 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 1,666 dog boarding sitters in Osteen on Rover, so you’re sure to find the perfect match for your dog! In Osteen, 94% of sitters offer daily exercise, 97% offer medication administration, and 92% 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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