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.
“Lily was an awesome sitter for our fur baby. She sent so many photos and videos that my 7yo daughter even felt good about leaving Max while we went on our cruise. In every photo, Max was smiling. You could tell he felt like he was on vacation also. This spoiled dog actually seems sad to be home with us 😂. Thank you, Lily, for taking such great care of our baby! We will see you again soon.”
“Ms Confesora was amazing , she provided me daily updates and photos of my pup while I was out of town. She always was able to accommodate me super last minute as I had a family emergency within 24 hours notice giving me peace of mind.”
“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.”
“Koda stayed for an extended visit and everything went really smoothly. I got videos regularly, which made me feel totally at ease while I was away. He clearly had a blast — especially making new dog friends. He came home happy and tired in the best way. I’d definitely book again.”
“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.”
“I can’t recommend her highly enough! She took wonderful care of my baby (my fur-child ❤️) and went way above and beyond what I expected. From day one, she sent me adorable pictures multiple times a day so I never felt out of the loop. She kept me updated. It truly gave me so much peace of mind while I was away. My pet came back happy, healthy, and clearly very loved. She’s the best I’ve ever used—hands down. I will 100% be booking her again and recommending her to everyone I know! Thank you so much for being amazing! 🌟🐾”
“Bruce took great care of my dog. He sent me pictures multiple times daily and kept me up to date. My dog loved his big backyard. I will be using Bruce again in the future.”
“Emma absolutely LOVED her time with MJ and MJ's sweetbpup Buddy. She had a great time playing with Buddy, running around the yard, and swimming in the pool. The proof is that this normally crazy, almost 1 year old puppy was exhausted for 2 whole days after pick up! MJ provided regular updates, was thorough with safety questions before drop off, and is super sweet. We felt at ease having our baby with MJ.”
“Deborah was wonderful! She picked up my request for booking at the last minute when we were in a crunch. She sent pictures and kept me updated on how our pup was doing. It was the first time we had left her with someone she doesn’t know, and she seemed very happy and had a great time playing with her dog and kids!”
“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!”
“I am so happy I was able to find such an amazing person to take care of my fur baby!!! Christy loves animals and it shows through my pup who gets very excited when he realizes where he is!!! I definitely recommend Christy to take care of your fur babies!!!”
“Can’t thank Tracy enough for taking such good care of Miles! He comes home well taken care, and tired. Tracy & her family give him all the love. Thanks again and will see you soon🤩”
“My babies had the absolute best time. They made new paw friends Juan’s family was so super sweet and fun. I’ve gotten tons of pic and videos of my dogs running and playing lol. Canyon being the leader in all of it. Canyon wanted to go back in the house😂, he loved it there. Thanks guys again. We will see you soon.”
“Sarah and her family were amazing and took such great care of Jackson! Great communication from start to finish. We got plenty of updates and photos througout our 2 week trip and we could tell Jackson really enjoyed his stay there. Jackson was happy to see us but I could tell he was going to miss staying there too. Thank you again Sarah, Jackson will definitely be back for our next trip!”
“We recently used Karla &Victor's dog sitting service,went to a meet and greet before the service, we are very happy with the care our pets received. We will use them again for sure?”
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.
Popular requests near you
Select a filter and find qualifying Osteen 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!
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 Jun 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 Jun 2026, 1,685 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, 92% 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 1,685 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, 95% offer medication administration, and 89% 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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