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

Over 215 pet parents in Osteen have booked dog boarding
Osteen, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Laurie and Michael provided a safe and loving home for Cowboy while we attended the Daytona 500 weekend festivities. Highly recommend! Absolutely no worries and Laurie sent videos and pictures throughout the weekend. ⭐️⭐️⭐️⭐️⭐️”

“Jack loves spending time with Lili. He is fearful around other dogs when he is with me. But when he goes to Lili’s house he is part of the dog pack and falls right in line. She has a huge yard and an even bigger heart! ❤️”


“Fahriye and her husband were super amazing with our two, energetic little dogs! Our sitter originally canceled on us last minute the day before our trip and were extremely thankful they were able to watch Charlie and Gojo for us! She sent us updates while we were on our trip and the cutest photos! Doggies came home with a huge smile on their faces and took a huge, long quiet nap afterwards, which shows they definitely had a blast! Didn’t realize until I got home, but they even gifted us such a thoughtful, adorable dog waste bag holder with Charlie and Gojo’s name and face as a sticker from the photos she sent us! I was obsessed with these and switched it out the other one immediately lol. Would definitely book with them again! Thank you again guys!”

“I have use Susana's service few times and I feel very comfortable with her, my dogs are taking care very well by her. I can see that she love dogs and I see that my dogs loves going to her house.”

“I left my pup for the first time for a week with Sarah. She made me and my pup feel so comfortable! My dog had such a good time with her and her doggies and was immediately comfortable with which was so nice to see! Her updates throughout the day were so nice to see and see was so accommodating! I would definitely recommend her to others and will be booking her for future purposes!”

“Dobby’s first ever overnight stay couldn’t have gone any better! Caroline and her family are so kind and caring. She communicated throughout his stay with pictures and updates. When we went to pick up Dobby, while he was super happy to see us, he was also calm. This shows how good the staycation was!! Thank you so much for taking care of our furbaby ❤️”

“Andrea took amazing care of mars! She sent over tons of photos and was very flexible with my schedule. Mars felt very at home by the time I came to pick him up :) definitely planning on requesting Andrea in the future!”

“Brett and his girls did an amazing job taking care of my dog. Brett sent photos throughout the stay and I felt confident that she was in great hands and being taken care of like she was there own. I will definitely be asking them again in the future.”
“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!”

“Asking you to watch Nami is the biggest compliment I can give you, because I only trust Nami with the best".It’s clear she loved staying with you so I could enjoy my trip without worrying & I didn't worry for a second". Thank you for all the pictures as well... Be prepared for my next trip 😆 because she's staying with her "other" mommie & papa!”

“Shannon was amazing with my old man. I had booked someone previously but was uncomfortable with it and then I found Shannon. She put me at ease. I would 100% rebook next time we go out of town.”

“We couldn’t be happier with the care our dog Layla received! This was the second time we’ve left her with Douglania, and once again, it was a fantastic experience. Layla had such a great time and was clearly well cared for, happy, and comfortable the entire stay. It gives us so much peace of mind knowing she’s in such good hands. We truly appreciate the attention, kindness, and reliability, and we wouldn’t hesitate to book again. Highly recommend Douglania to anyone looking for a trustworthy and caring pet sitter!”

“Very kind, supportive and detail oriented. I was anxious about leaving him with someone new for a last moment trip, but I'm glad that we were able to leave him with Meryl. Very happy”

“I used Leon to watch my baby for 11 nights while I was on a cruise. I was able to bring my Lola over for a meet and greet to ensure I made the right choice. Leon provided a fenced in yard for dogs to play. He was quick to identify a behavior issue and explained how to correct it. That sealed the deal for me! While I was away, I received two messages with pictures of Lola adapting well to new surroundings and people. It’s very clear Leon cares for animals, I felt comfortable leaving my Lola with him and will use him again!”

The median cost per night for dog boarding in Osteen is $40
Dog parents share their Rover experiences - Osteen
Lisa and Myranda were very nice,and very pleasant to talk to 🙂This was the very first time I ever left my dogs with anyone so I was very nervous they never interacted with any other dogs either but Lisa and Myranda put my husbands and my mind at ease 🙏🏼they assured me everything would be fine and it was.they also kept me updated on my babies K was very happy they took very good care of Loki and xena I would DEFINITELY USE THEM AGAIN ❤️

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.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Osteen
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osteen average 12 repeat dog boarding clients
FAQs for Boarding - Osteen
Frequently asked questions about Rover
The average cost for Dog Boarding in Osteen on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 1,969 sitters on Rover offering Dog Boarding across Osteen. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Osteen sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Osteen landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Osteen home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Osteen.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Osteen sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.









