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.
“Lilliana. She is just a wonderful person therefore a wonderful dog sitter. This is the second time Baxter has stayed with Lilliana. I always know he is in good hands. Her place is neat, clean and doesn’t smell like dog. She sends lots of pictures and videos of walks and playtime. She is wonderful and I always pick her when she is available !!”
“Second time using Ms. Susan service and we are very satisfied. Ms. Susan is definitely a good person to trust your dogs. We will continue using her service and recommend Ms Susan to everyone”
“Amber was great with our two pups, taking extra care to make sure they acclimated well. She was very good about sending pictures and updated every day. We would definitely use her services again!”
“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 !”
“Happy had so much fun playing with the other dogs on the big lot of land. I had to take him on a flight right after and he slept good- got all is puppy energy out. Laurie was ver accommodating with the times. Thanks for everything!”
“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.”
“This was our first time booking with Victoria, and Rocket absolutely loved it! He adjusted quickly and even made a new friend, Leo. Victoria was incredibly responsive, providing daily updates with pictures and videos, which gave us peace of mind. She took excellent care of Rocket, and we truly appreciate her attention to detail. We’ll definitely be booking with her again!”
“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!”
“She was the best dog sitter. I will most definitely be rebooking her again for my dog. He seems to have enjoyed himself so much along with her other dog and the rock the whole time she contacted me sent me multiple pictures and messages throughout the day about them and that is what stood her out from the other dog sitter, I have worked with in the past. Among all of them. I didn’t feel worried or anything the whole time that he was with her. She treated him as one of her own.”
“We can't say enough great things about Bruce. We book our vacations around his availability because we refuse to leave our dogs with anyone else. We are totally at ease while we're away knowing that Bruce is taking care of them.”
“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! 🌟🐾”
“We are very blessed to find MJ for Armani. MJ truly loves and cares for dogs. Armani loves going to MJs house and misses her when back home. I couldn’t have asked for anyone better. We love MJ 🤗”
“Long overdue review, but Cristy took absolutely amazing care of our dear pet dog, Cousteau! She was very responsible and is clearly very comfortable caring for a variety of dogs. I would highly recommend her!”
“Tracy was a wonderful host for our girl Chloe. As a first time user of Rover I had my worries, but they quickly disappeared after meeting her. She was very flexible and understanding with my lack of knowing an exact drop off / pick up time.🫣🥴🥴 (I have 4 small children and getting out of the house is a task). She kept me updated multiple times a day with pictures and messages!! I’m also glad my pup had interaction with dogs her size, and had kiddos to play with. I am definitely going to be using Tracy anytime I need someone to watch our girl 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!”
“Karla and Victor did a great job taking care of our pups while we were away. We were so worried because we haven't left them behind for such a long time before, but Karla and Victor made them feel at home. They sent us pictures and kept us informed of how our pups were doing. We are very grateful that they were able to accommodate us at short notice and also given our late-in-the-day arrival. Thanks for taking such good care of our pups!”
“Susann and her family took wonderful care of Gracie. She sent pictures of their adventures - including a 3 mile hike on a trail. Gracie slept quite a bit on the day I picked her up, so I know she had lots of fun and attention while at Susann's house.”
“What a wonderful experience with Fahriye and her husband. They are so sweet and our dogs just loved them. This was our first time leaving our dogs so it was difficult but I knew they were in good hands. Dogs came home happy and not stressed at all.”
The median cost per night for dog boarding in Osteen is $40
Dog parents share their Rover experiences - Osteen
Dogs were so happy. We got photos everyday and they looked great. We felt that Ease on our trip knowing that our pups were so well taken care of. Our flight was really delayed and we got home a day late and they kept our dogs for us without any hesitation knowing that we weren't able to pick them up on time and they were so kind about it. We really appreciate them.
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 near you
Select a filter and find qualifying Osteen sitters!Sitters in Osteen average 12 repeat dog boarding clients
FAQs for Dog 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.
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