Dog Boarding Osprey
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 110 pet parents in Osprey have booked dog boarding
Osprey, 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.
“Linda was a terrific nanny for Oscar! She responded very quickly to my request, had a prompt and positive meet and greet… and was kind and caring during Oscar’s stay. We received numerous pictures of his “making himself at home” and a happy reunion after 12 days. Highly recommended!”
“Beth was absolutely wonderful! She took amazing care of Thor and kept us updated with messages and photos, which gave us so much peace of mind while we were away. It was clear that she genuinely cared for him and treated him like part of her own family. Thor came home happy, relaxed, and well cared for. We truly appreciate her kindness, reliability, and excellent communication. We would be delighted to book with Beth again and highly recommend her to anyone looking for a caring and trustworthy pet sitter!”
“Frances took such great care of my fur babies! I felt 100% confident leaving them with her. They were free to have full reign of the home as if they lived there. They also had a nice big back yard to explore if they wanted. She gave them extra perks like watermelon on a hot day (we talked in advance about treats) and a cooling mat to lie on. Don’t look any further! You’ve found a gem 💎”
“Merve was great with our pup! Had no issues with special diet and supplements and sent photos or video everyday. Dru had such a great time playing all week with Thor. Thanks so much!”
“Jewel was so kind and detailed taking all the info I had for Luna since she is Diabetic and on special diet. Has a fenced in yard and walks the dogs. She brought out her two precious little princesses to meet Luna and they were so adorable. Her detailed text with pics of Luna’s daily events made my day. Thank you so much Jewel. I can see Luna was super relaxed since picking her up and her usual cry whining just didn't happen. It usually takes her three days to get chill again when I leave her. Thank you and your pups for her great stay away from home. 💖 You were the perfect pick for Luna.”
“Nathalie is great!Every day she sent pictures and videos. Oliver loves her! He looked like he was having a blast staying with Nathalie and her family! We are definitely booking again on our next trip. Thank you Nathalie”
“Corinne was so kind and loving with my dogs! She treated them with such care . I am so thankful for her. She sent updates with pictures which made me feel so at ease, knowing they were in excellent care with her. My dogs were happy there and so well taken care of! Would 1000% ask her to watch my dogs again. Thank you!!!”
“Team Stephany did a wonderful job boarding Penny! Good feedback daily and I could tell Penny was having a wonderful time with Minnie. Would highly recommend and will hopefully use their services in the future. Thank you!”
“She sent lots of pictures and was very accommodating with sh l schedule for pick up and drop off, as well as a meetup to make sure the dogs got along with her dogs. Plenty of space for the dogs to run around and play outside including a nice shaded area with a koi pond. Thank you for taking care of our dogs while we were away for the weekend.”
“Nicholas was so awesome with my skittish girl. She takes a while to warm up to people but he didn’t give up and gained her trust quickly on our weekend away. He shared so many photos and videos to keep our minds at ease. Great sitter!!!!”
“Jenniffer was absolutely amazing! Let me start by saying that booking with her was such a wonderful experience. I found myself in a last-minute bind, needing someone to watch my dog, Beau, for a week with less than 24 hours to find a sitter. Late that night, I was searching on Rover, came across Jenniffer's profile, and sent her a request. I was hoping to hear back the next morning, but to my surprise, she responded within minutes! Before I knew it, I had a sitter lined up and the peace of mind of knowing Beau would be in great hands before I even went to bed. Jenniffer and her family are so friendly, welcoming, and caring. Beau was loved and well cared for the entire week. She kept in touch throughout his stay with updates, photos, and even a video, which meant so much to us. We were able to truly enjoy our family vacation knowing Beau was safe, happy, and receiving excellent care. I couldn't have asked for a better experience. Thank you, Jenniffer, for taking such wonderful care of Beau! I highly recommend her to anyone looking for a trustworthy and compassionate dog sitter.”
“Steve and Cindy took great care of our pup when we were away for the weekend! They sent adorable pics of the kids and dogs playing together. Our pup seemed right at home! Definitely will use them again!”
“Eddy had the best time with Viktoryia and her family! I received daily updates and pictures of Eddy which was awesome! I will definitely be booking with Viktoryia again when we travel!”
“I cannot recommend Katarina enough. Teddy unexpectedly developed GI issues that required a strict diet and extra care, and Katarina handled everything with such patience and professionalism. She kept us updated constantly, giving us total peace of mind. We are so grateful for the extra effort she put in during a difficult situation—she is a true 'dog person' and a total lifesaver. Highly recommend! Thank you for taking such wonderful care of our boy!”
“Thank you so much Kari & Eric!! They took great care of our pup Nellie while we were on vacation. Plus she had so much fun with their dog Daisy. Really appreciate your help! It’s so wonderful to have you close by as a reliable sitter. We’ll be reaching out soon to schedule her next stay :) -Sarah & Devon”
“Morgan did a great job with Ollie. She sent me photos and even took Ollie to the vet for his infected eye. I was concerned that Ollie wouldn’t get along with big dogs but he had a good time playing. Her son took them for walks as well. I won’t hesitate to use Morgan again!”
“Leslie is a reliable and experienced caregiver. My Cavalier King Charles Spaniel completed an entire week with Leslie. He enjoyed time with other smaller dogs, lots of time outdoors as well, and was hand fed for each meal- typical for this breed. 😊 Leslie provides many photos along with a summary of morning and evening daily activities. Overall she is a terrific sitter, with a nice home environment for my spaniel. It’s so nice to have peace of mind when you can trust the person who is caring for your dog.”
The median cost per night for dog boarding in Osprey is $45
Dog parents share their Rover experiences - Osprey
I cannot recommend Katarina enough. Teddy unexpectedly developed GI issues that required a strict diet and extra care, and Katarina handled everything with such patience and professionalism. She kept us updated constantly, giving us total peace of mind. We are so grateful for the extra effort she put in during a difficult situation—she is a true 'dog person' and a total lifesaver. Highly recommend! Thank you for taking such wonderful care of our boy!
Leslie was an amazing dog sitter! She took such great care of my pup and kept me completely at ease by sending regular pictures and updates. It was clear my dog was happy, comfortable, and well-loved the entire time. I really appreciated her communication and kindness. I will definitely be booking with Leslie again—highly recommend!
The best! If your pet is lucky enough to have Marcy, then you and your pet are in for a tweet. Stella had plenty of walks, love and attention. Marcy went out of her way to come to our house to meet Stella and ourselves prior to taking Stella in. I dropped Stella off at her lovely home with plenty of space for Stella. Marcy returned Stella to our home, so that we didn’t have to go out after my surgery. It was the perfect match. I hope Stella is lucky enough to go and stay with Marcy again.
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 - Osprey
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osprey average 10 repeat dog boarding clients
FAQs for Boarding - Osprey
Frequently asked questions about Rover
The average cost for Dog Boarding in Osprey on Rover is $37.45 per night (as of August 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 August 2026, there are 816 sitters on Rover offering Dog Boarding across Osprey. 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.
98% of Osprey 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 Osprey 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 Osprey 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 Osprey.
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 Osprey 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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