Dog Boarding in Osprey, FL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Osprey dog boarders
“Maddie had a great time staying with Natalie! She was walked daily and enjoyed the backyard. She came home exhausted from all her activity! I highly recommend Natalie for your next Rover choice.”
“Merve was absolutely wonderful with our dog — hands down the best experience we’ve had with a sitter. She was always prompt with her communications, took the time to understand all the unique things our dog needs for care, and was super warm and caring for our dog. Plus, she consistently proactively provided picture and video updates so we knew all was good. Would highly recommend Merve!”
“Beth was amazing. Our small dog can be nervous around new people but she did really well with Beth. Beth was very attentive to our dog and very communicative with us. Everything went smoothly…. Zero problems. We would highly recommend her and will plan to use her again!”
“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!”
“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!!!”
“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.”
“Leslie was outstanding - again. Our little sweet Lily is so timid and is very attached to her family. But we are not at all concerned when we leave her with Leslie. She takes great care of Lily and tries to make her feel at home and extra special. Book Leslie- you will not be disappointed.”
“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!!!!”
“Stephany did a phenomenal job keeping our French Bulldog. She communicated throughout the day with pictures! She genuinely loves what she does. Highly recommend her. She has heart of gold.”
“Paco had an amazing stay with Viktoryia and Coco! I got lots of updates and photos. Would happily leave Paco with them again. Thank you for taking such good care of our boy!”
“I cannot say enough great things about Francis! She watched my senior dog, Madi, for a week while I was on vacation. Just before I dropped her off, Madi had been scratching and developed an issue with her eye pressure and had to start eye drops. Francis welcomed her with open arms. A few days into her stay, Madi needed a follow-up vet visit, and Francis took her in and handled everything—including her meds and eye drops—with so much care and attention. Madi is also on heart meds and requires extra support, and Francis went above and beyond to make sure she was comfortable and well looked after. She sent me daily updates and photos of her relaxing on the couch or exploring her big backyard, which gave me so much peace of mind. I knew Madi was in loving, capable hands. Francis is kind, thoughtful, and clearly has a huge heart for animals—she had a senior dog herself so she understands. I wouldn’t hesitate to have Madi stay with Francis again. You are amazing, I can’t thank you enough!”
“Jennifer is lovely and a very caring person for my two young Havanese. She sent us pictures throughout the day. We felt confident leaving them with her. We had a video chat first and met her in person when dropping the dogs off. She showed us around where they would be playing and introduced us to her young daughter. She and the dogs seemed to hit it off.”
“Very responsive with booking, even with the short notice that we had. She sent multiple videos and pictures of Sophie throughout her stay. We felt extremely comfortable leaving her for the weekend and will definitely use Debbie again!”
“Jewell is a true jewel!! My nervous pup flourished with her and her sweet pups. My dog is a singlet and isn’t around dogs a lot !Jewell’s pups welcomed her into their home and became great friends with my pup. I appreciate the socialization she received while staying with Jewell. We will be using her again. She is amazing, her home setup is perfect. Jewell is fantastic for nervous dogs. Highly recommended!”
“Lindsay is an awesome dog sitter. I had to leave the state for a couple of weeks and was perfectly comfortable having my “kid” at her house. It’s nice because she works out of her home and do you know about the dog isn’t love for long periods of time. I will definitely use her again !”
“Deborah did a fantastic job! She communicated to advise if all was going well. Was very professional and in my opinion, is an expert in dog sitting. She has several dogs and is well equipped to manage a dog. Was pleasantly surprised how easy the process was and how my Lola enjoyed the stay. Great experience and will definitely use her service again!!”
“Denise and Brett were amazing with Xena. Upon drop off, both asked questions regarding Xena’s specific needs, barriers, etc to make sure she was comfortable and “at home” . I would highly recommend and will be using again in the future!”
“Cindy and Steve were the best hosts we could have asked for our pup. The yard is perfect with lots of room to run around, and we got timely updates on Ruger's status including photos and videos. I would definitely go back to them in future.”
Osprey dog parents share their Rover experiences
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.
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1. Search
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3. Book & Pay
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The median cost per night for dog boarding in Osprey is $45
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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 Osprey average 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 802 sitters provided dog boarding in Osprey. 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, 91% of Osprey dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Osprey have an average of 22 years of experience. Dog boarding sitters with repeat customers have an average of 10 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 Osprey.
Rover makes it easy to find Osprey 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 802 dog boarding sitters in Osprey on Rover, so you’re sure to find the perfect match for your dog! In Osprey, 98% of sitters offer daily exercise, 99% offer medication administration, and 98% 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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