Dog Boarding Osprey

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

Pick up
Search

Over 110
pet parents in Osprey have booked dog boarding

Osprey, Find top rated dog boarding

1 / 1
Sitter Profile Image: Marley B.
Verified Enhanced Background Check
Marley B.
from
$45
per night
5.0 out of 5 stars
55 reviews
18 repeat clients
40 years of experience
Nokomis, FL, 34275

This was my first time ever using a dog sitter. Marley was so considerate she kept me abreast of everything that was going on with Pepper, and when I picked her up, she never looked cuter than she did at that moment. Marley was fantastic. I highly recommend her.

Profile image
Marian G.
Sitter Profile Image: Beth L.
Verified Enhanced Background Check
Beth L.
Star Sitter
from
$42
per night
5.0 out of 5 stars
34 reviews
15 repeat clients
18 years of experience
Sarasota, FL, 34233

Just the best! Howie stayed with Jeff and Beth while we were on vacation in Europe for two weeks. They took excellent care of him and sent us pictures daily. We would hundred percent recommend them!

Profile image
Joanna S.
Sitter Profile Image: Linda F.
Verified Enhanced Background Check
Linda F.
from
$48
per night
5.0 out of 5 stars
11 reviews
1 repeat client
12 years of experience
Nokomis, FL, 34275

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!

Profile image
Colleen T.
Sitter Profile Image: Frances B.
Verified Enhanced Background Check
Frances B.
Star Sitter
from
$26
per night
5.0 out of 5 stars
41 reviews
20 repeat clients
54 years of experience
Sarasota, FL, 34240

Awesome experience for Bentley and us! Frances texted us daily and sent us pictures of our little dog. Her home was warm and inviting and she had a huge, fenced in backyard for Bentley to play in. We will most definitely use her in the future!

Profile image
Linda S.
Sitter Profile Image: Nathalie L.
Verified Background Check
Nathalie L.
from
$40
per night
5.0 out of 5 stars
204 reviews
85 repeat clients
12 years of experience
Sarasota, FL, 34231

We had a wonderful experience with Nathalie watching our dog, Rocky. She was very professional but also friendly and welcoming. She sent us daily photos and videos. Rocky had a wonderful time running and playing with other dogs in the large fenced yard. I highly recommend Nathalie!

Profile image
Leslie M.
Sitter Profile Image: Merve E.
Verified Enhanced Background Check
Merve E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
18 years of experience
Sarasota, FL, 34233

I can’t say enough wonderful things about Merve and her family, who took incredibly thoughtful care of our Havanese 12 month old pet, Kringle. She sent pictures almost daily, filled us in with updates, and her own little dog, Thor, became his best friend. I wholeheartedly recommend Merve to anyone needing a loving and caring home for temporary pet care. She is the best! PKringle and Thor even have a dog park date planned for later!

Profile image
Leyla M.
Sitter Profile Image: Jewell V.
Verified Enhanced Background Check
Jewell V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
58 years of experience
Arlington Park, Sarasota, FL, 34239

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!

Profile image
Barbara S.
Sitter Profile Image: Corinna T.
Verified Enhanced Background Check
Corinna T.
from
$63
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
35 years of experience
Nokomis, FL, 34275

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!!!

Profile image
Jamie A.
Sitter Profile Image: Aysen A.
Verified Enhanced Background Check
Aysen A.
from
$50
per night
5.0 out of 5 stars
7 reviews
9 years of experience
Sarasota, FL, 34241

Very good with my dog! Great communication and super responsive to my dogs needs would definitely use again

Profile image
Amber W.
Sitter Profile Image: viktoryia s.
Verified Enhanced Background Check
viktoryia s.
from
$42
per night
5.0 out of 5 stars
63 reviews
26 repeat clients
25 years of experience
Arlington Park, Sarasota, FL, 34239

Huge thank you to Viktoryia for hosting my anxious little terrier while I was on a business trip. Her dog, Coco, took my dog under her wing. My dog had the run of the house which was wonderful as she insists on snuggling with her humans on couches / beds or wherever they happen to be. Thank you, Viktoryia!

Profile image
Alexandra E.
Sitter Profile Image: Stephany B.
Verified Enhanced Background Check
Stephany B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
73 reviews
20 repeat clients
11 years of experience
Sarasota, FL, 34231

Stephany came very highly reviewed and for good reason! She was incredibly communicative throughout the entire process from booking through pick up and took fantastic care of our dog. She didn't miss a day of photos and provided consistent updates, which is always a great relief when entrusting someone to care for your loved one. She provide Rex his own space so that he could have quiet and solitude when needed, but also ample play and outdoor time. Rex left a happy and healthy boy. Can't recommend her enough!

Profile image
Danny M.
Sitter Profile Image: Aimee S.
Verified Enhanced Background Check
Aimee S.
from
$26
per night
40 years of experience
Nokomis, FL, 34275

About: I have worked as an office coordinator in a veterinary clinic when I was younger and have always had a extreme LOVE for animals. We have always had pets in our family and would love to show some love to yours, while bringing you peace of mind. I am not currently working, so very flexible when it comes to schedules. I can do a last minute pop in, if need be. Happy to help out in what ever manner you might need. We live in a townhouse, so if your fur baby is here, I will have them on a leash at all times. I love walking, so if they need lots of excersize, that is what I would do with them. We do have a dog and a cat in our home.

Sitter Profile Image: Nicholas K.
Verified Enhanced Background Check
Nicholas K.
Star Sitter
from
$49
per night
5.0 out of 5 stars
25 reviews
4 repeat clients
24 years of experience
Sarasota, FL, 34231

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!!!!

Profile image
Jaclyn C.
Sitter Profile Image: Leslie C.
Verified Enhanced Background Check
Leslie C.
from
$45
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
45 years of experience
Sarasota, FL, 34231

Oh my gosh—our fur babies had an absolute blast! Leslie’s home is honestly more fun than our own 😂. We’ve finally found our pups’ new vacation spot. They always have company, and every animal is treated like one of her own children. We felt completely at ease knowing they were so loved and well cared for. Highly recommend!

Profile image
Susan W.
Sitter Profile Image: Kelly V.
Verified Enhanced Background Check
Kelly V.
from
$50
per night
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Nokomis, FL, 34275

I am a first time Rover user and booked Kelly for our 11 year old hound mix, Bruno. She was a great communicator and kept me updated on how he was doing with texts and pictures. He did great and I am happy to use Kelly for our future trips.

Profile image
Kara C.
Sitter Profile Image: Cindy & Steve W.
Verified Enhanced Background Check
Cindy & Steve W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
119 reviews
53 repeat clients
10 years of experience
Sarasota, FL, 34240

Absolutely incredible dog‑sitting experience with Cindy, Steve, and their family. We booked them to watch our dog, Jackson, over a holiday weekend, and they went above and beyond in every way. They didn’t just take care of him, they welcomed him into their family. They kept us updated every day with playful pictures and sweet check‑ins so we always knew how he was doing and how much fun he was having. When Jackson came home, he was refreshed, happy, and clearly well‑loved. He was excited to see us but also so relaxed that he spent most of the day snoozing—proof he had the best time and felt completely comfortable in their home. We will absolutely be using Cindy and Steve again anytime we need someone to care for our fur baby. Their kindness, communication, and genuine love for dogs make them truly exceptional sitters.

Profile image
Doak C.
Sitter Profile Image: Leslie M.
Verified Enhanced Background Check
Leslie M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
25 years of experience
Sarasota, FL, 34231

Leslie was great with our fur baby and super flexible when we couldn’t make it back in time. (Several days). Communication was very consistent and’s we appreciated all the photos!

Profile image
Liz C.
Sitter Profile Image: Kari & Eric B.
Verified Enhanced Background Check
Kari & Eric B.
from
$40
per night
4.7 out of 5 stars
15 reviews
7 repeat clients
22 years of experience
Sarasota, FL, 34231

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

Profile image
Sarah Z.
Sitter Profile Image: Ashton K.
Verified Enhanced Background Check
Ashton K.
from
$37
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
1 year of experience
Sarasota, FL, 34232

Ashton was the best sitter we’ve ever had on Rover. Her communication was excellent. She went above and beyond. We know our dog was well taken care of. Thank you!

Profile image
Tiffany C.
Sitter Profile Image: Ray L.
Verified Enhanced Background Check
Ray L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
26 reviews
7 repeat clients
50 years of experience
Venice, FL, 34285

Haley has been my constant companion since my husband died. She is getting old and is anxious around other dogs so I needed a pet sitter without other dogs or young kids. Ray and his son took great care of Haley, sent me daily texts and photos, took her for walks and rides and I think that she enjoyed staying with them. I will definetely board Haley with Ray again.

Profile image
Carol W.
1 / 1
View more

The median cost per night for dog boarding in Osprey is $45

Dog parents share their Rover experiences - Osprey

1 / 1
5.0 out of 5 stars

Very good with my dog! Great communication and super responsive to my dogs needs would definitely use again

Profile image
Amber W.
Boarding
5.0 out of 5 stars

Linda is quick to respond, easy to talk to, friendly and, most importantly, my dog was comfortable and at ease with her (and Larry). She updated with photos and I picked up a happy pup. Thank you!

Profile image
Lilet M.
Boarding
5.0 out of 5 stars

Marley has the perfect set up to take the best care of your pets. She sent regular updates and photos to let us vacation knowing our doggies were in the best care! Would highly recommend!

Profile image
Christina T.
Boarding
5.0 out of 5 stars

Christine has been the most amazing Puppy Sitter we’ve ever had. She is very attentive to our needs and does an excellent job keeping Calley & our house in order. Five stars!

Profile image
Jennifer R.
Boarding
5.0 out of 5 stars

Amy and her family took amazing care of our pups! They walked them multiple times a day, played with them and even managed to tire out Kodak! I would absolutely recommend them to anyone and would definitely use them again!! Thank you for everything!

Profile image
Lindsey J.
Boarding
5.0 out of 5 stars

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!

Profile image
Laura M.
Boarding
5.0 out of 5 stars

I am very happy with having Mimi stayed with Dakota. She kept me informed of Mimi during the stay. She sent me pictures which comforted me since this was the first time Mimi stayed with her. I highly recommend her. Lily

Profile image
Lillian R.
Boarding
5.0 out of 5 stars

Highly recommend, we really appreciated Gina and her husband taking such great care and making our Betty feel very comfortable. would definitely recommend them to anyone looking to board their pets.

Profile image
Lori P.
Boarding
5.0 out of 5 stars

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!

Profile image
Kinnari P.
Boarding
5.0 out of 5 stars

We are so thankful for Corinna she is always so kind and patient with my dogs. Always so comfortable leaving my dogs with her.

Profile image
Jamie A.
Boarding
5.0 out of 5 stars

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.

Profile image
Holly G.
Boarding
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge