Dog Boarding Osceola
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 127 pet parents in Osceola have booked dog boarding
Osceola, 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.
“I highly recommend Alejandra. She took great care of my Josie. She sent messages and pictures and videos. Her family gave Josie lots of love and she really enjoyed her walks and running around in the fenced in yard!”
“Paul and Kelly (and kids) did a great job caring for our puppies. When we arrived for pickup, our puppies were happy and energetic. Paul and Kelly were very receptive to following our dogs’ schedules. We will definitely take them back to Paul, Kelly and the kids!”
“Thank you Chris for going above and beyond! Scheduling was easy, communication with Chris was amazing. pick up time was moved due to a large accident on the way home and Chris was very patient and accommodating”
“Lynn was great with our little guy. She sent a lot of pictures and videos, was very responsive and took great care of him following all of our requests! Would definitely book her again.”
“I am so happy to have found Betty to care for my sweet fur baby Bella. Bella is a 12 pound Rat Terrier and does not like to travel so It has always been very hard to plan trips with her. It breaks my heart to have to leave her behind so finding someone to care for her was very important and had to have a love for dogs. When I met with Betty before I decided to book her service, I had no questions that she would be the one to care for my dog. She has adorable dogs of her own and it made me happy to know that my dog would have others to play with her. I highly recommend Betty. Linda”
“Leandra and Mark were amazing! We left our behaviorly challenged yorkie with them for a week and they handled him like professionals! We we got back it was like he was on vacation not us! He clearly loved them and di so well! We hope to use them for future vacation needs. We could not have asked for a better place for our fur baby to stay while we were gone. ❤️🫶🥰”
“Christina is a wonderful dog sitter! She gave our Nala plenty of playtime and rest time during her stay. Christina was awesome at communicating, sending us numerous videos each day. Nala came home very happy and tired from her time with Christina. She is located near SB airport so very convenient to use when traveling. I highly recommend Christina and will be booking her in the future.”
“Kathy was a great communicator! She was more than flexible with meeting up ahead of time so that our pups could get introduced. She showed us around and was very transparent about what to expect while watching our dog, who felt right at home. I highly recommend her, and I’m looking forward to using her again in the future.”
“We had an amazing experience with Dez and Nick! They are incredibly caring and patient, which was so important for us since Chico is still potty training. He had a lot of fun and received so much love while we were away; it was also great for him to spend time with their dogs, Sandler and Nolly. We felt completely at ease knowing he was in such kind hands. Highly recommend!”
“Josie is so welcoming to our boxer girl & myself when I drop her off. She sends pictures while you are away if you would like them. The pictures warm my heart. She knows how much I miss her while gone. She communicates very well & is so nice. She is always ready when you come to pick up. Has everything packed, doggie fed & let out to potty before arriving. Thank you for loving them while we can’t.”
“Jamie really helped us out by taking in Buddy on short notice allowing us to meet the sweet newest addition to our family. We could tell he had a very good time based on falling asleep immediately on the drive home. She was very good at communication. Highly recommend.”
“I was apprehensive leaving Brody but it’s obvious how much Lindsay and her family care for the dogs at their house. Brody has been a few times now and runs up the stairs and can’t wait to get inside and play. He loves being there and I know he is well looked after.”
“Victoria took really good care of Beans, kept me updated and always responded to my messages quickly. She was kind and had a great environment for pups. She took her for walks and let her sleep with her in the bed. Beans had a great time there!”
“Offered to give my wife and I a tour off his home. Sent photos and videos of our dog throughout his stay there. When we arrived we saw our dog happily running around in the yard.”
About: I have always grew up around dogs in my home and friends, family home. My grandma used to foster dogs and she taught me a lot I know about them including but not limited to administering shots and medications. I currently work full-time. However, the dog door and fenced in yard allows your dog to be out and roam freely while I am away. I am also okay to crate your dog if that is what you would prefer. When I get home it's usually clean, play, and dinner time. As the night goes on its movies and cuddles. I have a fenced in yard and a doggy door to let your dog(s) run around outside and play during the day freely as wanted. I love to take walks in the nice weather with the dogs and play fetch out in the yard. I have an indoor camera and outdoors cameras to keep eyes when I'm not home.
“Kimberlee and her family loved our dog as if he were their own. They even gave us some training tops for our young dog. I will return again and again for such excellent care!”
“Daisy was the happiest I've ever seen her with someone else taking care of her. Emily is a treasure that I found. I'll be using her often. Thank you Emily! And her dogs were awesome with Daisy!”
The median cost per night for dog boarding in Osceola is $40
Dog parents share their Rover experiences - Osceola
Dez and Nick were PHENOMENAL dog sitters. I have a pretty tight bond with my Winston and felt super comfortable leaving him with Dez and Nick. They have a beautiful clean home and treated Winston like he was their own while we were gone. I received multiple pics and videos throughout each day so I felt like I knew what Winston was doing at all times even though I wasnt with him. I think Winston may have even been a little sad to leave them because they treated him so well. I would absolutely use Dez and Nick again when I need a dog sitter for my Winnie they were great!
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
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Popular requests near you
Select a filter and find qualifying Osceola sitters!Sitters in Osceola average 15 repeat dog boarding clients
FAQs for Boarding - Osceola
Frequently asked questions about Rover
The average cost for Dog Boarding in Osceola 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 140 sitters on Rover offering Dog Boarding across Osceola. 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.
100% of Osceola 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 Osceola 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 Osceola 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 Osceola.
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 Osceola 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 IN 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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