Dog Boarding Osceola
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 42 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.
“Sheena and her family were the best decision we've ever made regarding our dogs. They were wonderful at communicating during our trip and we could tell our pups were happy and stress free while they were gone.”
“We have a small Chihauhau who has anxiety issues. Kathy takes such good care of her, gives her daily medication and lets her cuddle by her. Daizy is in excellent hands while staying with Kathy. Highly recommend her.”
“We left our two dogs Coco and Lola for a 2 week vacation with Katrina and her family and it couldn’t have gone any better! From the meet and great with her and her family to the drop off day, Katrina was very warm and welcoming, she sent us photos every day and kept us updated on how our pups were doing. I would definitely board our dogs with her again. It gave us such peace of mind knowing our dogs were being well taken care of while we were away. Thank you Katrina and family.”
“Kristen took care of my neurotic 17 yr old mutt, my asshole 12 yr old shih tzu, and my 7 month old Pom-chi puppy. She has her work cut out for her and somehow managed to handle it like a pro! When I came to get the dogs after 5 days, they were happy, healthy, and excited to see me. Kristen kept me updated on how the dogs were doing and, by her description of their behavior, I could tell they felt safe and comfortable with her. Thank you Kristen! I WILL be using you again as my dog sitter!”
“Abby was amazing! Was such a last minute booking and I was so nervous. Did a meet and greet first and Batman and her got along great. She eased all my worries. Sent me update videos and photos all the time! Will definitely reach out to her again. 😊”
“We had just relocated to Seattle and were super worried about finding someone to watch over our German Shepherd why were out of town. We met with several different people but as soon as we met Jeanne we knew she would be perfect for watching Stella. Not only did stella get along great with her dog she loved the back yard and the big sticks. Jeanne was super flexible on drop of and pick up times and was so easy to work with. We will be using Jeanne every time we are out of town from here on out! Thanks Jeanne! ”
“Leslie was lovely to work with and she took great care of our pup! She sent updates/photos, took suzie on lots of walks, and suzie came back to us healthy and happy. Already booking with her again!”
“I’m so glad to have left Teddy at Kathy’s care. From the initial meeting, I knew Teddy would be in good hands. Kathy is very thorough. She asked questions, made sure Teddy would be comfortable, and she really put my mind at ease while I was away. The updates were comforting and Teddy came home tired and happy. I will definitely book again and I highly recommend Kathy to anyone who’s looking to leave your fur baby in great hands.”
“Eryn was amazing and my pup enjoyed his weekend so much! Got to see lots of fun pics and videos while I was away which was very reassuring. My pup can be a little nervous but Eryn knew how to interact with him and he seemed happy, relaxed, and worn out from running when I picked him up. We’ll definitely be coming back!”
“As always, Keri was wonderful with our little old lady! Prissy loves her stays with Keri and her family. We will definitely book with her again. Thanks for caring so much!”
“Ashleigh is the first dog sitter in 45 years whom we have trusted to take care of our two small dogs outside of our home. Her home is lovely, and has a large, safely fenced yard. She has three of her own small, sweet rescue dogs. But all of those are just additions to Ashleigh's obvious love of dogs, her warm and wonderful personality and level of caring. Jacob and Thomas were safe, well cared for, exercised and loved. We received pictures daily, and when Ashleigh wanted to get to know them better she asked all the right questions. We've already booked a second stay! What a relief to know you can travel and your four-footed babies will be SO well cared for! Thanks, Ashleigh!”
“Esther did a great job of keeping us in touch with multiple pictures every day. She also had a husky of her own that kept our 115 lbs Bernese Mountain Dog puppy busy playing till he tired out. Great property for the dogs to play outside too”
“Sherman was very happy and well taken care of while staying with Marla and BooBoo! He has medicines that he has to take and she gave them to him every morning. When is his medicines can be increased as needed for arthritis and she was able to see when Sherman was hurting and needed an increase in his medicine or a lower activity level… he’s an old boy ❤️. BooBoo was a great friend for Sherman to have an around during my extended vacation. Marlee kept me updated and sent pictures and Sherman just looked happy in all of them! She even gave him a bath before I picked him up!! And I broke my wrist while on vacation and she was more than willing to extend the stay by the extra day that I needed. I really appreciate Marla taking care of Sherman and I will definitely use her services again!!”
“Anji was a great sitter for our dog over the weekend. It’s clear she geniunely loves the animals she cares for. She was communicative, responsible, and has such a great space for dogs to play and relax. Thanks and Harvey can’t wait to visit again!”
“Kaylie is our go-to sitter! Rigby always has a great time with her pups and we’re always getting pics/videos of Kaylie playing fetch with her, which is her favorite activity.”
“Gaby and Sean are AMAZING! my dog felt at home since the very first time, he was also having the time of his life playing with Gaby's other dogs, Gaby sent me tons of fotos and funny videos from my dog, keeping me happy and with a peace of mind that my dog was in the best hands! Gaby and Sean will be our designated dog sitters!, book with them you will not regret it!”
“Bryan treated our pups like family with a level of care and attention well above and beyond expectation. They really made it easy for a couple of nervous dogs. Thank you so much we will be back!”
“Maribel and her husband were the perfect match for my dog, Charlie. They have a dog-loving home with a fenced-in yard. Maribel went above and beyond to provide photos and updates during my trip. I got several photos every day, which assured me that he was having a great time and fitting in with her sweet dogs. I’m pretty sure Charlie didn’t want to come home! I also appreciated how flexible she was with drop off and pick up times. I would recommend Maribel to anyone!”
“My dog seemed to be very happy to spend time with Roger and his family, specially his mother was a stellar in taking care of my dog for 3 days, and I think my dog really love to be around with his little friend, Amazing communication with lots of updates. I will definitely be having Roger sit for me again in the future!”
The median cost per night for dog boarding in Osceola is $60
Dog parents share their Rover experiences - Osceola
Jennifer is the best. I needed a last minute sitter for a night while passing through Washington and she couldn’t have been more helpful. The dogs had so much fun playing and walking around the farm and she went above and beyond to make sure they would feel safe and happy.
Tillie had such a great time with Vannesa and Jessica and is excited to go visit again soon! She was snuggled and played a lot of tug o war and ball (her two favorites)... I had lots of photos and a tired pup to prove it it when I got home. Thank you so much for all the loves! 100% recommend.
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.
How to book dog boarding
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 - Osceola
Select a filter and find qualifying sitters offering dog boarding.Sitters in Osceola average 14 repeat dog boarding clients
FAQs for Dog Boarding - Osceola
Frequently asked questions about Rover
The average cost of Dog Boarding in Osceola is $40 per night as of November 2026. Most bookings cost between $33 and $44 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 3,099 sitters on Rover offering Dog Boarding across Osceola. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
93% of sitters in Osceola can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Osceola. On Rover:
- 86% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 93% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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 WA 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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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