Dog Boarding in Osceola
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Osceola dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I was very impressed Marie and Mark. When we first went to meet them, Marie took Luna off her leash so she could explore the house. Luna jumped up on the couch to be next to them. They did not care and just petted her. The pics the sent was Luna going on walks and curled up next to them. I felt very comfortable Luna was just fine. Will use, for sure, again.”
“Alexandra did a wonderful job. Very responsive to text messages and provided daily updates. Her residence has plenty of space for dogs to run and have fun. Definitely going to book with her next time we need a sitter. I felt very comfortable that our dog was in good hands.”
“Wow!! We had a boarding set up with another Rover family but unfortunately - it was not going to be a good fit. I quickly messaged Princesa - as this was the day we were to leave for the long memorial weekend - and she responded almost instantly! They were Incredibly flexible offering to meet for public pick up on our way out of town or bring her to their home based on our needs. Our pup had an AMAZING time and we were updated with pictures and texts daily. We were able to enjoy our holiday weekend with our minds at ease knowing our pup was well taken care of!!!! Thank you so much!!!! This was our first time using Rover and will definitely be boarding with them in the future!!!! HIGHLY RECOMMEND!!”
“Brandy and her family did a wonderful job taking care of my dog! Photos every day! My dog is a geriatric with special needs and he was very well taken care of. I would definitely use them again!”
“Awesome experience from start to finish. Couldn’t be happier. Tammy and John took such good care of our dog. We received multiple daily updates. We were able to enjoy our vacation knowing she was getting lots of love and attention.”
“Anna was wonderful ...Maile looked better than when we left him. He was a bit tired probably from having dog friends to play with and a yard. All positive....we will be boarding with Anna again when she is available.”
“Our dog had a wonderful stay with Patti and Patrick. He was dealing with some health issues prior to his stay with them, and they were supportive with giving him his medication. Patti sent us fun text messages and photos everyday of our happy boy. He was well taken care of and loved in their care.”
“Alisha and Cameron took such great care of our dog Bear! He was so happy at their house. They provided lots of updates and pictures. I know he got lots of love. They have been our favorite Rover family to date!”
“This was my first time using Rover and it was a great experience. Jaymie made drop-off and pick-up easy and smooth, and I really appreciated the regular updates and photos while I was away. It gave me peace of mind knowing my dog was being well cared for. I would definitely book with Jaymie again!”
“Brody's first weekend with Brianna and her family was wonderful! We got lots of pics and videos (which we shared with some guests at our son's wedding - a big hit when people asked where Brody was staying!). Brody especially loves Brianna's daughter and follows her everywhere. We are so thankful we chose this family and will be using again!”
“Candace & Jeremy were absolutely wonderful! Out dog, mikko, is a little anxious and higher energy being a Aussie but he did great and seemed to loved his time with them. We will absolutely be repeat clients of theirs and recommend them 10/10! Thank you both!”
“Monika is an animal lover. Our pup received personalized and loving care with Monika. We were in good hands and so grateful for her care. We received frequent updates and pics, ensuring us that our pup was happy. 5 stars!”
“Karen is truly incredible. She takes care of your four legged kid like it is her own and does not miss a beat. She gave daily updates, exposed our pup to things he has never been exposed to, and is genuinely a great human being. We are incredibly grateful for the time that we could spend away completely worry free with our dog in Karen’s care.”
“Lily was a great sitter for our dog! She was excellent about communicating in advance of the stay and was diligent about sending daily updates! Our dog loved their stay and got lots of playtime in with their two pups. She was also great about handling some anxiety at bedtime for the first couple nights. I could tell she is experienced with dogs and cared about marking our dog’s stay as comfortable as possible. I wouldn’t hesitate to use her again.”
“Jenell was great with our dog Max! He had a great time and was well taken care of! Janell kept us up to date with pictures, updates and was extremely responsive. We will definitely have Janell watch Max again.”
“I couldn't have been happier with the love and thorough care Shelly gave to my dog, Rocky. I feel so incredibly blessed to have found Shelly to be his caregiver. Shelly sent pictures throughout his stay with her and even helped me figure out some new foods and treats for my picky little eater. I will be booking with her again and again! You won't regret booking with Shelly. She is a true animal lover.”
“Great sitter! Highly recommend Nicole and Josh. Frank and Leo were very happy their entire stay and I could tell they loved it there. I got so many cute photos and the communication was wonderful and always quick. The boys are looking forward to their next stay!”
Over 53 pet parents in Osceola have booked dog boarding
Popular requests near you
Select a filter and find qualifying Osceola sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Osceola is $45
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 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 Osceola average 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Osceola is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Osceola dog boarding rates can be found as low as $26 to as high as $44 per night.
As of Jun 2026, 263 sitters provided dog boarding in Osceola. 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, 94% of Osceola dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Osceola have an average of 22 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Osceola.
Rover makes it easy to find Osceola 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 263 dog boarding sitters in Osceola on Rover, so you’re sure to find the perfect match for your dog! In Osceola, 86% of sitters offer daily exercise, 95% offer medication administration, and 91% 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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