Pet Boarding Osceola
Find a loving Osceola pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 24 pet parents in Osceola have booked pet boarding
Osceola, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Our 2 dachshunds loved spending the weekend with Kayla! They are exhausted from having so much fun! GREAT communication, lots of photos and videos and they have the cutest pup who welcomed us with excitement to meet new friends! We’ll be using them every time we are in town!”
“Remy and Walter had their first overnight. It was great. They came home happy and tired. Lots of photos and a couple of videos made it look like they felt at home. Will be back in a couple of weeks for a longer stay.”
“This was our first time leaving our puppy overnight with anyone so we were a little nervous but Michelle did an awesome job! We were so happy to receive multiple photos a day with detailed messages on what they had been up to! She is super friendly and has a perfect country home and yard that's perfect for dogs! Our little guy came home and slept for almost a whole day from all his playtime! We would definitely book again with Michelle! :) ”
“They took such good care of Morgan, we were very anxious about leaving her, she's never been away. They sent me pictures to let me know she was doing well. Thank you so so much!”
“Anna provided really great care for Sloane! She sent me daily updates and Sloan always looked very happy and tired and all of her photos. Anna also has a really great backyard where pups can run around and I know that Sloane really appreciated the opportunity to explore! We will definitely be rebooking at some point!”
“Lisa helped us out last minute with dog sitting when our other sitter fell through and she was great!! Very responsive and even sent us pictures of Briggs. He came home a very happy pup thanks to Lisa and Dukey!!”
“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!”
“Hands down, Dynette is the best pet sitter I have ever used! She went above and beyond with my dog! She kept me informed and sent me pictures throughout the week and I have never been on a trip and felt so at ease about leaving my dog! I knew that my dog was in great hands and getting lots of love! I was so pleased that I am booking her for another vacation in a few months!”
“Julie took such great care of my dog! She sent photos and videos during our stay and made me feel at ease knowing my senior dog was as being taken care of and was more than happy!”
“We love Stan! Our dog loves it there- he gets along great with Stan’s resident dogs. My husband and I love that Stan is great about sending updates and pictures and that he clearly loves dogs. We highly recommend him!”
“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!”
“Rozalyn was a wonderful caretaker of our dog. Her dog and our dog got a long really well. She did everything that I asked her to do. She also sent us a lot of pictures! We would highly recommend her.”
“Claire took such good care of our girl! She was super accommodating and sent photos throughout her stay. We will totally book with Claire again and can’t recommend her enough!”
“Tristan takes great care of our dog that is anxious when we're not around. She is very attentive and really good at updating us on how he is doing, and how he's interacting with any other dogs that are there at the time. We always feel confident about our dog's care when he's with Tristan.”
“Bruce had a great time playing with the dogs and cooling off in the doggy pool. Russell and Linda were very helpful and a great first rover experience.”
The median cost per night for pet boarding in Osceola is $45
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 pets like family
1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Osceola
Select a filter and find qualifying sitters offering pet boarding.Sitters in Osceola average 13 repeat pet boarding clients
FAQs for Boarding - Osceola
Frequently asked questions about Rover
The average cost for Pet Boarding in Osceola on Rover is $44.4 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 Pet 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 Pet Boarding. For more information on service fees, click here .
There are 621 sitters on Rover for Pet Boarding in Osceola. About 93% of Osceola sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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