Dog Boarding in Osceola
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Top rated Osceola dog boarders
“Mark and Marie did a wonderful job getting our old girl Sasha to feel comfortable and safe. I had never left her with anyone but family before so I was worried until our first meet and greet. She was so comfortable right from the start. The pictures they sent while we were gone showed she had a great time! We will definitely use them in the future.”
“Amanda and Zach did a great job with our dog Mavrick while we were out of town! Very reliable, friendly, and love dogs! Would highly recommend their services to anyone!!”
“We love Talishia! Telus is always SO happy to spend time with her. She really cares for him and is always happy to see him. We are really lucky to have a dog sitter like Talishia!”
“Tammy was amazing. I think it says a lot about our the sitter when you pup wants to stay and is hesitant to go home. Tammy will be at the top of our list any time we need someone to watch our pup when we go out of town.”
“Brandy and Chad did a great job with my dog! They sent updates and seemed to thoroughly enjoy having him there at their house. My dog is geriatric and had some special needs, and they did a great job!”
“Jackie and her family were so great to meet, they were all there to have the dogs meet each other and my dog who is 4 months went right over and started playing with Brownie. Jackie was very caring, asked all about Penny and her routine ahead of time, once we met and the dogs were playing I didn't worry at all about leaving her. She also sent many updates and pictures, and Penny even went in the dog pool right away. My dog slept for 2 days after coming back home, that is how much playing and fun she had!”
“Tiffany and Dustin went above and beyond to accommodate for Tenly. They cared for her as if she were their own. They will definitely be my first choice to care for Tenly in the future.”
“Rosie loved her time with Patricia and Patrick. She decided Patrick was her special person and followed him everywhere. She was so loved and well taken care of! Patricia and Patrick are such lovely people!”
“Miranda and her family welcomed Whiskey into their home like he was their own! Whiskey had been coming home sick when he was boarded in the past from anxiety so we needed a change. He was comfortable at Miranda’s house and loved playing with the other dogs.”
“Luke and Rachel are phenomenal dog sitters! They took great care of our sweet girl for a 5-day stay. Great communication. Ripley seemed happy in the photos and when we picked her up. We felt that she was well-loved during her stay! Ripley can't wait to be back and we definitely plan on using Luke and Rachel again soon. Thanks again!”
“Anna always does a great job with our dogs. She's responsive and works with our schedule. We get plenty of updates and our dog loves his time visiting and playing with her dog.”
“Jaymie was very good at communicating with me and everything was just as stated. Large fenced in yard and a caring person to take care of our baby. What else can you ask for?”
“I'm not typically one to board my dog somewhere, but it feels great to know that there's somewhere to take her that she is loved and given great attention! I was afraid she wasn't going to want to come home :) I also like that she was free to roam the house like she is at home. It was like I sent her to dog camp where she played hard for 3 days in Michelle's huge backyard, and now she'll probably sleep for 3 days!”
“Jacky and her family were great! They were able to accommodate a last minute request and made us feel very comfortable. This was our first experience using Rover and we are so happy we gave it a try. Jacky was very sweet, responsive, and sent great pictures and videos. Our pup had a great time and seemed so comfortable and happy. We will definitely use Jacky for future pet care needs!”
“Chloe was welcoming, warm and understanding of our elderly male dog. She sent us regular updates of how he was adjusting and pictures of him relaxing in her home. We felt very comfortable leaving our sensitive boy in her care and would book with her again in a heartbeat”
Loving dog boarding sitters in your neighborhood
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Marie & Mark C.
“Mark and Marie did a wonderful job getting our old girl Sasha to feel comfortable and safe. I had never left her with anyone but family before so I was worried until our first meet and greet. She was so comfortable right from the start. The pictures they sent while we were gone showed she had a great time! We will definitely use them in the future.”
Amanda & Zachary F.
Star Sitter
“Amanda and Zach did a great job with our dog Mavrick while we were out of town! Very reliable, friendly, and love dogs! Would highly recommend their services to anyone!!”
Talishia S.Star Sitter
“We love Talishia! Telus is always SO happy to spend time with her. She really cares for him and is always happy to see him. We are really lucky to have a dog sitter like Talishia!”
Tammy S.Star Sitter
“Tammy was amazing. I think it says a lot about our the sitter when you pup wants to stay and is hesitant to go home. Tammy will be at the top of our list any time we need someone to watch our pup when we go out of town.”
Brandy & Chad F.
“Brandy and Chad did a great job with my dog! They sent updates and seemed to thoroughly enjoy having him there at their house. My dog is geriatric and had some special needs, and they did a great job!”
Jackie R.Star Sitter
“Jackie and her family were so great to meet, they were all there to have the dogs meet each other and my dog who is 4 months went right over and started playing with Brownie. Jackie was very caring, asked all about Penny and her routine ahead of time, once we met and the dogs were playing I didn't worry at all about leaving her. She also sent many updates and pictures, and Penny even went in the dog pool right away. My dog slept for 2 days after coming back home, that is how much playing and fun she had!”
Tiffany & Dustin C.
“Tiffany and Dustin went above and beyond to accommodate for Tenly. They cared for her as if she were their own. They will definitely be my first choice to care for Tenly in the future.”
Patricia & Patrick B.Star Sitter
“Rosie loved her time with Patricia and Patrick. She decided Patrick was her special person and followed him everywhere. She was so loved and well taken care of! Patricia and Patrick are such lovely people!”
Miranda M.
“Miranda and her family welcomed Whiskey into their home like he was their own! Whiskey had been coming home sick when he was boarded in the past from anxiety so we needed a change. He was comfortable at Miranda’s house and loved playing with the other dogs.”
Nicole & Joshua Z.
“Nicole and Joshua are really great! She sent great pictures and took excellent care of my puppy! Will absolutely use their care services again!”
Luke & Rachel W.Star Sitter
“Luke and Rachel are phenomenal dog sitters! They took great care of our sweet girl for a 5-day stay. Great communication. Ripley seemed happy in the photos and when we picked her up. We felt that she was well-loved during her stay! Ripley can't wait to be back and we definitely plan on using Luke and Rachel again soon. Thanks again!”
Billie Jo R.
“Billie and her family took wonderful care of our dogs. We got lots of updates and pictures which was great. We would use Billie again when we need help with our dogs.”
Anna L.Star Sitter
“Anna always does a great job with our dogs. She's responsive and works with our schedule. We get plenty of updates and our dog loves his time visiting and playing with her dog.”
Jaymie M.Star Sitter
“Jaymie was very good at communicating with me and everything was just as stated. Large fenced in yard and a caring person to take care of our baby. What else can you ask for?”
Michelle S.
“I'm not typically one to board my dog somewhere, but it feels great to know that there's somewhere to take her that she is loved and given great attention! I was afraid she wasn't going to want to come home :) I also like that she was free to roam the house like she is at home. It was like I sent her to dog camp where she played hard for 3 days in Michelle's huge backyard, and now she'll probably sleep for 3 days!”
Jacky N.
“Jacky and her family were great! They were able to accommodate a last minute request and made us feel very comfortable. This was our first experience using Rover and we are so happy we gave it a try. Jacky was very sweet, responsive, and sent great pictures and videos. Our pup had a great time and seemed so comfortable and happy. We will definitely use Jacky for future pet care needs!”
Lisa P.Star Sitter
“Lisa was wonderful with our dog! She has great communication and made me feel at ease while we were away. We will definitely be booking with her again.”
Tonya K.Star Sitter
“Maisie had a great time with Tonya and her family. She was well cared for and we certainly appreciated the peace of mind we had leaving her with them.”
Curtis H.
“Curtis was amazing with our Clyde! We will absolutely be booking with him again. Great communication, open to last minute requests when available!”
Chloe P.
“Chloe was welcoming, warm and understanding of our elderly male dog. She sent us regular updates of how he was adjusting and pictures of him relaxing in her home. We felt very comfortable leaving our sensitive boy in her care and would book with her again in a heartbeat”
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
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The median cost per night for dog boarding in Osceola is $43
Why Choose Rover?
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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 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Osceola is $43 per night, including service fees. Boarding your dog for one week typically costs $301. 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 Aug 2025, 250 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, 91% 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 10 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 250 dog boarding sitters in Osceola on Rover, so you’re sure to find the perfect match for your dog! In Osceola, 90% of sitters offer daily exercise, 97% offer medication administration, and 93% 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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