Dog Boarding in Osceola, IN
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Top rated Osceola dog boarders
“Mary is so nice and took really great of Lizzie Lou why we were out of town. I would definitely recommend and leave anyone of my fur babies with her anytime. I didn’t have to worry about Lizzie I knew she was in great hands. Thank you again Mary you’re the best. Kellie”
“It’s hard to imagine a better dog sitting situation than with Alejandra. During our five days away we received daily photos and videos of what our dog Oliver was up to. I know he was treated like one of their own and was loved and cared for 24/7. Looking forward to asking Alejandra in the future to help to watch Oliver in the future.”
“Josie and Michael were so good with our dog Benny. He is sometimes anxious in new situations, so we were nervous leaving him for the first time with someone other than family, but he did great! They are very kind people and the environment is very clean. They took great care of him! We have already booked our next trip with them.”
“Henry had a great time staying with Lindsay and her family, and was easy to work with & responsive. Her dog Ellie was a good playmate and Lindsay sent updates/photos. Henry seemed happy and I definitely recommend her for dog sitting.”
“Tiffani was absolutely fantastic with Apollo! She sent updates and pictures and kept me completely informed about how everything was going. I'll definitely be using her again and highly recommend her!”
“Roxanna was absolutely the best! I was so scared to leave our puppy for the first time but Roxanna made sure she was kept to her schedule and sent so many updates which really calmed our nerves.. I am so thankful to of found her! We will absolutely be sending our girl back!!”
“Kim and her whole family took amazing care of Pulcinella and Steve! She kept me up to date of their activities with lots of pictures. The boys had an amazing visit!”
“Eddy was really easy to talk to. She was kind enough to grant our last minute request to watch for our dog Pixie. She took care of Pixie well. She sends updates with pictures and videos. Thank you so much. We would definitely book with her again.”
“Benny knew where he was going when my husband went to drop him off. Benny loves spending the night and playing with Porter and Maple. Katelyn is a wonderful sitter and Benny is well cared for.”
“Leandra did a great job taking care of Millie at my apartment. She was trustworthy and I could tell felt comfortable taking care of a rather anxious, but sweet little dog. I would rebook with her in a heartbeat.”
“My last pet sitter canceled last minute and everything went to crap as my cat pepper "drama king screaming demon" needs medicine for his stomach and anxiety in his old age. Sonny took my black fur ball of rage and distrust and made sure he had his medicine and space as pepper can be a bit "much" she gave lots of pictures and updates and was available within 2 days of booking which I desperately needed. She also worked with me as my family trip had gotten derailed when our car broke down and was willing to watch him for a bit longer as we figured out how to get home. She builds a great rapport and I can tell her own animals adore her and are VERY well socialized. Her kitten peaches ran up to me wanting to say hi and her dog ham was not aggressive in the least meeting me for the first time, he just wanted pats!”
“We could not be happier with the care Relic received with Kevin. We received daily photos and comments. Relic fell right in with Kevin and his pets and had a great time. We look forward to using Kevin again for future vacations. He made it so easy to be able to relax knowing what great care our pet was receiving. Thank you again Kevin!!”
“Faith was fantastic! She took great care of our dog and communicated well. She has all these homemade treats and you can tell that she cares a lot for not just for the health of her animals but others she watches.she took Harlee on walks, played with her let her snuggle Our dog sure loved being there and we will for sure use her again!”
“Lorraine did an excellent job with our dog Josie! Josie has separation anxiety and Lorraine was so kind and patient with her, making her feel safe and comfortable. By the end of her stay she was having a blast! Lorraine was great at communicating and giving photos and updates as well. We will rebook next time we need someone to take care of Josie. Thank you!”
“This was the first time I left my puppy. Even though I texted to check on him way more than I should have Nicholas never got upset and kept me updated with videos and answered whatever questions I had. Beaux was with him four nights. I would use him again and definitely recommend”
“Griff and Butters LOVED staying with April. They made themselves at home immediately. We felt secure being gone and knowing they were in good hands. They loved Jake. And thanks for the pics, April!”
Loving dog boarding sitters in your neighborhood
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Chris K.Star Sitter
“My puppy loves staying with Chris. I am so happy that we have someone we can trust with our baby. We plan to have him watch her again and again.”
Mary G.
“Mary is so nice and took really great of Lizzie Lou why we were out of town. I would definitely recommend and leave anyone of my fur babies with her anytime. I didn’t have to worry about Lizzie I knew she was in great hands. Thank you again Mary you’re the best. Kellie”
Alejandra M.Star Sitter
“It’s hard to imagine a better dog sitting situation than with Alejandra. During our five days away we received daily photos and videos of what our dog Oliver was up to. I know he was treated like one of their own and was loved and cared for 24/7. Looking forward to asking Alejandra in the future to help to watch Oliver in the future.”
Katie S.
“Katie did a good job taking care of Bogey. She sent us updates during our time away.”
Josie & Michael D.Star Sitter
“Josie and Michael were so good with our dog Benny. He is sometimes anxious in new situations, so we were nervous leaving him for the first time with someone other than family, but he did great! They are very kind people and the environment is very clean. They took great care of him! We have already booked our next trip with them.”
Betty G.
“Betty G. was great. Upon arrival she checked their vaccination records and got to know each one (we have 3 dogs). The girls are sound asleep from their fun day.”
Lindsay M.
“Henry had a great time staying with Lindsay and her family, and was easy to work with & responsive. Her dog Ellie was a good playmate and Lindsay sent updates/photos. Henry seemed happy and I definitely recommend her for dog sitting.”
Hannah M.
“Hannah was great at communication and also very good with our dogs. She is pleasant and respectful and knowledgeable! We appreciated how she was so accommodating with our timing requests.”
Tiffani H.Star Sitter
“Tiffani was absolutely fantastic with Apollo! She sent updates and pictures and kept me completely informed about how everything was going. I'll definitely be using her again and highly recommend her!”
Roxanna C.
“Roxanna was absolutely the best! I was so scared to leave our puppy for the first time but Roxanna made sure she was kept to her schedule and sent so many updates which really calmed our nerves.. I am so thankful to of found her! We will absolutely be sending our girl back!!”
Kimberlee E.Star Sitter
“Kim and her whole family took amazing care of Pulcinella and Steve! She kept me up to date of their activities with lots of pictures. The boys had an amazing visit!”
Eddy G.
“Eddy was really easy to talk to. She was kind enough to grant our last minute request to watch for our dog Pixie. She took care of Pixie well. She sends updates with pictures and videos. Thank you so much. We would definitely book with her again.”
Katelyn L.
“Benny knew where he was going when my husband went to drop him off. Benny loves spending the night and playing with Porter and Maple. Katelyn is a wonderful sitter and Benny is well cared for.”
Leandra R.
“Leandra did a great job taking care of Millie at my apartment. She was trustworthy and I could tell felt comfortable taking care of a rather anxious, but sweet little dog. I would rebook with her in a heartbeat.”
Sonny S.
“My last pet sitter canceled last minute and everything went to crap as my cat pepper "drama king screaming demon" needs medicine for his stomach and anxiety in his old age. Sonny took my black fur ball of rage and distrust and made sure he had his medicine and space as pepper can be a bit "much" she gave lots of pictures and updates and was available within 2 days of booking which I desperately needed. She also worked with me as my family trip had gotten derailed when our car broke down and was willing to watch him for a bit longer as we figured out how to get home. She builds a great rapport and I can tell her own animals adore her and are VERY well socialized. Her kitten peaches ran up to me wanting to say hi and her dog ham was not aggressive in the least meeting me for the first time, he just wanted pats!”
Kevin R.
“We could not be happier with the care Relic received with Kevin. We received daily photos and comments. Relic fell right in with Kevin and his pets and had a great time. We look forward to using Kevin again for future vacations. He made it so easy to be able to relax knowing what great care our pet was receiving. Thank you again Kevin!!”
Faith G.
“Faith was fantastic! She took great care of our dog and communicated well. She has all these homemade treats and you can tell that she cares a lot for not just for the health of her animals but others she watches.she took Harlee on walks, played with her let her snuggle Our dog sure loved being there and we will for sure use her again!”
Lorraine G.
“Lorraine did an excellent job with our dog Josie! Josie has separation anxiety and Lorraine was so kind and patient with her, making her feel safe and comfortable. By the end of her stay she was having a blast! Lorraine was great at communicating and giving photos and updates as well. We will rebook next time we need someone to take care of Josie. Thank you!”
Nicholas K.
“This was the first time I left my puppy. Even though I texted to check on him way more than I should have Nicholas never got upset and kept me updated with videos and answered whatever questions I had. Beaux was with him four nights. I would use him again and definitely recommend”
April K.
“Griff and Butters LOVED staying with April. They made themselves at home immediately. We felt secure being gone and knowing they were in good hands. They loved Jake. And thanks for the pics, April!”
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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.
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Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Osceola is $40 per night, including service fees. Boarding your dog for one week typically costs $280. 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 $27 to as high as $44 per night.
As of Aug 2025, 122 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, 93% of Osceola dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Osceola have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 12 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 122 dog boarding sitters in Osceola on Rover, so you’re sure to find the perfect match for your dog! In Osceola, 100% of sitters offer daily exercise, 93% offer medication administration, and 92% 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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