Title: The Chestnut on the Square Historic Loft A - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # The Chestnut on the Square Historic Loft A Riverfront apartment in Osceola with kitchen ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63370000/63363000/63362956/ae4d4e82.jpg?impolicy=resizecrop&rw=598&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63370000/63363000/63362956/5a6a09b7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/64000000/63370000/63363000/63362956/1059c7a9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/64000000/63370000/63363000/63362956/8cfd5764.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/64000000/63370000/63363000/63362956/f40ec318.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Experience the charm of Osceola, Missouri at this loft in a historic renovated building. Nestled along the banks of the Sac Osage river, it boasts 15ft ceilings and beautiful original trim decor in its spacious living room and modern full kitchen. 10 Exceptional ### Entire apartment 2 bedrooms2 bathroomsSleeps 4 ## Popular amenities - - Parking available - Kitchen - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### The Chestnut on the Square Historic Loft A Loft in historic renovated building on the square in Osceola, Missouri nestled along the banks of the sac Osage river. A large, inviting living room with 15ft ceilings and beautiful original trim decor and modern full kitchen. Located above the unique Mexican restaurant - La Casita. ## Property amenities ### Internet - Available in the apartment: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 2 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Games - TV ### Laundry - Laundromat nearby ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - On a river ### Things to do - Birdwatching nearby - Cycling nearby - Fishing nearby - Hunting nearby - Kayaking nearby - Motor boating nearby - Rock climbing nearby - Sailing nearby - Wildlife walks nearby ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96800000/96793300/96793276/d9964b9c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Secluded Hunting & Fishing cabin in the Woods - Osceola, MO Osceola - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 20 reviews CA $164 CA $276 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-11&endDate=2025-11-12&selected=96793276&PinnedHotelID=96793276&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65390000/65385700/65385671/d9e8f604.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Chestnut on the square, unit B Osceola - Kitchen - Air conditioning - Microwave - Living/dining area 10 Exceptional 23 reviews CA $133 CA $184 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-14&endDate=2025-11-15&selected=65385671&PinnedHotelID=65385671&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/60000000/59050000/59043500/59043439/3ea04ed6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Commercial Hotel (Est.1868) Sally Rand Suite Osceola - Pool - Free WiFi - Air conditioning - Parking available 9.6 Exceptional 16 reviews CA $113 CA $149 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-05&endDate=2025-11-06&selected=59043439&PinnedHotelID=59043439&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/54000000/53970000/53960600/53960564/w1526h1999x10y0-e3a2b47e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fireside Cabin – a cozy retreat at Truman Lake – relax and unwind! 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Deepwater - Pet-friendly - Air conditioning - Parking available - Laundry 10 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=94687304&PinnedHotelID=94687304&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/71000000/70990000/70989000/70988989/f4ee4b1d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Historic Commercial Hotel(Est.1868) "Dam Room" Osceola - Free WiFi - Air conditioning - Parking available 8.8 Excellent 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-18&endDate=2025-11-19&selected=70988989&PinnedHotelID=70988989&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### Pets Pets not allowed ### Children and extra beds Children are welcome Note from host: Unit is not childproof and 26 stairs to access ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as Chestnut on the Square Historic Loft The Chestnut on the Square Historic Loft A Osceola The Chestnut on the Square Historic Loft A Apartment The Chestnut on the Square Historic Loft A Apartment Osceola ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C38.04740%2C-93.70232&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=Z9ns7HiKgosYCM57A5taYXJ6lfA=) Osceola, MO #### What's nearby - Harry S Truman Reservoir - 3 min walk - 0.3 km - Crowes Crossing Public Use Area - 3 min drive - 3.2 km - Osceola Cheese - 4 min drive - 4.7 km - Lucas Oil Speedway - 38 min drive - 51.4 km - Pomme de Terre Lake - 50 min drive - 57.5 km #### Restaurants - ‪Shell - ‬2 min drive - ‪La Casita - ‬1 min walk - ‪Sugarfoot BBQ - ‬2 min drive - ‪Gordon's Orchard - ‬7 min drive - ‪5 Loaves and 2 Sisters - ‬3 min walk ## Frequently asked questions ### Is The Chestnut on the Square Historic Loft A pet-friendly? > No, pets are not allowed at this property. ### How much does it cost to stay at The Chestnut on the Square Historic Loft A? > As of Nov 4, 2025, prices found for a 1-night stay for 2 adults at The Chestnut on the Square Historic Loft A on Nov 12, 2025 start from CA $170.78, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. [Choose your dates](https://www.expedia.ca/Osceola-Hotels-Chestnut-On-The-Square-Historic-Loft.h63362956.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at The Chestnut on the Square Historic Loft A? > Check-in begins at 4:00 PM. ### What time is check-out at The Chestnut on the Square Historic Loft A? > Check-out is at 11:00 AM. ### Where is The Chestnut on the Square Historic Loft A located? > Situated on a river, this apartment building is 0.2 mi (0.4 km) from Harry S Truman Reservoir and within 3 mi (5 km) of Crowes Crossing Public Use Area and Osceola Cheese. Gallinipper Creek State Wildlife Area and Dave Rock Natural Area are also within 9 mi (15 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Chestnut on the Square Historic Loft A Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 35 8 - Good 2 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Cleanliness ### 10/10 Amenities ### 10/10 Property conditions & facilities ### 10/10 Eco-friendliness ### 10/10 Excellent #### Jason B. Nov 18, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome place to stay Great place to stay! Very clean and spacious. Communication with host was great. ##### Jason B. Stayed 3 nights in Nov 2023 ### 10/10 Excellent #### Justin R. Oct 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice place We absolutely enjoyed our stay. Very clean ##### Justin R. Stayed 2 nights in Oct 2024 ### 10/10 Excellent #### Clint B. Nov 21, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Cozy Lovely place to stay in a quiet town. Directly above a delicious Mexican restaurant. ##### Clint B. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Tom S. Aug 8, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Charming This was a very clean and nice place with so much more space than expected . The Mexican restaurant was great too! ##### Tom S. Stayed 1 night in Aug 2023 ### 10/10 Excellent #### Jeff Jan 6, 2024 Liked: Cleanliness, amenities, property conditions & facilities, communication Love it! Very clean and Kerri is very pleasant and wonderful. ##### Jeff Stayed 1 night in Jan 2024 ### 10/10 Excellent #### Shawn S. Apr 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fishing getaway Fantastic property close to where we were meeting our fishing guide. This place is a gem tucked on the square in Osceola. Would absolutely stay here again ##### Shawn S. Stayed 1 night in Apr 2025 ### 10/10 Excellent #### Jason B. Nov 24, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome place to stay In town for deer hunting. Great place to stay, w furnished kitchen. The steps will deff give you a workout, but worth it. Will be back again! ##### Jason B. Stayed 4 nights in Nov 2024 ### 10/10 Excellent #### Ronda B. Nov 10, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Clean, excellent location! Mom and my 3 sisters stayed here and we totally enjoyed the house and just hanging out! ##### Ronda B. Stayed 2 nights in Nov 2024 ### 10/10 Excellent #### Verified traveller Sep 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Osceola Indian Check was easy , only draw back was long staircase, but it at least built up my leg muscles, place was clean ##### Verified traveller Stayed 6 nights in Sep 2024 ### 10/10 Excellent #### Pam N. Jun 13, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great find in Oseola, MO! Easily accommodates 4 adults. Very spacious. Great location, close to Truman Lake and Scout Camp. Plenty of parking. Full kitchen well-stocked bathrooms. Highly recommend! ##### Pam N. Stayed 2 nights in May 2024 ### 10/10 Excellent #### Craig S. May 28, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice place to stay Very nice place to stay with plenty of room. Really easy to get to and beautiful place. ##### Craig S. Stayed 2 nights in May 2024 ### 10/10 Excellent #### Zach S. May 2, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Nice spot in a small town Nice clean property directly above a Mexican restaurant. ##### Zach S. Stayed 1 night in Apr 2024 ### 10/10 Excellent #### HEIDI K. Apr 22, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Awesome Place! I would definitely recommend this place. Given how old the building is, I was a little worried about musty odors, but there were none at all. The place was very clean and there was a lot of space, which was great. The only item I overlooked was the building's staircase leading to the second floor. There were a lot of steps! My 81-year-old stepmother was with me, and it was a bit of a challenge but other than that it was GREAT! ##### HEIDI K. Stayed 1 night in Apr 2024 ### 10/10 Excellent #### Shea M. Oct 26, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great place to stay. This is a perfect little place to stay. There are not many options in this area, but even if there were we’d stay here again. Great hosts. Great location. Perfect for our needs. ##### Shea M. Stayed 1 night in Oct 2023 ### 10/10 Excellent #### Gerri J. Sep 27, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Loved this vacation rental. Kellie's place The Chestnut was the perfect place for us to stay in Osceola. Right on the town square and above a good restaurant. The beds were comfortable, the place was clean and well outfitted and Kellie was easy to communicate with. We will definitely be back. ##### Gerri J. Stayed 3 nights in Sep 2023 ### 10/10 Excellent #### Angela Jul 9, 2023 Liked: Cleanliness, amenities, property conditions & facilities, communication Beautiful, clean, spacious, comfortable- just so wonderful! We can't wait to return♥️ ##### Angela Stayed 1 night in Jul 2023 ### 10/10 Excellent #### Linda M. Jun 13, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Osceola The apartment was just as described and will be our new to go place when we go to Missouri to visit family. Was concerned about it being located above a restaurant but even though the restaurant was busy we weren't able to hear them. ##### Linda M. Stayed 5 nights in May 2023 ### 10/10 Excellent #### Chad D., New Iberia Louisiana Jan 4, 2023 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Quiet & Spacious This property was very spacious and cleanliness was exceptional! Host was VERY responsive with all communications. Extremely nice place to have a getaway, to see the local scenery or to get out and explore the countryside! ##### Chad D. Stayed 4 nights in Dec 2022 ### 10/10 Excellent #### Kyle Nov 13, 2022 Liked: Cleanliness, amenities, property conditions & facilities, communication Fantastic stay! Accommodations were great and amenities exceptional. Will definitely choose again. ##### Kyle Stayed 1 night in Nov 2022 ### 10/10 Excellent #### Jeff and Heather C. Aug 15, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great Place to Stay The place was very clean, fresh and roomy. There were 2 ac/heats so the place cooled down very fast on the very hot summer day we were there. Shower had great water pressure. Beds were comfortable which is a plus! The owner was great to work with and communicated in a timely manner. ##### Jeff and Heather C. Stayed 1 night in Aug 2022 ### 8/10 Good #### Kate L. Aug 7, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Spotless and cute We enjoyed our stay and had plenty of space for our family of four. Super clean, had all the needed amenities. Only complaints would be master bedroom sleep related: the squeakiness of the box spring and the fan, and the pillows. A variety might allow different types of sleepers find the firmness they need. ##### Kate L. Stayed 2 nights in Aug 2022 ### 10/10 Excellent #### Ellen Jul 20, 2022 Liked: Cleanliness, amenities, property conditions & facilities, communication Really appreciate having such a nice place to stay in little old Osceola ##### Ellen Stayed 3 nights in Jul 2022 ### 10/10 Excellent #### Corinne A. May 15, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Revisit My husband and I visited Missouri again this summer and we stayed at the Chestnut again. It was wonderful! We have enjoyed both stats, once in the winter and once in the summer. Everything is clean, comfortable, and updated. We will definitely return! ##### Corinne A. Stayed 3 nights in May 2022 ### 10/10 Excellent #### Jennifer P. May 3, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Fabulous!!! It is my second time staying at this very well appointed & restored accommodation!!! I could not rave more great location absolutely beautiful and everything you could need -excellent communication!!! ##### Jennifer P. Stayed 4 nights in Apr 2022 ### 10/10 Excellent #### William S. Feb 25, 2022 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Most hassle free 3 adult 2 child booking ever If you find a flaw with this property, you should just stay home. This property was light, bright, and airy - convenient, and littered with Hershey kisses and cleanliness at every turn. "The" grocery store is across the street, and the Mexican restaurant below the unit is on point, satisfying your last minute arrival hunger crave. I found parking for my truck and 24' trailer with relative ease - ultimately straddling spots in the sheriff's lot across the street. My family immediately felt safe and at home in this quaint small town. Don't hesitate to contact Kerrie on your next trip to Osceola. ##### William S. 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