Apartment

Chestnut on the square, unit B

Photo gallery for Chestnut on the square, unit B

A compact kitchen with white cabinets, a microwave, and a refrigerator.
A kitchen with a marble countertop, two bar stools, a ceiling fan, and a patterned rug.
A narrow hallway leading to a kitchen with white cabinets, a countertop, and a refrigerator.
A hallway with a carpeted floor, white trim, and a door at the end.
A two-story building with a blue door and large windows.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Harry S Truman Reservoir

Popular amenities

  • Air-conditioning
  • Refrigerator
  • Internet
  • Onsite parking available
  • Bathtub
  • Non-smoking

Explore the area

View in a map
Osceola, MO
  • Place, Harry S Truman Reservoir
    ‪3 min walk‬
  • Place, Truman Reservoir
    ‪3 min walk‬
  • Place, Lucas Oil Speedway
    ‪29 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 Double Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Kitchen

Add dates for prices

Similar properties

Interior
The Chestnut on the Square Historic Loft A
Osceola
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
10.0 out of 10, Exceptional, (50 reviews)
The Chestnut on the Square Historic Loft A

About the area

Osceola

Located in Osceola, this apartment is on a river. Osceola Cheese is a local attraction and the area's natural beauty can be seen at Harry S Truman Reservoir and Truman Reservoir. Power boating and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with rock climbing and cycling nearby.
View more Apartments in OsceolaOpens in a new window
Map
Osceola, MO

What's nearby

  • Harry S Truman Reservoir - 3 min walk - 0.3 km
  • Truman Reservoir - 3 min walk - 0.3 km
  • Osceola Cheese - 3 min drive - 5.0 km
  • Lucas Oil Speedway - 29 min drive - 43.3 km
  • Pomme de Terre Lake - 38 min drive - 60.2 km

Restaurants

  • ‪Sugarfoot BBQ - ‬2 min drive
  • ‪La Casita - ‬1 min walk
  • ‪Gordon's Orchard - ‬7 min drive
  • ‪5 Loaves and 2 Sisters - ‬3 min walk
  • ‪Leaky Roof Coffee Company - ‬2 min walk

Frequently asked questions

Is Chestnut on the square, unit B pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Chestnut on the square, unit B?

As of 31 Oct, 2026, prices found for a 1-night stay for 2 adults at Chestnut on the square, unit B on 25 Apr, 2027 start from S$211, including 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 for more accurate prices.

How much is parking at Chestnut on the square, unit B?

On-site parking is available at the property.

What time is check-in at Chestnut on the square, unit B?

Check-in begins at 3:00 PM.

What time is check-out at Chestnut on the square, unit B?

Checkout is at 11:00 AM.

Where is Chestnut on the square, unit B located?

Situated on a river, this apartment building is within a 5-minute walk of Harry S Truman Reservoir and Truman Reservoir. Crowes Crossing Public Use Area and Osceola Cheese are also within 3 miles (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 28 out of 31 reviews
Rating 8 - Good. 2 out of 31 reviews
Rating 6 - Okay. 1 out of 31 reviews
Rating 4 - Poor. 0 out of 31 reviews
Rating 2 - Terrible. 0 out of 31 reviews

9.8/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoy staying here. Definitely be back.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place, very clean.
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was kind, space was clean, and location ideal
Stayed 6 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, listing accuracy
Disliked: Communication
Great stay, very clean & comfortable. Perfect for our overnight stay to be close to Bartle scout camp. Quick response to questions when we arrived.
Stayed 1 night in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was quick and easy.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Sweet little place

Loved the place! Very convenient for the wedding we came for. Comfortable and lovely.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as cute in person! I absolutely love this apartment. Kind of wishing I had a reason to go back to Osceola. Above and beyond on the little details and wonderful communication.
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our third stay. The Queen bed is comfortable. We enjoy the location with the Mexican restaurant right next door. We also enjoy the food at the Amish Trading Post a couple miles away as well as the Sugarfoot BarBQ. Kerrie leaves complimentary snacks which we appreciate. The place is very comfortable and clean. There is a long flight of stairs up to the apartment but as long as you can handle that, it is a great place to stay.
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun time

We needed a place to stay while hosting a 90th birthday and this was perfect.
Stayed 4 nights in Jun 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

In town for family reunion

This was our fourth stay and we'll return. Zero complaints. Perfect for a solo traveler or a couple.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Weekend visit

We came to spend a little time around Osceola and Roscoe. Thank you for your accommodations.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very well managed and great location

We went to Osceola to visit family and the Chestnut apartment was perfect for us. It had everything that we needed and Kerrie even helped us with a pack and play for our toddler. Super recommend it.
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Osceola stay on the Square

We enjoyed the location close to downtown Osceola. Restaurant nearby. The apartment was clean and comfortable. Our host was very responsive and it was easy to get in and out with our personal code. Will definitely stay again.Host was
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Osceola Retreat

Very nice lodging on the square in Osceola Mo. I grew up here and love to visit my hometown. Prior to this lodging there weren’t any real options of a nice place to rent. Chestnut now offers a great place to stay right on the square at a very reasonable rate.
Stayed 1 night in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely apartment. It was very clean & true to the photo. (We rented both A & B.) The address pulls right up on GPS. This was our second time staying at this location & we would definitely stay again. Also Kerrie is a great host.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanks!

Thank you! It’s an adorable place!
Stayed 1 night in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Osceola modern and quaint

A clean well supplied one bedroom apartment. One should be aware of the step steps entering. The Mexican restaurant next door is among the best in the area.
Stayed 3 nights in Mar 2025
Verified review

6/10 Okay

Liked: Check-in, communication, listing accuracy
The main problem I had was ants around the house and then the restaurant below was very loud after 11:00 sounded like the were having a pillow fight with pots and pans
Stayed 2 nights in Apr 2026
Response from VrboOwner on 7 May, 2026
I apologize for the ants. They were not there when cleaned between your stays. I did give you a partial refund without you asking and if you would have contacted me when you noticed them I would have promptly taken care of the matter and moved you. The listing does state there is a restaurant below and a white noise machine is provided to help if needed.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

A wonderful place to stay

While visiting family in Osceola, I had the opportunity to stay at this beautiful and well appointed apartment. The owners have done a wonderful job of remodeling and decorating the apartment. From the kitchen to the bathroom, I found everything I needed there to enjoy my stay. I would highly recommend this apartment. On my next visit back to Missouri, I will definitely hope the apartment is available again. Thank you for a wonderful stay.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Osceola Missouri

This is our second stay at this location and we weren't disappointed. If the owners decide to change anything, another railing should be added to the steep staircase going up and down, in and out of the apartments. Also, the shower/tub is very deep and hard to get in and out. Maybe add safety grab bars. It was very clean and the noise from the Mexican restaurant didn't bother us. In fact, we had dinner there and the service and food were excellent!!
Stayed 1 night in Feb 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay

We were very happy to stay at The Chestnut. The pictures were accurate & Kerrie responded quickly when I had a question before coming. We were in Apartment B & our friends were in Apt A. I had broken my foot about a week before we went & I was so glad my husband decided to go...It wasn't a problem but there are approximately 26 steps to go up....but well worth it. The Mexican Restaurant below the apartment has wonderful food. Also, it isn't open late so there wasn't a problem with noise. When we go back to Osceola next year, we would definitely stay there again. were in Apt A but Apt Icgreat to respond quickly when
Stayed 4 nights in Oct 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Will definitely return

My husband and I have stayed here twice. It’s freshly remodeled and super clean. Hosts are very responsive. Zero complaints. We will return.
Stayed 2 nights in Jul 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place!

Beautiful rental. We felt right at home. Bathroom and bedroom were airy and comfortable. We enjoyed the place while visiting family in the area. We traveled from Los Angeles and the directions were easy to follow from the airport. We enjoyed the restaurant downstairs. We highly recommended staying here when you are in town. We were 2 adults and 2 kids under the age of 7.
Stayed 2 nights in May 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Races

In town for races at Lucas oil speedway. Good location, quiet area and good food downstairs!
Stayed 3 nights in May 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Visiting family in Clinton

Great space for us to combine a getaway with spending a long weekend with our son, daughter in law and 3 grandkids who live in Clinton. Clean and nicely appointed. Very nice use of a historic bldg. We will be back!
Stayed 3 nights in Oct 2021
Tell us how we can improve our siteShare feedback