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Hotels with Pool & Resorts in Osceola from NZ$155

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Check availability on Osceola Hotels with Pool

Our top choices for Osceola hotels with a pool

Interior
Historic Commercial Hotel (Est.1868) Sally Rand Suite

Historic Commercial Hotel (Est.1868) Sally Rand Suite

Historic Commercial Hotel (Est.1868) Sally Rand Suite
Osceola
9.6 out of 10, Exceptional, (17)
"A unique hotel with lots of history- a fun place to stay!"
United States
Peter
The price is NZ$183
includes taxes & fees
11 Dec - 12 Dec
Historic Commercial Hotel (Est.1868) Sally Rand Suite
Interior
Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Osceola
9.8 out of 10, Exceptional, (17)
"Great place. We loved the historical signs and display cases with artifacts around the hotel. The celebration in the town square was a nice bonus. Very quiet and quaint. I wish we'd have had more time to do a little fishing."
United States
B P.
The price is NZ$193
includes taxes & fees
11 Dec - 12 Dec
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Outdoor pool
Westbridge Inn and Suites

Westbridge Inn and Suites

Westbridge Inn and Suites
2.0 star property
Clinton
8.0 out of 10, Very good, (718)
"Everything was nice "
United States
Brenton
The price is NZ$156
includes taxes & fees
11 Dec - 12 Dec
Westbridge Inn and Suites
Indoor pool
Parkfield Inn

Parkfield Inn

Parkfield Inn
2.5 star property
Clinton
9.2 out of 10, Wonderful, (964)
"Great room and great service"
United States
Tiffany
The price is NZ$188
includes taxes & fees
11 Dec - 12 Dec
Parkfield Inn
Indoor pool
Parkfield Inn

Parkfield Inn

Parkfield Inn
2.0 star property
Warsaw
9.4 out of 10, Exceptional, (593)
"Close to town, places to eat, lake to fish. All around clean, good breakfast and friendly staff"
United States
Gary
The price is NZ$208
includes taxes & fees
25 Dec - 26 Dec
Parkfield Inn
Seasonal outdoor pool
Lakes Inn

Lakes Inn

Lakes Inn
2.5 star property
Warsaw
8.0 out of 10, Very good, (352)
"Clean room and prompt response to remove the tweaker in a bath towel knocking on all the doors screaming "
United States
Korin
The price is NZ$155
includes taxes & fees
25 Dec - 26 Dec
Lakes Inn
Seasonal outdoor pool
Hickory Hollow Resort

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.4 out of 10, Very good, (13)
"Our cabin was clean, comfortable and affordable. The check-in was effortless and we had no issues with the stay. I would recommend the place to friends and family traveling through the area."
United States
Terry
The price is NZ$181
includes taxes & fees
8 Jan - 9 Jan 2026
Hickory Hollow Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osceola Hotel Reviews

Parkfield Inn

Parkfield Inn

10/10 Excellent
"Everything was good"
Daniel 1-night trip
Posted 10 days ago
Parkfield Inn
Westbridge Inn and Suites

Westbridge Inn and Suites

10/10 Excellent
"Clean and comfortable,courteous staff"
Valda 1-night trip
Posted 2 weeks ago
Westbridge Inn and Suites

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Frequently asked questions

What are some accommodation options with pools in Osceola?
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy: Provides complimentary wireless Internet access, a communal pool and televisions. Secluded Hunting & Fishing cabin in the Woods - Osceola, MO: Features complimentary wireless Internet access, a communal pool and televisions. Historic Commercial Hotel (Est.1868) Sally Rand Suite: Offers daily, an outdoor pool and free self parking. Historic Commercial Hotel(Est. 1868)Tom Mix Suite: Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. Historic Commercial Hotel(Est.1868) "Dam Room": Features daily, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Osceola?
Spend some time experiencing the great outdoors at Harry S Truman Reservoir and Lilleys Island. During your stay, visit sights such as Osceola Cheese, Crowes Crossing Public Use Area and Gallinipper Creek State Wildlife Area.
When is the best time to book a hotel with a pool in Osceola?
You may want to consider accommodation that offers an outdoor pool if you plan to visit Osceola in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you visit during the coldest months of January, February or December, when the average temp is 3°C.