Photo by Kelly Lasswell

Osceola Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Osceola vacation rentals

Cabin, 1 Queen Bed | Exterior
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

Cabin in Osceola

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
2.0 star property
10.0 out of 10, Exceptional, (29)
"Clean room nice staff pretty nice to spend time with your couple or friends"
United States
Jovanna
The price is ￥13,946
￥26,912 total
includes taxes & fees
Jan 11 - Jan 12
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
Exterior
Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Aparthotel in Osceola

Historic Commercial Hotel(Est. 1868)Tom Mix Suite
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 ￥13,398
￥17,471 total
includes taxes & fees
Jan 10 - Jan 11
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Terrace/patio
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Cabin in Osceola

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
10.0 out of 10, Exceptional, (21)
"If you are looking for a nice clean cabin with lots of access to water and conservative lands as well as private land to hike and explore this is the perfect place, not far off the highway, easy to get to. The bed is very comfortable as well."
United States
Elissa A.
The price is ￥18,334
￥30,721 total
includes taxes & fees
Jan 12 - Jan 13
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Fridge, microwave, oven, stovetop
Chestnut on the square, unit B

Apartment in Osceola

Chestnut on the square, unit B
10.0 out of 10, Exceptional, (25)
"Check in was quick and easy."
United States
Marta W.
The price is ￥14,808
￥20,488 total
includes taxes & fees
Jan 16 - Jan 17
Chestnut on the square, unit B
Property grounds
Cozy micro cabin 3 near Truman Lakes in the Ozarks

Apartment in Osceola

Cozy micro cabin 3 near Truman Lakes in the Ozarks
2.0 star property
The price is ￥9,402
￥12,536 total
includes taxes & fees
Jan 10 - Jan 11
Cozy micro cabin 3 near Truman Lakes in the Ozarks
Microwave, oven, stovetop
Bunkhouse Cabin near Truman Lake in the Ozarks!

Cabin in Osceola

Bunkhouse Cabin near Truman Lake in the Ozarks!
2.0 star property
The price is ￥12,536
￥15,670 total
includes taxes & fees
Jan 10 - Jan 11
Bunkhouse Cabin near Truman Lake in the Ozarks!
Exterior
Charming Micro Cabin 1 near Truman Lake in the Ozarks!

Apartment in Osceola

Charming Micro Cabin 1 near Truman Lake in the Ozarks!
2.0 star property
The price is ￥9,402
￥12,536 total
includes taxes & fees
Jan 10 - Jan 11
Charming Micro Cabin 1 near Truman Lake in the Ozarks!
Bed sheets
Cozy studio shotgun apartment in the heart of the Ozarks

Apartment in Osceola

Cozy studio shotgun apartment in the heart of the Ozarks
2.0 star property
The price is ￥10,029
￥13,163 total
includes taxes & fees
Jan 10 - Jan 11
Cozy studio shotgun apartment in the heart of the Ozarks
Exterior
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

Cabin in Osceola

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points
2.0 star property
The price is ￥15,043
￥18,177 total
includes taxes & fees
Jan 12 - Jan 13
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points
Interior
The Chestnut on the Square Historic Loft A

Apartment in Osceola

The Chestnut on the Square Historic Loft A
10.0 out of 10, Exceptional, (38)
"Great place to stay "
United States
Brandon J.
The price is ￥19,039
￥26,565 total
includes taxes & fees
Jan 21 - Jan 22
The Chestnut on the Square Historic Loft A
Property grounds
Charming Micro Cabin 4 in the heart of the Ozarks

Apartment in Osceola

Charming Micro Cabin 4 in the heart of the Ozarks
2.0 star property
The price is ￥9,402
￥12,536 total
includes taxes & fees
Jan 10 - Jan 11
Charming Micro Cabin 4 in the heart of the Ozarks
Exterior
Charming Micro cabin 2 in the heart of the Ozarks

Apartment in Osceola

Charming Micro cabin 2 in the heart of the Ozarks
2.0 star property
The price is ￥9,402
￥12,536 total
includes taxes & fees
Jan 10 - Jan 11
Charming Micro cabin 2 in the heart of the Ozarks
Exterior
Grandma's Cabin at Stockton Lake, Stockton Missouri.

Cabin in Stockton

Grandma's Cabin at Stockton Lake, Stockton Missouri.
9.8 out of 10, Exceptional, (54)
"We enjoyed our stay. It was peaceful and quiet. "
United States
Melanie
The price is ￥11,988
￥19,823 total
includes taxes & fees
Jan 11 - Jan 12
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Exterior
Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)

Cottage in Stockton

Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)
10.0 out of 10, Exceptional, (1)
"This place was awesome! I took my dog and had a great time, even with all the rain. "
United States
Julia M.
The price is ￥17,441
￥27,702 total
includes taxes & fees
Jan 12 - Jan 13
Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)
Fridge, microwave, oven, stovetop
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,

Cabin in Stockton, MO 65785

Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
2.0 star property
9.0 out of 10, Wonderful, (30)
"Host was excellent with communication. Clean home "
United States
Brandy I.
The price is ￥11,282
￥18,334 total
includes taxes & fees
Jan 14 - Jan 15
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Interior
Cute Family Cabin at Lakeview by Sue

Cabin in Appleton City

Cute Family Cabin at Lakeview by Sue
10.0 out of 10, Exceptional, (8)
"Beautiful and peaceful place. Very clean and comfortable. "
United States
Harry S.
The price is ￥18,898
￥29,632 total
includes taxes & fees
Jan 14 - Jan 15
Cute Family Cabin at Lakeview by Sue
Romantic Country Cabin at Lakeview by Sue

Cabin in Appleton City

Romantic Country Cabin at Lakeview by Sue
10.0 out of 10, Exceptional, (10)
"Wonderful stay, so beautiful! "
United States
Anna G.
The price is ￥16,783
￥27,390 total
includes taxes & fees
Jan 11 - Jan 12
Romantic Country Cabin at Lakeview by Sue
Smart TV
2-bedroom vacation home just 8 minutes from Stockton Lake

Vacation Home in Humansville

2-bedroom vacation home just 8 minutes from Stockton Lake
10.0 out of 10, Exceptional, (12)
"Very cute and quaint little getaway in the trees"
United States
Maddy S.
The price is ￥16,924
￥20,058 total
includes taxes & fees
Jan 11 - Jan 12
2-bedroom vacation home just 8 minutes from Stockton Lake
Exterior
Water’s Edge Cabin: King & Queen Beds (Cabin 4)

Cottage in Stockton

Water’s Edge Cabin: King & Queen Beds (Cabin 4)
10.0 out of 10, Exceptional, (7)
"Great spot "
United States
Jacob
The price is ￥17,441
￥27,702 total
includes taxes & fees
Jan 11 - Jan 12
Water’s Edge Cabin: King & Queen Beds (Cabin 4)
Children's area
Cozy Home w/ Doggy Fence

Vacation Home in Warsaw

Cozy Home w/ Doggy Fence
9.2 out of 10, Wonderful, (56)
"Loved the house and decor. Very close to the town of Warsaw and to our family and friends. Enjoy the stay!"
United States
Tina S.
The price is ￥12,552
￥28,238 total
includes taxes & fees
Jan 11 - Jan 12
Cozy Home w/ Doggy Fence
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

10/10 Excellent
"The cabin was clean and homey. It feels secluded but safe. Perfect for a weekend getaway with my husband but it would have worked with kids also. All the essentials were provided. We would enjoy coming back in different seasons to see the scenery changes. "
Melinda I. 2-night trip
Posted 5 days ago
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Find out more about Osceola

Search for holiday rentals in Osceola on Expedia! You can easily find your home rentals, villas, holiday apartments in Osceola using one of the methods below:

  • View our selection of featured holiday rentals in Osceola
  • Use the map to find apartments and other holiday homes in the Osceola neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osceola while they last

Look no further and take a look at our great range of rental properties in Osceola!

Frequently asked questions

Can I find a vacation rental in Osceola?

Yes, we give you a choice of vacation rentals in Osceola close to Osceola Cheese, or you can choose a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Osceola?

Spacious 4-bedroom house in serene Stockton with lake views: This vacation home rental outside Osceola offers a fireplace, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in Osceola?

Harry S Truman Reservoir and Lilleys Island are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Osceola Cheese. Crowes Crossing Public Use Area and Gallinipper Creek State Wildlife Area are other places to visit while you're in town.

What are vacation rentals like in Osceola?

Vacation rentals are privately owned properties you can reserve for several days or longer in Osceola. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for families.