Osceola Holiday Rentals

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Our top choices for Osceola holiday rentals

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
2.0 star property
Osceola
10.0 out of 10, Exceptional, (29 reviews)
"Clean room nice staff pretty nice to spend time with your couple or friends"
United States
Jovanna
The price is NZ$289
includes taxes & fees
1 Feb - 2 Feb
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

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

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Osceola
10.0 out of 10, Exceptional, (21 reviews)
"The property feels vet secluded and a lot of wild life."
United States
Anonymous traveller
The price is NZ$322
includes taxes & fees
30 Jan - 31 Jan
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Osceola
9.8 out of 10, Exceptional, (18 reviews)
"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$184
includes taxes & fees
30 Jan - 31 Jan
Historic Commercial Hotel(Est. 1868)Tom Mix Suite

The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (39 reviews)
"Great place to stay "
United States
Brandon J.
The price is NZ$281
includes taxes & fees
4 Feb - 5 Feb
The Chestnut on the Square Historic Loft A

Cozy studio shotgun apartment in the heart of the Ozarks

Cozy studio shotgun apartment in the heart of the Ozarks
Osceola
The price is NZ$139
includes taxes & fees
30 Jan - 31 Jan
Cozy studio shotgun apartment in the heart of the Ozarks

Bunkhouse Cabin near Truman Lake in the Ozarks!

Bunkhouse Cabin near Truman Lake in the Ozarks!
Osceola
The price is NZ$198
includes taxes & fees
27 Feb - 28 Feb
Bunkhouse Cabin near Truman Lake in the Ozarks!

Chestnut on the square, unit B

Chestnut on the square, unit B
Osceola
10.0 out of 10, Exceptional, (25 reviews)
"Check in was quick and easy."
United States
Marta W.
The price is NZ$217
includes taxes & fees
4 Feb - 5 Feb
Chestnut on the square, unit B

Cozy micro cabin 3 near Truman Lakes in the Ozarks

Cozy micro cabin 3 near Truman Lakes in the Ozarks
Osceola
The price is NZ$157
includes taxes & fees
30 Jan - 31 Jan
Cozy micro cabin 3 near Truman Lakes in the Ozarks

Charming Micro Cabin 1 near Truman Lake in the Ozarks!

Charming Micro Cabin 1 near Truman Lake in the Ozarks!
Osceola
The price is NZ$157
includes taxes & fees
30 Jan - 31 Jan
Charming Micro Cabin 1 near Truman Lake in the Ozarks!

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points
Osceola
The price is NZ$232
includes taxes & fees
9 Feb - 10 Feb
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

Charming Micro Cabin 4 in the heart of the Ozarks

Charming Micro Cabin 4 in the heart of the Ozarks
Osceola
The price is NZ$132
includes taxes & fees
1 Mar - 2 Mar
Charming Micro Cabin 4 in the heart of the Ozarks

Charming Micro cabin 2 in the heart of the Ozarks

Charming Micro cabin 2 in the heart of the Ozarks
Osceola
The price is NZ$132
includes taxes & fees
1 Mar - 2 Mar
Charming Micro cabin 2 in the heart of the Ozarks

Water’s Edge Cabin: King & Queen Beds (Cabin 4)

Water’s Edge Cabin: King & Queen Beds (Cabin 4)
Stockton
10.0 out of 10, Exceptional, (7 reviews)
"Great spot "
United States
Jacob
The price is NZ$290
includes taxes & fees
12 Feb - 13 Feb
Water’s Edge Cabin: King & Queen Beds (Cabin 4)

Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,

Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Stockton, MO 65785
9.0 out of 10, Wonderful, (31 reviews)
"The cabin was very cozy overall and the super soft beds made for a great nights sleep every night! The water pressure in the shower was kind of low, but we made it work. There is a building with stuff out front right next door, but we didn’t have any issues and had a relatively quiet stay. The cabin was clean, had extra blankets and towels if needed, and an adorable coffee bar! Would definitely stay again!"
United States
Rachel V.
The price is NZ$194
includes taxes & fees
30 Jan - 31 Jan
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,

Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw

Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
Warsaw
10.0 out of 10, Exceptional, (2 reviews)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is NZ$504
includes taxes & fees
16 Feb - 17 Feb
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw

Grandma's Cabin at Stockton Lake, Stockton Missouri.

Grandma's Cabin at Stockton Lake, Stockton Missouri.
Stockton
9.8 out of 10, Exceptional, (54 reviews)
"We enjoyed our stay. It was peaceful and quiet. "
United States
Melanie
The price is NZ$223
includes taxes & fees
30 Jan - 31 Jan
Grandma's Cabin at Stockton Lake, Stockton Missouri.

Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard

Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard
Warsaw
10.0 out of 10, Exceptional, (1 review)
"Very peaceful area.. overnight stay.. convenient to everything.. highly recommend "
United States
David J.
The price is NZ$504
includes taxes & fees
24 Feb - 25 Feb
Hunters Paradise on The Lake. Cozy 2 bedroom house with large back yard

Cute Family Cabin at Lakeview by Sue

Cute Family Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful and peaceful place. Very clean and comfortable. "
United States
Harry S.
The price is NZ$312
includes taxes & fees
1 Feb - 2 Feb
Cute Family Cabin at Lakeview by Sue

Cabin 12 - Reel and Trigger

Cabin 12 - Reel and Trigger
Tom Township
10.0 out of 10, Exceptional, (2 reviews)
"Great location quick easy access to boat ramps"
United States
Ron B.
The price is NZ$358
includes taxes & fees
5 Feb - 6 Feb
Cabin 12 - Reel and Trigger

Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)

Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)
Stockton
10.0 out of 10, Exceptional, (1 review)
"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 NZ$290
includes taxes & fees
3 Feb - 4 Feb
Riverfront Getaway: Fire Pit, Cozy Loft (Cabin 2)
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

Find out more about Osceola

Everything you need to know about Osceola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osceola holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osceola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osceola. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osceola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osceola holiday rentals we have selected for you start as low as NZ$157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osceola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osceola holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osceola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Osceola?

Yes, there are holiday rentals in Osceola close to Osceola Cheese, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osceola has to offer?

Cozy Home w/ Doggy Fence: This holiday home rental outside of Osceola is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 holiday rentals like in Osceola?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osceola. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for family trips.