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 AU$202
includes taxes & fees
18 Feb - 19 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 AU$278
includes taxes & fees
17 Feb - 18 Feb
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)
"This hotel was wonderful. It really goesabove and beyond "
United States
Morgan
The price is AU$160
includes taxes & fees
17 Feb - 18 Feb
Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Chestnut on the square, unit B

Chestnut on the square, unit B
Osceola
10.0 out of 10, Exceptional, (25 reviews)
"Host was kind, space was clean, and location ideal "
United States
Joe W.
The price is AU$187
includes taxes & fees
20 Feb - 21 Feb
Chestnut on the square, unit B

The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (40 reviews)
"Great place to stay "
United States
Brandon J.
The price is AU$242
includes taxes & fees
20 Feb - 21 Feb
The Chestnut on the Square Historic Loft A

Bunkhouse Cabin near Truman Lake in the Ozarks!

Bunkhouse Cabin near Truman Lake in the Ozarks!
Osceola
The price is AU$172
includes taxes & fees
15 Feb - 16 Feb
Bunkhouse Cabin near Truman Lake in 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 AU$116
includes taxes & fees
15 Feb - 16 Feb
Charming Micro cabin 2 in the heart of the Ozarks

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points
Osceola
10.0 out of 10, Exceptional, (1 review)
"Very quiet and peaceful. The interior was clean and updated. Nice living room with 3 love seats, which I think are also pull-out beds? And there is a card table with sturdy comfortable chairs that can seat maybe 6 people. There is a small, but very nice kitchen. Two bathrooms, each attached to its own bathroom, with the bathrooms also having a second door opening to the living room for convenience. Beds were comfortable, but just note for guests who are bigger or have mobility issues, the beds...
United States
Douglas H.
The price is AU$202
includes taxes & fees
17 Feb - 18 Feb
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

Cozy studio shotgun apartment in the heart of the Ozarks

Cozy studio shotgun apartment in the heart of the Ozarks
Osceola
The price is AU$121
includes taxes & fees
15 Feb - 16 Feb
Cozy studio shotgun apartment in the heart of 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 AU$137
includes taxes & fees
15 Feb - 16 Feb
Charming Micro Cabin 1 near Truman Lake in the Ozarks!

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 AU$193
includes taxes & fees
18 Feb - 19 Feb
Grandma's Cabin at Stockton Lake, Stockton Missouri.

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, (8 reviews)
"Great spot "
United States
Jacob
The price is AU$241
includes taxes & fees
15 Feb - 16 Feb
Water’s Edge Cabin: King & Queen Beds (Cabin 4)

Romantic Country Cabin at Lakeview by Sue

Romantic Country Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful stay, so beautiful! "
United States
Anna G.
The price is AU$249
includes taxes & fees
15 Feb - 16 Feb
Romantic Country Cabin at Lakeview by Sue

Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Deepwater
10.0 out of 10, Exceptional, (46 reviews)
"Beautiful had everything we needed and was very peaceful "
United States
Raelynn W.
The price is AU$384
includes taxes & fees
15 Feb - 16 Feb
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Warsaw
10.0 out of 10, Exceptional, (77 reviews)
"My friends and I had an amazing stay! The hosts are extremely communicative, and the house is very clean and cozy. We really enjoyed our time out on the back porch looking at the lake, and we'll definitely be back again soon!"
United States
Sarah P.
The price is AU$416
includes taxes & fees
16 Feb - 17 Feb
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.6 out of 10, Excellent, (14 reviews)
"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 AU$148
includes taxes & fees
15 Mar - 16 Mar
Hickory Hollow Resort

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 AU$198
includes taxes & fees
16 Feb - 17 Feb
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,

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 AU$270
includes taxes & fees
16 Feb - 17 Feb
Cute Family Cabin at Lakeview by Sue

Cabin 10 - Reel and Trigger

Cabin 10 - Reel and Trigger
Tom Township
10.0 out of 10, Exceptional, (1 review)
"We had family camping at the state park for the long weekend and wanted to stay close by. The cabin was perfect. We had time to visit easily and also an air conditioned place to sleep in. It also is dog friendly so we were able to bring the dogs. Getting a dog sitter on a long weekend is difficult. "
United States
Audrey B.
The price is AU$225
includes taxes & fees
1 Mar - 2 Mar
Cabin 10 - Reel and Trigger

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Clinton
9.8 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Keith H.
The price is AU$226
includes taxes & fees
27 Feb - 28 Feb
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
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 favourite 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 depend 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 AU$198 per night. Entering your travel dates in the search wizard might find you 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?

Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake : 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. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Osceola?

Harry S Truman Reservoir and Turkey Creek State Wildlife Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Osceola Cheese. Lilleys Island and Crowes Crossing Public Use 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.