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Holiday Rentals in Osceola

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Holiday Rentals in Osceola

Charming Micro Cabin near Truman Lake in the Ozarks!

2.0 star property
Osceola
The price is €73
includes taxes & fees
14 Nov - 15 Nov
Charming Micro Cabin near Truman Lake in the Ozarks!

Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Osceola
9.8 out of 10, Exceptional, (17)
"Comfortable room in a historic hotel. Quiet and peaceful getaway."
United States
Tana B.
The price is €100
includes taxes & fees
13 Nov - 14 Nov
Historic Commercial Hotel(Est. 1868)Tom Mix Suite

Chestnut on the square, unit B

Osceola
10.0 out of 10, Exceptional, (23)
"Great stay, very clean & comfortable. Perfect for our overnight stay to be close to Bartle scout camp. Quick response to questions when we arrived. "
United States
Andrea G.
The price is €117
includes taxes & fees
19 Nov - 20 Nov
Chestnut on the square, unit B

Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

2.0 star property
Osceola
The price is €104
includes taxes & fees
13 Nov - 14 Nov
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points

The Chestnut on the Square Historic Loft A

Osceola
10.0 out of 10, Exceptional, (38)
"Great place to stay! Very clean and spacious. Communication with host was great."
United States
Jason B.
The price is €150
includes taxes & fees
19 Nov - 20 Nov
The Chestnut on the Square Historic Loft A

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

Osceola
9.8 out of 10, Exceptional, (20)
"Excellent property if you want privacy and a remote setting. This is my second trip and it was every bit as good as the first trip. The hosts are very accommodating,! The property is well kept and very clean. . They have thought of ever you may need to make you stay enjoyable.. I definitely go o back again. "
United States
jeff c.
The price is €174
includes taxes & fees
13 Nov - 14 Nov
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO

Cozy micro cabin near Truman Lakes in the Ozarks

2.0 star property
Osceola
The price is €73
includes taxes & fees
13 Nov - 14 Nov
Cozy micro cabin near Truman Lakes in the Ozarks

Bunkhouse Cabin near Truman Lake in the Ozarks!

2.0 star property
Osceola
The price is €90
includes taxes & fees
29 Nov - 30 Nov
Bunkhouse Cabin near Truman Lake in the Ozarks!

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

Stockton
10.0 out of 10, Exceptional, (6)
"Was peaceful, quiet and beautiful. My boyfriend and I had a great time exploring and the cabin was perfect."
United States
Kristina B.
The price is €119
includes taxes & fees
10 Dec - 11 Dec
Water’s Edge Cabin: King & Queen Beds (Cabin 4)

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

2.0 star property
Stockton, MO 65785
9.2 out of 10, Wonderful, (28)
"We loved this location, the decor was adorable. Our daughter loved the catfish pillow. Would definitely love to stay here again if we come back to the area! "
United States
Taylor l.
The price is €110
includes taxes & fees
17 Nov - 18 Nov
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,

Family Cabin Near Pomme de Terre Lake & Hermitage

Hermitage
10.0 out of 10, Exceptional, (2)
"Great place to stay. "
United States
Chad K.
The price is €148
includes taxes & fees
1 Dec - 2 Dec
Family Cabin Near Pomme de Terre Lake & Hermitage

Grandma's Cabin at Stockton Lake, Stockton Missouri.

Stockton
9.8 out of 10, Exceptional, (54)
"A wonderful place to decompress and slow down! Highly recommend!!"
United States
Renee S.
The price is €113
includes taxes & fees
18 Nov - 19 Nov
Grandma's Cabin at Stockton Lake, Stockton Missouri.

Cozy Home w/ Doggy Fence

Warsaw
9.2 out of 10, Wonderful, (55)
"House was clean and had everything we needed to make our stay comfortable! "
United States
Wendy H.
The price is €170
includes taxes & fees
30 Nov - 1 Dec
Cozy Home w/ Doggy Fence

Cute Family Cabin at Lakeview by Sue

Appleton City
10.0 out of 10, Exceptional, (7)
"Anyone looking for the perfect fishing getaway, this is the place! Great clean cabin, well stocked lake and bonus restaurant on site makes this place the perfect family getaway spot. We try to stay here at least once a year. Our kids favorite destination."
United States
Renee C.
The price is €169
includes taxes & fees
13 Nov - 14 Nov
Cute Family Cabin at Lakeview by Sue

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

Deepwater
10.0 out of 10, Exceptional, (46)
"It's very clean and beautiful place with a good location by the water "
United States
Adam C.
The price is €217
includes taxes & fees
18 Nov - 19 Nov
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.

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

Clinton
9.8 out of 10, Exceptional, (18)
"House itself is amazing. Stayed here prior to Katy Trail ride- only 1.5 miles from the trailhead. Neighborhood is sketchy looking but no issues other than appearance."
United States
Dave H.
The price is €141
includes taxes & fees
16 Nov - 17 Nov
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown

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

Warsaw
10.0 out of 10, Exceptional, (77)
"The house has a unique layout. The covered deck has an amazing view of the lake. It’s in a peaceful neighborhood. The kitchen is well stocked. Everything was very clean. It was perfect for our group. "
United States
Renee B.
The price is €275
includes taxes & fees
1 Dec - 2 Dec
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews

Cabin 12 - Reel and Trigger

Tom Township
10.0 out of 10, Exceptional, (2)
"Very convenient and clean. Just what we needed"
United States
Renee M.
Cabin 12 - Reel and Trigger

Hickory Hollow Resort

2.0 star property
Clinton
8.4 out of 10, Very good, (12)
"The property was nice and people were very friendly "
United States
Bree
The price is €100
includes taxes & fees
13 Nov - 14 Nov
Hickory Hollow Resort

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

Warsaw
10.0 out of 10, Exceptional, (2)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is €271
includes taxes & fees
13 Dec - 14 Dec
Fisherman’s Paradise at The Lake. Charming 2 bedroom house by the lake in Warsaw
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, apart-hotels, 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 €100 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?

Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps: This holiday home rental outside of Osceola is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

What can I see and do in Osceola?

Harry S Truman Reservoir and Walker Island 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.