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Osceola Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Osceola vacation rentals

View from property

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
2.5 star property
Osceola
10.0 out of 10, Exceptional, (36 reviews)
"The whole process was simple and easy. The cabin was amazing and beautiful. Definitely returning to escape the whole and unwind."
United States
Eliezer
The price is AED 437
AED 612 total
includes taxes & fees
9 Jul - 10 Jul
Postcard Cabins Ozark Highlands, Outdoor Collection by Marriott Bonvoy
Terrace/patio

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

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Osceola
9.8 out of 10, Exceptional, (27 reviews)
"Such a nice, quiet, secluded cabin! "
United States
Hailee W.
The price is AED 430
AED 723 total
includes taxes & fees
15 Jul - 16 Jul
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Fridge, microwave, oven, stovetop

Chestnut on the square, unit B

Chestnut on the square, unit B
Osceola
9.8 out of 10, Exceptional, (29 reviews)
"Great place, very clean. "
United States
Evan B.
The price is AED 404
AED 543 total
includes taxes & fees
8 Jul - 9 Jul
Chestnut on the square, unit B
Interior

The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (46 reviews)
"This place was such a great little gem. Location was quiet, apartment was spacious and comfortable, host was timely with communication and had clear check in and checkout instructions. We wished we had stayed here a bit longer because it was such a unique spot."
United States
Alexys
The price is AED 514
AED 700 total
includes taxes & fees
8 Jul - 9 Jul
The Chestnut on the Square Historic Loft A
Exterior

Grandpa's Cabin

Grandpa's Cabin
Stockton
10.0 out of 10, Exceptional, (1 review)
"Quiet, clean, all the conveniences of home. Nice scenery too. Cute little cabin. We will definitely stay there again!"
United States
Teri H.
The price is AED 312
AED 523 total
includes taxes & fees
2 Jul - 3 Jul
Grandpa's Cabin
Basic Cabin, Resort View | Terrace/patio

Hickory Hollow Resort

Hickory Hollow Resort
2.0 star property
Clinton
8.2 out of 10, Very Good, (19 reviews)
"Nice place to stay "
United States
Sam
The price is AED 327
AED 385 total
includes taxes & fees
30 Jul - 31 Jul
Hickory Hollow Resort
Exterior

Grandma's Cabin at Stockton Lake, Stockton Missouri.

Grandma's Cabin at Stockton Lake, Stockton Missouri.
Stockton
9.8 out of 10, Exceptional, (57 reviews)
The price is AED 312
AED 523 total
includes taxes & fees
7 Jul - 8 Jul
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Children's area

Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (66 reviews)
"Very clean with very easy check in / check out process. "
United States
Todd C.
The price is AED 304
AED 680 total
includes taxes & fees
7 Jul - 8 Jul
Cozy Home w/ Doggy Fence
Smart TV, stereo

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

Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Deepwater
10.0 out of 10, Exceptional, (48 reviews)
"Beautiful had everything we needed and was very peaceful "
United States
Raelynn W.
The price is AED 455
AED 838 total
includes taxes & fees
5 Jul - 6 Jul
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
A wooden interior with a large barrel, a table with a vase, and a view of a lake through glass doors.

Romantic Country Cabin at Lakeview by Sue

Romantic Country Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful stay, so beautiful! "
United States
Anna G.
The price is AED 393
AED 638 total
includes taxes & fees
7 Jul - 8 Jul
Romantic Country Cabin at Lakeview by Sue
Interior

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
9.6 out of 10, Exceptional, (32 reviews)
"This house was so cute. It was on a dead end street and was very quiet. It was easy to access and was a good central spot while I was in Clinton visiting family. Would definitely stay here again."
United States
Cailyn
The price is AED 380
AED 626 total
includes taxes & fees
2 Jul - 3 Jul
The Orchard House: Close to the Katy Trail, Truman Lake and Historic Downtown
Smart TV

2-bedroom vacation home just 8 minutes from Stockton Lake

2-bedroom vacation home just 8 minutes from Stockton Lake
Humansville
9.8 out of 10, Exceptional, (19 reviews)
"Property was as advertised and very quiet would definitely stay here again"
United States
Bryan
The price is AED 397
AED 496 total
includes taxes & fees
6 Jul - 7 Jul
2-bedroom vacation home just 8 minutes from Stockton Lake
Property grounds

Cabin 1 - Reel and Trigger

Cabin 1 - Reel and Trigger
Tom Township
The price is AED 491
AED 579 total
includes taxes & fees
5 Jul - 6 Jul
Cabin 1 - Reel and Trigger
House (2 Bedrooms) | Interior

2 Mi to Stockton Lake: Family Home w/ Grill

2 Mi to Stockton Lake: Family Home w/ Grill
3.0 star property
Stockton
The price is AED 551
AED 965 total
includes taxes & fees
5 Jul - 6 Jul
2 Mi to Stockton Lake: Family Home w/ Grill
Interior

Cute Family Cabin at Lakeview by Sue

Cute Family Cabin at Lakeview by Sue
Appleton City
10.0 out of 10, Exceptional, (8 reviews)
"This place was fantastic. We will return again next year. "
United States
Lee C.
The price is AED 443
AED 694 total
includes taxes & fees
5 Jul - 6 Jul
Cute Family Cabin at Lakeview by Sue
Terrace/patio

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, (82 reviews)
"Absolute amazing view! Very clean and comfortable! Very easy check out process! All the amenities were great! "
United States
Amanda T.
The price is AED 437
AED 953 total
includes taxes & fees
20 Jul - 21 Jul
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Fridge, microwave, oven, stovetop

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

Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Stockton, MO 65785
8.6 out of 10, Excellent, (40 reviews)
"Overall we really liked the property."
United States
Jessica W.
The price is AED 486
AED 696 total
includes taxes & fees
14 Jul - 15 Jul
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Exterior

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

Water’s Edge Cabin: King & Queen Beds (Cabin 4)
Stockton
9.8 out of 10, Exceptional, (10 reviews)
"The cabin was perfect! My daughter and I enjoyed our mini vacation get away."
United States
connie a.
The price is AED 498
AED 755 total
includes taxes & fees
7 Jul - 8 Jul
Water’s Edge Cabin: King & Queen Beds (Cabin 4)
Terrace/patio

2 Mi to Stockton Lake: Family Home w/ Grill

2 Mi to Stockton Lake: Family Home w/ Grill
Stockton
10.0 out of 10, Exceptional, (1 review)
"We found this home to be cozy and clean. It was stocked with everything we needed to cook and stay. We chose this home because of its close location to Stockton lake which was amazing!!!"
United States
Susan J.
The price is AED 422
AED 978 total
includes taxes & fees
5 Jul - 6 Jul
2 Mi to Stockton Lake: Family Home w/ Grill
Smart TV, DVD player, books

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, (3 reviews)
"Very nice little place. Perfect place to stay for a fishing trip on Truman Lake. "
United States
Caleb T.
The price is AED 551
AED 1,140 total
includes taxes & fees
6 Jul - 7 Jul
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

Parkfield Inn

Parkfield Inn

10/10 Excellent
"Great town and great reasonably priced hotel. Staff was friendly and rooms were clean."
Brent 1-night trip
Posted 22 hours ago
Parkfield Inn

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?

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.: This vacation home rental outside of Osceola is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Osceola?

Truman Reservoir and Harry S Truman Reservoir 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 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.