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Osceola Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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, (38 reviews)
"Pet friendly. Kitchen area"
United States
Michael
$124 nightly
The price is $130
Jul 22 - Jul 23
Total with taxes and fees
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.
$189 nightly
The price is $197
Jul 19 - Jul 20
Total with taxes and fees
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Exterior

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.
$145 nightly
The price is $151
Aug 11 - Aug 12
Total with taxes and fees
Cozy 2-bedroom Schoolhouse Cabin near Truman Lake access points
Interior

The Chestnut on the Square Historic Loft A

The Chestnut on the Square Historic Loft A
Osceola
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay "
United States
Brandon J.
$181 nightly
The price is $192
Jul 26 - Jul 27
Total with taxes and fees
The Chestnut on the Square Historic Loft A
Coffee/tea maker, fridge, microwave, oven

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.
$140 nightly
The price is $148
Jul 24 - Jul 25
Total with taxes and fees
Chestnut on the square, unit B
Exterior

Charming Micro cabin 2 in the heart of the Ozarks

Charming Micro cabin 2 in the heart of the Ozarks
Osceola
$95 nightly
The price is $99
Aug 10 - Aug 11
Total with taxes and fees
Charming Micro cabin 2 in the heart of the Ozarks
Microwave, oven, stovetop

Bunkhouse Cabin near Truman Lake in the Ozarks!

Bunkhouse Cabin near Truman Lake in the Ozarks!
Osceola
$120 nightly
The price is $125
Aug 9 - Aug 10
Total with taxes and fees
Bunkhouse Cabin near Truman Lake in the Ozarks!
Property grounds

Charming Micro Cabin 4 in the heart of the Ozarks

Charming Micro Cabin 4 in the heart of the Ozarks
Osceola
$95 nightly
The price is $99
Aug 9 - Aug 10
Total with taxes and fees
Charming Micro Cabin 4 in the heart of the Ozarks
Exterior

Charming Micro Cabin 1 near Truman Lake in the Ozarks!

Charming Micro Cabin 1 near Truman Lake in the Ozarks!
Osceola
$95 nightly
The price is $99
Aug 9 - Aug 10
Total with taxes and fees
Charming Micro Cabin 1 near Truman Lake in the Ozarks!
Property grounds

Cozy micro cabin 3 near Truman Lakes in the Ozarks

Cozy micro cabin 3 near Truman Lakes in the Ozarks
Osceola
$95 nightly
The price is $99
Aug 9 - Aug 10
Total with taxes and fees
Cozy micro cabin 3 near Truman Lakes in the Ozarks
Bed sheets

Cozy studio shotgun apartment in the heart of the Ozarks

Cozy studio shotgun apartment in the heart of the Ozarks
Osceola
$100 nightly
The price is $104
Aug 9 - Aug 10
Total with taxes and fees
Cozy studio shotgun apartment in the heart of the Ozarks
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)
"We enjoyed our stay. It was peaceful and quiet. "
United States
Melanie
$135 nightly
The price is $142
Jul 20 - Jul 21
Total with taxes and fees
Grandma's Cabin at Stockton Lake, Stockton Missouri.
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.
$166 nightly
The price is $174
Jul 19 - Jul 20
Total with taxes and fees
Romantic Country Cabin at Lakeview by Sue
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.
$218 nightly
The price is $227
Jul 20 - Jul 21
Total with taxes and fees
Newly Renovated Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
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.
$135 nightly
The price is $142
Jul 21 - Jul 22
Total with taxes and fees
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
$99 nightly
The price is $105
Aug 6 - Aug 7
Total with taxes and fees
Hickory Hollow Resort
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, (20 reviews)
"Property was as advertised and very quiet would definitely stay here again"
United States
Bryan
$128 nightly
The price is $135
Jul 19 - Jul 20
Total with taxes and fees
2-bedroom vacation home just 8 minutes from Stockton Lake
Children's area

Cozy Home w/ Doggy Fence

Cozy Home w/ Doggy Fence
Warsaw
9.0 out of 10, Wonderful, (67 reviews)
"Very clean with very easy check in / check out process. "
United States
Todd C.
$175 nightly
The price is $185
Jul 19 - Jul 20
Total with taxes and fees
Cozy Home w/ Doggy Fence
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.
$181 nightly
The price is $189
Jul 19 - Jul 20
Total with taxes and fees
Cute Family Cabin at Lakeview by Sue
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
$242 nightly
The price is $263
Jul 19 - Jul 20
Total with taxes and fees
2 Mi to Stockton Lake: Family Home w/ Grill
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
"Loved our upstairs and downstairs room plenty of room and dos e for everyone! Anytime I needed anything the hotel staff was right there."
Michelle 6-night trip
Posted 7 hours ago
Parkfield Inn

Find out more about Osceola

Everything you need to know about Osceola vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osceola vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osceola vacation 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 low season months. For more hustle and bustle, you may prefer to visit Osceola in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $105 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osceola rentals

At Expedia, we put the best Osceola vacation 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 vacation.

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 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?

Lake of the Ozarks Home - waterfront with dock NEW DECKS & OUTDOOR SPACES FOR 26: This vacation home rental outside of Osceola is located on a lake and has a patio, a selection of games, 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.

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.