Photo by Kelly Lasswell

Holiday Rentals in Osceola

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov

Holiday Rentals in Osceola

Postcard Cabins Ozark Highlands
Exterior

Postcard Cabins Ozark Highlands

2.0 star property
10.0 out of 10, Exceptional, (22)
"Very peaceful and very dog friendly "
The price is €111
includes taxes & fees
7 Sept - 8 Sept
Postcard Cabins Ozark Highlands
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (14)
"Great secluded Cabin with all ammenities you need, very clean and well kept would definetly recommend!"
The price is €170
includes taxes & fees
8 Sept - 9 Sept
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Water front Lake of the Ozarks Studio Apartment
Terrace/patio

Water front Lake of the Ozarks Studio Apartment

9.8 out of 10, Exceptional, (31)
"Stay for a few days, Very quite place, clean and host was friendly."
Water front Lake of the Ozarks Studio Apartment
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Fridge, microwave, oven, stovetop

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

2.0 star property
9.4 out of 10, Exceptional, (20)
"The place was nice clean and in a good area. "
The price is €120
includes taxes & fees
10 Sept - 11 Sept
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
Peaceful Lakefront Cabin
Fridge, microwave, oven, stovetop

Peaceful Lakefront Cabin

9.8 out of 10, Exceptional, (6)
"Such a wonder stay, at a gorgeous, cozy home, with excellent property managers. Can’t rave enough about our experience! We even extended our stay by an additional day, because we loved it so much. "
Peaceful Lakefront Cabin
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Smart TV, fireplace

Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4

10.0 out of 10, Exceptional, (47)
"Everything was perfect and easy with check in/out. Perfect for the short stay we needed. "
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Hickory Hollow Resort
Basic Cabin, Resort View | Private kitchen

Hickory Hollow Resort

2.0 star property
8.2 out of 10, Very good, (11)
"Roomy quiet, "
The price is €90
includes taxes & fees
3 Oct - 4 Oct
Hickory Hollow Resort
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Interior

Relax at Grandma’s house with a screened in porch overlooking a private lake!

10.0 out of 10, Exceptional, (32)
"Very peaceful very calm setting... Just what we were looking for"
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Lake of the Ozarks Home - waterfront with dock
Exterior

Lake of the Ozarks Home - waterfront with dock

9.4 out of 10, Exceptional, (64)
"Stayed for fishing and vacation. The location is perfect for those that want to getaway from everything. The cove allows access to the main body of water as well which is nice for people who want to bring a boat"
Lake of the Ozarks Home - waterfront with dock
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Microwave, oven, stovetop

Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps

10.0 out of 10, Exceptional, (2)
"Liked long driveway and easy access. Clean comfy respectable place. Communication was great!! "
The price is €218
includes taxes & fees
8 Sept - 9 Sept
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Terrace/patio

Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.

10.0 out of 10, Exceptional, (69)
"The house was great and very accommodating ! there was fire wood ready for us, a boat slip, and a great time!Will definitely be coming back here.Aaron the host was amazing as well."
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Truman Lake Retreat: Large Deck & On-Site Fishing!
Fridge, microwave, stovetop, dishwasher

Truman Lake Retreat: Large Deck & On-Site Fishing!

9.6 out of 10, Exceptional, (5)
"Property is nicely updated and cozy."
Truman Lake Retreat: Large Deck & On-Site Fishing!
The Bunkhouse 318 E. Main St. Warsaw, Mo.
Property grounds

The Bunkhouse 318 E. Main St. Warsaw, Mo.

9.8 out of 10, Exceptional, (67)
"Cozy little place by the lake, very nice."
The Bunkhouse 318 E. Main St. Warsaw, Mo.
Ozark Family Getaway in beautiful Warsaw.
Property grounds

Ozark Family Getaway in beautiful Warsaw.

9.6 out of 10, Exceptional, (33)
"Loved this little house! Was so welcoming and comfortable. "
Ozark Family Getaway in beautiful Warsaw.
Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake
Terrace/patio

Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake

10.0 out of 10, Exceptional, (49)
"My whole family loved everything about thos place. We would definitely stay again. "
Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Exterior

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

10.0 out of 10, Exceptional, (44)
"Great, relaxing property, quite isolated. Definitely designed as hunting/fishing lodge, but my wife and I felt very comfortable on an anniversary getaway."
The price is €165
includes taxes & fees
7 Sept - 8 Sept
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
Property grounds

CABIN IN THE WOODS , FAMILY AND PET FRIENDLY

9.8 out of 10, Exceptional, (67)
"We were in town for a fishing tournament on Truman and we booked this place for a week. It’s quiet and peaceful and the hosts are the best people! We make this trip every year and will definitely be coming back. "
CABIN IN THE WOODS , FAMILY AND PET FRIENDLY
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Exterior

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

10.0 out of 10, Exceptional, (72)
"Loved this place, was very clean and beautiful view. Would love to come back with all the family"
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Exterior

Grandma's Cabin at Stockton Lake, Stockton Missouri.

9.8 out of 10, Exceptional, (53)
"We went there for our Anniversary getaway and loved how quiet and peaceful it was! Limited cell phone service was a nice break from reality! Drive to town was not far at all either, we will for sure be staying again! Oh and can't forget the friendly goats that came to say hello every evening <3"
The price is €112
includes taxes & fees
9 Sept - 10 Sept
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Wolf Cub Cab of Pomme de Terre
Property grounds

Wolf Cub Cab of Pomme de Terre

9.4 out of 10, Exceptional, (106)
"Great place to disconnect and get some rest. Cabin was great and just what we needed"
Wolf Cub Cab of Pomme de Terre
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osceola Hotel Reviews

Find out more about Osceola

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 €90 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?

Truman Lake Retreat: Large Deck & On-Site Fishing!: This holiday home rental outside of Osceola is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

What can I see and do in Osceola?

Truman Lake 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.