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Osceola Holiday Rentals

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Holiday Rentals in Osceola

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
9.8 out of 10, Exceptional, (19)
"Great secluded Cabin with all ammenities you need, very clean and well kept would definetly recommend!"
United States
william
The price is NZ$341
includes taxes & fees
27 Oct - 28 Oct
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Lake Cottage Getaway at Pomme De Terre Lake
10.0 out of 10, Exceptional, (80)
"Amazing and peaceful "
United States
Casey M.
Lake Cottage Getaway at Pomme De Terre Lake
Hickory Hollow Resort
2.0 star property
8.2 out of 10, Very good, (11)
"Roomy quiet, "
United States
Melissa
The price is NZ$182
includes taxes & fees
24 Nov - 25 Nov
Hickory Hollow Resort
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
2.0 star property
9.2 out of 10, Wonderful, (25)
"Quite and comfortable lake cabin feel. Easy check in and out "
United States
Tabetha B.
The price is NZ$235
includes taxes & fees
26 Oct - 27 Oct
Charming 3-bedroom cabin in delightful Stockton with WiFi, AC,
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. "
United States
Jordan N.
Peaceful Lakefront Cabin
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
10.0 out of 10, Exceptional, (50)
"Really loved the experience and great local place to stay with family"
United States
Bre H.
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake
9.2 out of 10, Wonderful, (27)
"This place was lovely, clean, and had wonderful views!"
United States
Terri R.
Cedar Ridge, 3BR 2 Bath Cabin on Truman Lake
Cozy Home w/ Doggy Fence
9.2 out of 10, Wonderful, (55)
"This was such a comfortable, well stocked place to stay. We would definitely rent again. "
United States
Deana S.
The price is NZ$313
includes taxes & fees
30 Oct - 31 Oct
Cozy Home w/ Doggy Fence
Grandma's Cabin at Stockton Lake, Stockton Missouri.
9.8 out of 10, Exceptional, (54)
"Grandma's cabin was a great little spot to stay the night for our little expedition to Stockton Lake! We were able to pull our boat through and charge it up overnight for a tournament Sunday morning. If you need a place to stay for a fishing tournament on Stockton Lake this is a great place to stay."
United States
Tim
The price is NZ$220
includes taxes & fees
2 Nov - 3 Nov
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Wolf Cub Cab of Pomme de Terre
9.4 out of 10, Exceptional, (109)
"Checked in and everything was how it was described, we will definitely come and stay again in the future "
United States
Robert H.
Wolf Cub Cab of Pomme de Terre
2 bedroom cabin close to Pomme de Terre Lake
9.2 out of 10, Wonderful, (20)
"Nice place easy process"
United States
Curtis T.
2 bedroom cabin close to Pomme de Terre Lake
Water front Lake of the Ozarks Studio Apartment
9.8 out of 10, Exceptional, (33)
"Stay for a few days, Very quite place, clean and host was friendly."
United States
How to by V
Water front Lake of the Ozarks Studio Apartment
Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake
10.0 out of 10, Exceptional, (53)
"My whole family loved everything about thos place. We would definitely stay again. "
United States
Danielle S.
Large lake home 1/2 mile from boat ramp and courtesy dock on Stockton Lake
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!! "
United States
Jarrod
The price is NZ$430
includes taxes & fees
30 Oct - 31 Oct
Charming 2-bedroom house with WiFi and AC in Warsaw close to launch ramps
Quiet getaway in Warsaw, Missouri
10.0 out of 10, Exceptional, (4)
"Lovely home near the lake. Great amenities! I hope to stay again sometime."
United States
Meredith W.
Quiet getaway in Warsaw, Missouri
Wolf Pack place of Pomme de Terre Lake!
9.4 out of 10, Exceptional, (84)
"Cabin was just as pictured. The hot tub was amazing at the end of the day and the fire pit area was a nice place to eat dinner every night. Would highly recommend. "
United States
April F.
Wolf Pack place of Pomme de Terre Lake!
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
10.0 out of 10, Exceptional, (69)
"This place was clean and perfect for our family. "
United States
Jennifer R.
Whole house on a quiet cove, Lake of the Ozarks, Family owned and operated.
Lakefront Home/Amazing Lake View/Pomme Paradise #2
9.6 out of 10, Exceptional, (15)
"Lovely place!"
United States
Janet W.
Lakefront Home/Amazing Lake View/Pomme Paradise #2
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
10.0 out of 10, Exceptional, (76)
"Very quiet home with amazing lake view. We enjoyed the peaceful surroundings."
United States
Marie M.
The price is NZ$508
includes taxes & fees
27 Oct - 28 Oct
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Loehr's Cabin #3
8.6 out of 10, Excellent, (16)
"In a well secluded area "
United States
Trampes
Loehr's Cabin #3
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 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 NZ$182 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?

Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4: This holiday home rental outside of Osceola is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Osceola?

Harry S Truman Reservoir 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.