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Osceola Holiday Rentals

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Holiday Rentals in Osceola

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
10.0 out of 10, Exceptional, (5)
"Has a great time love the fact it was so quiet and peaceful. I hope to enjoy you little cabin again. Thank you"
The price is NZ$338
includes taxes & fees
9 Jun - 10 Jun
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
10.0 out of 10, Exceptional, (9)
"Comfortable room in a historic hotel. Quiet and peaceful getaway."
The price is NZ$196
includes taxes & fees
13 Jun - 14 Jun
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Lake of the Ozarks Home - waterfront with dock
9.4 out of 10, Exceptional, (52)
"👍"
Lake of the Ozarks Home - waterfront with dock
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Cheerful Carefree Cottage with Stunning Lake Views
9.6 out of 10, Exceptional, (43)
"Absolutely peaceful getaway! We spent the night here for a quiet, unplugged, & peaceful getaway and it did not disappoint. The house was fresh and spotless clean and not overwhelmed with artificial plug-in deodorizers (like many are). While there is a big TV and plenty of movies & games, we literally sat on the screened in porch and enjoyed the view until the sky was dark and again at sunrise. The bird-watching was amazing, we saw a variety including bald eagles. This place goes on our list for...
The price is NZ$303
includes taxes & fees
9 Jun - 10 Jun
Cheerful Carefree Cottage with Stunning Lake Views
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
10.0 out of 10, Exceptional, (24)
"Upon entering the house, you notice how good it smells. It's small, cute, cozy, and has the best closed in back porch that is air conditioned for those hot days. The back porch overlooks the lake and you get to catch the absolute perfect sunset! The owners were always so quick in responding to any messages and booking was a breeze! They also thought of everything you might need that you might have forgot (tooth brushes, shampoo/conditioner, snacks if you're getting in late and need some food, a...
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Lake view Stockton cabin. Close to water.
8.8 out of 10, Excellent, (5)
"Adam was a great host and the property was very well kept, clean, and modern. Great stay!"
The price is NZ$260
includes taxes & fees
9 Jun - 10 Jun
Lake view Stockton cabin. Close to water.
Relax at Grandma’s house with a screened in porch overlooking a private lake!
10.0 out of 10, Exceptional, (14)
"Small but clean and very welcoming. Just wished it had not stormed and rained us out. Would loved to had more time."
Relax at Grandma’s house with a screened in porch overlooking a private lake!
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
10.0 out of 10, Exceptional, (14)
"This was like staying with close friends. Comfortable, clean and cozy place. Owners stayed upstairs but was never a distraction. Super friendly hosts who wanted to ensure our needs were met. They accommodated our boat parking too. Would certainly recommend this place and we plan to return."
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
Rustic Stockton Lake Cabin Half Mile to Boat Ramp!
9.4 out of 10, Exceptional, (27)
"Everything was as stated on the site, just a little too rustic for me and my husband. If anyone has pet allergies, you may want to contact the owner before booking."
Rustic Stockton Lake Cabin Half Mile to Boat Ramp!
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
9.8 out of 10, Exceptional, (50)
"Zero complaints! It is everything you could want and more. If you can’t scratch your lake itch here then it’s not possible."
The price is NZ$626
includes taxes & fees
15 Jun - 16 Jun
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
10.0 out of 10, Exceptional, (69)
"The cabin has pretty much everything one needs. It is located off a gravel road outside ElDo Springs with pretty views of pasture. The furnishings are comfortable, beds very comfortable. I will say the spiral staircase to the loft area may be a challenge for some. We enjoyed feeding the horses apples, carrots, etc. Family members walked the road but always as a group. All in all a very enjoyable stay."
The price is NZ$234
includes taxes & fees
8 Jun - 9 Jun
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
Pet-Friendly Flemington Home w/ Lake Access!
9.8 out of 10, Exceptional, (13)
"This house was decorated and furnished as if lived in daily. Accessories were stocked such as charcoal and lighter fluid, coffee and coffee filters, spice seasonings, and a basket of coozees. I didn't expect such a full compliment."
Pet-Friendly Flemington Home w/ Lake Access!
Cozy cabin located near the Dam on Pomme De Terre Lake, Grandpas Cabin
10.0 out of 10, Exceptional, (3)
"Awesome little place by the lake. "
The price is NZ$245
includes taxes & fees
10 Jun - 11 Jun
Cozy cabin located near the Dam on Pomme De Terre Lake, Grandpas Cabin
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
9.8 out of 10, Exceptional, (19)
"This property was like my dream house. The wrap around porch enabled us to set out morning, afternoon and evening regardless of where the sun was. The ceiling fans on the porch kept the bugs away too. The house was super clean and super comfortable. We used the fire pit every night. The only issue we had was our inability to stay longer."
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
Warsaw Cabin w/ Sunroom & Lake Access!
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay the house and the boat ramp was nice!"
Warsaw Cabin w/ Sunroom & Lake Access!
Grandma's Cabin at Stockton Lake, Stockton Missouri.
9.8 out of 10, Exceptional, (40)
"I loved how there were goats next door! Absolutely great place to stay and I’ll definitely be booking here again"
The price is NZ$218
includes taxes & fees
8 Jun - 9 Jun
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
10.0 out of 10, Exceptional, (38)
"Enjoyed my stay"
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
Pet-Friendly Stockton Retreat w/ Fire Pit!
10.0 out of 10, Exceptional, (21)
"This house was just great for me family of 5 for a quick weekend at Stockton lake"
Pet-Friendly Stockton Retreat w/ Fire Pit!
Cozy house with an amazing lake view
9.4 out of 10, Exceptional, (22)
"We enjoyed staying here for an early Christmas. Old house, but definitely worth the money!"
The price is NZ$283
includes taxes & fees
9 Jun - 10 Jun
Cozy house with an amazing lake view
Cabin at the Cove. A hidden cabin walking distance to a private cove.
9.8 out of 10, Exceptional, (10)
"Plenty of privacy beautiful cabin with all the amenities including an actual wood burning stove short distance from anything you might need stores gas stations Etc.Nic was an awesome host answered any questions promptly and thoroughly and respectful of privacy while we were there.THANK YOU NIC"
Cabin at the Cove. A hidden cabin walking distance to a private cove.
Don't see what you're looking for?
See all available properties in Osceola
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.

Other types of properties in Osceola you may be interested in

Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
10.0 out of 10, Exceptional, (5)
"Has a great time love the fact it was so quiet and peaceful. I hope to enjoy you little cabin again. Thank you"
The price is NZ$338
includes taxes & fees
9 Jun - 10 Jun
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
10.0 out of 10, Exceptional, (9)
"Comfortable room in a historic hotel. Quiet and peaceful getaway."
The price is NZ$196
includes taxes & fees
13 Jun - 14 Jun
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Parkfield Inn
2.5 star property
9.2 out of 10, Wonderful, (746)
"Wonderful rooms and location"
The price is NZ$194
includes taxes & fees
9 Jun - 10 Jun
Parkfield Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Osceola holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Osceola. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Osceola. Seeing all the best attractions is bound to make you fall in love with Osceola. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Osceola short-term rentals, that won’t be hard to do.

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 of the Ozarks Home - waterfront with dock: This holiday home rental outside of Osceola is located on a lake, and has a balcony, a selection of games and a BBQ 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 that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind.

What can I see and do in Osceola?

Family-friendly attractions include Osceola Cheese, whereas Truman Lake is a spot to enjoy the outdoors. In the wider area, you’ll also find Lucas Oil Speedway.

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.

Recent reviews of Osceola properties
Expedia verified reviews