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Osceola Holiday Rentals

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Holiday Rentals in Osceola

Fridge, microwave, oven, stovetop
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
10.0 out of 10, Exceptional, (4)
"Perfect getaway spot."
The price is AU$321
per night
22 May - 23 May
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Interior
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 AU$185
per night
24 May - 25 May
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Exterior
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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Property grounds
Water front Lake of the Ozarks Studio Apartment
10.0 out of 10, Exceptional, (12)
"My brother-in-law and I spent the weekend fishing with our 13 year old sons. This place was perfect, exactly what we needed. Beautiful location, clean, comfy. A great fishing camp experience! I highly recommend this property and host. We will be booking again in the future! Thank you Kathy for the awesome experience."
Water front Lake of the Ozarks Studio Apartment
TV, books, video library
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 AU$287
per night
27 May - 28 May
Cheerful Carefree Cottage with Stunning Lake Views
Exterior
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
10.0 out of 10, Exceptional, (13)
"It is the best for the price. Beds are nice and comfortable. The had alot of thought in setting up the place. Enjoyed it very much. We are going to book it a couple of times next year."
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
Property grounds
Cozy house with an amazing lake view
9.6 out of 10, Exceptional, (21)
"Its a beautiful property with a kind, accommodating host. Quiet, peaceful, and clean... couldnt ask for more!"
The price is AU$267
per night
22 May - 23 May
Cozy house with an amazing lake view
Spa
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
10.0 out of 10, Exceptional, (68)
"Very quiet and relaxing. The pictures did not do the property justice."
The price is AU$220
per night
22 May - 23 May
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
High chair, cookware/dishes/utensils
Pet-Friendly Flemington Home w/ Lake Access!
9.8 out of 10, Exceptional, (12)
"Love all the Christmas decorations that made it so homey. It was the first Christmas without my parents and late husband so we weren’t looking forward to it. So glad we booked the place bc there were so much memories created!"
Pet-Friendly Flemington Home w/ Lake Access!
Fridge, microwave, oven, stovetop
Cozy cabin located near the Dam on Pomme De Terre Lake, Grandpas Cabin
10.0 out of 10, Exceptional, (2)
"Great stay again. Very clean. Great communication with Jesse. Love the lake themed decor. Close to restaurants and bars and lake."
The price is AU$231
per night
28 May - 29 May
Cozy cabin located near the Dam on Pomme De Terre Lake, Grandpas Cabin
Fridge, microwave, oven, stovetop
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
10.0 out of 10, Exceptional, (1)
"This was the perfect place for our group of 5 ladies after the Warsaw Wine Festival."
The price is AU$631
per night
22 May - 23 May
Brand New Home near Truman Lake with New Hot Tub, Access to Boat Ramp/Marina.
Exterior
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
Exterior
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 AU$205
per night
22 May - 23 May
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Fridge, microwave, stovetop, dishwasher
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!
Outdoor dining
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
9.8 out of 10, Exceptional, (49)
"Very clean, well maintained, everything we needed. We will return!"
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Interior
Lake view Stockton cabin. Close to water.
8.6 out of 10, Excellent, (4)
"Easy check in and check out process. Owner was very responsive and was a great help with all. Nice place and close to the lake. Highly recommend!"
The price is AU$244
per night
2 June - 3 June
Lake view Stockton cabin. Close to water.
Exterior
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
10.0 out of 10, Exceptional, (32)
"Great place Beautiful place quiet place definitely recommend staying here"
Newly Renovated Super Clean Cabin on Truman Lake Warsaw, Clinton, Bucksaw.
Beach towels
Hill Top Haven Dock!! Lake access!!
9.4 out of 10, Exceptional, (95)
"the location was great. We were minutes away from the reunion site. The childern we though we would have with us didnt make it."
Hill Top Haven Dock!! Lake access!!
Property grounds
Truman’s Eagles Nest Resort Vacation Home
9.4 out of 10, Exceptional, (3)
"Unit was satisfactory for what we were doing."
Truman’s Eagles Nest Resort Vacation Home
Fridge, microwave, stovetop, dishwasher
Lakeside Home w/ Deck: Near Hunting & Fishing
9.8 out of 10, Exceptional, (17)
"Good place to get away to relax."
Lakeside Home w/ Deck: Near Hunting & Fishing
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.

Osceola Holiday Home Travel Info

Other types of properties in Osceola you may be interested in

Fridge, microwave, oven, stovetop
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
10.0 out of 10, Exceptional, (4)
"Perfect getaway spot."
The price is AU$321
per night
22 May - 23 May
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Interior
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 AU$185
per night
24 May - 25 May
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Indoor pool
Parkfield Inn
2.5 star property
9.2 out of 10, Wonderful, (734)
"Very clean, front desk was very helpful in adding a night to my stay at the last minute. And kept me in the same room."
The price is AU$158
per night
16 June - 17 June
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.

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 favourite 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 depend 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 AU$185 per night. Entering your travel dates in the search wizard might find you 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 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