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Osceola Vacation Rentals

Vacation Rentals in Osceola

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, 5 reviews
"Perfect getaway spot."
The price is $130
$210 total
includes taxes & fees
Jun 9 - Jun 10
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Interior
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
10.0 out of 10, Exceptional, 9 reviews
"Comfortable room in a historic hotel. Quiet and peaceful getaway."
The price is $95
$122 total
includes taxes & fees
Jun 7 - Jun 8
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Lake of the Ozarks Home - waterfront with dock
Exterior
Lake of the Ozarks Home - waterfront with dock
9.4 out of 10, Exceptional, 52 reviews
"👍"
Lake of the Ozarks Home - waterfront with dock
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Cheerful Carefree Cottage with Stunning Lake Views
TV, books, video library
Cheerful Carefree Cottage with Stunning Lake Views
9.6 out of 10, Exceptional, 43 reviews
"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 $129
$189 total
includes taxes & fees
Jun 7 - Jun 8
Cheerful Carefree Cottage with Stunning Lake Views
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
Interior
Lake house with a view! Overlooks Warsaw and Lake of the Ozarks, Sleeps 4
10.0 out of 10, Exceptional, 24 reviews
"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.
Interior
Lake view Stockton cabin. Close to water.
8.8 out of 10, Excellent, 5 reviews
"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 $105
$161 total
includes taxes & fees
Jun 9 - Jun 10
Lake view Stockton cabin. Close to water.
Relax at Grandma’s house with a screened in porch overlooking a private lake!
Property grounds
Relax at Grandma’s house with a screened in porch overlooking a private lake!
10.0 out of 10, Exceptional, 14 reviews
"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
Exterior
T's Fish Camp--Sleeps 6-- Extra Boat Parking-- Easy Boat Ramp Access
10.0 out of 10, Exceptional, 14 reviews
"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!
Fridge, microwave, stovetop, dishwasher
Rustic Stockton Lake Cabin Half Mile to Boat Ramp!
9.4 out of 10, Exceptional, 27 reviews
"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
Outdoor dining
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
9.8 out of 10, Exceptional, 50 reviews
"Zero complaints! It is everything you could want and more. If you can’t scratch your lake itch here then it’s not possible."
Huge Lakeview|Unique Retreat on Truman Lake|Outdoor Firepit/180°IndoorViews
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
Spa
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
10.0 out of 10, Exceptional, 69 reviews
"Very quiet and relaxing. The pictures did not do the property justice."
The price is $125
$145 total
includes taxes & fees
Jun 7 - Jun 8
Cedar Lodge is quaint rustic lodge with modern amenities. Relaxing and warm!
Pet-Friendly Flemington Home w/ Lake Access!
Highchair, cookware/dishes/utensils
Pet-Friendly Flemington Home w/ Lake Access!
9.8 out of 10, Exceptional, 13 reviews
"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
Fridge, microwave, oven, stovetop
Cozy cabin located near the Dam on Pomme De Terre Lake, Grandpas Cabin
10.0 out of 10, Exceptional, 3 reviews
"Awesome little place by the lake. "
The price is $102
$152 total
includes taxes & fees
Jun 10 - Jun 11
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
Fridge, microwave, oven, stovetop
The Reel Retreat- Boat parking, pond, huge porch, close to Truman Lake, WIFI
9.8 out of 10, Exceptional, 19 reviews
"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!
Exterior
Warsaw Cabin w/ Sunroom & Lake Access!
9.6 out of 10, Exceptional, 4 reviews
"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.
Exterior
Grandma's Cabin at Stockton Lake, Stockton Missouri.
9.8 out of 10, Exceptional, 40 reviews
"I loved how there were goats next door! Absolutely great place to stay and I’ll definitely be booking here again"
The price is $85
$135 total
includes taxes & fees
Jun 8 - Jun 9
Grandma's Cabin at Stockton Lake, Stockton Missouri.
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
Exterior
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
10.0 out of 10, Exceptional, 38 reviews
"Enjoyed my stay"
Cabin house on a quiet cove - Lake of the Ozarks near Warsaw
Pet-Friendly Stockton Retreat w/ Fire Pit!
Fridge, microwave, stovetop, dishwasher
Pet-Friendly Stockton Retreat w/ Fire Pit!
10.0 out of 10, Exceptional, 21 reviews
"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
Property grounds
Cozy house with an amazing lake view
9.4 out of 10, Exceptional, 22 reviews
"Its a beautiful property with a kind, accommodating host. Quiet, peaceful, and clean... couldnt ask for more!"
The price is $99
$175 total
includes taxes & fees
Jun 9 - Jun 10
Cozy house with an amazing lake view
Cabin at the Cove. A hidden cabin walking distance to a private cove.
Property grounds
Cabin at the Cove. A hidden cabin walking distance to a private cove.
9.8 out of 10, Exceptional, 10 reviews
"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.

Osceola Vacation Rental Travel Info

Popular accommodation
Osceola private vacation homes
Known landmarks
Osceola Cheese
International airports
Kansas City, MO (MCI-Kansas City Intl.) and Kansas City, MO (MKC-Charles B. Wheeler Downtown)

Other types of properties in Osceola you may be interested in

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, 5 reviews
"Perfect getaway spot."
The price is $130
$210 total
includes taxes & fees
Jun 9 - Jun 10
Secluded Hunting & Fishing cabin in the Woods - Osceola, MO
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Interior
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
10.0 out of 10, Exceptional, 9 reviews
"Comfortable room in a historic hotel. Quiet and peaceful getaway."
The price is $95
$122 total
includes taxes & fees
Jun 7 - Jun 8
Historic Commercial Hotel(Est. 1868)Tom Mix Suite
Parkfield Inn
Indoor pool
Parkfield Inn
2.5 star property
9.2 out of 10, Wonderful, 745 reviews
"Good stay, no issues. "
The price is $100
$113 total
includes taxes & fees
Jun 13 - Jun 14
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 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 $85 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: This vacation home rental outside of Osceola is located on a lake and has a balcony, 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. Make the most of the spa 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 larger area, you’ll also find Lucas Oil Speedway.

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.

Recent reviews of Osceola properties
Expedia verified reviews

'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock

'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock

5/5 Excellent
A lovely lake getaway
"My book club stayed here for a long weekend, and we couldn't be happier with our experience. Our only complaint was that we didn't have more time! Overall, the house is perfect for a large group. The hot tub was nice and the dock was in great shape - plus they provided lots of floaties, chairs, and towels. The kitchen was one of the best I've seen in a rental - there were lots of tools and utensils. I do wish there would have been more large bowls, because we only found one which we had to wash for nearly every meal. Some things to note: There's not much phone signal (at least for T-Mobile, which impacted my ability to contact the host because they texted rather than going through the app), but there is fast wifi. A few of the beds are a little stiff, but there are plenty of pillows and blankets. The upstairs got a little warm, even though we had the AC on, but there are multiple fans that helped. The walk to the dock is short but very steep, so keep that in mind. Would definitely recommend!"
A verified traveler stayed at 'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock
Posted 2 days ago
'Lazy RS Lakehouse' w/ Private Hot Tub & Boat Dock