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Vacation Rentals in Osage County

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Top Vacation Rentals in Osage County

Entire Cabin in Linn, MO with all the extras

Linn
10.0 out of 10, Exceptional, (9)
"We had a great stay! Everything was new and clean and the beds were very comfortable! We’ll definitely stay again the next time we come to visit family!!"
United States
Lori R.
$226 nightly
The price is $226
Nov 18 - Nov 19
Total with taxes and fees
Entire Cabin in Linn, MO with all the extras

Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Belle
10.0 out of 10, Exceptional, (221)
"We wanted a close getaway for a relaxing weekend and this property was perfect for that!"
United States
jeff s.
Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

Cozy house nestled in the country

Linn
9.8 out of 10, Exceptional, (19)
"Very cozy, plenty of space, well maintained. We had a great time!"
United States
Ian H.
Cozy house nestled in the country

The Mercantile on the Katy Trail

4.5 star property
Hermann
9.8 out of 10, Exceptional, (28)
"Our stay was amazing! We loved being near Katy Trail yet close to Hermann Wine/shopping activities. The property was beautiful & clean!"
United States
Elizabeth
$214 nightly
The price is $230
Nov 25 - Nov 26
Total with taxes and fees
The Mercantile on the Katy Trail

Country Container Tiny House. Experience peace by the water & native wildlife!

2.0 star property
Fulton
9.8 out of 10, Exceptional, (11)
"A good place to unwind"
United States
Don
$130 nightly
The price is $130
Nov 18 - Nov 19
Total with taxes and fees
Country Container Tiny House. Experience peace by the water & native wildlife!

Unique traincar stay at the Katy Caboose!

Hartsburg
9.4 out of 10, Exceptional, (9)
"Very cool "
United States
Josh
Unique traincar stay at the Katy Caboose!

Wine Alley East suite

Hermann
9.4 out of 10, Exceptional, (75)
"Great location "
United States
Barry
$200 nightly
The price is $212
Nov 18 - Nov 19
Total with taxes and fees
Wine Alley East suite

Treehouse - Sunrise

2.0 star property
Jonesburg
10.0 out of 10, Exceptional, (19)
"5 star stay!"
United States
Jennifer G.
Treehouse - Sunrise

Yurt Floating in the Forest

Holts Summit
9.6 out of 10, Exceptional, (41)
"We have wanted to stay in a yurt for awhile and couldn’t be happier. Bill is great and the yurt was just as he said it would be. We would recommend this stay for anyone looking to relax in the nature."
United States
Michelle R.
$141 nightly
The price is $141
Nov 24 - Nov 25
Total with taxes and fees
Yurt Floating in the Forest

Private Logcabin All To Yourself With Lake View

Hermann
9.8 out of 10, Exceptional, (215)
"Cabin was wonderful. Lake was well stocked, AC worked well, and bed was comfy. Thanks so much!"
United States
sam n.
Private Logcabin All To Yourself With Lake View

Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Hermann
10.0 out of 10, Exceptional, (152)
"We stay here each year for a bike race weekend. We really enjoy the space and the location!!"
United States
Craig W.
Mozart House, Unique 3 bed 3.5 Bath House with Spectacular Outdoor Space in Downtown Hermann, MO

Gipfel Suite - Himmel Haus Bed & Breakfast

Hermann
10.0 out of 10, Exceptional, (111)
"The room was very nice. Renee thought of everything we could possibly need. The homemade hot breakfast was excellent. Thank you!"
United States
Stacey W.
$149 nightly
The price is $168
Nov 18 - Nov 19
Total with taxes and fees
Gipfel Suite - Himmel Haus Bed & Breakfast

Glamping with gorgeous sunset views, trolley to all wineries

Berger
9.6 out of 10, Exceptional, (9)
"Property was nice. Close enough to downtown Hermann but far enough away from the noise."
United States
Amanda O.
$200 nightly
The price is $230
Nov 18 - Nov 19
Total with taxes and fees
Glamping with gorgeous sunset views, trolley to all wineries

Cottage Properties - Country Log Cabin

High Hill
10.0 out of 10, Exceptional, (172)
"Had a great time! "
United States
Cole D.
Cottage Properties - Country Log Cabin

The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

2.0 star property
Jefferson City
10.0 out of 10, Exceptional, (26)
"This property was amazing. Clean, spacious, cute! "
United States
Danielle S.
$284 nightly
The price is $297
Nov 18 - Nov 19
Total with taxes and fees
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace

Cozy cabin getaway with hot-tub under stars!

Ashland
9.6 out of 10, Exceptional, (21)
"Our stay was cozy and quiet as always! We stay here a few times a year!"
United States
Nikki U.
$254 nightly
The price is $254
Dec 10 - Dec 11
Total with taxes and fees
Cozy cabin getaway with hot-tub under stars!

Ash Creek Suite - In Downtown Historic Hermann

Hermann
9.4 out of 10, Exceptional, (51)
"Good location and accommodations"
United States
Angie O.
$223 nightly
The price is $252
Dec 1 - Dec 2
Total with taxes and fees
Ash Creek Suite - In Downtown Historic Hermann

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Hermann
9.6 out of 10, Exceptional, (104)
"Everyone loved it! Comfy furnishings! Beautiful old home. Enjoyed hanging out in wine cellar! Several steps throughout the homes interior which may be difficult for some people. We will definitely stay again"
United States
Bonnie F.
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

Experience Historic Elegance in the Heart of Missouri’s Capital City

Jefferson City
8.8 out of 10, Excellent, (24)
"We loved our stay here and were happy it was so close to the MSP!"
United States
Kenneth H.
$207 nightly
The price is $226
Nov 18 - Nov 19
Total with taxes and fees
Experience Historic Elegance in the Heart of Missouri’s Capital City

Cozy Riverview Cottage. 5 minute walk to downtown

Hermann
10.0 out of 10, Exceptional, (41)
"Was such a cute cottage! We had a wonderful stay and it was just as described! I would definitely stay there again. "
United States
sherri s.
$240 nightly
The price is $266
Nov 18 - Nov 19
Total with taxes and fees
Cozy Riverview Cottage. 5 minute walk to downtown
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 Osage County Hotel Reviews

Find out more about Osage County

Discover your perfect Osage County vacation rental with Expedia

How many vacation rentals are available in Osage County?


Expedia has plenty of vacation rentals to choose from in and around  Osage County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Osage County?


The selection of Osage County vacation rentals we have selected for you start as low as $130 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Osage County?


Vacation rentals in Osage County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Osage County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Osage County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Osage County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Osage County?


Find vacation rentals in Osage County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Osage County.  


What amenities are available in a vacation rental in Osage County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Osage County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Osage County?   


Everytime is a great time to head to Osage County! Staying in a Osage County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Osage County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Osage County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Osage County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Osage County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.