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Osage County Holiday Rentals

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Featured Osage County Holiday Rentals

Microwave, oven, stovetop, dishwasher
Entire Cabin in Linn, MO with all the extras

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.
The price is HK$1,555
HK$1,757 total
includes taxes & fees
17 Nov - 18 Nov
Entire Cabin in Linn, MO with all the extras
A heated pool
Scenic Lakeside Chateau with Heated Pool, Hot Tub & Outdoor Kitchen-TV-Fireplace

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
Exterior
Cozy house nestled in the country

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
Front of property
The Mercantile on the Katy Trail

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
The price is HK$1,666
HK$1,791 total
includes taxes & fees
25 Nov - 26 Nov
The Mercantile on the Katy Trail
Property grounds
Country Container Tiny House. Experience peace by the water & native wildlife!

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
The price is HK$738
HK$1,011 total
includes taxes & fees
18 Nov - 19 Nov
Country Container Tiny House. Experience peace by the water & native wildlife!
Outdoor dining
Unique traincar stay at the Katy Caboose!

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!
Fridge, microwave, oven, stovetop
Wine Alley East suite

Wine Alley East suite

Hermann
9.4 out of 10, Exceptional, (75)
"Great location "
United States
Barry
The price is HK$1,127
HK$1,646 total
includes taxes & fees
17 Nov - 18 Nov
Wine Alley East suite
Interior
Treehouse - Sunrise

Treehouse - Sunrise

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

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.
The price is HK$785
HK$1,096 total
includes taxes & fees
24 Nov - 25 Nov
Yurt Floating in the Forest
Property grounds
Private Logcabin All To Yourself With Lake View

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

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
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast

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.
The price is HK$770
HK$1,303 total
includes taxes & fees
17 Nov - 18 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
Fridge, microwave, oven, stovetop
Glamping with gorgeous sunset views, trolley to all wineries

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.
The price is HK$1,166
HK$1,788 total
includes taxes & fees
17 Nov - 18 Nov
Glamping with gorgeous sunset views, trolley to all wineries
TV, fireplace, DVD player, stereo
Cottage Properties - Country Log Cabin

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

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.
The price is HK$1,462
HK$2,310 total
includes taxes & fees
17 Nov - 18 Nov
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Exterior
Cozy cabin getaway with hot-tub under stars!

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.
The price is HK$1,166
HK$1,974 total
includes taxes & fees
10 Dec - 11 Dec
Cozy cabin getaway with hot-tub under stars!
Dining
Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann

Hermann
9.4 out of 10, Exceptional, (51)
"Good location and accommodations"
United States
Angie O.
The price is HK$972
HK$1,960 total
includes taxes & fees
1 Dec - 2 Dec
Ash Creek Suite - In Downtown Historic Hermann
Interior
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

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

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.
The price is HK$1,014
HK$1,755 total
includes taxes & fees
17 Nov - 18 Nov
Experience Historic Elegance in the Heart of Missouri’s Capital City
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Riverview Cottage. 5 minute walk to downtown

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.
The price is HK$1,399
HK$2,068 total
includes taxes & fees
17 Nov - 18 Nov
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

Days Inn by Wyndham Jefferson City

Days Inn by Wyndham Jefferson City

10/10 Excellent
"I would stay here again. It was clean, safe, a great value. Breakfast has a hot waffle machine, classic road trip fare. The location is a short drive from the main highway. "
Beverly 1-night trip
Posted 1 day ago
Days Inn by Wyndham Jefferson City