A classical building with large columns and detailed carvings.

Holiday Rentals in Osage County

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Our top choices for Osage County holiday rentals

A cozy cabin interior with a kitchen island, wooden cabinets, a stone fireplace, and a comfortable seating area.

1. 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, (19 reviews)
"Cabin was beautiful and it was a perfect stay."
United States
Calen C.
The price is €236
includes taxes & fees
1 Oct - 2 Oct
Entire Cabin in Linn, MO with all the extras
Room

2. Bank Loft with Original Vault in River Town

Bank Loft with Original Vault in River Town
Bonnots Mill
8.8 out of 10, Excellent, (3 reviews)
"The cuteness of this place is overwhelming with it's old bank charm and adorable decor. I had my friends stay here overnight when in town for our wedding reception. They absolutely loved it. So charming and cute."
United States
Heather D.
Bank Loft with Original Vault in River Town
A covered porch with a glass table and metal chairs, a wicker sofa with checkered cushions, and a wicker basket with flowers.

3. Country Townhouse near Osage River: Go boating, UTV gravel roading, fishing!

Country Townhouse near Osage River: Go boating, UTV gravel roading, fishing!
Bonnots Mill
10.0 out of 10, Exceptional, (24 reviews)
"Excellent communication with the property manager and space was exactly as described. Would stay again."
United States
Julia M.
Country Townhouse near Osage River: Go boating, UTV gravel roading, fishing!
A wooden pathway leading to a small cabin with a glass door and a crescent moon design.

4. Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (57 reviews)
"Nice place to stay."
United States
Patrick O.
The price is €158
includes taxes & fees
1 Oct - 2 Oct
Yurt Floating in the Forest
A kitchen with a central island, wooden cabinets, stainless steel appliances, and a brick wall.

5. Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary

Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
Jefferson City
10.0 out of 10, Exceptional, (60 reviews)
"Amazing place, great communication, easy check in and out! Would absolutely stay again!"
United States
Christina R.
The price is €237
includes taxes & fees
4 Oct - 5 Oct
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
A small wooden cabin with a porch and a staircase leading to the entrance.

6. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.2 out of 10, Wonderful, (5 reviews)
"The host was very good with the explaining how to get to the property. They also helped us find a place to celebrate our 25th wedding anniversary! Highly recommended location!!!"
United States
Lana
The price is €153
includes taxes & fees
13 Oct - 14 Oct
Cozy Cabin in the woods near charming Hermann
A lakeside patio with Adirondack chairs, a fire pit, and a view of the lake and forest.

7. Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River

Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Jefferson City
10.0 out of 10, Exceptional, (20 reviews)
"Was fantastic place to stay!"
United States
Veronica W.
The price is €211
includes taxes & fees
13 Oct - 14 Oct
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
A deck with a white railing, a metal staircase, and a view of trees and a building in the background.

8. Business or Pleasure - a perfect and cozy get-away!

Business or Pleasure - a perfect and cozy get-away!
Jefferson City
9.6 out of 10, Exceptional, (37 reviews)
"Comfortable overnight stay and convenient location!"
United States
Courtney B.
The price is €190
includes taxes & fees
18 Oct - 19 Oct
Business or Pleasure - a perfect and cozy get-away!
A wooden deck with a view of a lake, a grill, and a covered seating area.

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

Country Container Tiny House. Experience peace by the water & native wildlife!
Fulton
10.0 out of 10, Exceptional, (37 reviews)
"Great little place to stay and unwind. Very peaceful and quiet."
United States
craig p.
Country Container Tiny House. Experience peace by the water & native wildlife!
A modern living room with a sectional sofa, a round coffee table, and a flat-screen TV.

10. Historic 4-bedroom pet friendly rental close to downtown.

Historic 4-bedroom pet friendly rental close to downtown.
Jefferson City
9.8 out of 10, Exceptional, (13 reviews)
"We loved staying here! Would definitely book again. "
United States
Hannah E.
The price is €394
includes taxes & fees
12 Oct - 13 Oct
Historic 4-bedroom pet friendly rental close to downtown.
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

11. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (38 reviews)
"It’s an absolute must do! Such a cool little town right on the Katy Trail!"
United States
Weston
The price is €185
includes taxes & fees
27 Oct - 28 Oct
The Mercantile on the Katy Trail
A room with a blue sofa, a small round rug, a table with a lamp, and a window with a view of greenery.

12. The Cottage

The Cottage
2.0 star property
Hermann
The price is €232
includes taxes & fees
13 Oct - 14 Oct
The Cottage
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

13. Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
8.4 out of 10, Very good, (6 reviews)
"Had a good stay would recommend it to anyone"
United States
DWAIN H.
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
A two-story house with a brick facade, large windows, and a well-maintained lawn.

14. 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, (25 reviews)
"Great place!"
United States
Megan R.
The price is €254
includes taxes & fees
4 Oct - 5 Oct
Experience Historic Elegance in the Heart of Missouri’s Capital City
A living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

15. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (50 reviews)
"Enjoyed our stay. It was convenient for everything. I will be using the property again in the future."
United States
Christopher
The price is €188
includes taxes & fees
1 Oct - 2 Oct
Large Unique 2-Bedroom Gamed Themed Loft
Holiday Home Facilities and Services

16. King Bed Non-Smoking

King Bed Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (93 reviews)
"Location is close to local attractions but not busy or noisy."
United States
Anonymous traveller
The price is €98
includes taxes & fees
31 Oct - 1 Nov
King Bed Non-Smoking
A narrow hallway with a wooden bench on the right, a rocking chair in the center, and a bed at the end.

17. The Katy Caboose in Hartsburg

The Katy Caboose in Hartsburg
Hartsburg
10.0 out of 10, Exceptional, (2 reviews)
"Fun little place right on the Katy Trail. Hosts were very responsive, and we enjoyed our stay. Know two things: 1) bathroom is in a separate building next door; 2) food choices, especially before the weekend, are almost non existent. But that's not the owners fault-they provided a great place to stay and we will do so again next time we are on the Katy. Thanks!"
United States
Mike G.
The price is €188
includes taxes & fees
12 Oct - 13 Oct
The Katy Caboose in Hartsburg
A staircase with wooden steps and white walls, leading to a room with a green wall and a door labeled "Guest Room."

18. 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
Jefferson City
9.8 out of 10, Exceptional, (46 reviews)
"Very spacious, has everything a big family needs for a place to stay. Will definitely consider it next time again."
United States
ALVIN
The price is €273
includes taxes & fees
13 Oct - 14 Oct
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
Interior

19. Cozy Capital House - Downtown JC - Perfect for Families & Work Trips

Cozy Capital House - Downtown JC - Perfect for Families & Work Trips
Jefferson City
8.0 out of 10, Very good, (5 reviews)
"A very clean economical place to stay. a super attentive host, very friendly, very central, which is also useful. We enjoyed our company trip. Charming large folder with complete information about local restaurants and attractions, information about the lake, everything. I would definitely be in contact if we ever visit the area again. Thanks again for hosting us!"
United States
Kirk M.
The price is €245
includes taxes & fees
5 Oct - 6 Oct
Cozy Capital House - Downtown JC - Perfect for Families & Work Trips
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

Nestle Inn

Nestle Inn

10/10 Excellent
"Great location! Located close to Katy trail and amtrak train station."
Kristine 2-night trip
Posted 18 hours ago
Nestle Inn

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Holiday Homes in Osage County

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