Holiday Rentals in Osage County

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Top cities in Osage County

A large government building with a prominent dome, surrounded by a river and green spaces.
Vacation Rentals

Linn

Linn

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

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 €232
includes taxes & fees
15 Nov - 16 Nov
Entire Cabin in Linn, MO with all the extras
A small wooden cabin with a porch and a staircase leading to the entrance.

2. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.0 out of 10, Wonderful, (9 reviews)
"I had a really good stay. Though I would consider this more of a hunting camp. It was really peaceful and the stars were awesome at night!"
United States
Justen
The price is €133
includes taxes & fees
21 Nov - 22 Nov
Cozy Cabin in the woods near charming Hermann
A deck with a white railing, a metal staircase, and a view of trees and a building in the background.

3. 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 €177
includes taxes & fees
15 Nov - 16 Nov
Business or Pleasure - a perfect and cozy get-away!
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

4. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (45 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
The price is €186
includes taxes & fees
8 Dec - 9 Dec
The Mercantile on the Katy Trail
An indoor swimming pool with a wooden ceiling and brick walls, surrounded by lounge chairs and large windows.

5. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
9.8 out of 10, Exceptional, (87 reviews)
"This place is great! They have a free breakfast buffet every morning in the lobby with steak and omelet bar, amazing value for the price!"
United States
Michael
The price is €72
includes taxes & fees
6 Dec - 7 Dec
2 Double Beds Non-Smoking
A wooden deck with a view of a lake, a grill, and a covered seating area.

6. 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, (40 reviews)
"The host was wonderful with communication. Very clean, cute and cozy. We loved our stay and would definately stay again."
United States
Vujo
The price is €132
includes taxes & fees
22 Nov - 23 Nov
Country Container Tiny House. Experience peace by the water & native wildlife!
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, (22 reviews)
"Was fantastic place to stay!"
United States
Veronica W.
The price is €205
includes taxes & fees
7 Dec - 8 Dec
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
A wooden pathway leading to a small cabin with a glass door and a crescent moon design.

8. Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (61 reviews)
"Great little getaway location!"
United States
Stephanie H.
The price is €142
includes taxes & fees
15 Nov - 16 Nov
Yurt Floating in the Forest
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

9. The Cottage

The Cottage
2.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"Our host mentioned he does not receive messages from Expedia postings. So if you are not receiving check-in information, you might want to find another way to contact them. The property is lovely. The Treehouse was perfect for my granddaughter and me."
United States
Linda
The price is €214
includes taxes & fees
15 Nov - 16 Nov
The Cottage
A narrow hallway with a wooden bench on the right, a rocking chair in the center, and a bed at the end.

10. The Katy Caboose in Hartsburg

The Katy Caboose in Hartsburg
Hartsburg
10.0 out of 10, Exceptional, (4 reviews)
"Better than advertised. Love the location and the theme.Enjoyed our stay very much!"
United States
Laura M.
The price is €180
includes taxes & fees
10 Dec - 11 Dec
The Katy Caboose in Hartsburg
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

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

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Owensville
9.0 out of 10, Wonderful, (9 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 living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

12. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (52 reviews)
"Enjoyed our stay. It was convenient for everything. I will be using the property again in the future."
United States
Christopher
Large Unique 2-Bedroom Gamed Themed Loft
A two-story house with a red brick facade, a dark roof, and a front entrance with a set of stairs leading up to it.

13. PREMIUM STAY NEAR THE CAPITOL AND DOWNTOWN

PREMIUM STAY NEAR THE CAPITOL AND DOWNTOWN
Jefferson City
10.0 out of 10, Exceptional, (1 review)
"Exactly as advertised"
United States
Nick and Marielle G.
PREMIUM STAY NEAR THE CAPITOL AND DOWNTOWN
A spacious living room with a brown sofa, wooden chairs, a coffee table, and a ceiling fan.

14. Quaint cottage w/ direct access to Katy Trail!

Quaint cottage w/ direct access to Katy Trail!
Hartsburg
10.0 out of 10, Exceptional, (2 reviews)
"They were so nice! Super clean, great place to stay!"
United States
Taylor R.
Quaint cottage w/ direct access to Katy Trail!
An indoor swimming pool with a wooden ceiling and brick walls, surrounded by lounge chairs and large windows.

15. King Bed Non-Smoking

King Bed Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (95 reviews)
"Location is close to local attractions but not busy or noisy."
United States
Anonymous traveller
The price is €65
includes taxes & fees
26 Nov - 27 Nov
King Bed Non-Smoking
A two-story brick house with a porch decorated with Christmas lights and wreaths.

16. Zinfandel Room - Old Vine

Zinfandel Room - Old Vine
Hermann
10.0 out of 10, Exceptional, (33 reviews)
"Breakfast was amazing!"
United States
Amanda Q.
The price is €168
includes taxes & fees
23 Nov - 24 Nov
Zinfandel Room - Old Vine
A mobile home with a patio area, outdoor seating, and potted plants.

17. #1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous"
United States
Moira M.
#1 Cabin at Red Oak Valley
A kitchen with a double stainless steel sink, a clock, and a window with a view of trees.

18. Serenity House ~ Retreat Near MKT & Vineyards

Serenity House ~ Retreat Near MKT & Vineyards
Hartsburg
10.0 out of 10, Exceptional, (10 reviews)
"Amazing place! Had plenty of privacy and room for a comfortable, relaxing, romantic couple of days. Would 10/10 book again"
United States
Chris B.
Serenity House ~ Retreat Near MKT & Vineyards
A cozy bedroom with a bed, a wooden table, a chair, and a staircase.

19. Cozy cabin getaway with hot-tub under stars!

Cozy cabin getaway with hot-tub under stars!
Ashland
9.6 out of 10, Exceptional, (31 reviews)
"This is our second time staying here and we love it. Such a peaceful relaxing place."
United States
Ryan L.
The price is €302
includes taxes & fees
16 Nov - 17 Nov
Cozy cabin getaway with hot-tub under stars!
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

20. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (144 reviews)
"The room was nice with a great shower. The breakfast was delicious."
United States
Peggy
The price is €154
includes taxes & fees
17 Nov - 18 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
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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Find out more about Osage County

Everything you need to know about Osage County 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 Osage County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Osage County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osage County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osage County. 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osage County 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 Osage County holiday rentals we have selected for you start as low as €186 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osage County rentals

At Expedia, we put the best Osage County 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 Osage County 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 Osage County 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 Osage County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.