A classical building with large columns and detailed carvings.

Osage County Holiday Rentals

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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 NZ$465
includes taxes & fees
15 Oct - 16 Oct
Entire Cabin in Linn, MO with all the extras
Private kitchen

2. 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 NZ$435
includes taxes & fees
14 Oct - 15 Oct
The Cottage
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 NZ$362
includes taxes & fees
22 Oct - 23 Oct
Business or Pleasure - a perfect and cozy get-away!
A lakeside patio with Adirondack chairs, a fire pit, and a view of the lake and forest.

4. 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 NZ$428
includes taxes & fees
13 Oct - 14 Oct
Welcome to Rivers Edge Retreat – Your Serene Escape on the Osage River
Holiday Home Facilities and Services

5. 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 NZ$129
includes taxes & fees
11 Nov - 12 Nov
King Bed Non-Smoking
A wooden pathway leading to a small cabin with a glass door and a crescent moon design.

6. Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (60 reviews)
"Nice place to stay."
United States
Patrick O.
The price is NZ$313
includes taxes & fees
14 Oct - 15 Oct
Yurt Floating in the Forest
A small wooden cabin with a porch and a staircase leading to the entrance.

7. Cozy Cabin in the woods near charming Hermann

Cozy Cabin in the woods near charming Hermann
Hermann
9.6 out of 10, Exceptional, (7 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 NZ$299
includes taxes & fees
20 Oct - 21 Oct
Cozy Cabin in the woods near charming Hermann
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

8. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (40 reviews)
"This is just simply a really neat place to stay while biking the Katy. Suites are spacious and very well appointed even to washers and laundry soap to clean your duds after a dusty day on the trail"
United States
James
The price is NZ$373
includes taxes & fees
27 Oct - 28 Oct
The Mercantile on the Katy Trail
A modern living room with a dining area, a flat-screen TV mounted on the wall, and a door leading to another room.

9. Jefferson City Bungalow: Hot Tub & Patio!

Jefferson City Bungalow: Hot Tub & Patio!
3.0 star property
Jefferson City
7.6 out of 10, Good, (4 reviews)
"Perfect little get away for my daughter and I. "
United States
Veronica
The price is NZ$467
includes taxes & fees
5 Nov - 6 Nov
Jefferson City Bungalow: Hot Tub & Patio!
A wooden deck with a view of a lake, a grill, and a covered seating area.

10. 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)
"Cozy and comfortable with everything you need. Beautiful views and great outdoor space. Perfect for a retreat or some relaxation"
United States
Chris A.
The price is NZ$278
includes taxes & fees
25 Oct - 26 Oct
Country Container Tiny House. Experience peace by the water & native wildlife!
A modern living room with a dining area, a flat-screen TV mounted on the wall, and a door leading to another room.

11. Jefferson City Bungalow: Hot Tub & Patio!

Jefferson City Bungalow: Hot Tub & Patio!
Jefferson City
9.0 out of 10, Wonderful, (9 reviews)
"Clean and perfect location. Hot tub and message chair were great! "
United States
Heather I.
The price is NZ$485
includes taxes & fees
5 Nov - 6 Nov
Jefferson City Bungalow: Hot Tub & Patio!
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

12. 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.
The price is NZ$280
includes taxes & fees
13 Oct - 14 Oct
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.

13. 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 NZ$375
includes taxes & fees
13 Oct - 14 Oct
Large Unique 2-Bedroom Gamed Themed Loft
A narrow hallway with a wooden bench on the right, a rocking chair in the center, and a bed at the end.

14. 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 NZ$364
includes taxes & fees
15 Oct - 16 Oct
The Katy Caboose in Hartsburg
Holiday Home Facilities and Services

15. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
10.0 out of 10, Exceptional, (82 reviews)
"Charming spot that's got what you need without fuss, basic amenities checked out well throughout my stay here!"
United States
Anonymous traveller
The price is NZ$151
includes taxes & fees
19 Oct - 20 Oct
2 Double Beds Non-Smoking
A cozy bedroom with a bed, a wooden table, a chair, and a staircase.

16. 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 NZ$436
includes taxes & fees
22 Oct - 23 Oct
Cozy cabin getaway with hot-tub under stars!
A two-story house with a brick facade, large windows, and a well-maintained lawn.

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

Experience Historic Elegance in the Heart of Missouri’s Capital City
Jefferson City
9.0 out of 10, Wonderful, (26 reviews)
"Great place!"
United States
Megan R.
The price is NZ$499
includes taxes & fees
13 Oct - 14 Oct
Experience Historic Elegance in the Heart of Missouri’s Capital City
A covered patio with string lights, wicker furniture, and a ceiling fan.

18. Tranquil 3-bedroom house with AC in Holts Summit

Tranquil 3-bedroom house with AC in Holts Summit
Holts Summit
10.0 out of 10, Exceptional, (5 reviews)
"Great property in a convenient location"
United States
Camren B.
The price is NZ$395
includes taxes & fees
13 Oct - 14 Oct
Tranquil 3-bedroom house with AC in Holts Summit
A mobile home with a patio area, outdoor seating, and potted plants.

19. #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.
The price is NZ$378
includes taxes & fees
13 Oct - 14 Oct
#1 Cabin at Red Oak Valley
A spacious living room with a brown sofa, wooden chairs, a coffee table, and a ceiling fan.

20. 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.
The price is NZ$386
includes taxes & fees
13 Oct - 14 Oct
Quaint cottage w/ direct access to Katy Trail!
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

Travelodge by Wyndham Jefferson City

Travelodge by Wyndham Jefferson City

10/10 Excellent
"Excellent"
James 2-night trip
Posted 4 hours ago
Travelodge by Wyndham Jefferson City

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, 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 NZ$129 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.