A classical building with large columns and detailed carvings.

Osage County Vacation Rentals

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Our top choices for Osage County vacation 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 CA $300
CA $339 total
includes taxes & fees
Nov 3 - Nov 4
Entire Cabin in Linn, MO with all the extras
A wooden bridge leading to a two-story house with multiple windows and a covered porch.

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 CA $226
CA $330 total
includes taxes & fees
Nov 3 - Nov 4
The Cottage
A lakeside patio with Adirondack chairs, a fire pit, and a view of the lake and forest.

3. 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, (21 reviews)
"Was fantastic place to stay!"
United States
Veronica W.
The price is CA $179
CA $341 total
includes taxes & fees
Nov 11 - Nov 12
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.

4. 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 CA $134
CA $266 total
includes taxes & fees
Dec 1 - Dec 2
Business or Pleasure - a perfect and cozy get-away!
A compact kitchen with wooden cabinets, a granite countertop, and a black refrigerator.

5. 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 CA $165
CA $253 total
includes taxes & fees
Nov 3 - Nov 4
Cozy Cabin in the woods near charming Hermann
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)
"Great little getaway location!"
United States
Stephanie H.
The price is CA $175
CA $234 total
includes taxes & fees
Nov 3 - Nov 4
Yurt Floating in the Forest
Holiday Home Facilities and Services

7. 2 Double Beds Non-Smoking

2 Double Beds Non-Smoking
Fulton, MO
9.8 out of 10, Exceptional, (84 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 CA $94
CA $115 total
includes taxes & fees
Dec 1 - Dec 2
2 Double Beds Non-Smoking
A living room with a sectional sofa, a coffee table, a TV, and a dining area with chairs and a table.

8. 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.
The price is CA $175
CA $208 total
includes taxes & fees
Nov 3 - Nov 4
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
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, (38 reviews)
"Great little place to stay and unwind. Very peaceful and quiet."
United States
craig p.
The price is CA $146
CA $200 total
includes taxes & fees
Nov 8 - Nov 9
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.

10. 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 CA $169
CA $367 total
includes taxes & fees
Nov 5 - Nov 6
Jefferson City Bungalow: Hot Tub & Patio!
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 CA $117
CA $363 total
includes taxes & fees
Nov 5 - Nov 6
Jefferson City Bungalow: Hot Tub & Patio!
A dining area with a round table, chairs, and a clock. There are large windows with views of the outside.

12. 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, (28 reviews)
"Great place!"
United States
Megan R.
The price is CA $218
CA $376 total
includes taxes & fees
Nov 3 - Nov 4
Experience Historic Elegance in the Heart of Missouri’s Capital City
A compact living space with a sofa, a TV, a kitchen area with a fridge, microwave, and coffee maker, and a dining table.

13. The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (43 reviews)
"We loved this place- very unique! Clean and great communication from hosts."
United States
Kristine
The price is CA $276
CA $296 total
includes taxes & fees
Dec 1 - Dec 2
The Mercantile on the Katy Trail
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, (3 reviews)
"We had an amazing time on the trip! The host was amazing with communication and answering any questions that came up. The caboose itself was super comfortable and spacious. We really appreciated the pet friendly aspect and our dog had a wonderful time on the property!"
United States
Veronica R.
The price is CA $137
CA $275 total
includes taxes & fees
Nov 3 - Nov 4
The Katy Caboose in Hartsburg
A modern living room with a sectional sofa, a round coffee table, and a flat-screen TV.

15. 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, (16 reviews)
"It was overall a great experience for the whole family."
United States
Corey D.
The price is CA $279
CA $604 total
includes taxes & fees
Nov 3 - Nov 4
Historic 4-bedroom pet friendly rental close to downtown.
A living room with a brick wall, wooden flooring, a sofa, a coffee table, and a television.

16. Large Unique 2-Bedroom Gamed Themed Loft

Large Unique 2-Bedroom Gamed Themed Loft
Fulton
9.8 out of 10, Exceptional, (51 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 CA $157
CA $281 total
includes taxes & fees
Nov 3 - Nov 4
Large Unique 2-Bedroom Gamed Themed Loft
A covered patio with string lights, wicker furniture, and a ceiling fan.

17. 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, (6 reviews)
"Great property in a convenient location"
United States
Camren B.
The price is CA $213
CA $299 total
includes taxes & fees
Nov 3 - Nov 4
Tranquil 3-bedroom house with AC in Holts Summit
A kitchen with a central island, wooden cabinets, stainless steel appliances, and a brick wall.

18. 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, (65 reviews)
"Amazing place, great communication, easy check in and out! Would absolutely stay again!"
United States
Christina R.
The price is CA $235
CA $355 total
includes taxes & fees
Nov 3 - Nov 4
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary
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 CA $252
CA $277 total
includes taxes & fees
Nov 3 - Nov 4
#1 Cabin at Red Oak Valley
A staircase with wooden steps and white walls, leading to a room with a green wall and a door labeled "Guest Room."

20. 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, (48 reviews)
"A phenomenal stay. Great atmosphere; a truly unique experience with the artwork as well as tongue-in-cheek names for the spaces. By far our favorite spot during our week-long travels across Missouri. Great location. An amazing house - a historic home in every sense of the word; and the best value of any place we stayed. Coupled with exceptional places to eat or have a drink within walking distance, and even more within a 2-mile drive, staying at the Big House made Jefferson City our...
United States
pat
The price is CA $275
CA $417 total
includes taxes & fees
Nov 3 - Nov 4
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
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

Best Western Plus Capital Inn

Best Western Plus Capital Inn

8/10 Good
"Good breakfast. Strange thumping in bathroom at fan vent. Property seems well maintained, ungoing some remodeling in late October 2026."
Michael 1-night trip
Posted 7 hours ago
Best Western Plus Capital Inn

Find out more about Osage County

Everything you need to know about Osage County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osage County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osage County vacation 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 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.  The selection of Osage County vacation rentals we have selected for you start as low as CA $99 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 vacation 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 vacation.

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.