A classical building with large columns and detailed carvings.

Vacation Homes in Osage County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Osage County vacation homes

A modern living room with a brown leather sofa, a lamp, a bookshelf, and a window.

1. Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
10.0 out of 10, Exceptional, (63 reviews)
"The cottage was very charming and a great location to downtown Hermann!"
United States
Sheila L.
The price is AED 661
AED 997 total
includes taxes & fees
15 Oct - 16 Oct
Cozy Riverview Cottage. 5 minute walk to downtown
A living room with a wooden floor, a dining area with a table and chairs, a patterned armchair, a small table with a lamp, and a potted plant.

2. Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
9.8 out of 10, Exceptional, (17 reviews)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is AED 735
AED 1,329 total
includes taxes & fees
14 Oct - 15 Oct
Charming 2-bedroom house in fabulous downtown Hermann
A staircase with wooden steps and white walls, leading to a room with a green wall and a door labeled "Guest Room."

3. 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 AED 781
AED 1,223 total
includes taxes & fees
26 Oct - 27 Oct
The Big House, Historic 4-Bedroom Home With Custom Art And Dedicated Workspace
A dining area with a wooden table set for four, surrounded by wicker chairs, with a view of a blue house through large windows.

4. Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
Hermann
9.8 out of 10, Exceptional, (56 reviews)
"Great place and a perfect location"
United States
Keith M.
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!
A sunroom with a blue sofa, a green metal table, and a view of a garden.

5. Charming Jefferson City Home: 2 Mi to Downtown!

Charming Jefferson City Home: 2 Mi to Downtown!
Jefferson City
9.6 out of 10, Exceptional, (18 reviews)
"It was very quiet, nice house and close to everywhere!"
United States
Anita H.
Charming Jefferson City Home: 2 Mi to Downtown!
A black door with a welcome sign, a stone wall, and a wooden post with the number 139.

6. Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Hermann
10.0 out of 10, Exceptional, (67 reviews)
"Loved this stay for our girls trip!! So nice and clean! Would definitely rent again!"
United States
Lauren
The price is AED 992
AED 1,994 total
includes taxes & fees
18 Oct - 19 Oct
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
A modern living room with a dining area, featuring a sofa, armchairs, a coffee machine, and a TV.

7. The House on Wine Alley

The House on Wine Alley
Hermann
9.2 out of 10, Wonderful, (70 reviews)
"We enjoyed the perfect location"
United States
Don O.
The price is AED 845
AED 1,210 total
includes taxes & fees
18 Oct - 19 Oct
The House on Wine Alley
A bedroom with two beds, a ceiling fan, a bedside table with a lamp, and a window.

8. Walk to Downtown Hermann | Farmhouse on 6th

Walk to Downtown Hermann | Farmhouse on 6th
Hermann
10.0 out of 10, Exceptional, (15 reviews)
"Excellent place to stay and close to everything "
United States
Sheri J.
Walk to Downtown Hermann | Farmhouse on 6th
A kitchen counter with a stone backsplash, a coffee maker, a framed coffee sign, and various mugs and containers.

9. The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house

The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
Hermann
10.0 out of 10, Exceptional, (180 reviews)
"Property was cute, clean and within walking distance of many places. Would stay here again and highly recommend. Check in and check out very easy. "
United States
Joy W.
The Stone Cottage, The Stone Cottage is a beautiful, spacious 3 bedroom, 3 bath house
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

10. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (139 reviews)
"Loved this B&B! Just as listed! Beautiful common area, room and patio/view! Renee was great, communication was excellent and breakfast was amazing each day! Highly recommend!"
United States
Deb A.
The price is AED 364
AED 595 total
includes taxes & fees
2 Nov - 3 Nov
Gipfel Suite - Himmel Haus Bed & Breakfast
A kitchen with white cabinets, a stove, a microwave, and a coffee maker.

11. Suite on Schiller

Suite on Schiller
Hermann
9.8 out of 10, Exceptional, (133 reviews)
"Great location. Exactly as described and pictured. Great communication and ease of check-in."
United States
Grant
Suite on Schiller
A two-story house with a porch, numbered 221, featuring a front door, a window with a wreath, and a potted plant.

12. The Black Magnolia - downtown with a charming patio to enjoy

The Black Magnolia - downtown with a charming patio to enjoy
Hermann
10.0 out of 10, Exceptional, (22 reviews)
"Great location"
United States
Tim S.
The Black Magnolia - downtown with a charming patio to enjoy
A spacious living area with a large blue sofa, a television, and a wooden entertainment unit.

13. 3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck

3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
Hermann
9.8 out of 10, Exceptional, (18 reviews)
The price is AED 909
AED 1,543 total
includes taxes & fees
14 Oct - 15 Oct
3-bedroom family friendly home on 4 acres near Hermann with WiFi, AC, deck
A modern kitchen with a central island, two bar stools, a dark-colored sofa, and a Wi-Fi sign.

14. Your home away from home! The Branson Country B&B in Hermann,Mo

Your home away from home! The Branson Country B&B in Hermann,Mo
Hermann
9.8 out of 10, Exceptional, (68 reviews)
"The house was extremely clean. It was located in a nice quiet spot. We really enjoyed our stay!"
United States
Patricia D.
The price is AED 918
AED 1,188 total
includes taxes & fees
2 Nov - 3 Nov
Your home away from home! The Branson Country B&B in Hermann,Mo
A modern kitchen with stainless steel appliances, a dining area with white chairs and a wooden table, and a living room with a sofa and a ceiling fan.

15. 7th Heaven Guesthouse

7th Heaven Guesthouse
Hermann
10.0 out of 10, Exceptional, (43 reviews)
"great place to stay, four couples plenty of room! A few minor things need to be fixed, but nothing that would prevent us from staying again"
United States
Janet M.
7th Heaven Guesthouse
A cozy log cabin interior with a fireplace, leather sofa, and a staircase leading to an upper level.

16. First Creek Hideaway 🌲 Fire Pit 🔥 Wine Country 🍷

First Creek Hideaway 🌲 Fire Pit 🔥 Wine Country 🍷
Hermann
10.0 out of 10, Exceptional, (3 reviews)
"Good experience with a nice clean house. Would do it all over again"
United States
Douglas J.
First Creek Hideaway 🌲 Fire Pit 🔥 Wine Country 🍷
A living room with a stone fireplace, a large flat-screen TV mounted on the wall, a sectional sofa, and a wooden ceiling.

17. Heimann Haus

Heimann Haus
Hermann
10.0 out of 10, Exceptional, (1 review)
"Loved it and we were pleasantly surprised with it! Would rent again."
United States
chris s.
The price is AED 1,837
AED 2,372 total
includes taxes & fees
14 Oct - 15 Oct
Heimann Haus
A hotel room with a large bed, a decorative headboard, a framed artwork above the bed, and a door to the right.

18. Cozy Hermann home that is in town

Cozy Hermann home that is in town
Hermann
9.6 out of 10, Exceptional, (5 reviews)
"Everything was as expected and the check-in process was simple."
United States
Brock O.
The price is AED 661
AED 1,506 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Hermann home that is in town
A fire pit area with four Adirondack chairs and a wooden deck.

19. 2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!

2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!
Fulton
9.8 out of 10, Exceptional, (16 reviews)
"Was the perfect place for us. We will definitely be booking again when we come to visit family."
United States
Christopher H.
2 Mi to Dtwn Fulton: 'Meadowlark' Home w/ Deck!
A kitchen with white cabinets, a stainless steel microwave, a black stove, and a tiled backsplash.

20. Affordable 3 BR, 2BA Peaceful Retreats with Modern Comforts

Affordable 3 BR, 2BA Peaceful Retreats with Modern Comforts
Fulton
Affordable 3 BR, 2BA Peaceful Retreats with Modern Comforts
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

Hermann Crown Suites

Hermann Crown Suites

8/10 Good
"Throwback to the 90s, but totally clean! Really, really clean. The bed was comfortable. The air conditioning worked great. The free breakfast was greatly appreciated, especially the lemonade. I would stay here again!"
Rhiannon 2-night trip
Posted 5 hours ago
Hermann Crown Suites

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