Cottages in Osage County

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Our top choices for Osage County cottages

Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (49 reviews)
"Our accommodations were clean, well furnished and cozy. The owner was very nice and willing to help us with anything we needed. We really enjoyed our stay and wished we could stayed longer."
United States
Laurie
The price is AED 459
AED 642 total
includes taxes & fees
17 May - 18 May
Yurt Floating in the Forest

Private Guest House-Hermann MO

Private Guest House-Hermann MO
Hermann
10.0 out of 10, Exceptional, (44 reviews)
"We were very happy with our stay. Great location for walking to the places we wanted to go shopping eating and coffee. Bed was comfortable. We will visit again. "
United States
Jackie A.
Private Guest House-Hermann MO

Hanna's Cottage in the Downtown Historic District of Hermann, Missouri

Hanna's Cottage in the Downtown Historic District of Hermann, Missouri
Hermann
9.8 out of 10, Exceptional, (6 reviews)
"It was perfect and in a great area."
United States
Marcus J.
Hanna's Cottage in the Downtown Historic District of Hermann, Missouri

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, (50 reviews)
"Excellent stay! Charming house. Great location. Perfect for an extended stay."
United States
Ellen R.
The price is AED 771
AED 1,166 total
includes taxes & fees
21 May - 22 May
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary

Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
Hermann
10.0 out of 10, Exceptional, (1 review)
"This is a very cute little house on the end of a quiet street. It's within easy walking distance of all the shops, restaurants, wineries, distilleries, and bars between 1st Street and 5th Street. If you don't mind a longer, hillier walk you could also go further south to City Park or to Stone Hill winery. But there's also easy transportation on the Trolley or local ride services. We were happy to find there were more beds than pictured (3 queen size downstairs between 2 bedrooms, and 2 queens...
United States
Tara
Downtown Hermann Vacation Home Near Wineries!

Unique traincar stay at the Katy Caboose!

Unique traincar stay at the Katy Caboose!
Hartsburg
9.2 out of 10, Wonderful, (11 reviews)
"We loved the 3 taverns in town. Great vibe in a tiny town. "
United States
Dusty
Unique traincar stay at the Katy Caboose!

Serenity House ~ Retreat Near MKT & Vineyards

Serenity House ~ Retreat Near MKT & Vineyards
Hartsburg
10.0 out of 10, Exceptional, (8 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

Stumble-In Guest House- Downtown Location

Stumble-In Guest House- Downtown Location
Hermann
10.0 out of 10, Exceptional, (13 reviews)
"Great location especially if you don't have a car with you. The house was well-maintained and perfect for our quick weekend getaway. "
United States
Anonymous traveler
Stumble-In Guest House- Downtown Location

Scenic Indian House Bluff Cottage is Secluded Above the Gasconade River Valley

Scenic Indian House Bluff Cottage is Secluded Above the Gasconade River Valley
Dixon
10.0 out of 10, Exceptional, (19 reviews)
"Absolutely beautiful "
United States
Stacy W.
Scenic Indian House Bluff Cottage is Secluded Above the Gasconade River Valley

Secluded Turkey Ridge Cottage Above The River

Secluded Turkey Ridge Cottage Above The River
Dixon
9.8 out of 10, Exceptional, (76 reviews)
"Amazing stay. Great weekend get away."
United States
Ian W.
Secluded Turkey Ridge Cottage Above The River

Peaceful Guest Home w/ Patio on 152-acre Farm

Peaceful Guest Home w/ Patio on 152-acre Farm
3.0 star property
Berger
10.0 out of 10, Exceptional, (2 reviews)
"Very clean,family friendly, even though it was 7 miles out of town they were very Accommodating,they came to puck us up at the train station and there's a van that will take you into town and you can take the trolley to all the wineries,shopping, we all loved our stay,i would definitely recommend to anyone who enjoys the fram life, they have lots of history, and animals, thank you Susan and Mike for all that you did to make our stay memorable, we would definitely come back. "
United States
Kelly
Peaceful Guest Home w/ Patio on 152-acre Farm

Jefferson City Bungalow: Hot Tub & Patio!

Jefferson City Bungalow: Hot Tub & Patio!
3.0 star property
Jefferson City
9.4 out of 10, Exceptional, (3 reviews)
"Perfect little get away for my daughter and I. "
United States
Veronica
Jefferson City Bungalow: Hot Tub & Patio!

Quaint cottage w/direct access to Katy Trial!

Quaint cottage w/direct access to Katy Trial!
Hartsburg
10.0 out of 10, Exceptional, (2 reviews)
" Very convenient to the Katy Trail. Also only a short walk to local venues."
United States
Steve C.
Quaint cottage w/direct access to Katy Trial!

Private GuestHouse Cottage GetAway

Private GuestHouse Cottage GetAway
St. James
10.0 out of 10, Exceptional, (15 reviews)
"The cabin was well stocked with anything we needed and the area was quiet and beautiful. "
United States
Kerie
Private GuestHouse Cottage GetAway

Charming Jefferson City Home: 2 Mi to Downtown!

Charming Jefferson City Home: 2 Mi to Downtown!
3.0 star property
Jefferson City
10.0 out of 10, Exceptional, (1 review)
"Nice place "
United States
Consuelo
Charming Jefferson City Home: 2 Mi to Downtown!

Whole House Rental - Private Cottage near Historic Hermann, Missouri

Whole House Rental - Private Cottage near Historic Hermann, Missouri
Hermann
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful house tucked away from neighbors."
United States
Brandon R.
Whole House Rental - Private Cottage near Historic Hermann, Missouri

Updated Berger Cottage w/ Pool, on a Private Farm!

Updated Berger Cottage w/ Pool, on a Private Farm!
3.0 star property
Berger
Updated Berger Cottage w/ Pool, on a Private Farm!

3 Mi to Dtwn Jefferson City: Family Home w/ Deck

3 Mi to Dtwn Jefferson City: Family Home w/ Deck
3.0 star property
Jefferson City
3 Mi to Dtwn Jefferson City: Family Home w/ Deck

2 Mi to Dtwn Fulton: 'meadowlark' Home w/ Deck!

2 Mi to Dtwn Fulton: 'meadowlark' Home w/ Deck!
3.0 star property
Fulton
2 Mi to Dtwn Fulton: 'meadowlark' Home w/ Deck!

Spacious Owensville Getaway w/ Winery On-site!

Spacious Owensville Getaway w/ Winery On-site!
2.0 star property
Rosebud
Spacious Owensville Getaway w/ Winery On-site!
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