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Cottages in Osage County

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Our top choices for Osage County cottages

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, (52 reviews)
"This is exactly how a Vrbo should work. Pictures represented the property well. Booking and check-in/checkout was simple. Our stay was excellent. Highly recommend this property."
United States
Bob S.
The price is AEDĀ 694
AEDĀ 1,061 total
includes taxes & fees
1 Jul - 2 Jul
Historic Carriage House in Jefferson City Near Capitol & Old Penitentiary

Stumble-In Guest House- Downtown Location

Stumble-In Guest House- Downtown Location
Hermann
10.0 out of 10, Exceptional, (17 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

Yurt Floating in the Forest

Yurt Floating in the Forest
Holts Summit
9.6 out of 10, Exceptional, (50 reviews)
"Bill was so kind and helpful. The yurt is beautiful and the amenties were perfect. I think this was the best place i hsve ever stayed."
United States
ann h.
The price is AEDĀ 459
AEDĀ 642 total
includes taxes & fees
2 Jul - 3 Jul
Yurt Floating in the Forest

Private Guest House-Hermann MO

Private Guest House-Hermann MO
Hermann
10.0 out of 10, Exceptional, (48 reviews)
"Host was informative and fantastic."
United States
Bradley B.
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, (7 reviews)
"It was perfect and in a great area."
United States
Marcus J.
Hanna's Cottage in the Downtown Historic District of Hermann, Missouri

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, (20 reviews)
"The cabin was clean and stocked with plenty of games, blankets, and anything you could need. The beds were very comfortable. The view is stunning. We will be coming back in the fall, just for the view."
United States
Christie
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

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

Updated Berger Cottage w/ Pool, on a Private Farm!
Berger
10.0 out of 10, Exceptional, (53 reviews)
"It was great! So fun and such a great space to make memories! "
United States
Lydia L.
Updated Berger Cottage w/ Pool, on a Private Farm!

Serenity House ~ Retreat Near MKT & Vineyards

Serenity House ~ Retreat Near MKT & Vineyards
Hartsburg
10.0 out of 10, Exceptional, (9 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

Unique traincar stay at the Katy Caboose!

Unique traincar stay at the Katy Caboose!
Hartsburg
9.2 out of 10, Wonderful, (11 reviews)
"Cute fun place to stay for the night! "
United States
Julie S.
Unique traincar stay at the Katy Caboose!

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!

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!

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!

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

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

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!

Half-mi to Boat Ramp! Gasconade Country Cottage

Half-mi to Boat Ramp! Gasconade Country Cottage
3.0 star property
Morrison
Half-mi to Boat Ramp! Gasconade Country Cottage

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!

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!

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
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