Gasconade County Holiday Rentals

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Our top choices for Gasconade County holiday rentals

Property grounds
The Pollock Suite is one of our four rooms.

The Pollock Suite is one of our four rooms.

The Pollock Suite is one of our four rooms.
Hermann
9.8 out of 10, Exceptional, (68)
"Great location, plenty of amenities, gracious host, shops and restaurants immediately nearby"
United States
Brandon R.
The price is HK$924
HK$1,600 total
includes taxes & fees
23 Dec - 24 Dec
The Pollock Suite is one of our four rooms.
Outdoor dining
Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (113)
"Nice property, with great view of Hermann"
United States
Mike L.
The price is HK$770
HK$1,305 total
includes taxes & fees
5 Jan - 6 Jan 2026
Gipfel Suite - Himmel Haus Bed & Breakfast
Private kitchen
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri

Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
2.0 star property
Owensville
The price is HK$934
HK$1,517 total
includes taxes & fees
23 Dec - 24 Dec
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Dining
Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann

Nature`s Nook by Zia, Hermann
Hermann
10.0 out of 10, Exceptional, (3)
"This place is AMAZING. It is beautiful and such a peaceful get away. Just a quick 5 minute drive to town, but you feel like you’re miles away. The property was beautiful and the space was peaceful and secluded. Highly recommend. "
United States
Patti
The price is HK$1,362
HK$2,090 total
includes taxes & fees
1 Jan - 2 Jan 2026
Nature`s Nook by Zia, Hermann
Exterior
Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann

Charming 2-bedroom house in fabulous downtown Hermann
Hermann
10.0 out of 10, Exceptional, (3)
"Had a great time here-very responsive hosts-clean,quiet-just perfect for our stay!"
United States
Carrie Jean
The price is HK$973
HK$2,067 total
includes taxes & fees
24 Dec - 25 Dec
Charming 2-bedroom house in fabulous downtown Hermann
Fridge, cookware/dishes/utensils
Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley
Canaan Township
The price is HK$1,362
HK$1,639 total
includes taxes & fees
23 Dec - 24 Dec
Tiny Home A at Red Oak Valley
Dining
Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann

Ash Creek Suite - In Downtown Historic Hermann
Hermann
9.4 out of 10, Exceptional, (51)
"Met our needs"
United States
Craig C.
The price is HK$973
HK$1,947 total
includes taxes & fees
24 Dec - 25 Dec
Ash Creek Suite - In Downtown Historic Hermann
Interior
Wine Alley West Suite

Wine Alley West Suite

Wine Alley West Suite
Hermann
9.0 out of 10, Wonderful, (47)
"The VRBO was clean and very warming! We had a great time! "
United States
Amy R.
The price is HK$1,128
HK$1,648 total
includes taxes & fees
23 Dec - 24 Dec
Wine Alley West Suite
Exterior detail
Plenty room for relaxing and downtown location to walk around!

Plenty room for relaxing and downtown location to walk around!

Plenty room for relaxing and downtown location to walk around!
Hermann
10.0 out of 10, Exceptional, (17)
"Quick weekend trip to Hermann, Laura was a fantastic host. Would definitely stay again, she was very accommodating!"
United States
Brent K.
The price is HK$1,119
HK$1,442 total
includes taxes & fees
4 Jan - 5 Jan 2026
Plenty room for relaxing and downtown location to walk around!
Fridge, microwave, oven, coffee/tea maker
Suite on Schiller

Suite on Schiller

Suite on Schiller
Hermann
9.8 out of 10, Exceptional, (116)
"Great little place with a great location very comfortable"
United States
Barry Z.
The price is HK$973
HK$2,015 total
includes taxes & fees
30 Dec - 31 Dec
Suite on Schiller
1 bedroom, iron/ironing board, WiFi, bed sheets
Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown

Cozy Riverview Cottage. 5 minute walk to downtown
Hermann
9.8 out of 10, Exceptional, (43)
"Wonderful stay at the cutest little cottage in Herrmann! "
United States
Tami L.
The price is HK$1,401
HK$2,070 total
includes taxes & fees
23 Dec - 24 Dec
Cozy Riverview Cottage. 5 minute walk to downtown
Outdoor dining
Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann

Ash Creek Guesthouse - Downtown Historic Hermann
Hermann
9.8 out of 10, Exceptional, (46)
"Great!!"
United States
Robert S.
The price is HK$1,556
HK$2,853 total
includes taxes & fees
23 Dec - 24 Dec
Ash Creek Guesthouse - Downtown Historic Hermann
Fridge, microwave, oven, stovetop
Brick Bungalow

Brick Bungalow

Brick Bungalow
Hermann
10.0 out of 10, Exceptional, (66)
"Great place to stay! Super clean and ready for us. Owner very responsive to questions via text!"
United States
Janice W.
The price is HK$1,556
HK$2,666 total
includes taxes & fees
30 Dec - 31 Dec
Brick Bungalow
Interior
Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!

Downtown Hermann Vacation Home Near Wineries!
3.0 star property
Hermann
10.0 out of 10, Exceptional, (1)
"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
The price is HK$3,758
HK$5,356 total
includes taxes & fees
23 Dec - 24 Dec
Downtown Hermann Vacation Home Near Wineries!
Exterior
Whole House Rental - Private Cottage near Historic Hermann, Missouri

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)
"Beautiful house tucked away from neighbors."
United States
Brandon R.
The price is HK$3,112
HK$3,777 total
includes taxes & fees
31 Dec - 1 Jan 2026
Whole House Rental - Private Cottage near Historic Hermann, Missouri
Terrace/patio
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!

Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Hermann
10.0 out of 10, Exceptional, (19)
"Lovely place to stay. In fact we spent most of the weekend at the house just chilling and hanging out. Would definitely stay again. Host was very nice and responded quickly with any questions we had. "
United States
Tracy B.
The price is HK$1,930
HK$2,489 total
includes taxes & fees
23 Dec - 24 Dec
Private 2BR Hermann Home w/ Deck + Trolley Pickup - Great Event-Ready Stay!
Terrace/patio
Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann

Kork Haus - Whole house rental in Downtown Hermann
Hermann
9.6 out of 10, Exceptional, (25)
"Great location, easy walking distance to downtown! "
United States
Cheryl M.
The price is HK$1,556
HK$2,853 total
includes taxes & fees
23 Dec - 24 Dec
Kork Haus - Whole house rental in Downtown Hermann
Dining
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

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, (52)
"Great place to stay"
United States
Adam
The price is HK$2,101
HK$4,201 total
includes taxes & fees
24 Dec - 25 Dec
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!
Interior
The House on Wine Alley

The House on Wine Alley

The House on Wine Alley
Hermann
9.0 out of 10, Wonderful, (55)
"Parking was a little difficult but decent place to stay"
United States
Kim W.
The price is HK$1,790
HK$2,487 total
includes taxes & fees
23 Dec - 24 Dec
The House on Wine Alley
Fridge, microwave, oven, stovetop
The Farmhouse Inn: 3 bed, 3.5 whole house rental

The Farmhouse Inn: 3 bed, 3.5 whole house rental

The Farmhouse Inn: 3 bed, 3.5 whole house rental
Hermann
10.0 out of 10, Exceptional, (110)
"Perfect location! Beautiful and clean home. "
United States
K B.
The price is HK$1,945
HK$3,721 total
includes taxes & fees
29 Dec - 30 Dec
The Farmhouse Inn: 3 bed, 3.5 whole house rental
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 Gasconade County Hotel Reviews

Hermann Crown Suites

Hermann Crown Suites

10/10 Excellent
"I really enjoyed my stay. Clean room and helpful staff."
Thomas 3-night trip
Posted 7 hours ago
Hermann Crown Suites