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Compare 144 Vacation Homes in Owensville with updated reviews, rates, and availability.

Vineyard Ridge Farmhouse

10.0 out of 10, Exceptional, (20)
"This property is beautifully decorated, very clean and well equipped for a family stay. We will be looking to book here again in the spring. "
The price is SAR 458
SAR 878 total
includes taxes & fees
12 May - 13 May
Vineyard Ridge Farmhouse

The House on Wine Alley

9.0 out of 10, Wonderful, (40)
"Great place to stay in the heart of Hermann! Definitely recommend!"
The price is SAR 863
SAR 1,191 total
includes taxes & fees
9 Jun - 10 Jun
The House on Wine Alley

Cozy Riverview Cottage. 5 minute walk to downtown

10.0 out of 10, Exceptional, (25)
"Such a cute little cottage right on the edge of town! Beautiful view!!! Easy walkability to shops on Main Street! "
The price is SAR 750
SAR 1,095 total
includes taxes & fees
12 May - 13 May
Cozy Riverview Cottage. 5 minute walk to downtown

Magnolia Inn

9.8 out of 10, Exceptional, (34)
"Perfect place to stay in Hermann!"
Magnolia Inn

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

9.8 out of 10, Exceptional, (50)
"The house was awesome, very spacious. We had a great time!"
Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!

Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

10.0 out of 10, Exceptional, (24)
"Donna was very nice and the home was perfect for my group’s stay!"
The price is SAR 2,438
SAR 3,974 total
includes taxes & fees
12 May - 13 May
Beautiful Sunrise, Rural, close to town, near wineries, next to Sunset Bluffs!

Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

9.8 out of 10, Exceptional, (47)
"Excellent location, very cute place. I would stay again. Perfect for walking to so many places there. "
Suite #4 - Adorable 2 Bed Suite in Downtown Hermann

Cozy Modern Farmhouse that Sleeps 8

10.0 out of 10, Exceptional, (38)
"It was an excellent place to stay - very clean! "
Cozy Modern Farmhouse that Sleeps 8

Private Logcabin All To Yourself With Lake View

9.8 out of 10, Exceptional, (203)
"Stay was good, property was clean, owners communicated well. "
Private Logcabin All To Yourself With Lake View

Gipfel Suite - Himmel Haus Bed & Breakfast

10.0 out of 10, Exceptional, (90)
"Very nice clean room and great breakfast. Quiet neighborhood."
The price is SAR 371
SAR 629 total
includes taxes & fees
12 May - 13 May
Gipfel Suite - Himmel Haus Bed & Breakfast

The James Stay on Historic Route 66, minutes away from Wineries & Restaurants

9.8 out of 10, Exceptional, (11)
"House was beautifully decorated, conveniently located"
The price is SAR 371
SAR 709 total
includes taxes & fees
18 May - 19 May
The James Stay on Historic Route 66, minutes away from Wineries & Restaurants

Eduard Haus in the Downtown Historic District of Hermann, Missouri

8.0 out of 10, Very Good, (1)
"We had a great time! The house is located in walking distance of all restaurants and bars. It was clean and we couldn’t get the AC to work and the owners were very quick to respond and help fix it. We loved how many beds there was. The only complaint is how hard the beds and pillows are. Had a great time!"
Eduard Haus in the Downtown Historic District of Hermann, Missouri

Ash Creek Suite - In Downtown Historic Hermann

9.4 out of 10, Exceptional, (46)
"Such a great place to stay! "
The price is SAR 750
SAR 1,287 total
includes taxes & fees
12 May - 13 May
Ash Creek Suite - In Downtown Historic Hermann

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

10.0 out of 10, Exceptional, (35)
"We loved the home. It was a great location and a beautiful property. The showers had great pressure!"
The price is SAR 1,125
SAR 2,142 total
includes taxes & fees
12 May - 13 May
Historic Downtown Hermann Getaway-Walk to Wineries, Shops and Restaurants!

The Laughing Boar, perfectly located downtown

10.0 out of 10, Exceptional, (44)
"We had a great stay at the Boar House. House was lovely as described. Easy walking distance to many activities. Would stay at again. "
The price is SAR 1,500
SAR 2,641 total
includes taxes & fees
12 May - 13 May
The Laughing Boar, perfectly located downtown

Brick Bungalow

10.0 out of 10, Exceptional, (50)
"We came to Hermann to enjoy the Oktoberfest and to celebrate my husband turning 65. Weather was fantastic and the Brick Bungalow was a perfect & convenient spot for home base!"
Brick Bungalow

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

10.0 out of 10, Exceptional, (30)
"Beautifully kept property, comfortable, and with character. We would happily stay again!"
Helen's House-3 bed, 2 bath bungalow 3 blocks from Main Street!!!

A Charming Home newly remodeled and furnished

10.0 out of 10, Exceptional, (62)
"This was probably the nicest Vrbo I,ve stayed in. Will definitely stay here again. "
A Charming Home newly remodeled and furnished

Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!

10.0 out of 10, Exceptional, (34)
"Cozy room, clean and great location within and easy walk to all the main attractions."
Private Bathroom, Private Entrance, The Cobbler Suite is perfect for your weekend getaway! Park the car and walk to shops, restaurants, wineries, distilleries, breweries, tasting rooms and more!

4BR, 2BA | Sleeps 8 | 5 Min to S&T & Downtown

9.8 out of 10, Exceptional, (31)
"Communication as great and the house was perfect! "
The price is SAR 319
SAR 843 total
includes taxes & fees
12 May - 13 May
4BR, 2BA | Sleeps 8 | 5 Min to S&T & Downtown
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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Other property types in Owensville

Glamping with gorgeous sunset views, trolley to all wineries

10.0 out of 10, Exceptional, (2)
"It was a wonderful stay for 5 of us girls going to Herman for a day at the Winery. This location was perfect, just 7 minutes up the road from Downtown Herman. The trolley picked us up with no issue. Very quiet location, perfect for a quick getaway!"
The price is SAR 563
SAR 863 total
includes taxes & fees
12 May - 13 May
Glamping with gorgeous sunset views, trolley to all wineries

Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

9.0 out of 10, Wonderful, (27)
"Small but cozy. We liked it. "
The price is SAR 596
SAR 1,107 total
includes taxes & fees
12 May - 13 May
Three Rivers Retreat in Steelville, MO. 2 Bedroom Cabin on 20 Acres

Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!

9.6 out of 10, Exceptional, (95)
"Enjoyed the quietness of this immaculate home! Loved the cellar! "
Beautiful historic 3 bed 3 bath Guest House w old stone wine cellar!!
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.