An aerial view of a river winding through a lush green landscape with fields and scattered trees.

Holiday Homes in Owensville

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Owensville holiday homes

A mobile home with a patio area, outdoor seating, and potted plants.

1. #1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (2 reviews)
"Fabulous"
United States
Moira M.
The price is AU$306
includes taxes & fees
8 Oct - 9 Oct
#1 Cabin at Red Oak Valley
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

2. #3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (3 reviews)
"Quiet peaceful getaway for my husband and I. All the nature around was incredible! "
United States
Chelsea
#3 Cabin at Red Oak Valley
A spacious room with a high ceiling, a ceiling fan, a bunk bed, a sliding door leading to a bathroom, and a patterned rug.

3. Tiny Home A at Red Oak Valley

Tiny Home A at Red Oak Valley
Canaan Township
The price is AU$328
includes taxes & fees
15 Oct - 16 Oct
Tiny Home A at Red Oak Valley
A spacious living room with a grey sofa, a grey armchair, and a small white table. There is a ceiling fan, a window with a view of trees, and a shelf with a sign saying "Be kind."

4. #2 Cabin at Red Oak Valley

#2 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (1 review)
"My sister and I thoroughly enjoyed our weekend stay at the cabin! The cabin was clean and had all the amenities we needed. We enjoyed sitting outside on the patio, drinking wine and playing catch-up plus we visited Rosebud and did some day shopping. Would highly recommend staying at one of the cabins at Red Oak Valley!"
United States
MARY F.
The price is AU$328
includes taxes & fees
15 Oct - 16 Oct
#2 Cabin at Red Oak Valley
A spacious living area with a leather sofa, a cowhide rug, and a staircase leading to an upper level.

5. Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat

Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
Bourbon
10.0 out of 10, Exceptional, (4 reviews)
"Very charming lil cabin! It was perfect for a solo trip. I’d love to come back with my husband for a romantic weekend getaway."
United States
Wendy L.
The price is AU$503
includes taxes & fees
27 Sept - 28 Sept
Unique Tiny Home! Lakefront ~ BBQ Grill ~ Couple's Retreat
A modern kitchen with grey cabinets, a central island, and a dining area with brown chairs.

6. Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
Saint James
9.6 out of 10, Exceptional, (34 reviews)
"My wife and I stayed here for our anniversary. It was so clean and was exactly what we needed."
United States
John R.
The price is AU$296
includes taxes & fees
27 Sept - 28 Sept
Get Cozy in the Country - The Cottage on Luca Hill
A spacious living room with a ceiling fan, a herringbone-patterned floor, and a large window with sheer curtains.

7. Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •

Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
Saint James
10.0 out of 10, Exceptional, (47 reviews)
"We enjoyed a great stay!"
United States
Heather A.
The price is AU$343
includes taxes & fees
27 Sept - 28 Sept
Vineyard Ridge Farmhouse • 3BR • 2BA • Vineyard View • Fire pit •
A kitchen with white cabinets, a microwave, a refrigerator, and a wooden dining table.

8. Cozy 2-bedroom house in Cuba, MO.

Cozy 2-bedroom house in Cuba, MO.
Cuba
9.8 out of 10, Exceptional, (7 reviews)
"Nice spot by Route 66"
United States
Ann W.
The price is AU$234
includes taxes & fees
28 Sept - 29 Sept
Cozy 2-bedroom house in Cuba, MO.
A covered patio with string lights, a seating area, and a small table.

9. TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (51 reviews)
"This was such a cozy and comfortable property. The host provided everything we needed and she was so welcoming. We will stay here again!"
United States
Angela S.
The price is AU$228
includes taxes & fees
6 Oct - 7 Oct
TJ’s Country Getaway- Dog Friendly
A living room with a sofa, armchair, coffee table, and a rug.

10. Pet-friendly 2BR with fenced yard

Pet-friendly 2BR with fenced yard
Saint James
9.8 out of 10, Exceptional, (28 reviews)
"Great stay, great accommodations, very clean place to stay. "
United States
Jake B.
The price is AU$340
includes taxes & fees
27 Sept - 28 Sept
Pet-friendly 2BR with fenced yard
A spacious living area with a sofa, blue armchairs, a coffee table, and a rug.

11. The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James
10.0 out of 10, Exceptional, (39 reviews)
"Beautifully appointed and great location for exploring the area!"
United States
Laura P.
The price is AU$185
includes taxes & fees
28 Sept - 29 Sept
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
A modern kitchen with dark cabinetry, a stainless steel sink, a microwave, and a stove.

12. Spacious 3BR near downtown St. James

Spacious 3BR near downtown St. James
Saint James
9.6 out of 10, Exceptional, (35 reviews)
"Clean place, location was great!"
United States
Eileen G.
The price is AU$357
includes taxes & fees
27 Sept - 28 Sept
Spacious 3BR near downtown St. James
An outdoor patio with a pergola, wicker furniture, and a view of the landscape.

13. Gipfel Suite - Himmel Haus Bed & Breakfast

Gipfel Suite - Himmel Haus Bed & Breakfast
Hermann
10.0 out of 10, Exceptional, (137 reviews)
"Everything was wonderful! It was a great room, a beautiful view from the terrace and a great breakfast."
United States
Kristin V.
The price is AU$233
includes taxes & fees
28 Sept - 29 Sept
Gipfel Suite - Himmel Haus Bed & Breakfast
A modern living room with a grey sofa, a wooden coffee table, and a flat-screen TV mounted on the wall.

14. The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Saint James
9.8 out of 10, Exceptional, (58 reviews)
"Great location right off the interstate. Nice fenced yard to let kids and/or pets play in. Great working AC and comfortable beds and sofas."
United States
Charles M. McClurg
The price is AU$202
includes taxes & fees
29 Sept - 30 Sept
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

15. H&M Retreats Hermann, MO

H&M Retreats Hermann, MO
Boeuf Township
10.0 out of 10, Exceptional, (2 reviews)
"The lake was so beautiful and peaceful. We loved how we had it all to ourselves. The bunker house was perfect for our group to gather for meals. Wish we had more time to enjoy it."
United States
Cindy K.
H&M Retreats Hermann, MO
A bedroom with a bed, a chair, a door, a painting, and a window with curtains.

16. Comfy house minutes from Hwy 44, grill on deck, smart TV, fish, float nearby

Comfy house minutes from Hwy 44, grill on deck, smart TV, fish, float nearby
Saint James
The price is AU$261
includes taxes & fees
7 Oct - 8 Oct
Comfy house minutes from Hwy 44, grill on deck, smart TV, fish, float nearby
A lakeside property with a large house, a smaller red barn, and a well-maintained lawn.

17. Leasburg Lakehouse vacation home & private stocked lake near Meramec River.

Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
Leasburg
9.2 out of 10, Wonderful, (15 reviews)
"Great place to stay. Clean, quiet, good activities for all ages on site. Would definitely return for another stay. "
United States
Sandra M.
The price is AU$917
includes taxes & fees
28 Sept - 29 Sept
Leasburg Lakehouse vacation home & private stocked lake near Meramec River.
A spacious living room with a grey leather sofa, a coffee table, and a large window with blue curtains.

18. Lakeside Retreat next to Conservation Area

Lakeside Retreat next to Conservation Area
Rolla
10.0 out of 10, Exceptional, (7 reviews)
"Peaceful and comfortable!! Would book again "
United States
sharon m.
The price is AU$423
includes taxes & fees
30 Sept - 1 Oct
Lakeside Retreat next to Conservation Area
A bedroom with a bed, bedside table, bench, and a window with curtains.

19. Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood

Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
Rolla
9.4 out of 10, Exceptional, (48 reviews)
"Great stay!!"
United States
Liz H.
The price is AU$322
includes taxes & fees
27 Sept - 28 Sept
Simply Sweet 3 Bedroom Home - near MS&T & Fort Leonard Wood
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.

20. 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 AU$460
includes taxes & fees
27 Sept - 28 Sept
Charming 2-bedroom house in fabulous downtown Hermann
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 Owensville Hotel Reviews

Captain Wohlt Inn Bed & Breakfast

Captain Wohlt Inn Bed & Breakfast

10/10 Excellent
"N D"
Brian K 1-night trip
Posted 7 hours ago
Captain Wohlt Inn Bed & Breakfast

Find out more about Owensville

Owensville Holiday Homes information

Number of reviews
390
Accommodation
157 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$917