Owensville Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Owensville holiday rentals

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$933
HK$1,516 total
includes taxes & fees
26 Dec - 27 Dec
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
Exterior
#3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley

#3 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (3)
"Quiet peaceful getaway for my husband and I. All the nature around was incredible! "
United States
Chelsea
The price is HK$1,361
HK$1,638 total
includes taxes & fees
29 Dec - 30 Dec
#3 Cabin at Red Oak Valley
Outdoor dining
#2 Cabin at Red Oak Valley

#2 Cabin at Red Oak Valley

#2 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (1)
"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 HK$1,361
HK$1,638 total
includes taxes & fees
25 Jan - 26 Jan 2026
#2 Cabin at Red Oak Valley
Outdoor dining
#1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley

#1 Cabin at Red Oak Valley
Canaan Township
10.0 out of 10, Exceptional, (1)
"Although small, the place was super clean, comfortable and cozy. Would highly recommend. My only suggestion would be to add signs when you come through the entrance. We had no idea which way to go and cell service was spotty so it took a minute before we could call the property manager."
United States
Jessica P.
The price is HK$1,361
HK$1,638 total
includes taxes & fees
26 Dec - 27 Dec
#1 Cabin at Red Oak Valley
Exterior
Tiny Home B at Red Oak Valley

Tiny Home B at Red Oak Valley

Tiny Home B at Red Oak Valley
Canaan Township
The price is HK$1,361
HK$1,638 total
includes taxes & fees
26 Dec - 27 Dec
Tiny Home B at Red Oak Valley
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$1,361
HK$1,607 total
includes taxes & fees
24 Jan - 25 Jan 2026
Tiny Home A at Red Oak Valley
Property grounds
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.

New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.

New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
Union
10.0 out of 10, Exceptional, (1)
"We loved our visit! The kids loved the pool, camper, animals and property. Justin and Kati's hospitality was exceptional! Camper was super clean and easy to utilize. We will definitely be back! "
United States
Jennifer M.
The price is HK$907
HK$1,814 total
includes taxes & fees
8 Jan - 9 Jan 2026
New Camper with a Hot Tub and Pool: Great For Families or a Romantic Weekend.
Property grounds
Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is HK$301
HK$480 total
includes taxes & fees
26 Dec - 27 Dec
Primitive Campsites with water spigot, toilets, and wifi!
Property grounds
Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!

Primitive Campsites with water spigot, toilets, and wifi!
Bourbon
The price is HK$301
HK$869 total
includes taxes & fees
26 Dec - 27 Dec
Primitive Campsites with water spigot, toilets, and wifi!
Exterior
TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly

TJ’s Country Getaway- Dog Friendly
Union
10.0 out of 10, Exceptional, (45)
"My dog and I stayed for the week while attending our National Specialty at Purina Farms. I would definitely stay here again. Safe, quiet, peaceful and tons of amenities. 10/10!"
United States
Laura S.
The price is HK$518
HK$1,062 total
includes taxes & fees
4 Jan - 5 Jan 2026
TJ’s Country Getaway- Dog Friendly
Property grounds
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.

Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Cuba
10.0 out of 10, Exceptional, (24)
"Beautiful private location. Perfect for my sisters and i to get away. Just down the road from our Grandparents old farm, so lots of extra memories for us. Thank you for everything! It was great!"
United States
Jessica B.
The price is HK$599
HK$1,175 total
includes taxes & fees
12 Jan - 13 Jan 2026
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Fridge, microwave, oven, stovetop
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.

Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Saint James
10.0 out of 10, Exceptional, (52)
"Great stay!"
United States
Adria N.
The price is HK$496
HK$1,118 total
includes taxes & fees
29 Dec - 30 Dec
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
Smart TV, fireplace
The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!

The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!
Rolla
9.0 out of 10, Wonderful, (4)
"We enjoyed our stay. Everything was nice. It’s just an old house and it has a smoky, old smell to it. Great location for visiting Missouri Science &Tech. Great price too. "
United States
Mindy T.
The price is HK$428
HK$1,244 total
includes taxes & fees
23 Jan - 24 Jan 2026
The Clover Cottage - Rolla's St.Pat's Themed house near S&T, Acorn Trail & more!
Fridge, microwave, oven, stovetop
Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill

Get Cozy in the Country - The Cottage on Luca Hill
2.0 star property
Saint James
10.0 out of 10, Exceptional, (18)
"Nice clean property wirh a good location for us!"
United States
John P.
The price is HK$855
HK$1,454 total
includes taxes & fees
29 Dec - 30 Dec
Get Cozy in the Country - The Cottage on Luca Hill
Fridge, microwave, oven, stovetop
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants

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, (26)
"Perfect for a weekend getaway. "
United States
Todd
The price is HK$623
HK$1,323 total
includes taxes & fees
27 Dec - 28 Dec
The James Stay on Historic Route 66 • minutes away from Wineries & Restaurants
Exterior
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.

RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Bourbon
9.8 out of 10, Exceptional, (26)
"Cute quaint place, easily accessible to meremec caverns and state Park. Kitchen had everything needed and check in and out was simple. Will definitely stay here again "
United States
Sarah M.
The price is HK$483
HK$1,064 total
includes taxes & fees
29 Dec - 30 Dec
RGM Farms Guesthouse, rural tranquil setting for family & friends to enjoy.
Fridge, microwave, oven, stovetop
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

The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Saint James
10.0 out of 10, Exceptional, (25)
"Very clean, stylish decor easy check in and out. "
United States
Kathy B.
The price is HK$941
HK$1,677 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Concord: A charming 2-bed 2-bath pet friendly house in historic Saint James
Interior
Peaceful and quiet cabin with keypad entry for convenient self check in.

Peaceful and quiet cabin with keypad entry for convenient self check in.

Peaceful and quiet cabin with keypad entry for convenient self check in.
Cuba
10.0 out of 10, Exceptional, (89)
"Was very clean and peaceful, excellent location. It was a pleasant experience. "
United States
Darren
The price is HK$863
HK$1,019 total
includes taxes & fees
28 Dec - 29 Dec
Peaceful and quiet cabin with keypad entry for convenient self check in.
Fridge, microwave, oven, stovetop
Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River

Lake Cabin near the Bourbeuse River
Leslie
10.0 out of 10, Exceptional, (42)
"Amazing experience, it was our second time, we will stay again."
United States
Brittany T.
The price is HK$925
HK$1,275 total
includes taxes & fees
31 Dec - 1 Jan 2026
Lake Cabin near the Bourbeuse River
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

Hermann Crown Suites

Hermann Crown Suites

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

Find out more about Owensville

Search for holiday rentals in Owensville on Expedia! You can easily find your home rentals, villas, holiday apartments in Owensville using one of the methods below:

  • View our selection of featured holiday rentals in Owensville
  • Use the map to find apartments and other holiday homes in the Owensville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Owensville while they last

Look no further and take a look at our great range of rental properties in Owensville!

Frequently asked questions

Are there holiday rentals in Owensville?

Yes, there are holiday rentals close to the most popular sights in Owensville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Owensville has to offer?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This holiday home rental outside of Owensville is located in the city centre, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Owensville?

Choose from 10 Expedia holiday rentals in Owensville for a memorable holiday.

What’s there to see and do in Owensville?

While exploring the area, visit the sights like State Technical College of Missouri, Martin Brothers Winery and Kuenzel Valley Winery. Wenwood Farm Winery and The Ozark Source are a couple of places you'll find in the wider area.

What’s a holiday rental in Owensville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Owensville. Holiday rentals offer extras like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for small groups.