Owensville Vacation Rentals

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Check prices for these dates

In two weeks
Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
In three months
Mar 27 - Mar 29
In four months
Apr 24 - Apr 26

Our top choices for Owensville vacation rentals

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
$200 nightly
The price is $211
Dec 30 - Dec 31
Total with taxes and fees
#3 Cabin at Red Oak Valley
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
$195 nightly
The price is $195
Dec 30 - Dec 31
Total with taxes and fees
Rock Island Hideaway Classic Cozy Apartment in Downtown Owensville Missouri
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.
$195 nightly
The price is $206
Dec 30 - Dec 31
Total with taxes and fees
#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.
$195 nightly
The price is $206
Dec 30 - Dec 31
Total with taxes and fees
#1 Cabin 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
$200 nightly
The price is $211
Dec 30 - Dec 31
Total with taxes and fees
Tiny Home A 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
$200 nightly
The price is $211
Dec 30 - Dec 31
Total with taxes and fees
Tiny Home B 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.
$220 nightly
The price is $234
Jan 5 - Jan 6, 2026
Total with taxes and fees
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
$59 nightly
The price is $62
Dec 30 - Dec 31
Total with taxes and fees
Primitive Campsites with water spigot, toilets, and wifi!
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.
$164 nightly
The price is $164
Dec 30 - Dec 31
Total with taxes and fees
Lake Cabin near the Bourbeuse River
Interior
Cozy Retreat Surrounded by Nature

Cozy Retreat Surrounded by Nature

Cozy Retreat Surrounded by Nature
Sullivan
10.0 out of 10, Exceptional, (12)
"Quiet, clean, excellent location and the absolute best hosts. Owners have clearly put a lot of attention to detail in the property."
United States
Amy A.
$186 nightly
The price is $192
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Retreat Surrounded by Nature
Front of property
The Mercantile on the Katy Trail

The Mercantile on the Katy Trail

The Mercantile on the Katy Trail
4.5 star property
Hermann
9.8 out of 10, Exceptional, (28)
"Great place, fully stocked and clean!"
United States
Lauren
$214 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
The Mercantile on the Katy Trail
2 bedrooms, WiFi, bed sheets, wheelchair access
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch

Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Bourbon
10.0 out of 10, Exceptional, (12)
"Very nice cabin and area"
United States
Charles
$156 nightly
The price is $166
Jan 1 - Jan 2, 2026
Total with taxes and fees
Country Cabin with Jacuzzi Tub Near Blue Springs Ranch
Apartment (2 Bedrooms) | Interior
Near Vineyards: Country Condo in New Haven

Near Vineyards: Country Condo in New Haven

Near Vineyards: Country Condo in New Haven
3.0 star property
New Haven
"Clean and loved original architecture."
United States
Richard
$278 nightly
The price is $296
Jan 25 - Jan 26, 2026
Total with taxes and fees
Near Vineyards: Country Condo in New Haven
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.
$142 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Relax in the Ozark woods at a quiet nature retreat with a private walking trail.
Beach
Tranquil Two Bedroom home on 300 Acre Farm with Private River Access

Tranquil Two Bedroom home on 300 Acre Farm with Private River Access

Tranquil Two Bedroom home on 300 Acre Farm with Private River Access
Steelville
9.8 out of 10, Exceptional, (55)
"2nd time staying here. Always enjoy being able to float and close to activities we enjoy. "
United States
Shyrle N.
$197 nightly
The price is $209
Jan 5 - Jan 6, 2026
Total with taxes and fees
Tranquil Two Bedroom home on 300 Acre Farm with Private River Access
Terrace/patio
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly

Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
Bourbon
10.0 out of 10, Exceptional, (38)
"Stayed here for a night after a float trip with friends, everything was perfect. Host was amazing and very communicative. "
United States
Quinn J.
$376 nightly
The price is $403
Jan 15 - Jan 16, 2026
Total with taxes and fees
Cozy Log Cabin | Indoor Fireplace & Pet-Friendly
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.
$181 nightly
The price is $188
Dec 30 - Dec 31
Total with taxes and fees
Get Cozy in the Country - The Cottage on Luca Hill
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.
$144 nightly
The price is $144
Dec 31 - Jan 1, 2026
Total with taxes and fees
Cozy Cottage on Historic Route 66, minutes away from Wineries & Restaurants.
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.
$137 nightly
The price is $137
Jan 5 - Jan 6, 2026
Total with taxes and fees
TJ’s Country Getaway- Dog Friendly
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, (90)
"Was very clean and peaceful, excellent location. It was a pleasant experience. "
United States
Darren
$131 nightly
The price is $131
Dec 30 - Dec 31
Total with taxes and fees
Peaceful and quiet cabin with keypad entry for convenient self check in.
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

Americas Best Value Inn Sullivan

Americas Best Value Inn Sullivan

10/10 Excellent
"Staff and clean room "
Randy 1-night trip
Posted 3 days ago
Americas Best Value Inn Sullivan

Find out more about Owensville

Everything you need to know about Owensville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Owensville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Owensville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Owensville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Owensville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Owensville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $151 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Owensville rentals

At Expedia, we put the best Owensville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Owensville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Owensville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Owensville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Owensville?

Yes, we give you a choice of vacation rentals close to the most popular sights in Owensville, or you can go with a more remote option if you're looking for relaxation.

What are some of the best vacation rentals in Owensville?

Historic District Inn 4 Bed/ 3 Bath in the heart of downtown Hermann!: This vacation home rental outside of Owensville is located in the city center and has a garden, a barbecue grill, 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 you can cook with friends or family.

How many vacation rentals are there in Owensville?

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

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 larger area.

What’s a vacation rental in Owensville like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Owensville. Vacation rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a great choice for a small group gathering.