Holiday houses in Gasconade County

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Top-rated holiday rentals in Gasconade County

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Top Guest favourite
A modern kitchen area features a spacious wooden dining table surrounded by metal chairs. The kitchen includes stainless steel appliances and a stylish hood vent. Large windows and glass doors provide bright natural light and reveal access to an outdoor patio.
Home in Hermann
4.99 out of 5 average rating, 119 reviews

Frene Valley Guest House

Adorable, stylish, perfectly located, brand new 4 bedroom 3.5 bath house in downtown Hermann, MO. Located on E 4th Street, you can walk to all of downtown Hermann's bars and restaraunts and wineries or have the Hermann Trolley pick you up at the house and take you everywhere. It will even drop you off at the house when you are done exploring for the day. This brand new house is perfectly decorated to be your home away from home. There are 3 king sized beds and 1 queen bed upstairs. One of the King bedrooms and the queen bedroom has an en suite full bath, another has an en suite half bath, and there is also a full hallway bathroom. All have comfy memory foam mattresses. There is also a sleeper sofa and half bath on the main level. The kitchen is fully furnished with all pots, pans, and utensils you would need to prepare a basic meal along with a coffee bar. Enjoy an evening glass of wine on the deck or watch a movie on the 65 in HD TV. Enjoy the following with your stay: --Coffee, creamer, sweetener at the coffee bar --All linens provided --Travel size soap and shampoo/conditioner --DVD Player --Smart TV for you to login to your favorite streaming service (no cable) --Charcoal Outside Grill Base rates are for up to 8 people (2 in each bedroom). There is a $25 per person per night fee for more than 8 people. There is a max of 10 people at the house. Base rates do not include cleaning and sales tax. -Parties or events not allowed

Top Guest favourite
Two kayaks are stored on a rack near a serene pond, surrounded by lush green trees. Two white adirondack chairs face the water, providing a tranquil spot to relax. A small dock extends into the pond, inviting for fishing or kayaking activities.
Cabin in Bland
4.99 out of 5 average rating, 155 reviews

Crooked Creek Cabin. Private Setting on a Pond .

Kick back and relax in this rustic yet modern cabin. Just a little over an hour from St Louis. Enjoy a quite relaxing setting in the woods remodeled in 2021. Family friendly. Enjoy fishing in the private pond, exploring or kayaking. Foosball table. Smart TV, WIFI , Assortment of games and DVDs. White Mull Winery ,Large deck overlooking the pond. . Fire Pit, Nearby Winery, Antiquing. Stores and restaurants. Gasconade River. Hunting Ranch Adorable kids room. FISHING ONLY WHAT YOU CAN EAT

Guest favourite
An open-concept living space features a well-equipped kitchen with stainless steel appliances and wooden cabinetry. A large dining table is positioned nearby, complemented by a comfortable seating area with a sofa and armchair. Rustic beams enhance the airy atmosphere of the room.
Guesthouse in Hermann
4.94 out of 5 average rating, 139 reviews

The Downtown Hermann Hen House Food/Bar/Music/Fun

Free Buffet Breakfast/Free Drink Tickets/Live Music Nightly through Oct./Personalized $20 Per Person Shuttle (Trolley is $30)1837 Bar/Restaurant. Put All Your Eggs in the Hen House’s Basket. Right by Restaurants/Shopping/Bars. 2 Bedrooms, 2 Private Bathrooms, & 2 Queen Pullout Sleepers in Living Room. Room for 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Hermann Crown Suites next door. Call Hermann Crown to Reserve Spot on Shuttle Now.

Top Guest favourite
The kitchen features a blend of modern and industrial design, highlighted by exposed brick walls and wooden shelving. A double basin sink is situated under a window with black curtains. Kitchen appliances, including a coffee maker and microwave, are visible on the counter.
Home in Owensville
4.97 out of 5 average rating, 120 reviews

The Brick Cottage in Owensville

Enjoy a small town stay in The Brick Cottage! This home is located in the heart of a Owensville right along the highway. The home has been updated with an industrial farmhouse vibe while maintaining its original character & charm. It is the perfect place to stay when in town for weddings, family visits, work travel, or just a getaway. Close to wedding venues & wineries. Visit our small town & stay The Brick Cottage. 30 minutes from Hermann & St. James. 1.5 hours from St. Louis & Columbia.

Superhost
A well-maintained exterior view showcases a charming building with red brick and a welcoming entrance. Lush greenery and colorful flowering shrubs frame the property, highlighting the manicured lawn and inviting atmosphere of the garden area.
Apartment in Owensville
4.96 out of 5 average rating, 163 reviews

1 Bedroom Hideaway in Historic Downtown Owensville

Steps from the Rock Island Trail! Stay in the F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor garden apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, fixtures, and the restoration of original floors, millwork, and ceilings. The unit retains the building's historical 1907 charm and warmth, with the amenities and comforts we expect in the modern world.

Guest favourite
A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.
Cottage in Gasconade
4.91 out of 5 average rating, 309 reviews

1940's River Cottage w/ Hot Tub

Something for everyone! This home is less than 9 mi. from historic Hermann, MO. There you can enjoy several wineries, shops & restaurants. From this property you are just a short walk to the Gasconade River near the MO River. Great boating, fishing & swimming w/ easy boat ramp access & parking. The Union Pacific Railway crosses the river & N. side of town. Gasconade is a small quiet town except for the occasional train or boat going by. At night enjoy stargazing from your private hot tub.

Top Guest favourite
A spacious green lawn spreads across the foreground, bordered by trees. A two-story farmhouse, renovated and modernized, stands to the left, while a red barn is visible to the right, creating a harmonious rural scene under a clear blue sky.
Farm stay in Owensville
4.99 out of 5 average rating, 116 reviews

Modern Country Farm House with beautiful views

Relax with the whole family or friends at this peaceful place to stay. Located just 6 miles south of Owensville, Mo this newly renovated farm house will provide you the countryside escape you have been looking for with no shortage of amenities. This 2 story farm house was originally constructed in 1888 as a multi family boarding house before the Kreter family purchased it in the 1930’s. In 2021 we made the decision to completely restore the house and bring it to its modern day glory.

Top Guest favourite
A modern kitchen and dining area is displayed, featuring a long wooden table paired with a bench. The kitchen showcases sleek cabinetry, a stove, and stainless steel appliances. Natural light fills the space through multiple windows, enhancing the open and inviting layout.
Home in Hermann
4.95 out of 5 average rating, 150 reviews

Entire 3BR/2BA house w/spacious backyard fire pit

Enjoy this entire **Newly Remodeled**-3 bed/2 bath house. Just minutes away from everything that Hermann has to offer. The outdoor patio is spacious enough for BBQs or outdoor activities. Conveniently located across the street from a grocery store, in case you want to cook in the beautiful kitchen or walk across the street to the delicious Mexican restaurant. Can be picked up by The Hermann Trolley in the Village Market parking lot. This home features a keyless entry.

Guest favourite
A bright bedroom features a spacious bed with a light-colored duvet, complemented by decorative pillows. Natural light filters through large windows with wooden trim. A bedside chest adds storage, while a comfortable chair provides a cozy seating area in the corner.
Home in Hermann
4.89 out of 5 average rating, 105 reviews

Johann's on Schiller - 4 Bed / 2 Bath

Charming 4 bedroom/2 bathroom property in the heart of downtown Hermann. There is ample space to rest, relax, and unwind. Johann's features a full kitchenette with a refrigerator, stove/oven, microwave, coffee bar, and a kitchen table which seats 8 people. There is a 42" flat screen smart TV, a BluRay / DVD player (with movies), games and plenty of extras to enjoy during your stay. The suite is professionally cleaned prior to every booking.

Superhost
Home in Hermann
4.98 out of 5 average rating, 120 reviews

First Creek Hideaway | Fire Pit | Wine Country

Enjoy the peace and quiet of the country while being just a short drive from downtown Hermann and its many local wineries, restaurants, and shops. First Creek Hideaway is calling your name to spend the weekend if you're in town for a girl's trip, friend's trip, wedding, or just a weekend getaway. The house was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

Guest favourite
A light-filled living area features a comfortable gray sofa and matching armchair, arranged on a patterned area rug. A decorative wall sign displays 'Eagle Stamps,' and a ceiling fan offers additional airflow. An entryway table is placed nearby, with floral decor adding a touch of elegance.
Home in Owensville
4.96 out of 5 average rating, 28 reviews

The Alley Apartment in Owensville

Conveniently situated within a five-minute drive to Red Oak Valley, this apartment provides easy access to various shops, Hermann Wineries, and other local attractions. Explore Rosebud, Mo, and discover antique shops and charming boutiques. Indulge in delicious food and drinks at Loeb's Mill Bar & Grill or shop at 28th and Main Botique for a brand new wardrobe!

Top Guest favourite
A spacious bed is adorned with two decorative pillows and a folded throw blanket. A textured comforter covers the bed, creating a cozy atmosphere. Soft light filters in, enhancing the tranquil setting.
Guesthouse in Hermann
4.97 out of 5 average rating, 306 reviews

The Dogwood Inn Hermann

We are a two bedroom,( 1 King, 1 Queen) one bath guesthouse that rents to one or two couples (if they know each other) at a time. A luxury spa like atmosphere with all the comforts you'd expect. We are located in the historic district of Hermann, MO and are within walking distance of the train station, trolleys, many attractions, food, wineries, and shopping.

Popular amenities for Gasconade County holiday rentals