Vacation rentals in Gasconade County

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Top-rated vacation rentals in Gasconade County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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, 145 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

Top guest favorite
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, 116 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.

Guest favorite
A charming house is set against a backdrop of vibrant green trees, situated by a serene pond. A spacious porch with white railings provides a welcoming entrance. A small dock extends into the water, enhancing the tranquil outdoor setting.
Home in Owensville
4.84 out of 5 average rating, 62 reviews

Post Oak Chaise

Serenity in a beautiful location where your dog can run free! Your own retreat on a 70 acre wooded property. There is over a mile of trails through the woods for your hiking pleasure. The home is back in the woods, with a scenic 3.5-acre pond located right outside your door. Three sliding glass doors open onto a porch with a beckoning view of the stocked pond. A fire ring sits by the pond so that you can make S'mores or gaze at the stars. The perfect family spot to unplug and enjoy nature!

Top guest favorite
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, 161 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 favorite
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, 304 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 favorite
Home in Hermann
4.94 out of 5 average rating, 17 reviews

Epic A-Frame! Rooftop, Theater, Hot Tub and Sauna

Reconnect with YOUR PEOPLE at Seven Acres Escape in Hermann, MO, the Midwest’s most luxurious A-frame! • Deep sleep in 5 unique suites with king beds & private baths • Total peace in your private hot tub, sauna, yoga, firepits and lounging spaces • Feel awe on rooftop terraces made for sun, stars & connection • Endless fun in the theater with wet bar, arcade, PS5, pool table, bocce & more • Serenity through floor-to-ceiling windows in nature Book your unforgettable stay before it’s gone.

Superhost
A screened-in patio is furnished with a comfortable seating arrangement, including a woven coffee table and two plush chairs with coordinating cushions. Soft white curtains frame the space, and string lights add gentle illumination, enhancing a relaxed atmosphere. A vibrant bouquet sits center stage on the coffee table.
Guesthouse in Rosebud
4.81 out of 5 average rating, 36 reviews

Cozy Rosebud Retreat with Modern Comforts!

20 steps from downtown Rosebud! 10 minutes from Owensville! 30 minutes from downtown Hermann! BEDROOM -King sized bed -Ghost Bed Mattress -Ceiling fan BATHROOM -Rain shower -Toilet -Sink KITCHEN -Full sized refrigerator & freezer -Coffee maker -Microwave -Complimentary coffee -Welcome snack (locally sourced) -Table & chairs for 4 -Alexa LIVING ROOM -Pull out queen sofa bed -Queen foam mattress topper -50" Smart TV -Ceiling fan OUTDOOR -Firepit -Covered patio -Table & chairs for 4

Top guest favorite
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, 110 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 favorite
A modern kitchen is displayed with a curved design, featuring dark countertops and light cabinetry. Stainless steel appliances include a convection oven and refrigerator. Natural light enters through a large window, highlighting the sleek finishes and minimalist decor, including open shelving with dishware.
Barn in Rhineland
4.97 out of 5 average rating, 38 reviews

Converted grain bin guest house on Katy Trail.

Rustic charm with modern amenities and comfort. King bed in upstairs loft with walkout balcony. Modern kitchen with refrigerator ice maker, convection oven/stove, dishwasher and microwave. It’s the perfect escape for two to enjoy the unique charm located next to farmhouse that is available as additional lodging for 8. Hermann is a short 12 minute drive or choose transportation options from Hermann to get you to and from.

Guest favorite
A two-story brick building with a symmetrical facade is displayed. The entrance is framed by small shrubs on either side, and multiple windows are positioned above and around the entrance. Vehicles are parked neatly along the street adjacent to the building.
Apartment in Hermann
4.97 out of 5 average rating, 103 reviews

Plane Suite at Brickhouse Inn

Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

Top guest favorite
Home in Hermann
4.97 out of 5 average rating, 114 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 favorite
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, 25 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!

Popular amenities for Gasconade County vacation rentals