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, 115 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 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, 302 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.

Guest favorite
Home in Hermann
4.92 out of 5 average rating, 180 reviews

French Hill- Amazing location with the best views!

The historic yet completely updated French Hill is located within a short walk to Downtown Hermann (including the Amtrak station), the newly opened Hermann Farm and less than 300 feet from Hermannhof Winery. With Missouri River views and 2,100 sf of living space, it is the ideal place for up to 8 guests to enjoy their stay. No other property in Hermann has this perfect combination of location, amenities and views. We take great pride in our property and it is impeccably clean and maintained.

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, 160 reviews

1 Bedroom Hideaway in Historic Downtown Owensville

Perfect for your getaway! Stay in the historic F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor hideaway apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, 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 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
The two-story farmhouse is illuminated at night, showcasing its charming exterior. Soft lights are strung between trees, enhancing the welcoming ambiance. The grassy area in front offers space for relaxation, with a swing set visible nearby, creating a family-friendly atmosphere.
Farm stay in Owensville
4.99 out of 5 average rating, 109 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.

Guest favorite
Apartment in Hermann
4.97 out of 5 average rating, 101 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.

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!

Top guest favorite
Home in Hermann
4.96 out of 5 average rating, 156 reviews

A Romantic Getaway for two in Historic Hermann, MO

Park View Guest Haus is a private "Whole House Rental ". This rental is a relaxing retreat overlooking the Hermann City Park and is within walking distance to Stone Hill Winery, Vintage Restaurant, and a short walk to the Downtown Area. A perfect " Romantic Getaway" for two. No need to interact with other guest, for you will have the whole house to yourself.

Top guest favorite
A sunlit kitchen sink area is displayed, featuring a stainless steel sink beneath a decorative wreath adorned with flowers and ribbon. Natural light filters through a nearby window, illuminating the countertop with a light-colored surface and modern cabinetry.
Guesthouse in Hermann
4.97 out of 5 average rating, 293 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 vacation rentals