Holiday rentals with a patio in Gasconade County

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.

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!

Rustic Cabin / 4-bed/ Fireplace/ Hot Tub/Bar Area

This wonderful 4 bed cabin boasts a private master suit on upper level with queen bed & awesome heated floor tiled bathroom w/ his & her shower and walk in closet, as well as loft area. Lower level includes 2 bedrooms with full size beds, with a full bathroom. Basement area includes additional bed , living room/ shower/ bathroom kitchen/ bar & game room- accessible to outdoor hot tub - bar entertainment area Prices are charged accordingly to amount of people and bedrooms used No Fishing

Apothecary Guesthaus

Built in 1876 as a pharmacy, this freshly renovated historic building is the ideal guesthaus. Relax on the large deck overlooking the river, or explore the wineries + distilleries all within walking distance. Sleeps 6 with plenty of space for everyone to relax. Primary suite has king bed, private bath, and sitting area. Two other bedrooms include queen beds with a common bath suite. Living area with 2 couches + 2 chairs is the perfect place to relax after a day at the winery.

New Construction-Hermann-Lakeside Cabins (Cabin 4)

Escape lakeside 11 miles south of historic Hermann, MO. This property is a 200-acre ranch with 4 newly constructed modern cabins nestled on a 7-acre lake with kayaks and fire pits available for guests. The cabins sleep 3-5 guests with 2 rooms and 3 beds. Bring a friend group, family, group of families, couples, wedding party, or business employees for a serene getaway! Owned by a Christian non-profit. This listing is for 1 cabin, to book all 4 search for 16 guests,

Das Hundehaus-Downtown Location-Off Street Parking

Das Hundehaus is centrally located in Hermann's downtown historic district on East 2nd Street. The cottage is conveniently located just steps away from restaurants, shops, museums, and more. The cozy cottage offers an open concept floor plan featuring a full kitchen, king bed, sitting area, private bathroom with large shower and off street parking. Start your mornings with a cup of coffee on the private deck and end your evening relaxing with a glass of wine.

Jefferson Street Hideaway

Enjoy a cozy experience in the heart of Hermann, MO. Accommodations are in the newly renovated, private basement of my home with private entrance & all the luxuries of home. We are located down the hill from Stone Hill Winery and walking distance to downtown. Hermann Trolly picks up right in front of house for transportation to all other wineries and tourist locations. Pets do live on this property so you may hear our dog bark.

Sage Guesthouse

Take it easy at this unique and tranquil getaway. Enjoy the peace and quiet of the country after a bustling day touring, tasting, shopping, and exploring Hermann. The deck will provide a great view of the rolling hills and a working angus/hereford century old cattle farm. The late evenings will provide a star filled sky for the eyes to gaze for their favorite constellation!

Schneider House #2 Perfectly Located Downtown

Freshly renovated, urban farmhouse vibe home. Conveniently located in downtown Hermann. Enjoy all the modern farmhouse style finishes of this 3 bedroom 2 bath home. Located on east 2nd street in the heart of Hermann. With dinning, shopping, wineries, and distilleries all less than one block away. An easy walk to the Amtrak station only two blocks away!