Holiday rentals with a fireplace in Gasconade County

Magnolia Inn

Adorable 3 bedroom 2 bath house with a modern farmhouse vibe. There are 2 king beds and a queen bed in 3 bedrooms. The queen bedroom has an en suite full bathroom, one of the king bedrooms has an en suite half bath, and there is another full bath in the hall. Amazing outdoor space with a stylish covered patio. Huge open main living area perfect for hanging out when you're not busy winery hopping. Queen sleeper sofa in the living room to accommodate extra guests. Walking distance to Stonehill Winery or have the popular Hermann Trolley pick you up right from the house! The base price is for up to 6 people (2 people per room). For more than 6 people, there is a $25 per person, per night extra guest fee. Roku TV for you to login to your favorite streaming service (no cable).

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!

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.

Market Street Cottage For Two

Surround yourself with style in this charming historic cottage. Market Street Cottage welcomes guests with a lovely mix of vintage and modern furnishings, designed to enhance your getaway experience. The cottage is located at 9th & Market, just outside of the downtown area. Don’t want to take the short walk downtown? Just call the trolley & they will pick you up just steps from your door. After a fun-filled day of shopping & wineries, relax on the newly poured patio to enjoy the sunset

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.

Nature's Nook ~ Zia, Hermann

Unwind at this unique and tranquil getaway. Nature's Nook is a cozy, 1-bedroom suite, only 3 minutes to a Hermann adventure! Nestled in the countryside & only 3 minutes from Hermann, Nature's Nook is perfect! The suite offers a soul warming bedroom & charming bathroom, living room & kitchenette. You will LOVE relaxing on the patio by the gas fire pit & soaking in the private, outdoor tub under the stars. Completely off grid, this is a unique & charming sanctuary, an unique experience.

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.

NEW! VillaBella Luxury Farmhouse

New listing! Welcome to Villa Bella, a luxury farmhouse retreat just 1 mile from Hermann Downtown’s restaurants, shops, and wineries. Only 1 mile from the famous Oak Glenn Winery. Enjoy the charm of a peaceful farm stay with the convenience of city access. The Hermann Trolley picks you up from the house for fun and easy wine tours. Perfect for group stays, gatherings, and special occasions. This luxury retreat features spa-like showers, a custom bar, 1 acre with fire pit and BBQ.

Half Corked Inn-Location and Comfort in one!

BEST LOCATION IN HERMANN! RIGHT ON 1ST STREET. Trolley across the street. Walking distance to brewery, Hermannhoff winery & farm, shops, restaurants, bars, etc. Train station 1 block away. Close to the Katy Trail. Silver Moon loft is cozy with beautiful decor and comfortable beds with clean bathrooms, stocked kitchen, inviting living room. Roomy and very clean. Courtyard and firepit. 2 Breakfast coupons at Stomp'n Grounds a thank you from us to you to use during your stay.

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.

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!