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1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

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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.

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Modern Farmhouse with Bunk Room and Glam Room

Juniper Farms is a newly renovated, spacious and unique country home. The Bunk room has 4 full-size beds and a full bath. There are two other bedrooms and 2 more full baths. The Glam Room is convenient for weddings and girls' weekends to wine country! Located 2.5 miles from Hermann. Hermann Trolley will service. Enjoy fully equipped kitchen and game area with ping pong table. Patio and fire pit with outdoor games. Landscaping in progress- please excuse! Tesla charging available at the house.

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Rhine Suite at Brickhouse Inn

The Rhine Suite at the Brickhouse Inn is close to everything, making it easy to plan your visit. Just a block from the train station, close to all the downtown coffee shops, restaurants, and boutiques. Hop on the trolley just a block away. Plenty of free parking. This suite has a king bed with new Serta mattress and a living room with a queen sleeper sofa. Full kitchen with gas stove in the suite, as well as TVs. Backyard with patio furniture to sit outside and enjoy a beautiful evening.

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Hermann Whitetail Farmhouse

A modern farmhouse-styled rental home located south of historic Hermann, Missouri. Full use of large acreage property with lake area surrounded by forest. Quiet and secluded, but within minutes of downtown Hermann. Full kitchen, multiple dining areas, and HUGE entertaining area with pool table, games, TV's and bar. Private bedrooms and large bunk-bed room that sleeps four. Perfect for large groups or your next celebration. Stay for a weekend or a week with Hermann Trolley service available.

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Charming 3 BDRM Lakefront Home @ Innsbrook Resort

Come stay at "Redbird Cabin" our lakefront 3 bedroom A-frame home right on the water with beautiful lake views from the family room. We have plenty of space for families and friends with everything you need to enjoy your retreat. Our massive outdoor area makes for a great space to BBQ, relax, and sit by the fire pit. Located in a gated community within Innsbrook resort (an hour from STL), you'll love the community seasonal pool, restaurant, golf course, gym, playground, and hiking trails!

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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.

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Cozy Cabin in the Woods - Lakeside

Imagine being transported to a place far from the demands of daily life and being able to reconnect with nature and those you love. Close enough for a quick getaway, yet far enough to escape the everyday grind. We are so excited to share with you our idyllic cabin on 100 beautiful acres filled with tree-covered ridges overlooking scenic valleys with tall pines, private hiking trails that seem to whisper in the wind while overlooking a private lake. Close to wine country.

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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.

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1860 Presshaus

Built in the 1860's, this unique two bedroom, two and a half bath home is equipped with a full kitchen, an upper/ lower patio with firepit, and access to your own private wine cellar. We are located in beautiful Hermann, Missouri just minutes to local distilleries and wineries. Enjoy country living at its best! Travel 1/2 mile down a well-maintained gravel road and enjoy one of the most unique places in Hermann, Missouri. You won't be disappointed!!

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Dry Hill Guest House

Get comfortable and enjoy plenty of extra room in this spacious home. If you're looking for clean, comfortable lodging that you can enjoy with your entire party, look no further. With four bedrooms and a hide-a-way sofa that can sleep up to 10 guests, everyone can hang together. There's plenty of parking and you're only a short Trolley or Uber ride from everything Hermann's wine country has to offer.

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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!

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6 Pines Apartment

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River Sirens Home 1-Bedroom Front Apartment

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Suite Simplicity~D

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2 Blocks 2 Everything!

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Billy the kid

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Roam Suite at Brickhouse Inn

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the Drayton - Guest Suite “C”

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Claus Haus Guest House

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Modern Victorian - 1910 Guesthaus

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Britton Haus on 6th! 5 beds, 2 baths Downtown

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4K Ranch - 10 acre property & home near Hermann

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The Vallet House - No Added Fees - See Description

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Heimann Haus

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Kenmare Cottage

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The Bloom House

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