Holiday rentals with a patio in Hermann

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.

Vitality Retreat 1 block from DT/Riverfront/Shops

Gather & make memories at the Vitality Retreat! Located a block from historic downtown Washington restaurants/shops/bars, you will have ample amenities for a fun and rejuvenating stay. Pet friendly/fenced yard! Enjoy coffee in the gazebo, yard games, or 1-block walk to the riverfront! 15 minutes to wineries, 45 minutes from STL. Location perfect for memory making. 4 BRs, 4 Bathrooms ensure ample space! Pet friendly, please note any pets beyond 2 will be an additional $100 per pet. Thank you!!

Roam Suite at Brickhouse Inn

The Roam 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. 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 two TVs. Large backyard with patio furniture to sit outside and enjoy a beautiful evening.

the Drayton guest suites - "Suite B" - 109 E. 4th

"Suite B" ----------- - Suitable for Up to 4 Guests - 1st Floor - 1 Queen Bed - Door May be Closed in the Bedroom for Privacy or Left Open with a Large Drapery Divider Between the Bed and Walk-Thru Hallway - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps - * Guests may log into their own accounts, ie. Netflix, HBO, etc.* - 1 Mini- Kitchen w/Mini Fridge, Microwave, Keurig Coffee Maker - 1 Full Bathroom w/100 Year Old Clawfoot Tub/Shower Combination - Front Patio Seating

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

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.

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.

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!!

Peaceful chalet - *new* private beach, WIFI, kayak

Discover serenity at Shadow Lake Cottage—a peaceful waterfront chalet with a private dock, king-size suite, and three-season room, surrounded by mature oak and dogwood trees. Whether you’re looking to reconnect with loved ones, retreat with friends, or escape the office for a while, this charming vacation home rental near St. Louis at Innsbrook Resort offers a perfect blend of comfort, privacy, and resort perks.