Vacation rentals with a fireplace in Hermann

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

NEW - Treehouse - Twilight

We strive to provide you with a unique getaway experience with an escape into nature on Whispering Pine's hundred acre farm...leaving the stress of everyday life behind while you can invest and reconnect with yourself and your loved one! We provide a full kitchen, hot tub, floor-to-ceiling fireplace, luxury bathroom, laundry room and firepit for your use. We are also close to wine country for an afternoon of shopping or dining. Enjoy the lovely setting of this romantic spot in nature.

Private 77 Acre Farm Hermann MO - Sleeps 8+

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. This 3 Bedroom - 2 Full Bath sleeps 7 comfortably, but feel free to bring air mattresses. We will accommodate up to 10 without additional charges. From the moment you step foot on the property you can feel the relaxation. Fully stocked kitchen & gas grill to cook up whatever your heart desires. Relax by the fire pit. It’s just the perfect weekend get-a-way from the city.

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.

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.

Hope’s Guesthouse

At 108 Schiller Street Hope’s Guesthouse offers the perfect blend of comfort and convenience, just steps away from restaurants, the train depot, trolley, wineries, boutique shops, coffee shops, museums, and more. This charming two-room house features two cozy queen beds, a fully equipped kitchen, and a spacious side yard—providing everything you need for a relaxing and memorable stay. Whether you're here to explore or unwind, Hope’s Guesthouse is your ideal home away from home.

Grapevine Guest Suite

Unlike a traditional B&B, the Grapevine Guest Suite is entirely yours to enjoy. Located at 4th and Schiller in Hermann's historic district, this 1897 cottage for two offers complete privacy-just steps away from restaurants, shops, museums, and more. The three-room property, decorated in a farmhouse style, provides a king bed, electric fireplace, Jacuzzi tub, kitchen, and private patio with a gas grill and fire pit. You'll find everything you need to make your visit complete.

The Black Magnolia

Lots of original charm & updated amenities come together in this renovated 1907 home located in Hermann’s downtown Historic District. Short walking distance to restaurants, shops, Amtrak Station, bars, coffee shops, distilleries, wineries, & local entertainment. This home features an open kitchen/eating area with plenty of essentials & Keurig bar A worry free stay includes off street parking, secure bike storage on request, prime trolley trail pickup/drop off!

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!