Holiday 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.

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.

NEW - Treehouse - Skyline Sanctuary

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.

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.

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.

Olive Hutch Upstairs Apartment

Enjoy a stylish experience at this centrally-located upstairs suite. Private entrance from street and off street free parking available. This suite is brand new but located in a historic building. 2 Bedrooms both home to king size beds, with a Murphy bed queen sleeper in the living room. Full kitchen and large bathroom with laundry room in suite. Steps away on the same street as trolley stop, live music, piano bar, great restaurants, shopping, and more!

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.

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 with private bathrooms, a fully equipped kitchen, and a spacious side yard—providing everything you need for a relaxing and memorable stay.

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!

The Barn at Schon Stein Farm & Vineyard

Nestled in the hills & bluffs above Hermann, the Stone Barn at Schon Stein Farm & Vineyards takes you back in time in this historic wine press barn that has been carefully restored and decorated with primitive period antiques...situated on 20 acres in the bluffs with beautiful views! The town of Hermann is minutes away down the hill, and trolley pick up is available.