Vacation rentals with a fireplace in Hermann

Secluded Farm Retreat Minutes to Hermann 77 Acres

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. Room and comfort for the whole family - 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. Don't miss the wildlife, total quiet and room to run. It’s just the perfect weekend get-a-way from the city. Stargazing is a MUST SEE!

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.

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.

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.

Refined Woodland Hideaway

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.

The Arch & Vine House | 4 King Beds on Fifth

Welcome to The Arch & Vine House | 4 King Beds on Fifth, a thoughtfully restored historic home in the heart of Hermann designed for gathering, comfort, and connection. This spacious home offers a rare combination of walkability, charm, and room to relax—making it the perfect setting for wine weekends, girls’ getaways, or couples traveling together. As we launch, we’re continuing to add a few final styling touches to enhance the experience for our guests.

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.