Vacation rentals with a fireplace in Hermann

4.91 out of 5 average rating, 267 reviews

A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.

Cottage in Gasconade

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.

4.96 out of 5 average rating, 57 reviews

Two rustic buildings are visible against a twilight sky, surrounded by open fields. One structure features a large, red barn with weathered siding, while the other is a gray silo. A patio lighting adds subtle illumination, enhancing the serene country setting.

Farm stay in Hermann

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.

4.96 out of 5 average rating, 265 reviews

A dining area features a wooden table surrounded by dark chairs, with a vibrant red floral centerpiece. Above, a chandelier made from red glass adds a warm glow. A painting of a woman with an umbrella enhances the wall, complemented by a glimpse of a bathroom in the background.

Loft in Hermann

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.

5 out of 5 average rating, 69 reviews

The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.

Treehouse in Hermann

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.

The exterior of the brick guesthouse is highlighted, featuring large windows with black shutters. A paved walkway leads to the entrance, flanked by well-placed greenery and a small seating area. A trellis adds character, complementing the charming neighborhood setting.

5 out of 5 average rating, 8 reviews

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.

A charming cottage features light blue siding with white trim and decorative accents. Flower boxes beneath the windows hold vibrant blooms. A welcoming entrance is highlighted by a glass door and an inviting sign. Nearby greenery adds to the pleasant streetscape.

4.97 out of 5 average rating, 92 reviews

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.

4.93 out of 5 average rating, 88 reviews

A spacious bedroom features a wooden bed with a checkered blanket and complementary pillows. Large windows allow natural light to fill the room, revealing a wooded view. A sitting area is present with a small table and stools, while a stone fireplace adds warmth.

Treehouse in Jonesburg

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.

An open kitchen features a wooden island with seating for four, adorned with decorative cushions. Pendant lights hang above the island, while modern appliances and a stylish backsplash complement the space. Natural light enters through a window beside the sink area.

5 out of 5 average rating, 6 reviews

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!

The open living area features a spacious blue sofa facing a small lamp, with a wooden table beside it. Rustic wooden walls add warmth to the space. A cozy king bed is visible in the background, framed by soft drapery, enhancing the studio's inviting atmosphere.

4.93 out of 5 average rating, 152 reviews

The Shed-Private Guest Studio/Hermann MO

Cozy, Rustic, Romantic... a Touch of Vintage...perfect for a romantic stay or special occasion! This private guest studio will welcome you with warmth & immediately send you to a state of tranquility! Soft lighting, electric heated fireplace, spa shower, a king size bed that will wrap you in delight! **Due to demand, 2 night minimum unless otherwise stated Rent the Shanty&The Shed together! *Based on availability *Property/Accessibility Features below

4.97 out of 5 average rating, 30 reviews

A modern kitchen is displayed with a curved design, featuring dark countertops and light cabinetry. Stainless steel appliances include a convection oven and refrigerator. Natural light enters through a large window, highlighting the sleek finishes and minimalist decor, including open shelving with dishware.

Barn in Rhineland

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.

5 out of 5 average rating, 115 reviews

The exterior of a historic stone barn features rugged stone walls and a large wooden door framed by greenery. Windows with dark trim allow natural light, and seasonal flowers in pots add a touch of color to the entrance area.

Barn in Hermann

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.