Vacation rentals with a fireplace in Hermann

A covered outdoor seating area features a light wooden ceiling with decorative string lights. A sectional sofa surrounds a low coffee table, creating a relaxed environment. Two large windows allow natural light to enter, and a simple wood sign adorns the wall.

4.98 out of 5 average rating, 53 reviews

Magnolia Inn

Adorable 3 bedroom 2 bath house with a modern farmhouse vibe. There are 2 king beds and a queen bed in 3 bedrooms. The queen bedroom has an en suite full bathroom, one of the king bedrooms has an en suite half bath, and there is another full bath in the hall. Amazing outdoor space with a stylish covered patio. Huge open main living area perfect for hanging out when you're not busy winery hopping. Queen sleeper sofa in the living room to accommodate extra guests. Walking distance to Stonehill Winery or have the popular Hermann Trolley pick you up right from the house! The base price is for up to 6 people (2 people per room). For more than 6 people, there is a $25 per person, per night extra guest fee. Roku TV for you to login to your favorite streaming service (no cable).

4.92 out of 5 average rating, 251 reviews

A private hot tub with a fitted cover is situated on a concrete patio, surrounded by a wooden fence for added privacy. A floral-patterned chair is nearby, complementing the outdoor setting.

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.

5 out of 5 average rating, 20 reviews

A modern farmhouse design is presented, featuring a spacious deck with black chairs overlooking landscaped gardens. Large windows allow natural light, while vibrant autumn foliage adds color to the scene. The home's two-story structure is complemented by a well-maintained exterior.

Vacation home in Hermann

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.

5 out of 5 average rating, 11 reviews

A luxury bathroom offers a freestanding soaking tub and a modern vanity with a wide sink, ample storage, and stylish fixtures. Natural light illuminates the space, highlighting the combination of wood and neutral tones on the walls, creating an inviting atmosphere.

Treehouse in Jonesburg

NEW Treehouse - Sunrise

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. Books and indoor/outdoor games are a must for staying in. We are also close to wine country for an afternoon of shopping or dining.

4.96 out of 5 average rating, 48 reviews

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.

A covered front patio features white wicker furniture with soft green cushions, inviting relaxation. A decorative area rug lies under a central coffee table, and surrounding brick walls provide a cozy backdrop. Natural light brightens the space, creating a welcoming environment.

4.94 out of 5 average rating, 31 reviews

215 Market Street, Hermann, MO 65041, Whole House Rental

Grape Expectations is in the Heart of historic Downtown Hermann. One block away from all the night life. Our 5 bedroom house,2 bathroom can accommodate 12 guest. Hermann Trolley will pick you up right outside the door, and take you to wineries or whatever you have planned for the day in town. Two miles from the Katy Trail if you are checking out the beautiful trails we have, or just coming into town to get away and checking out our hometown shops all just right around the corner.

4.97 out of 5 average rating, 246 reviews

The historic Concert Hall building features a striking brick facade with large windows. The name 'CONCERT HALL' is prominently displayed above the entrance. Neon lights illuminate the lower part of the structure, while two parked trucks are visible in the foreground.

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, 21 reviews

An outdoor hot tub is positioned on a wooden deck, surrounded by a privacy fence. The view showcases the expansive landscape and cloudy sky, with hues suggesting the approach of sunset. Two chairs sit nearby, providing a space to relax and enjoy the scenic surroundings.

Treehouse in Hermann

NEW! 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.

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, 89 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.

Superhost

A dining area features a large window overlooking a serene lake. Natural light illuminates the space, highlighting the modern chairs. Outside, a deck with seating is visible, framed by lush greenery and the shimmering water.

Cabin in Hermann

4.9 out of 5 average rating, 42 reviews

New Construction-Hermann-Lakeside Cabins (Cabin 2)

Escape lakeside 11 miles south of historic Hermann, MO. This property is a 200-acre ranch with 4 newly constructed modern cabins nestled on a 7-acre lake with kayaks and fire pits available for guests. The cabins sleep 3-5 guests with 2 rooms and 3 beds. Bring a friend group, family, group of families, couples, wedding party, or business employees for a serene getaway! Owned by a Christian non-profit. This listing is for 1 cabin, to book all 4 search for 16 guests, or visit

A cozy bed is adorned with multiple plush pillows, including one featuring the lettering 'Mr. & Mrs.' The soft, patterned bedding complements the rustic wooden wall, while gentle lighting creates a serene environment.

4.93 out of 5 average rating, 148 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