Vacation rentals in Rhineland

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Top-rated vacation rentals in Rhineland

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Guest favorite
An open-concept living space features a well-equipped kitchen with stainless steel appliances and wooden cabinetry. A large dining table is positioned nearby, complemented by a comfortable seating area with a sofa and armchair. Rustic beams enhance the airy atmosphere of the room.
Guesthouse in Hermann
4.94 out of 5 average rating, 139 reviews

The Downtown Hermann Hen House Food/Bar/Music/Fun

Free Buffet Breakfast/Free Drink Tickets/Live Music Nightly through Oct./Personalized $20 Per Person Shuttle (Trolley is $30)1837 Bar/Restaurant. Put All Your Eggs in the Hen House’s Basket. Right by Restaurants/Shopping/Bars. 2 Bedrooms, 2 Private Bathrooms, & 2 Queen Pullout Sleepers in Living Room. Room for 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Hermann Crown Suites next door. Call Hermann Crown to Reserve Spot on Shuttle Now.

Guest favorite
The spacious loft features two plush queen-size beds adorned with floral-patterned bedding. Soft lighting from two bedside lamps illuminates the room, while elegant green curtains frame a window. A vintage-inspired table and a clothing rack are visible, adding to the room's functionality.
Loft in Hermann
5.0 out of 5 average rating, 11 reviews

The Mercantile on the Katy Trail: McKittrick Suite

Welcome to The McKittrick Suite – A Historic Loft Experience! Step back in time and immerse yourself in our charming one-of-a-kind loft suite, nestled within the walls of the iconic 1897 Mercantile in the heart of McKittrick. This space, once a vibrant Mercantile Hall that hosted grand balls and survived Prohibition, now offers a luxe, unforgettable stay that blends history with modern comfort. The open layout includes a cozy sitting area, a well-appointed kitchen, and 2 plush queen-size beds.

Guest favorite
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
4.91 out of 5 average rating, 309 reviews

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.

Top guest favorite
A spacious, single-story country home is set against a clear blue sky. The residence features a modern metal roof, large windows, and is surrounded by lush green landscaping. A manicured lawn extends in front, offering a serene view of the natural surroundings.
Home in Hermann
5.0 out of 5 average rating, 56 reviews

Modern Farmhouse with Bunk Room and Glam Room

Juniper Farms is a newly renovated, spacious and unique country home. The Bunk room has 4 full-size beds and a full bath. There are two other bedrooms and 2 more full baths. The Glam Room is convenient for weddings and girls' weekends to wine country! Located 2.5 miles from Hermann. Hermann Trolley will service. Enjoy fully equipped kitchen and game area with ping pong table. Patio and fire pit with outdoor games. Landscaping in progress- please excuse! Tesla charging available at the house.

Guest favorite
A bright kitchen area features white cabinetry and stainless-steel appliances. Natural light is provided through large windows. A round dining table with white chairs is situated in the center. The open layout connects to a cozy living space visible in the background.
Apartment in Hermann
4.94 out of 5 average rating, 109 reviews

1 Bed 1 Bath suite in Downtown Hermann

1 bed 1 bath suite centrally located in charming downtown Hermann. It is fully furnished with everything you should need. No matter what you're in the mood for: Shopping, dining, coffee, cocktails, it's all right around the corner. The Hermann Trolley is a great way to get around town and we just happen to be on the trolley route! Roku TV for you to login to your favorite streaming service (no cable). Additional 3 bedroom suite available downstairs should you have extra guests.

Top guest favorite
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
4.99 out of 5 average rating, 171 reviews

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.

Top guest favorite
The living area features a spacious gray sofa paired with a brown recliner. A coffee table sits in the center, surrounded by a colorful area rug. Two blue lamps provide lighting, and a television is positioned on a turquoise console. Natural light enters through the window beside the door.
Guest suite in Rhineland
4.97 out of 5 average rating, 259 reviews

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

Top guest favorite
A modern kitchen and dining area is displayed, featuring a long wooden table paired with a bench. The kitchen showcases sleek cabinetry, a stove, and stainless steel appliances. Natural light fills the space through multiple windows, enhancing the open and inviting layout.
Home in Hermann
4.95 out of 5 average rating, 150 reviews

Entire 3BR/2BA house w/spacious backyard fire pit

Enjoy this entire **Newly Remodeled**-3 bed/2 bath house. Just minutes away from everything that Hermann has to offer. The outdoor patio is spacious enough for BBQs or outdoor activities. Conveniently located across the street from a grocery store, in case you want to cook in the beautiful kitchen or walk across the street to the delicious Mexican restaurant. Can be picked up by The Hermann Trolley in the Village Market parking lot. This home features a keyless entry.

Top guest favorite
An expansive wooden dining table is centrally positioned in the stone-walled cellar, accented by rustic black chairs. The arched ceiling features exposed bricks and subtle lighting, creating a warm environment. A simple runner is laid across the table, enhancing the inviting setting.
Guesthouse in Hermann
5.0 out of 5 average rating, 63 reviews

1860 Presshaus

Built in the 1860's, this unique two bedroom, two and a half bath home is equipped with a full kitchen, an upper/ lower patio with firepit, and access to your own private wine cellar. We are located in beautiful Hermann, Missouri just minutes to local distilleries and wineries. Enjoy country living at its best! Travel 1/2 mile down a well-maintained gravel road and enjoy one of the most unique places in Hermann, Missouri. You won't be disappointed!!

Guest favorite
A bright bedroom features a spacious bed with a light-colored duvet, complemented by decorative pillows. Natural light filters through large windows with wooden trim. A bedside chest adds storage, while a comfortable chair provides a cozy seating area in the corner.
Home in Hermann
4.89 out of 5 average rating, 105 reviews

Johann's on Schiller - 4 Bed / 2 Bath

Charming 4 bedroom/2 bathroom property in the heart of downtown Hermann. There is ample space to rest, relax, and unwind. Johann's features a full kitchenette with a refrigerator, stove/oven, microwave, coffee bar, and a kitchen table which seats 8 people. There is a 42" flat screen smart TV, a BluRay / DVD player (with movies), games and plenty of extras to enjoy during your stay. The suite is professionally cleaned prior to every booking.

Top guest favorite
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
4.97 out of 5 average rating, 39 reviews

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.

Top guest favorite
The exterior of a single-story brick house is featured, showcasing a covered porch and symmetrical windows at the front. A well-maintained lawn surrounds the home, complemented by neatly trimmed shrubs along the pathway leading to the entrance.
Home in Hermann
4.97 out of 5 average rating, 70 reviews

Sage Guesthouse

Take it easy at this unique and tranquil getaway. Enjoy the peace and quiet of the country after a bustling day touring, tasting, shopping, and exploring Hermann. The deck will provide a great view of the rolling hills and a working angus/hereford century old cattle farm. The late evenings will provide a star filled sky for the eyes to gaze for their favorite constellation!

Popular amenities for Rhineland vacation rentals