Holiday rentals in Rhineland

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Top-rated holiday rentals in Rhineland

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Top guest favourite
Bungalow in Hermann
5 out of 5 average rating, 5 reviews

First Street Queen Suite

Enjoy easy access to everything from this centrally located home in the heart of historic downtown Hermann. First Street Guest Suites welcomes guests with a charming mix of vintage & modern furnishings, designed to enhance a memorable getaway experience. The queen suite is located within walking distance to all of the downtown restaurants, bars, and shops, as well as Hermannhof Winery and Tin Mill Brewery. The suite is just steps away from the trolley stop & 2 blocks from the train station.

Guest favourite
A spacious wooden porch is featured, with several Adirondack chairs arranged comfortably. Natural wood elements and autumn leaves create a calm setting. Full-length windows offer glimpses of the surroundings, while the latticework adds texture and visual interest to the porch design.
Home in Bonnots Mill
4.96 out of 5 average rating, 314 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Guest favourite
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, 276 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 favourite
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
5 out of 5 average rating, 80 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 favourite
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, 235 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.

Guest favourite
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
4.94 out of 5 average rating, 139 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 favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 204 reviews

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54

Guest favourite
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, 32 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.

Guest favourite
The living room features exposed wooden beams and a large stone fireplace. Two dark leather sofas face each other over a plush rug, with a wooden coffee table positioned centrally. Natural light filters in through large windows, enhancing the warm wood tones of the room.
Home in Hermann
4.98 out of 5 average rating, 103 reviews

First Creek Hideaway | Fire Pit | Wine Country

"Experience the tranquility of the countryside while being just a short drive from downtown Hermann and its numerous local wineries, restaurants, and shops. First Creek Hideaway invites you to spend the weekend, whether you're in town for a girls' trip, a friend's trip, a wedding, or a weekend getaway. The house was designed with your comfort and convenience in mind, allowing you to enjoy all that Hermann has to offer!"

Guest favourite
Guest suite in Hermann
4.9 out of 5 average rating, 115 reviews

Suite #2 - 1 Bed 1 Bath in Downtown Hermann

Location, location, location! The Suites on 3rd are right in the middle of the action of charming downtown Hermann. Walk everywhere you need to go. Taking the Amtrak into town? We are only a few blocks away. This listing is for Suite 2 and features 1 bedroom and 1 bath. Message me for info on how to book more than one suite. Check out my reviews! Easy contactless check-in & only one flight of steps to access.

Superhost
The entrance to Apartment B features a white door with a circular sign denoting the apartment number. Two black chairs with a small welcome mat are positioned on the wooden deck, beneath textured red brick walls. Soft light is provided by a wall-mounted fixture.
Flat in Hermann
4.82 out of 5 average rating, 384 reviews

"B" Our Guest on Market

Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. Apartment "B" is located on the second floor. Its a great space for a your trip to Hermann. Fully private apartment, king size bed. The space has potential to adjoin for larger parties. For larger groups check out our other listings... 5th & Market Get Away The Hide Away on Market

Top guest favourite
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
5 out of 5 average rating, 121 reviews

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.

Popular amenities for Rhineland holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Montgomery County
  5. Rhineland