Holiday rentals in Hermann

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Top-rated holiday rentals in Hermann

Guests agree: these stays are highly rated for location, cleanliness and more.

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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 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
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
4.96 out of 5 average rating, 268 reviews

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.

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, 234 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 dining area features a light wood table set for two, with red plates and glasses. The kitchen area is located in the background, showcasing white cabinets and a dark countertop. A soft, neutral wall color enhances the spaciousness of the room.
Guest suite in Hermann
4.92 out of 5 average rating, 156 reviews

Suite #1 - 1 Bed 1 Bath in the middle of Downtown

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 1 and features 1 bedroom and 1 bath. Roku TV for you to login to your favorite streaming service (no cable) Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Easy contactless check-in!

Top guest favourite
A cozy sleeping area features a spacious bed with a light-colored quilt, accented by a soft turquoise headboard. Two bedside lamps provide ambient lighting, while a decorative tray sits on the bed. Warm wooden accents complement the neutral color palette.
Guest house in Hermann
5 out of 5 average rating, 137 reviews

Das Hundehaus-Downtown Location-Off Street Parking

Das Hundehaus is centrally located in Hermann's downtown historic district on East 2nd Street. The cottage is conveniently located just steps away from restaurants, shops, museums, and more. The cozy cottage offers an open concept floor plan featuring a full kitchen, king bed, sitting area, private bathroom with large shower and off street parking. Start your mornings with a cup of coffee on the private deck and end your evening relaxing with a glass of wine.

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!"

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.

Top guest favourite
A charming one-story house is seen with a stone and siding exterior. A well-maintained pathway leads to the front door, flanked by manicured bushes. Two windows provide natural light to the living space, while a small porch area offers a seating option.
Home in Hermann
4.95 out of 5 average rating, 144 reviews

A Romantic Getaway for two in Historic Hermann, MO

Park View Guest Haus is a private "Whole House Rental ". This rental is a relaxing retreat overlooking the Hermann City Park and is within walking distance to Stone Hill Winery, Vintage Restaurant, and a short walk to the Downtown Area. A perfect " Romantic Getaway" for two. No need to interact with other guest, for you will have the whole house to yourself.

Guest favourite
A spacious bed is adorned with two decorative pillows and a folded throw blanket. A textured comforter covers the bed, creating a cozy atmosphere. Soft light filters in, enhancing the tranquil setting.
Guest house in Hermann
4.97 out of 5 average rating, 261 reviews

The Dogwood Inn Hermann

We are a two bedroom,( 1 King, 1 Queen) one bath guesthouse that rents to one or two couples (if they know each other) at a time. A luxury spa like atmosphere with all the comforts you'd expect. We are located in the historic district of Hermann, MO and are within walking distance of the train station, trolleys, many attractions, food, wineries, and shopping.

Guest favourite
A spacious living area features a sectional sofa with neutral upholstery, arranged around a wooden coffee table. An accent wall with a fireplace serves as a focal point. Large windows invite natural light, with stylish light fixtures hanging from the ceiling.
Home in Hermann
4.93 out of 5 average rating, 153 reviews

Schneider House #2 Perfectly Located Downtown

Freshly renovated, urban farmhouse vibe home. Conveniently located in downtown Hermann. Enjoy all the modern farmhouse style finishes of this 3 bedroom 2 bath home. Located on east 2nd street in the heart of Hermann. With dinning, shopping, wineries, and distilleries all less than one block away. An easy walk to the Amtrak station only two blocks away!

Popular amenities for Hermann holiday rentals

Quick stats about holiday rentals in Hermann

  • Total rentals

    170 properties

  • Nightly prices starting at

    £67 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  1. Airbnb
  2. United States
  3. Missouri
  4. Gasconade County
  5. Hermann