Holiday rentals with outdoor seating in Hermann

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Top-rated rentals with outdoor seating in Hermann

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite
A charming brick exterior is presented with a covered front porch, surrounded by lush greenery and vibrant landscaping. An American flag hangs prominently by the entrance, while the scenic surroundings feature a clear blue sky and ample sunlight.
Home in Hermann
4.92 out of 5 average rating, 178 reviews

French Hill- Amazing location with the best views!

The historic yet completely updated French Hill is located within a short walk to Downtown Hermann (including the Amtrak station), the newly opened Hermann Farm and less than 300 feet from Hermannhof Winery. With Missouri River views and 2,100 sf of living space, it is the ideal place for up to 8 guests to enjoy their stay. No other property in Hermann has this perfect combination of location, amenities and views. We take great pride in our property and it is impeccably clean and maintained.

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, 280 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 farmhouse exterior features a two-story structure with a rusted metal roof, flanked by large trees. A welcoming front porch is highlighted by a red railing and equipped with several chairs, offering a relaxing space to enjoy the surrounding green lawn and peaceful countryside.
Farm stay in Berger
5 out of 5 average rating, 203 reviews

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

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, 149 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
A spacious kitchen features a large farmhouse sink situated below a window framed by natural stone walls. Wooden countertops complement the dark cabinetry. A view of the outdoors is visible through the window, enhancing the kitchen's inviting space.
Home in Hermann
4.91 out of 5 average rating, 118 reviews

Labby's Homestead Farmhouse

Our early 1900s Rustic Farmhouse offers 3-Bedrooms and 2 full bathrooms and the ability to accommodate large groups with a total of 9 beds (1 King / 6 Queens / 2 Twins). Featuring a full-service kitchen with cookware and utensils, living room with 55-in smart TV already connected to our free, secure Wi-Fi, make-up area on the upper level, washer and dryer in the entryway area, front porch, and large private back patio covered for all-year-round entertaining.

Guest favourite
A charming two-story home is showcased with a gray exterior and maroon trim. The front porch is accessible by a set of stone steps, surrounded by a well-maintained lawn and garden. Partly cloudy skies and trees are visible in the background.
Home in Hermann
4.93 out of 5 average rating, 148 reviews

Adorable house! Walking distance from downtown.

Formerly known as the Hoff Haus, this is a beautifully renovated 3 bedroom, 2 bathroom home built in 1910. Located on a quiet street right outside of downtown Hermann, this is a two-story home. Walk to shops and restaurants or, for a fee, have the Trolley (Hermann Trolley Company) pick you up out front of the house. Sleeps up to 8 guests. Please note that some guests have described the steps of our staircase as steep.

Top guest favourite
Home in Hermann
4.98 out of 5 average rating, 110 reviews

First Creek Hideaway | Fire Pit | Wine Country

Enjoy the peace and quiet of the country while being just a short drive from downtown Hermann and its many local wineries, restaurants, and shops. First Creek Hideaway is calling your name to spend the weekend if you're in town for a girl's trip, friend's trip, wedding, or just a weekend getaway. The house was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

Guest favourite
The kitchen showcases a sleek design with white cabinetry and modern appliances. A farmhouse sink is positioned beneath two large windows, enhancing natural light. Decorative elements include a banner reading 'COFFEE' and woven wall baskets, creating a functional and inviting cooking space.
Home in Hermann
4.91 out of 5 average rating, 267 reviews

The Schneider House #1 Downtown

Freshly renovated, urban farmhouse vibe conveniently located bungalow style home. Enjoy all of the modern farmhouse finishes of this 3 bedroom 2 bathroom home. Right next to the outdoor amphitheater. Located in the heart of Hermann with dinning, shopping and entertainment all less than 2 blocks away! Only four blocks from the Amtrak station, wineries, breweries and so many more attractions.

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
4.83 out of 5 average rating, 395 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
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, 152 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.

Top guest favourite
A charming cottage features a white exterior with green accents and a sloped roof. Flower boxes adorn the windows, and two decorative black sculptures stand on either side of the entrance. Lush trees frame the property, enhancing the inviting streetscape.
Cottage in Hermann
5 out of 5 average rating, 106 reviews

2- Bedroom Whole House Rental- Downtown Location

Located at 106 Schiller Street, The Vine Suites is just steps away from restaurants, the train depot, trolley, wineries, shops, museums, and more. The four-room property is a modern-day cottage with 2 king beds, full kitchen, private gazebo, and off street parking. You’ll find everything you need to make your visit complete.

Top guest favourite
A cozy living area is presented, featuring a light wooden floor and soft grey walls. A bookshelf filled with books stands against one wall, while a television and entertainment unit are positioned nearby. A warm lamp casts a gentle glow, complemented by a red armchair and a coffee table.
Home in Hermann
4.94 out of 5 average rating, 122 reviews

Hilltop Getaway

Cozy, modern-decor home nestled in the Hermann Hills. Located on the Trolley route and close to downtown and all of its attractions, such as wineries, bars, restaurants, and antique shops. Have the entire home to yourselves so you and your significant other and/or friends can enjoy a relaxing trip with plenty of privacy.

Popular amenities for outdoor seating rentals in Hermann

When is the best time to visit Hermann?

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Quick stats about holiday rentals with outdoor seating in Hermann

  • Total holiday rentals

    Explore 90 holiday rentals in Hermann

  • Nightly prices starting at

    Hermann holiday rentals start at $115 SGD per night before taxes and fees

  • Verified guest reviews

    Over 8,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    80 of Hermann holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hermann rentals

  • 4.9 Average rating

    Hermann stays are highly rated by guests – averaging 4.9 out of 5!