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Vacation rentals with outdoor seating in Hermann

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Top-rated outdoor seating rentals in Hermann

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

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The historic stone cottage with red roofing is framed by a white picket fence. A covered porch with seating is visible, with greenery climbing the structure. The clear blue sky provides a vibrant backdrop, highlighting the charming architectural features of the home.

Home in Hermann

4.81 out of 5 average rating, 213 reviews

The DeFlorin Stone Cottage Inn, So Many Amenities!

Have a Historic Downtown Stay Overlooking Hermann at the 1880 DeFlorin Stone Cottage Inn. This is a Rental ONLY to your Group (1 night weekday stays allowed). Two Additional DeFlorin Homes are also right next door (Allowing Groups of 24 Guests). Each Guest pays $25 Shuttle Service to the Hermann Wineries. The pet fee is $50 per pet nightly. FREE continental breakfast at Hermann Crown Suites, and FREE drink tickets at the Renowned Hermann 1837 Bar. Access to Our EV Charging Stations as well!

Home in Hermann

4.92 out of 5 average rating, 167 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.

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

4.97 out of 5 average rating, 238 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.

Home in Hermann

5 out of 5 average rating, 150 reviews

Studio 1892 Guesthouse-New! Downtown Location!

A totally renovated photography studio, circa 1892! Enjoy the cozy warmth and simplicity characterized by a modern farmhouse style and décor, original pine floors and exposed brick walls. Step out your door into the downtown Historic District and within minutes of walking distance to Amtrak, restaurants, wineries, distilleries, shopping and the trolley service. Our guesthouse was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

A private deck is featured in the image, with a wooden railing and modern metal accents. Two red seating chairs and a dark wicker table are positioned on the surface. The entrance door, adorned with a seasonal wreath, stands prominently against a blue-gray exterior wall.

Guesthouse in Hermann

5 out of 5 average rating, 101 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.

Home in Hermann

4.93 out of 5 average rating, 146 reviews

The Love Shed!-Hermann Barn-dominium for 2!

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

An outdoor deck area features a round table surrounded by four chairs. A gas grill is positioned nearby, with a scenic view of surrounding greenery visible through large windows. Sunlight brightens the space, highlighting the composite wood decking.

Home in Innsbrook

4.99 out of 5 average rating, 107 reviews

Innsbrook Luxe Escape

Welcome to Innsbrook Luxe Escape, where luxury meets nature! This 4,200 sq. ft. custom home boasts 5 spacious bedrooms, 5.5 baths, and endless entertainment: a hot tub, pool table, fire pit, and more. Perfect for multi-generational families or groups of friends, it’s nestled inside Innsbrook Resort with access to pools, lakes, kayaking, paddleboarding, a fitness center, pickleball courts, and the golf course. Reserve your dream getaway today!

The front of the home is framed by two large planters filled with yellow flowers. A welcoming porch with white railings extends across the facade, providing access to the entrance door, which is flanked by two large windows. Mature trees provide dappled sunlight.

Home in Hermann

4.99 out of 5 average rating, 70 reviews

Crimson Cactus Guesthouse

Located in a peaceful neighborhood, this quaint home is perfect for a relaxing weekend getaway in the heart of wine country. It can accommodate up to four people. The sleeping arrangements are one queen-sized bed, and two twin-sized beds. One of the twins is floor level, as it is part of a trundle bed. Please note: You must list how many guests will be staying so house can be arranged to meet your needs and correct pricing can be reflected.

Two outdoor chairs are positioned beside a small table, offering a view of a serene lake framed by bare trees. The calming waters reflect the surrounding landscape, creating a peaceful setting for relaxation.

Cabin in Warrenton

4.94 out of 5 average rating, 192 reviews

Cottage on the lake-No kids 25 and up

3 miles from hwy 70, close to many wineries- Cedar Lakes, Hermann (multiple), and Augusta (The Holy Grail). Designated driver provided for extra charge. On most nights you can see the Stars, lots of fresh air, peaceful setting, fishing, and can setup a fire pit to cook s'mores or just hang out. Sorry no swimming is allowed. Firelace inside is only for looks. no walk abouts on the property, there is a park nearby for that, thanks!

The exterior features a welcoming entrance with a decorative front door and sidelights. A small porch with white railing offers a spot to relax. Green shutters frame the large windows, providing natural light to the interior. A low-maintenance garden adds a touch of greenery.

Apartment in Hermann

4.82 out of 5 average rating, 111 reviews

Suite Simplicity~E

Located just on the edge of town this two bedroom one bath apartment is equipped with a full kitchen and living area. Private off street parking, quiet location with a front and back patio. Our name says it all, simple yet sweet. All the basics for your perfect getaway. Our family owned guest houses are my pride and joy! I strive to give you a comfortable and CLEAN place for your stay! I hope you enjoy our place!

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

4.9 out of 5 average rating, 231 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.

An outdoor pathway leads to a set of prominent metal stairs, providing access to the upper-level apartments. Lush greenery and decorative lighting line the path, while a large tree offers shade nearby, contributing to the inviting atmosphere of the property.

Apartment in Hermann

4.82 out of 5 average rating, 362 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

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Popular amenities for Hermann outdoor seating rentals

Free parking on premises

Air conditioning

House rentals with outdoor seating

A dining table with striped chairs is displayed on a deck, featuring two glasses of orange juice and a plate of food. The front entrance of the cottage is visible, showcasing a blue door and adjacent seating area, surrounded by lush greenery.

Home in Hermann

4.82 out of 5 average rating, 114 reviews

Hillside Cottage - Whole house in downtown Hermann

A charming two-story house is showcased with a covered front porch and vibrant greenery surrounding the property. A garden area features well-maintained grass and a small tree, while a wooden gazebo is visible in the background, contributing to the inviting outdoor space.

Home in Hermann

4.88 out of 5 average rating, 26 reviews

Britton Haus on 6th! 5 beds, 2 baths Downtown

A single-story brick house is positioned on a gently sloping lawn, with a concrete pathway leading to the entrance. The porch features a set of chairs for seating, surrounded by landscaped greenery and trees, creating a serene outdoor space.

4.98 out of 5 average rating, 54 reviews

New Listing *** Beautiful 3 Bedroom Home

The kitchen features a modern design with stainless steel appliances, including a refrigerator, oven, and dishwasher. Natural wood accents complement white cabinetry. A window above the sink allows for natural light, while the rustic decor adds warmth to the functional space.

Home in Hermann

4.96 out of 5 average rating, 119 reviews

The Farmhouse Inn: 3 bed, 3.5 whole house rental

A panoramic view is presented, showcasing a mix of residential and commercial buildings amid expanding green spaces. A cloudy sky fills the background, while a road leads into the distance, bordered by parked vehicles and local establishments.

Home in Hermann

4.71 out of 5 average rating, 77 reviews

Market Street View

A covered deck area features a seating arrangement, including a sofa and a coffee table adorned with a plant. Scenic views of rolling greenery and trees are visible beyond the railing, under a clear blue sky with scattered clouds.

Home in Hermann

4.99 out of 5 average rating, 119 reviews

Countryside Guest Haus!

Home in Marthasville

4.96 out of 5 average rating, 117 reviews

Katy Haus: Hot tub, Wineries, Fenced yard, Dog-fri

A two-story house is presented with a light grey exterior and symmetrical windows. A welcoming porch with black railings is visible at the front entrance, leading to a concrete walkway that extends to a gravel driveway. Lush greenery borders the property.

Home in Hermann

4.82 out of 5 average rating, 17 reviews

Good Ale Haus

Apartment rentals with outdoor seating

The kitchen area features modern appliances, including a stove and refrigerator. A wooden countertop provides space for dining, accompanied by three stools. Above, wine glasses hang, adding a functional and decorative touch. The adjoining living space includes a sofa and two chairs, with natural light enhancing the ambiance.

Apartment in Hermann

4.62 out of 5 average rating, 134 reviews

Wine Alley West Suite

A sunlit exterior view of a single-story duplex showcases a well-maintained facade with light beige siding. Green shrubs and flowers enhance the entrance, complemented by a small porch with a rail. A gravel driveway provides ample parking space in front of the property.

Apartment in Hermann

4.85 out of 5 average rating, 175 reviews

Suite Simplicity~C

A modern living area features a light grey sectional sofa adorned with cushions, complemented by a round wooden coffee table. The adjoining kitchen showcases sleek appliances, while a laundry area is visible on the opposite side. Natural light filters through a window, enhancing the warm ambiance.

Apartment in Hermann

5 out of 5 average rating, 4 reviews

The Mercantile on the Katy Trail - The Katy Suite

A row of charming duplex units is set along a gravel path. Each unit features a spacious covered porch with white railings, framed by neatly trimmed bushes and green landscaping. The bright blue sky with scattered clouds enhances the welcoming appearance of the exterior.

Apartment in Hermann

4.98 out of 5 average rating, 49 reviews

Suite Simplicity~D

The living room features exposed brick walls and a hardwood floor. A comfortable sofa with decorative pillows and a lounge chair are positioned around a low coffee table, complemented by a light source from a floor lamp. Natural light enters through a window, enhancing the space.

Apartment in Hermann

4.96 out of 5 average rating, 45 reviews

the Drayton - Guest Suite “C”

The kitchen features white cabinetry with a wooden countertop and bar stools. Stainless steel appliances include a refrigerator, stove, and microwave, complemented by a double sink. Hanging glassware adds a functional decorative touch, while a wall sign contributes to the kitchen's character.

Apartment in Hermann

4.72 out of 5 average rating, 105 reviews

Wine Alley East Suite

Condo rentals with outdoor seating

Condo in Innsbrook

5 out of 5 average rating, 10 reviews

Gorgeous Remodeled Waterfront Condo on Aspen Lake!

Condo in Innsbrook

5 out of 5 average rating, 6 reviews

Lakefront Studio Condo

A view from the balcony captures the serene landscape of colorful autumn trees lining the edge of Lake Aspen. The water reflects the blue sky, adding to the peaceful ambiance of the surroundings.

Condo in Innsbrook

4.86 out of 5 average rating, 36 reviews

Bright Studio Condo on the Water

Two children are seen walking hand-in-hand on a swim platform located in a calm, wooded cove. The platform is surrounded by still water, reflecting the lush greenery of trees that line the bank. A ladder leads from the platform into the water.

Condo in Innsbrook

4.95 out of 5 average rating, 64 reviews

Lake Aspen Condo, Beach, Cove, Kayak, Fishing,SUP!

Quick stats about vacation rentals with outdoor seating in Hermann

Total rentals
100 properties
Nightly prices starting at
€ 57 before taxes and fees
Total number of reviews
7.4K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

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