
Holiday rentals with outdoor seating in Hermann
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Hermann
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

The Schiller House Bed & Beverage | Garden Cottage
Welcome to The Schiller House, a Bed & Beverage! Originally a stable for the Main House (our other listing), the Garden Cottage was built new in 2007 and has since been stylishly designed as a relaxing, private retreat in the BEST location in Hermann's historic district. • 500 sq ft private suite with King bed, seating area and kitchenette • happy hour drinks upon arrival • outdoor spaces: a covered patio with bistro table & chairs, as well as a spacious yard and patio with chiminea for fires • amazing location a short walk to shops, restaurants, bars, coffee shops, museums, a winery, brewery, distilleries and the Amtrak Station • Hermann Trolley picks up in front of the house for winery touring

Suite on Schiller -2 BR suite 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 5 and features 2 beds, 1 bath, and a private courtyard. Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Roku TV for you to login to your favorite streaming service (no cable) Contactless check-in!

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.

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.

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!

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.

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.

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.

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!"

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.

"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

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 Hermann outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Crown’s DeFlorin Stone Cottage Downtown/Breakfast

Adorable house! Walking distance from downtown.

The Studio

Countryside Guest Haus!

Crimson Cactus Guesthouse

Hope’s Guesthouse

French Hill- Amazing location with the best views!

Couples~Groups, Whole House, and Trolley Pickup
Apartment rentals with outdoor seating

Library at Schiller Suites

Wine Alley West Suite

Suite Simplicity~C

The Mercantile on the Katy Trail - The Katy Suite

the Drayton - Guest Suite “C”

Nature's Nook ~ Zia, Hermann

Alsace Suite at Schiller Suites

Suite Simplicity~E
Other holiday rentals with outdoor seating

Jefferson Street Hideaway

Boutique Guest house in Hermann

NEW! VillaBella Luxury Farmhouse

Brick Cellar Estate, Sleeps 14 with view of river!

Treehouse on the Katy Trail (Dogwood)

Boar Creek Guest House-sleeps 15

Gray Stone Guest House- Whole House Rental

"Wine Cork Escape"-Centrally located in Hermann!
When is the best time to visit Hermann?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $313 AUD | $319 AUD | $379 AUD | $362 AUD | $367 AUD | $361 AUD | $345 AUD | $359 AUD | $361 AUD | $401 AUD | $344 AUD | $303 AUD |
| Avg. temp | -1°C | 2°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°C |
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 $138 AUD per night before taxes and fees

Verified guest reviews
Over 8,170 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
90 of Hermann holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Hermann rentals

4.9 Average rating
Hermann stays are highly rated by guests—averaging 4.9 out of 5!
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