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Vacation rentals in Hermann

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Top-rated vacation rentals in Hermann

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

The Crimson Cactus ❤️🌵Guesthouse
Entire residential home · 4 guests · 2 beds · 1 bath
The Crimson Cactus ❤️🌵GuesthouseLocated in a peaceful neighborhood, this quaint home is perfect for a relaxing weekend getaway in the heart of wine country. Although there are several modern updates, you’ll see many original details here from years past. Bright and cheerful decor throughout, you can’t help but have a good time here!
Hermann Crown's Flower Suite, Right Downtown!
SUPERHOST
Hotel room · 2 guests · 1 bed · 1 private bath
Hermann Crown's Flower Suite, Right Downtown!It’s a Floral Delight in Our Flower Suite. A 2nd Floor Suite Filled with Flowers! Complete with Prints, Framings, and Collectibles Celebrating Our Favorite Flowers. Enjoy a King Bed, Electric Fireplace, Microwave, Mini Fridge, WiFi, & Cable Television. $20 Shuttle Service to the Wineries. $35 per pet nightly fee. Free Hermann1837 Cellar Bar Drink Tickets as well. Live Bands onsite on Weekends and 7 Nights a Week May-October. Free Continental Breakfast.
New! Completely Remodeled! Christmann House Suite
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath
New! Completely Remodeled! Christmann House SuiteThe Christmann  House Suite provides a modern retreat.  An inviting room on ground level, the Suite, recently remodeled, features a King-Sized Bed, Comfortable Linens, Sitting Area, Wi-Fi, Double Vanity Bath, Hermann Handmade Locally Made Bath Soap, Coffee Bar with Espresso Laine Blend Coffee, Snacks, Smart TV, Microwave, and Refrigerator.  No additional fees for your stay! Come stay just steps away from music, restaurants, shopping, and all that Hermann has to offer! On the Trolley route!

Vacation rentals for every style

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Popular amenities for Hermann vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Hermann

SUPERHOST
  1. Entire guest suite
  2. Hermann
The Vine Suites- Downtown Location
$161 per night
SUPERHOST
  1. Entire residential home
  2. Hermann
Entire 3BR/2BA house w/spacious backyard fire pit
$214 per night
SUPERHOST
  1. Entire loft
  2. Hermann
Spacious 2-Story Downtown Loft-Best Location!
$254 per night
SUPERHOST
  1. Entire guest suite
  2. Hermann
Suite #2 - 1 Bed 1 Bath in Downtown Hermann
$90 per night
SUPERHOST
  1. Hotel room
  2. Hermann
Vinchester Inn ★ 2 Beds, Private Bath, Downtown Boutique Hotel, Room ⓹
$83 per night
SUPERHOST
  1. Entire loft
  2. Hermann
Half Corked Inn-Location and Comfort in one!
$210 per night
SUPERHOST
  1. Entire guest suite
  2. Hermann
Grapevine Cottage
$121 per night
SUPERHOST
  1. Entire guest suite
  2. Hermann
Suite 4 - Adorable 2 Bed Suite in Downtown Hermann
$147 per night
SUPERHOST
  1. Hotel room
  2. Hermann
The Artists Suites, Jackson Pollock Suite
$79 per night
SUPERHOST
  1. Entire rental unit
  2. Hermann
5th and Market Get Away
$100 per night
SUPERHOST
  1. Entire residential home
  2. Hermann
Graystone Guesthouse
$221 per night
SUPERHOST
  1. Private room
  2. Hermann
Das Gleeson Haus
$111 per night

Your guide to Hermann

Welcome to Hermann

Hermann was incorporated in the 1830s after its 11,000 acres of land were divided and purchased virtually sight unseen by a German settlement society in Pennsylvania. Their goal: to build a new town in the American West that would replicate a traditional German riverside village, similar to those in the Rhine Valley. The area’s steep, rocky terrain proved challenging, but Hermann’s pioneering settlers made an agricultural investment that would seal the town’s fate: vineyards. Within just a few decades, Hermann boasted the second-largest winery in the nation. With Prohibition, Hermann became all but a ghost town. But with the revival of its vineyards in the 1960s, this town of 2,500 people is once again known for its wine, as well as the gorgeous landscape that bears the fruits of its labor. Coupled with stunning valley views, lively festivals, and 19th-century architecture, Hermann is an old-world destination revived for modern getaways.


How do I get around Hermann?

Located about 70 minutes west of St. Louis, Hermann is served by St. Louis Lambert International Airport (STL). Once you’ve arrived in town, traversing on foot is doable. Though Hermann isn’t all that big at 2.5 square miles, its points of interest are spread out enough that walking isn’t ideal. Most locals and visitors travel around town by car, although Hermann’s proximity to the popular Katy Trail State Park means there are occasional long-distance bicyclists weaving around, too.


When is the best time to stay in a vacation rental in Hermann?

Hermann has something to offer you in all four seasons, though its warm-weather festivals are added incentives to book a visit. With deeply rooted German heritage, it’s no surprise that the town’s biggest festivals follow German traditions. Maifest takes place the third weekend in May, when greenery and flowers bring the town to life; and Oktoberfest is spread over four weekends in October, when the valley bursts with autumn color. Other popular times to pay a visit correlate with Wurstfest in mid-March, helping to seal Hermann as the sausage-making capital of Missouri; and the Rhythm and Brews festival, held annually in June. While Hermann’s half-dozen wineries are open year-round, fall is perhaps the most beautiful time to explore the wine valley.


What are the top things to do in Hermann?

Wine Trail

You’d be remiss to visit Hermann without taking a drive along its beautiful wine trail. Spanning 20 miles, the trail connects seven family-owned wineries between Hermann and New Haven. Wineries are open year-round for tastings and tours, and several events throughout the year offer opportunities to explore them in detail.

Katy Trail State Park

Stretching 240 miles across the state of Missouri, the Katy Trail is the longest recreational rails-to-trails project in the United States. Hermann marks a significant spot: the 100-mile marker on the trail (with a presumed start in the east). With picturesque bridges, scenic outlooks, and even a few major cities in its path, it’s a lovely way to explore beyond Hermann’s town limits.

Hermann Farm Museum

Perched on the northeast edge of town, the Hermann Farm dates from the 1840s, and has preserved many of its iterations along the way. Its current owners, whose family has managed the farm for more than a century, maintain the buildings as a replica of a typical 1850s Missouri farm.