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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.

Cottage in Hermann
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
$215 per night
Loft in Hermann
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. Grocery store across the street. 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. Breakfast coupons at Stomp'n Grounds a thank U for one of your mornings.
$168 per night
Home in Hermann
Holidays in Hermann@ The Shed-sleeps 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
$179 per night

Stay near Hermann's top sights

Tin Mill Steakhouse17 locals recommend
Concert Hall and Barrel Tavern20 locals recommend
Wings A-Blazin'23 locals recommend
Hermann Wurst Haus25 locals recommend
Hermannhof Winery36 locals recommend
Doxie Slush23 locals recommend

Other great vacation rentals in Hermann

Apartment in Hermann
"B" Our Guest on Market
$135 per night
Guest suite in Hermann
Suite #1 - 1 Bed 1 Bath in the middle of Downtown
$103 per night
Home in Hermann
The DeFlorin Stone Cottage Inn, So Many Amenities!
$115 per night
Barn in Hermann
The Barn at Schon Stein Farm & Vineyard
$232 per night
Guesthouse in Hermann
Das Hundehaus-Downtown Location-Off Street Parking
$210 per night
Apartment in Hermann
Piano Bar Suite 1 - 1 Bed/Kitchenette
$101 per night
Guest suite in Hermann
Vignoles Loft (library) - Entire Suite Downtown
$155 per night
Place to stay in Hermann
the Drayton guest suites - "Suite B" - 109 E. 4th
$182 per night
Apartment in Hermann
Plane Suite at Brickhouse Inn
$99 per night
Place to stay in Hermann
The Mercantile on the Katy Trail -Vaudeville Suite
$239 per night
Cottage in Hermann
Hanna’s Cottage Downtown Hermann
$149 per night
Home in Hermann
Grapevine Guest Suite
$220 per night

Quick stats about vacation rentals in Hermann

Total rentals

140 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

90 properties are a good fit for families

Total number of reviews

8.4K reviews

Nightly prices starting at

$100 before taxes and fees

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.

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.

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.

Destinations to explore

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