Holiday rentals in Hermann

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Top-rated holiday rentals in Hermann

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

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Guest favourite
An open-concept living space features a well-equipped kitchen with stainless steel appliances and wooden cabinetry. A large dining table is positioned nearby, complemented by a comfortable seating area with a sofa and armchair. Rustic beams enhance the airy atmosphere of the room.
Guest house in Hermann
4.93 out of 5 average rating, 108 reviews

The Downtown Hermann Hen House Food/Bar/Music/Fun

Free Buffet Breakfast / Free Drink Tickets / Live Music Nightly through Oct./Personalized $25 Per Person Shuttle Service/1837 Bar / Restaurant. Put All Your Eggs in the Hen House’s Basket. Easy Walk to Wineries, Restaurants, Shopping, and Bars. 2 Bedrooms, 2 Newly Remodeled Private Bathrooms, and 2 Queen Pullout Sleepers in Living Room. Room for up to 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Historic Hermann Crown Suites next door.

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.

Guest favourite
A living room features exposed brick walls and large windows allowing natural light to fill the space. A comfortable sofa is complemented by colorful throw pillows, while an armchair and side table add to the seating area. A warm light source provides a cozy ambiance.
Place to stay in Hermann
4.99 out of 5 average rating, 101 reviews

the Drayton guest suites - "Suite B" - 109 E. 4th

"Suite B" ----------- - Suitable for Up to 4 Guests - 1st Floor - 1 Queen Bed - Door May be Closed in the Bedroom for Privacy or Left Open with a Large Drapery Divider Between the Bed and Walk-Thru Hallway - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps - * Guests may log into their own accounts, ie. Netflix, HBO, etc.* - 1 Mini- Kitchen w/Mini Fridge, Microwave, Keurig Coffee Maker - 1 Full Bathroom w/100 Year Old Clawfoot Tub/Shower Combination - Front Patio Seating

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, 278 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 treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
4.99 out of 5 average rating, 124 reviews

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Top guest favourite
A modern kitchen and dining area is displayed, featuring a long wooden table paired with a bench. The kitchen showcases sleek cabinetry, a stove, and stainless steel appliances. Natural light fills the space through multiple windows, enhancing the open and inviting layout.
Home in Hermann
4.94 out of 5 average rating, 143 reviews

Entire 3BR/2BA house w/spacious backyard fire pit

Enjoy this entire **Newly Remodeled**-3 bed/2 bath house. Just minutes away from everything that Hermann has to offer. The outdoor patio is spacious enough for BBQs or outdoor activities. Conveniently located across the street from a grocery store, in case you want to cook in the beautiful kitchen or walk across the street to the delicious Mexican restaurant. Can be picked up by The Hermann Trolley in the Village Market parking lot. This home features a keyless entry.

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, 147 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, 117 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.

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, 266 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.

Popular amenities for Hermann holiday rentals

When is the best time to visit Hermann?

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Avg. price$262 SGD$267 SGD$316 SGD$303 SGD$307 SGD$293 SGD$277 SGD$285 SGD$283 SGD$303 SGD$277 SGD$217 SGD
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Frequently Asked Questions

  • What are the best places to stay in Hermann?

    Hermann has guesthouses and vacation rentals in the historic downtown, along with countryside options amid vineyards. Many stays feature regional architecture and easy access to main attractions.

  • What are the best things to do in Hermann with kids?

    Families can visit local museums, play at area parks, tour historical sites, or enjoy riverfront picnics. Special events often include kid-friendly activities, adding more options throughout the year.

  • What are some of the best things to do in Hermann?

    You can explore local wineries, tour the Deutschheim State Historic Site, stroll through the historic district, and enjoy events that celebrate German traditions. Outdoor activities, shopping, and art also shape the experience.

  • How is the weather in Hermann?

    Hermann has cold winters, with January temperatures ranging from 22–40°F (-5–4°C), and warm, humid summers reaching 69–89°F (20–31°C) in July. Spring and fall bring mild weather, making these seasons frequently suggested for outdoor activities.

  • When is the best time to visit Hermann?

    Late spring and fall are often recommended for comfortable weather and lively events. Summer draws visitors for outdoor activities, while winter can be quieter with festive seasonal celebrations.

  • What are the best places to visit in Hermann?

    Explore the historic downtown area, tour local wineries, and discover the Deutschheim State Historic Site, which interprets the town’s German heritage. Nearby river views and museums add depth to your visit.

  • What are some hiking trails in Hermann?

    Around Hermann, you can hike nature paths by the Missouri River, visit local parks, or explore trails at the nearby conservation areas. Many routes wind through rolling hills and wooded landscapes.

  • What are some family activities we can do in Hermann?

    Families can enjoy riverwalks, park outings, museum visits, and engaging seasonal events. Community festivals sometimes feature games and crafts suited for all ages.

  • What are some of the best day trip ideas from Hermann?

    Explore neighboring wine country, discover historic towns with museums, or spend time at nearby conservation areas for nature walks. Local markets and small villages around Hermann showcase regional heritage.

  • Are there any pet friendly accommodations available in Hermann?

    Hermann has pet-friendly vacation rentals, especially in the historic downtown and surrounding countryside. Many local parks and trails are welcoming spaces for guests traveling with pets.

  • What are some local tips for visiting Hermann?

    Make time to walk historic Main Street, plan ahead for popular winery tours, and check for community events during your stay. Comfortable shoes and flexibility make it easier to explore charming local haunts.

  • What is Hermann known for?

    Hermann is known for its German heritage, historic buildings, and well-established wine industry. The area hosts recurring cultural festivals and draws visitors with local traditions and scenic river views.

  • What are the best hidden gems to explore in Hermann?

    Seek out small family-run wineries, artisan shops, and riverfront trails less traveled. Some historic buildings open seasonally for tours, revealing unique aspects of Hermann’s past.

  • What are the best foods to try in Hermann?

    Hermann has locally inspired German dishes, such as bratwurst, sauerkraut, and pretzels, often enjoyed with regionally made wines. Bakeries and cafes serve pastries reflecting the area’s heritage.

  • What should I bring for a trip to Hermann?

    Pack layers for varied temperatures, comfortable walking shoes for exploring historic streets, and a reusable water bottle. In summer, sunscreen and hats are often helpful, while in winter, a warm jacket and gloves are recommended.

  • What is the nightlife in Hermann like?

    Hermann’s nightlife centers around local wine bars, laid-back pubs, and seasonal live music events. Many gathering spots highlight regional drinks alongside casual entertainment in historic surroundings.

  • What are the most popular events or festivals in Hermann?

    Oktoberfest fills weekends in autumn with German traditions and local wine, and spring brings a recurring Maifest celebration. Wineries host events year-round, and festivals are often anchored around seasonal harvests.

  • Are there family friendly vacation rentals in Hermann?

    You will find family-friendly vacation rentals in Hermann’s historic center and nearby neighborhoods, with several homes welcoming children and offering roomy living spaces. Parks and local activities are close by.

Quick stats about holiday rentals in Hermann

  • Total holiday rentals

    Explore 160 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 11,730 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    150 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!

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  5. Hermann