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
4.92 out of 5 average rating, 105 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 private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.
Cottage in Gasconade
4.91 out of 5 average rating, 282 reviews

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.

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, 272 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
5 out of 5 average rating, 102 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
The living area features a spacious gray sofa paired with a brown recliner. A coffee table sits in the center, surrounded by a colorful area rug. Two blue lamps provide lighting, and a television is positioned on a turquoise console. Natural light enters through the window beside the door.
Guest suite in Rhineland
4.96 out of 5 average rating, 241 reviews

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.

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.

Top guest favourite
A charming two-story home is showcased with a gray exterior and maroon trim. The front porch is accessible by a set of stone steps, surrounded by a well-maintained lawn and garden. Partly cloudy skies and trees are visible in the background.
Home in Hermann
4.93 out of 5 average rating, 142 reviews

Adorable house! Walking distance from downtown.

Formerly known as the Hoff Haus, this is a beautifully renovated 3 bedroom, 2 bathroom home built in 1910. Located on a quiet street right outside of downtown Hermann, this is a two-story home. Walk to shops and restaurants or, for a fee, have the Trolley (Hermann Trolley Company) pick you up out front of the house. Sleeps up to 8 guests. Please note that some guests have described the steps of our staircase as steep.

Top guest favourite
Guest suite in Hermann
4.9 out of 5 average rating, 120 reviews

Suite #2 - 1 Bed 1 Bath 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 2 and features 1 bedroom and 1 bath. Message me for info on how to book more than one suite. Check out my reviews! Easy contactless check-in & only one flight of steps to access.

Guest favourite
A two-story brick building with a symmetrical facade is displayed. The entrance is framed by small shrubs on either side, and multiple windows are positioned above and around the entrance. Vehicles are parked neatly along the street adjacent to the building.
Flat in Hermann
4.97 out of 5 average rating, 100 reviews

Plane Suite at Brickhouse Inn

Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

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
4.82 out of 5 average rating, 392 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
The exterior of a historic stone barn features rugged stone walls and a large wooden door framed by greenery. Windows with dark trim allow natural light, and seasonal flowers in pots add a touch of color to the entrance area.
Barn in Hermann
5 out of 5 average rating, 126 reviews

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.

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, 147 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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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 170 holiday rentals in Hermann

  • Nightly prices starting at

    Hermann holiday rentals start at € 77 per night before taxes and fees

  • Verified guest reviews

    Over 11,600 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 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

    160 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