Holiday houses 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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Top Guest favourite
Bungalow in Hermann
5 out of 5 average rating, 22 reviews

First Street Queen Suite

Enjoy easy access to everything from this centrally located home in the heart of historic downtown Hermann. First Street Guest Suites welcomes guests with a charming mix of vintage & modern furnishings, designed to enhance a memorable getaway experience. The queen suite is located within walking distance to all of the downtown restaurants, bars, and shops, as well as Hermannhof Winery and Tin Mill Brewery. The suite is just steps away from the trolley stop & 2 blocks from the train station.

LocationValueDecor

Top Guest favourite
A bright kitchen area features white cabinetry and stainless-steel appliances. Natural light is provided through large windows. A round dining table with white chairs is situated in the center. The open layout connects to a cozy living space visible in the background.
Apartment in Hermann
4.94 out of 5 average rating, 99 reviews

1 Bed 1 Bath suite in Downtown Hermann

1 bed 1 bath suite centrally located in charming downtown Hermann. It is fully furnished with everything you should need. No matter what you're in the mood for: Shopping, dining, coffee, cocktails, it's all right around the corner. The Hermann Trolley is a great way to get around town and we just happen to be on the trolley route! Roku TV for you to login to your favorite streaming service (no cable). Additional 3 bedroom suite available downstairs should you have extra guests.

FamilyLocationNearby

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, 292 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.

LocationValueAccess

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, 149 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.

LocationValueAccuracy

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.
Guesthouse in Hermann
5 out of 5 average rating, 161 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.

LocationValueBathroom

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.
Apartment in Hermann
4.97 out of 5 average rating, 103 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.

LocationValueCheck-in

Guest favourite
The living room features exposed brick walls and a hardwood floor. A comfortable sofa with decorative pillows and a lounge chair are positioned around a low coffee table, complemented by a light source from a floor lamp. Natural light enters through a window, enhancing the space.
Apartment in Hermann
4.98 out of 5 average rating, 84 reviews

the Drayton - Guest Suite “C”

Suite C sleeps up to 6 and is located on the 2nd Floor, via the iron spiral staircase. See photo. - 2 Queen Bedrooms - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps in Living Room * 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

LocationFamilyNearby

Top Guest favourite
Home in Hermann
4.97 out of 5 average rating, 114 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!

ValueFamilyNearby

Guest favourite
Home in Hermann
4.85 out of 5 average rating, 20 reviews

The Hideaway Haus in Hermann

Welcome to The Hideaway Haus — a cozy, country-inspired retreat in the heart of Hermann, MO. Family-friendly with warm hospitality, our cowboy-chic home offers the perfect small-town escape. We are within walking distance to all restaurants and many wineries, and driving distance to wineries outside of town. Please note: not handicap accessible & pack n’ play available upon request!

LocationAmenitiesDecor

Top Guest favourite
A spacious bed is adorned with two decorative pillows and a folded throw blanket. A textured comforter covers the bed, creating a cozy atmosphere. Soft light filters in, enhancing the tranquil setting.
Guesthouse in Hermann
4.97 out of 5 average rating, 295 reviews

The Dogwood Inn Hermann

We are a two bedroom,( 1 King, 1 Queen) one bath guesthouse that rents to one or two couples (if they know each other) at a time. A luxury spa like atmosphere with all the comforts you'd expect. We are located in the historic district of Hermann, MO and are within walking distance of the train station, trolleys, many attractions, food, wineries, and shopping.

FamilyLocationGetting around

Guest favourite
A spacious living area features a sectional sofa with neutral upholstery, arranged around a wooden coffee table. An accent wall with a fireplace serves as a focal point. Large windows invite natural light, with stylish light fixtures hanging from the ceiling.
Home in Hermann
4.94 out of 5 average rating, 171 reviews

Schneider House #2 Perfectly Located Downtown

Freshly renovated, urban farmhouse vibe home. Conveniently located in downtown Hermann. Enjoy all the modern farmhouse style finishes of this 3 bedroom 2 bath home. Located on east 2nd street in the heart of Hermann. With dinning, shopping, wineries, and distilleries all less than one block away. An easy walk to the Amtrak station only two blocks away!

ValueFamilyWi-Fi

Superhost
A wooden sign welcoming guests to The Zen Den is displayed on a door. The sign features white lettering and a lotus flower design. The door itself has multiple window panes, providing a glimpse of the outdoor seating area through frosted glass. A 'No Smoking' sign is affixed below.
Loft in Hermann
4.8 out of 5 average rating, 124 reviews

The Zen Den

The Zen Den is the newest addition to Market Street Guest Suits. Located in the loft apartment of our downtown building, this fully furnished apartment is the perfect get away during your time in Hermann, Missouri. It overlooks historic buildings and is hidden away from the noise of the night life that is within walking distance.

ValueFamilyComfort

Popular amenities for Hermann holiday rentals

When is the best time to visit Hermann?

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Avg. price$262 AUD$256 AUD$291 AUD$338 AUD$342 AUD$326 AUD$309 AUD$318 AUD$315 AUD$338 AUD$309 AUD$242 AUD
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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 $128 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    160 of Hermann holiday rentals include Wi-Fi 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