Vacation rentals in Hermann

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Top-rated vacation rentals in Hermann

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Top guest favorite
An inviting entrance to the Garden Cottage features wooden posts supporting a covered porch. Two black doors offer access to the suite, with a small bistro table and two chairs positioned nearby among landscaped plants and mulch.
Cottage in Hermann
4.95 out of 5 average rating, 127 reviews

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

Guest favorite
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, 276 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 favorite
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, 268 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 favorite
An updated kitchen features white cabinetry and open shelving. Stainless steel appliances are complemented by a large wooden island with seating. Exposed brick walls and pendant lighting enhance the space, while a patterned rug adds warmth to the inviting atmosphere.
Home in Hermann
5 out of 5 average rating, 169 reviews

Studio 1892 Guesthouse-New! Downtown Location!

A totally renovated photography studio, circa 1892! Enjoy the cozy warmth and simplicity characterized by a modern farmhouse style and décor, original pine floors and exposed brick walls. Step out your door into the downtown Historic District and within minutes of walking distance to Amtrak, restaurants, wineries, distilleries, shopping and the trolley service. Our guesthouse was designed with your comfort and convenience in mind while experiencing all Hermann has to offer!

Top guest favorite
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
4.97 out of 5 average rating, 234 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 favorite
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, 137 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 favorite
The living room features exposed wooden beams and a large stone fireplace. Two dark leather sofas face each other over a plush rug, with a wooden coffee table positioned centrally. Natural light filters in through large windows, enhancing the warm wood tones of the room.
Home in Hermann
4.98 out of 5 average rating, 103 reviews

First Creek Hideaway | Fire Pit | Wine Country

"Experience the tranquility of the countryside while being just a short drive from downtown Hermann and its numerous local wineries, restaurants, and shops. First Creek Hideaway invites you to spend the weekend, whether you're in town for a girls' trip, a friend's trip, a wedding, or a weekend getaway. The house was designed with your comfort and convenience in mind, allowing you to enjoy all that Hermann has to offer!"

Guest favorite
Guest suite in Hermann
4.9 out of 5 average rating, 115 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 favorite
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
4.9 out of 5 average rating, 258 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.
Apartment in Hermann
4.82 out of 5 average rating, 384 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 favorite
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, 121 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 favorite
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, 144 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 vacation rentals

Quick stats about vacation rentals in Hermann

  • Total rentals

    170 properties

  • Nightly prices starting at

    $90 before taxes and fees

  • Total number of reviews

    12K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

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.

Frequently Asked Questions

  • What are the most popular amenities for Apartment Rentals in Hermann?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with free parking, over 10 homes with a kitchen, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there family-friendly house rentals in Hermann?

    Hermann has more than 60 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Hermann?

    Four-legged friends are welcome in Hermann. Choose from more than 10 house rentals for guests traveling with pets.

  • How much does it cost to stay in apartment rentals in Hermann?

    Experience the best of Hermann with our apartment rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do apartment rentals in Hermann have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Hermann. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Hermann have a kitchen?

    Absolutely! We offer over 60 house rentals with a kitchen in Hermann. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Hermann have wifi?

    Absolutely! We offer over 10 boutique hotel rentals with wifi in Hermann. Enjoy a tailored experience with all the comforts you desire.

  • Are there house rentals with a dedicated workspace in Hermann?

    Yes! Work meets play with ease at over 20 house rentals in Hermann featuring dedicated workspaces. Stay connected and productive in your home away from home.

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