
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.

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.

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

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.

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.

Cozy 1882 Farmhouse-10 minutes from Wine Country
Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

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.

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!

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.

"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

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.

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.

Trolley Stop- in Historic Hermann
This cozy historic house in downtown Hermann is the perfect spot for groups or couples. The Hermann Trolley picks you up for your door for $25.00 each and if you choose to be out longer then your a short walk back to your house. Back at the house you have a fire pit(including wood) with plenty of chairs to enjoy the rest of your evening.
Popular amenities for Hermann holiday rentals
Other great holiday rentals in Hermann

Labby's Homestead Little Prairie View Suite

Whole home near wineries, trolley ride to Hermann

Cozy Riverview Cottage. 5 minute walk to downtown

Magical Cottage in Hermann!

Laughing Boar | Sleeps 11 Historic Downtown

New Construction-Hermann-Lakeside Cabins (Cabin 1)

Johann's on Schiller - 4 Bed / 2 Bath

Mundwiller Inn
When is the best time to visit Hermann?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $263 SGD | $268 SGD | $317 SGD | $304 SGD | $308 SGD | $294 SGD | $279 SGD | $286 SGD | $284 SGD | $304 SGD | $279 SGD | $218 SGD |
| Avg. temp | -1°C | 2°C | 8°C | 14°C | 19°C | 24°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°C |
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 $116 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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