Family-friendly holiday rentals in Hermann

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

Free Buffet Breakfast/Free Drink Tickets/Live Music Nightly through Oct./Personalized $20 Per Person Shuttle (Trolley is $30)1837 Bar/Restaurant. Put All Your Eggs in the Hen House’s Basket. Right by Restaurants/Shopping/Bars. 2 Bedrooms, 2 Private Bathrooms, & 2 Queen Pullout Sleepers in Living Room. Room for 8 Guests. Full Kitchen & Large Farm Table for Dining or Games with Your Friends. Property Managed by the Hermann Crown Suites next door. Call Hermann Crown to Reserve Spot on Shuttle Now.

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.

Boar Creek Guest House-sleeps 15

Lovely Farmhouse close to town, ON the Katy trail. We are located just 5 miles from Hermann. Close to the action and them come home to relax around the fire pit or enjoy the expansive patio. House accommodates up to 15 people. Amenities include Game room in the garage, multiple gathering spaces, a large yard and privacy. Perfect for unplugging, disconnecting and getting back to the basics. House is well appointed but not pretentious. Come with your family or for a friends getaway.

Lakefront Studio Guest Home on Hermann Wine Trail!

What was once used as a fueling station at McCurdy Farm is now a quaint, re-purposed vacation rental — perfect for a relaxing retreat. The 1-bathroom studio is ideal for a romantic getaway or quiet respite for a solo traveler. Fish at the property's private lake a few steps away, enjoy wine tasting at vineyards along the Hermann Wine Trail, or lounge on the expansive deck while taking in the serene views. Book your one-of-a-kind lakefront getaway today to experience true New Haven bliss!

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.

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.

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.

Johann's on Schiller - 4 Bed / 2 Bath

Charming 4 bedroom/2 bathroom property in the heart of downtown Hermann. There is ample space to rest, relax, and unwind. Johann's features a full kitchenette with a refrigerator, stove/oven, microwave, coffee bar, and a kitchen table which seats 8 people. There is a 42" flat screen smart TV, a BluRay / DVD player (with movies), games and plenty of extras to enjoy during your stay. The suite is professionally cleaned prior to every booking.

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 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.

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!