House holiday rentals in Hermann

4.96 out of 5 average rating, 122 reviews

The Farmhouse Inn: 3 bed, 3.5 whole house rental

Quaint, cozy, stylish, & comfortable 3 bed, 3.5 bath home in Hermann. The entire home has been decorated in farmhouse decor. *BRAND NEW OVEN/RANGE* Each bdrm has its own full private bathroom. There is also a 1/2 bath just off the kitchen, full coffee bar & large dining room. Easily walk to downtown bars, restaurants & wineries -- home is on the trolley route. Queen sleeper sofa in living room. SMART TV for you to login to your favorite streaming service (no cable). Easy contactless check-in!

Superhost

4.81 out of 5 average rating, 213 reviews

The DeFlorin Stone Cottage Inn, So Many Amenities!

Have a Historic Downtown Stay Overlooking Hermann at the 1880 DeFlorin Stone Cottage Inn. This is a Rental ONLY to your Group (1 night weekday stays allowed). Two Additional DeFlorin Homes are also right next door (Allowing Groups of 24 Guests). Each Guest pays $25 Shuttle Service to the Hermann Wineries. The pet fee is $50 per pet nightly. FREE continental breakfast at Hermann Crown Suites, and FREE drink tickets at the Renowned Hermann 1837 Bar. Access to Our EV Charging Stations as well!

4.92 out of 5 average rating, 168 reviews

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.

Superhost

4.82 out of 5 average rating, 118 reviews

Hillside Cottage - Whole house in downtown Hermann

Hillside Cottage is a whole house rental in downtown Hermann. It is 1300 sq ft home with 4 bedrooms & 2 full baths. There is a full kitchen with all the appliances and dishes. The living room and open concept kitchen is a great space for gathering with friends and family. There is a lovely patio to enjoy a cup of coffee or glass of wine. It is located 1/2 block off Market St, so it is walking distance to shopping, wineries, restaurants, and bars. Note: Price includes 5% Hermann City Tax

5 out of 5 average rating, 159 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!

4.95 out of 5 average rating, 127 reviews

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.

4.91 out of 5 average rating, 104 reviews

Labby's Homestead Farmhouse

Our early 1900s Rustic Farmhouse offers 3-Bedrooms and 2 full bathrooms and the ability to accommodate large groups with a total of 9 beds (1 King / 6 Queens / 2 Twins). Featuring a full-service kitchen with cookware and utensils, living room with 55-in smart TV already connected to our free, secure Wi-Fi, make-up area on the upper level, washer and dryer in the entryway area, front porch, and large private back patio covered for all-year-round entertaining.

4.93 out of 5 average rating, 148 reviews

The Shed-Private Guest Studio/Hermann MO

Cozy, Rustic, Romantic... a Touch of Vintage...perfect for a romantic stay or special occasion! This private guest studio will welcome you with warmth & immediately send you to a state of tranquility! Soft lighting, electric heated fireplace, spa shower, a king size bed that will wrap you in delight! **Due to demand, 2 night minimum unless otherwise stated Rent the Shanty&The Shed together! *Based on availability *Property/Accessibility Features below

4.99 out of 5 average rating, 113 reviews

Home in Innsbrook

Innsbrook Luxe Escape (5 bedrooms)

Welcome to Innsbrook Luxe Escape, where luxury meets nature! This 4,200 sq. ft. custom home boasts 5 spacious bedrooms, 5.5 baths, and endless entertainment: a hot tub, pool table, fire pit, and more. Perfect for multi-generational families or groups of friends, it’s nestled inside Innsbrook Resort with access to pools, lakes, kayaking, paddleboarding, a fitness center, pickleball courts, and the golf course. Reserve your dream getaway today!

4.95 out of 5 average rating, 128 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.

4.97 out of 5 average rating, 152 reviews

Schneider House #4 Perfectly Located 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. 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.