Holiday rentals in Hermann

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!

Guest favourite

Cottage in Gasconade

4.92 out of 5 average rating, 251 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.

Guest favourite

4.92 out of 5 average rating, 166 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.

4.97 out of 5 average rating, 99 reviews

Mozart House

Brand new rehab with a little something for everyone. With 2 queen beds and a king bed in the master, each bedroom has a bathroom ensuite. Amazing outdoor space both covered and uncovered. Huge open main living area perfect for hanging out when you're not busy winery hopping. Queen sleeper sofa to accommodate extra guests. Walking distance to downtown Hermann & on the trolley route. Roku TV for you to login to your favorite streaming service (no cable) Easy contactless check-in!

4.97 out of 5 average rating, 246 reviews

Loft in Hermann

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.

5 out of 5 average rating, 156 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!

5 out of 5 average rating, 8 reviews

Hermann MO-The Shanty & The Shed

The Shanty is Fun, Colorful and has a fantastic Vibe! BoHo-Chic The Shed is Vintage Rustic with a touch of Modern Flare... The perfect combination for any group! Comfy King Beds & Queen Sofa Sleepers Blanket and Pillow Buffet to suit your sleeping personality! Both homes have kitchens, baths, showers, and living spaces, and are fully stocked with all the essentials and a few top notch amenities! **please note accessible amenities @ shed only

Guest favourite

4.99 out of 5 average rating, 76 reviews

Crimson Cactus Guesthouse

Located in a peaceful neighborhood, this quaint home is perfect for a relaxing weekend getaway in the heart of wine country. It can accommodate up to four people. The sleeping arrangements are one queen-sized bed, and two twin-sized beds. One of the twins is floor level, as it is part of a trundle bed. Please note: You must list how many guests will be staying so house can be arranged to meet your needs and correct pricing can be reflected.

4.82 out of 5 average rating, 114 reviews

Flat in Hermann

Suite Simplicity~E

Located just on the edge of town this two bedroom one bath apartment is equipped with a full kitchen and living area. Private off street parking, quiet location with a front and back patio. Our name says it all, simple yet sweet. All the basics for your perfect getaway. Our family owned guest houses are my pride and joy! I strive to give you a comfortable and CLEAN place for your stay! I hope you enjoy our place!

4.82 out of 5 average rating, 367 reviews

Flat in Hermann

"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

4.95 out of 5 average rating, 126 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.