Apartment holiday rentals in Gasconade County

Rock Island Hideaway

Welcome to Rock Island Hideaway!
Experience comfort, charm, and convenience in a downtown retreat; sleeps up to 4 guests and blends an inviting antique look, homey feel, while still offering all the modern amenities you expect. Located just steps from Main Street, within walking distance of shops, restaurants, and bars. The scenic Rock Island Trail only two blocks away Whether you’re here for a getaway, cycling adventure, or a comfortable place to unwind, this is your ideal home away from home!

Wine Alley West Suite

Located just off 4th & Market, Wine Alley is a great location within walking distance to shops, restaurants, and trolley stops. Wine Alley East Suite is newly remodeled with 2 bedrooms and 1 baths along with an additional sleeper sofa, and is the perfect place for your Hermann stay! Additional accommodations are available next door that can house an additional 6 people each (a total of 9 beds available, please see all of the Wine Alley offerings on Airbnb if you booking for your large group).

1 Bedroom Hideaway in Historic Downtown Owensville

Steps from the Rock Island Trail! Stay in the F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor garden apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, fixtures, and the restoration of original floors, millwork, and ceilings. The unit retains the building's historical 1907 charm and warmth, with the amenities and comforts we expect in the modern world.

Nature's Nook ~ Zia, Hermann

Unwind at this unique and tranquil getaway. Nature's Nook is a cozy, 1-bedroom suite, only 3 minutes to a Hermann adventure! Nestled in the countryside & only 3 minutes from Hermann, Nature's Nook is perfect! The suite offers a soul warming bedroom & charming bathroom, living room & kitchenette. You will LOVE relaxing on the patio by the gas fire pit & soaking in the private, outdoor tub under the stars. Completely off grid, this is a unique & charming sanctuary, an unique experience.

Library at Schiller Suites

Enjoy easy access to everything from this centrally located place. In the late 1800’s, the building was a bank. Now, one can step back in time surrounded by antiques and original art. Relax in one of three spacious suites and again on the spacious porch sipping a complimentary bottle of wine. A wonderful view of the city is at its best. There is also easy access from the front and back of the building to some of Hermann’s best restaurants. Can you ask for anything more?!

The Hide Away on Market Street

Our quaint guest room located in a building that was home of one of the original saloons of Hermann, known as The Farmers Home. A few blocks walk or trolley ride will have you sipping wine and shopping amidst the historic district of Hermann, MO. Its a great space for your trip to Hermann. Fully private apartment. The space has potential to adjoin for larger parties. For larger groups check out our other listings... "B" Our Guest On Market 5th & Market Get Away

5th and Market Get Away

Our building was once home to one of the original saloons of early Hermann, known as the Farmers Home. The 5th & Market Apartment is located in the center of our second floor. Its a great space for your trip to Hermann. Fully private apartment, queen size bed. The space has potential to adjoin on either side for larger parties. For larger groups check out our other listings... "B" Our Guest On Market The Hide Away on Market

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!

the Drayton - Guest Suite “C”

Suite C sleeps up to 6 and is located on the 2nd Floor, via the iron spiral staircase. See photo. - 2 Queen Bedrooms - 1 Living Room w/Queen Sofa Sleeper - 1 Smart TV w/Apps in Living Room * 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

"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

The Venue at Hermann – Room 6 Cowhide Studio

Welcome to Room 6 at The Venue at Hermann, a spacious studio with rustic Western charm. The room features a comfortable bed, cowhide-inspired seating area, private bathroom, kitchenette, dining space, and television. Warm wood floors and cozy décor create an inviting place to relax after exploring Hermann’s wineries, shops, restaurants, and local events.

Jesse James

Experience the ultimate getaway at this exquisite 2-bedroom, 2-bath rental in Hermann, Missouri sleeping 8 guests. Perfectly situated in the heart of wine country, this luxurious property combines modern amenities with country charm, making it ideal for large families, groups of friends, or special gatherings.