Holiday rentals in Gasconade County

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Top-rated holiday rentals in Gasconade County

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Guest favourite

Home in Owensville

4.96 out of 5 average rating, 51 reviews

The Brick Cottage in Owensville

Enjoy a small town stay in The Brick Cottage! This home is located in the heart of a Owensville right along the highway. The home has been updated with an industrial farmhouse vibe while maintaining its original character & charm. It is the perfect place to stay when in town for weddings, family visits, work travel, or just a getaway. Close to wedding venues & wineries. Visit our small town & stay The Brick Cottage. 30 minutes from Hermann & St. James. 1.5 hours from St. Louis & Columbia.

Guest favourite

Home in Owensville

5.0 out of 5 average rating, 7 reviews

Post Oak Chaise

Serenity in a beautiful location where your dog can run free! Your own retreat on a 70 acre wooded property. There is over a mile of trails through the woods for your hiking pleasure. The home is back in the woods, with a scenic 3.5-acre pond located right outside your door. Three sliding glass doors open onto a porch with a beckoning view of the stocked pond. A fire ring sits by the pond so that you can make S'mores or gaze at the stars. The perfect family spot to unplug and enjoy nature!

Guest favourite

Flat in Owensville

4.97 out of 5 average rating, 126 reviews

1 Bedroom Hideaway in Historic Downtown Owensville

Perfect for your getaway! Stay in the historic F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor hideaway apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, 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.

Guest favourite

Loft in Hermann

4.97 out of 5 average rating, 203 reviews

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.

Guest favourite

Guest suite in Hermann

4.92 out of 5 average rating, 135 reviews

Suite #1 - 1 Bed 1 Bath in the middle of Downtown

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 1 and features 1 bedroom and 1 bath. Roku TV for you to login to your favorite streaming service (no cable) Message me for info on how to book more than one suite. We have 5 total suites with a total of 8 bedrooms. Easy contactless check-in!

Guest favourite

Cottage in Gasconade

4.94 out of 5 average rating, 201 reviews

1940's River Cottage w/ Hot Tub

A fisherman's retreat, a romantic getaway . Trains pass through town several times a day, and nig otherwise it is a quiet community. Located nine mile from historic Hermann, Mo and several wineries. The home was built in the 1940's and is an old house but its clean and comfortable. Enjoy star gazing in the evening or watch the squirrels play in the morning while relaxing in the hot tub (surrounded by privacy fence and open year-round). Self checkin with key lockbox.

Guest favourite

Guest suite in Hermann

5.0 out of 5 average rating, 226 reviews

Grapevine Cottage

Located in the heart of historic downtown Hermann, Grapevine Cottage welcomes guests with a charming mix of vintage and modern furnishings, designed to enhance a memorable getaway experience. Grapevine Cottage is located within walking distance to all of the downtown restaurants, bars and shops, as well as Hermannhof Winery and Tin Mill Brewery. The house is just steps away from the trolley stop and 2 blocks from the train station.

Superhost

Flat in Hermann

4.82 out of 5 average rating, 326 reviews

"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

Guest favourite

Barn in Hermann

5.0 out of 5 average rating, 103 reviews

The Barn at Schon Stein Farm & Vineyard

Nestled in the hills & bluffs above Hermann, the Stone Barn at Schon Stein Farm & Vineyards takes you back in time in this historic wine press barn that has been carefully restored and decorated with primitive period antiques...situated on 20 acres in the bluffs with beautiful views! The town of Hermann is minutes away down the hill, and trolley pick up is available.

Guest favourite

Home in Hermann

4.95 out of 5 average rating, 107 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.

Guest favourite

Guest house in Hermann

4.98 out of 5 average rating, 209 reviews

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.

Guest favourite

Home in Hermann

4.92 out of 5 average rating, 104 reviews

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!