Holiday rentals in Gasconade County

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.

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.

Rustic Cabin / 4-bed/ Fireplace/ Hot Tub/Bar Area

This wonderful 4 bed cabin boasts a private master suit on upper level with queen bed & awesome heated floor tiled bathroom w/ his & her shower and walk in closet, as well as loft area. Lower level includes 2 bedrooms with full size beds, with a full bathroom. Basement area includes additional bed , living room/ shower/ bathroom kitchen/ bar & game room- accessible to outdoor hot tub - bar entertainment area Prices are charged accordingly to amount of people and bedrooms used No Fishing

Cozy Cabin In The Woods

Connect with nature at this peaceful cabin in the woods on a beautiful 143 acre farm. This cozy cabin has 240 square feet of living space. Wildlife, nature, trails, cattle, insects, etc. - everything you need to relax and get away yet close enough to Historic Hermann to enjoy some time in town! A perfect location for a retreat to renew/relax. Hermann is just 15 miles away! Swiss is 3 miles away and Bay, MO is less that 5 miles away! Red Oak Ridge wedding venue is 3 miles away!

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!

New Construction-Hermann-Lakeside Cabins (Cabin 4)

Escape lakeside 11 miles south of historic Hermann, MO. This property is a 200-acre ranch with 4 newly constructed modern cabins nestled on a 7-acre lake with kayaks and fire pits available for guests. The cabins sleep 3-5 guests with 2 rooms and 3 beds. Bring a friend group, family, group of families, couples, wedding party, or business employees for a serene getaway! Owned by a Christian non-profit. This listing is for 1 cabin, to book all 4 search for 16 guests,

First Creek Hideaway | Fire Pit | Wine Country

"Experience the tranquility of the countryside while being just a short drive from downtown Hermann and its numerous local wineries, restaurants, and shops. First Creek Hideaway invites you to spend the weekend, whether you're in town for a girls' trip, a friend's trip, a wedding, or a weekend getaway. The house was designed with your comfort and convenience in mind, allowing you to enjoy all that Hermann has to offer!"

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.

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.