Vacation rentals in Montgomery County

Farm Stay+Eclectic Vintage+EV Charge+Fresh Eggs

Our eclectic guesthouse is set on 80 acres of quiet magic, come unplug. Discover fun details in the art-filled interior, 1960s phone booth, and light-filled space boasting vintage finds and plants galore. Collect fresh eggs for breakfast, enjoy coffee on the expansive porch. Wander the flower and vegetable garden, hike the wooded trail, explore the creek & shower under the stars. Slow down, reconnect, recharge. 7mins off I-70, 30mins to Hermann & 50mins to both STL airport and Columbia.

4K Ranch - 10 acre property & home near Hermann

Charming 10 acre property and home near Hermann Mo's wine country! Our cozy home offers: 2 bedrooms and full bathroom on the main level with 6 additional beds in the second story loft. Surrounded by picturesque farmland, 4K Ranch invites you to relax, recharge, and explore. Enjoy breathtaking views, complete privacy, and a range of thoughtful amenities, including a private art and play studio that’s perfect for kids (or Adults)! Book your stay today and experience the charm of 4K Ranch!

Boar Creek Guest House-sleeps 15

Lovely Farmhouse close to town, ON the Katy trail. We are located just 5 miles from Hermann. Close to the action and them come home to relax around the fire pit or enjoy the expansive patio. House accommodates up to 15 people. Amenities include Game room in the garage, multiple gathering spaces, a large yard and privacy. Perfect for unplugging, disconnecting and getting back to the basics. House is well appointed but not pretentious. Come with your family or for a friends getaway.

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

White Wolf Inn Apartment

Whether winery hopping, shopping, or visiting in or near Hermann, attending a wedding in the area or just enjoying the Katy Trail, your stay at the White Wolf Inn Apartment is only a few miles away. (Whole house rentals are available, the White Wolf Inn House is a separate listing.) We are close enough to access the Hermann transportation services and all that Hermann has to offer (about 8 miles from town), but far enough away for you to relax in the quiet of the country.

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.

The Queen Anne Guesthouse

What's special about the Queen Anne is the beauty and comfort of a renovated 1880's home. The home is perfect for wedding parties or guests, and groups wanting a quiet accommodation from where they can explore everything Hermann has to offer. We are located 6 blocks from downtown activities, and a short walk to the City Park. For 2-4 guests please see our other listings. This 6-10 guest listing is available during the week upon request.

Plane Suite at Brickhouse Inn

Enjoy a stylish experience at this centrally-located suite perfect for 2 guests with a king bedroom, one bathroom with shower and full kitchen. Easy walk to train station, trolley, coffee shops, restaurants, and shopping. Free parking in street, in public lot on east side of building, or dedicated guests spots in back of building. Large back yard with patio furniture for enjoying beautiful evenings outside.

"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

Small private country home with lake, spa, firepit

Country setting, 3/4 mile from town, house on 20 acres, lake, woods in back round, firepit, spa and BBQ area under pergola. 10 minutes from I-70. 25 minutes to Warrenton, 30 minutes from Hermann, Mo. 50 minutes to Columbia and Wentzville, MO. Great place for a staycation, traveling, work from home, or a vacation. Child and pet friendly with lots of running room.

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.

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.