Vacation rentals in Montgomery Township

Artsy Farm Stay+Eclectic Vintage+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.

Scenic Natureside Stay Off 70~Best of Both Worlds

Conveniently located 2 mins off I-70 in the small town of High Hill yet nestled beside the woods, this duplex unit offers gorgeous backyard views & a calm setting. Your own fenced area of the backyard & private fire pit are perfect for cozy evenings under the stars, and letting your dog run freely out the back door. Inside you’ll find an oversized, yet cozy 1000sq ft living area that is its own private space with all the amenities of home. Hermann - 20mins Wentzville - 30mins Columbia - 45mins

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.

Upscale country living at its finest! Pool,HotTub

Nestled onto 10 peaceful acres, w/pond about 15 minutes to downtown Columbia and the University, close to restaurants, and activities, that is if you want to leave the Pool and the quiet of the country. 8 beds, + a few air mattresses, plus 2 pack/plays. You'll love the kitchen, the peace, and the coziness. The in-ground heated pool is 25 x 50 feet. (Closed mid Oct. - mid April) We stock wood for the fire pit, so roast hot dogs, or make S'mores! No parties! No unregistered visitors please.

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.

Cozy 1882 Farmhouse-10 minutes from Wine Country

Getaway to The Farmhouse located in the quiet country near Hermann, Berger and New Haven. Gather with friends and family where children will enjoy space to run/play in and gathering for s'mores around an evening fire. The area boasts of wineries with weekends of fun themed festivities. Set rate on first two guests $166/night (smart pricing in effect on event weekends) . $63 each additional guest/night. Infant- 4 yrs. free, 5-12 $30/night Pets: $30 each pet/one time charge

Spacious 6BR Retreat | Near I-64 & Weddings

Enjoy a comfortable stay in this modern smart home near Highway 64, ideal for families, groups, and guests attending nearby weddings. Cook in a fully equipped gourmet kitchen, enjoy eight 4K smart TVs, reliable WiFi, and a dedicated workspace for remote work, all enhanced by smart technology for added comfort and ease. Conveniently located near dining, shopping, and popular attractions, and just 30 minutes from STL Airport, it offers a smooth, spacious, and inviting stay.

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.

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

2nd Street Stay

Welcome to 2nd Street Stay in downtown Montgomery City! This renovated, non-smoking suite features 2 bedrooms (1 queen bed, 1 twin), sofa couch with pull out bed, bath with walk-in shower, a kitchenette, washer/dryer, fast WiFi, 2 smart TVs, and a workspace. Enjoy keyless entry, comfort, and convenience—perfect for business, weddings, or a quick stop through town! Please note: our suite is located close to a train track. Ear plugs and a sound machine are provided.

Charming tiny home - Nova’s House

Reconnect with nature at this tiny home on a working horse facility. Enjoy sitting outside on the patio, starting a fire in the fire pit, or watching deer and turkey wander by. If you are so inclined to interact with horses, we offer both riding and ground lessons for beginners to advanced - Maplewood Farm has been in business for almost 30 years! Located just 5 miles from Fulton, MO and only 20 miles from Columbia, MO and easy access to I70 and Hwy 54