Holiday houses in Montgomery Township

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Top-rated holiday rentals in Montgomery Township

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Guest favourite
An interior view of the Bunk House showcases two twin bed frames adorned with quilts in various colors. Soft pillows are arranged on each bed, while a large window allows natural light to illuminate the space. Air-conditioning unit is visible on the wall.
Farm stay in Holts Summit
4.92 out of 5 average rating, 274 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

Guest favourite
A stylish bar area features two high-backed stools set against a contemporary stone wall. LED lights create a vibrant ambiance, with 'GAME ZONE' displayed on the wall and playful pixel art nearby. The countertop is equipped for drinks, enhancing the gaming experience.
Home in Columbia
4.94 out of 5 average rating, 65 reviews

Como's Classic Arcade BNB

Come stay at our retro game themed BNB! This basement apartment is all yours and features not only a kitchen, laundry, & bedroom, but also has a complete retro gaming center! Enjoy all of your favorite arcade classics with our full sized Neo Geo arcade machine, or play your favorite old-school console games on PS1 or N64 on our 32 inch CRT! We also have a retro PC with tons of Windows 98 and XP games. If you aren't into gaming this still has a large living area, workspace, mini bar and a 70" TV!

Top Guest favourite
The exterior of the renovated schoolhouse features a bright white facade with green trim and a welcoming red door. Two rocking chairs are positioned on the front porch, surrounded by lush greenery and flowering plants. An American flag is displayed, adding a touch of character.
Place to stay in Warrenton
4.96 out of 5 average rating, 83 reviews

1888 Schoolhouse in Wine Country

Right in the middle of Missouri's wine country, this fully renovated 1888 Schoolhouse lets you explore wineries in the area or just sit on the front porch and wave at the locals. Perfect for two or use the fold out couch for additional guests. Pinckney, Missouri was the county seat of Warren County. Danial Boone once sat on the porch of the County Judge right across the street. This quiet street was once the hub of activity due to the Missouri River, now it is a quiet retreat from the noise.

Guest favourite
A spacious wooden porch is featured, with several Adirondack chairs arranged comfortably. Natural wood elements and autumn leaves create a calm setting. Full-length windows offer glimpses of the surroundings, while the latticework adds texture and visual interest to the porch design.
Home in Bonnots Mill
4.96 out of 5 average rating, 312 reviews

Secluded "Heaven": soaker tub, sauna, sunset view

"Heaven" ( 1,512 sq ft, 7 ac) sits on a bluff overlooking the Osage river. An open home with huge full length windows and a sun room provides abundant natural lighting. Two porches offer views over the river and to the woods. A soaker tub and sauna are situated in the cabin with a view to the sunset. The cabin is at the end of a secluded forest road. A locked garage is available for parking small cars. Drive: 15-20 min to Linn for supplies / 30 min to Jeff City / 5 min to public river access.

Guest favourite
A private hot tub, designed for four, emits bubbling water under a partially opened cover. The surrounding area includes wooden fencing and a nearby garden chair, creating a secluded space for relaxation.
Cottage in Gasconade
4.91 out of 5 average rating, 276 reviews

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.

Top Guest favourite
An aerial view showcases a charming home with a red metal roof, surrounded by lush green fields and distant hills. A gravel pathway leads to a small outbuilding, while a tree with vibrant red foliage is positioned in the front yard.
Home in New Florence
5 out of 5 average rating, 48 reviews

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!

Top Guest favourite
A modern lower-level living area is shown, featuring a white leather sofa facing a wooden coffee table. A dining space with two chairs is situated next to a fully equipped kitchen, which includes stainless steel appliances and a microwave. Soft lighting enhances the spacious feel.
Guest suite in Wright City
4.98 out of 5 average rating, 58 reviews

Private Full Kitchen Guest Suite in Quiet Location

Newly renovated apartment on the lower level of my home. You'll have privacy and room to relax or cook a meal. You'll have your own separate heating and cooling for your comfort. I want my guest to relax and enjoy...therefore, no list of chores to complete upon checkout! Located 5 miles from hwy 70 in Wright City. Approximately 13 miles from Wentzville, 20 miles from O'Fallon, 6 miles from Warrenton and 17 miles from Troy. Maximum occupancy is 2 people age ten and up (no exceptions).

Top Guest favourite
The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
5 out of 5 average rating, 80 reviews

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.

Top Guest favourite
The living area features a spacious gray sofa paired with a brown recliner. A coffee table sits in the center, surrounded by a colorful area rug. Two blue lamps provide lighting, and a television is positioned on a turquoise console. Natural light enters through the window beside the door.
Guest suite in Rhineland
4.97 out of 5 average rating, 234 reviews

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.

Top Guest favourite
A single-story home with a welcoming covered porch is displayed. Greenery surrounds the house, and flower pots hang near the entrance. The porch features a pair of outdoor chairs, inviting relaxation. The light-colored exterior is complemented by a well-maintained lawn.
Home in Bowling Green
4.95 out of 5 average rating, 153 reviews

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.

Top Guest favourite
The exterior of a tiny home with a modern farmhouse design is presented, featuring a red metal roof and brown metal siding. A cozy porch area is furnished with seating, and a colorful quilt square is displayed on the wall, adding a decorative touch.
Tiny home in Fulton
4.99 out of 5 average rating, 204 reviews

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

Top Guest favourite
A welcoming living area features two comfortable sofas arranged around a wooden coffee table. A stone accent wall hosts a flat-screen television, and framed artwork adorns the walls. A kitchenette is partially visible in the background, alongside a wall clock and air conditioning unit.
Guesthouse in Paris
4.98 out of 5 average rating, 149 reviews

Salt River Alpacas Guesthouse

Kick back and relax in this newly built guesthouse. Located on a peninsula on Mark Twain Lake, this guesthouse is surrounded by 130 acres of rolling pastures, plenty of woodlands, and the lake on three sides of the property. Whether you enjoy hiking, canoeing/kayaking, fishing, hunting, learning about our alpacas, or you just want a quiet place to relax, this property has it all!

Popular amenities for Montgomery Township holiday rentals