Holiday rentals in Montgomery Township

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Top-rated holiday rentals in Montgomery Township

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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, 314 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, 277 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
A cozy studio layout features a spacious queen bed adorned with floral bedding. A round dining table with four chairs is positioned nearby, surrounded by warm hardwood flooring. Natural light enters through a window, enhancing the inviting atmosphere.
Home in Villa Ridge
4.94 out of 5 average rating, 154 reviews

Serenity Valley (No Cleaning Fee- No pets please)

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional inflatable queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen, DishNetwork, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

Top guest favourite
A comfortable leather futon is positioned in the living area, complemented by a wooden coffee table with storage. Decorative pillows add a touch of charm, while a wall clock and bicycle artwork provide visual interest. Warm lighting enhances the inviting atmosphere.
Guest suite in Wright City
4.82 out of 5 average rating, 126 reviews

Private Suite w/ Washer & Dryer

Beautifully decorated warm cabin feel. Spacious bedroom with nice desk for your laptop work space. Bathroom has washer and dryer. Living room has thick-cushioned leather futon for second bed, counter space with microwave/air fryer, paper products, and kuerig coffee maker, new 5’ fridge, 50” flat screen TV. Access to outdoor hot tub. Internet was weak so affected some reviews but is super fast now. Near Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore

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.

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
4.96 out of 5 average rating, 236 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, 154 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.

Guest favourite
A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.
Cabin in Holts Summit
4.94 out of 5 average rating, 476 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

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, 205 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

Superhost
A well-appointed living space features a dark leather couch and a wooden desk paired with a TV. A kitchenette with white cabinetry and a silver refrigerator is visible. The floor displays wood-like planks, complemented by a multi-colored area rug.
Guest house in Washington
5 out of 5 average rating, 3 reviews

Studio at The Cozy Cottage

Cozy Studio Apartment - Stylish & Functional. Quiet Residential Neighborhood. Close to Washington MO downtown and just blocks from Mercy Hospital. Contains large TV with soundbar/sub, pull-down Queen Murphy bed, desk for work, kitchenette, desk with large monitor, closets, shower and toilet. Car port, access to garage for bike storage or small car (contact owners if you want access to garage).

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.
Guest house 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!

Top guest favourite
The exterior of a historic stone barn features rugged stone walls and a large wooden door framed by greenery. Windows with dark trim allow natural light, and seasonal flowers in pots add a touch of color to the entrance area.
Barn in Hermann
5 out of 5 average rating, 121 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.

Popular amenities for Montgomery Township holiday rentals