Vacation rentals in Montgomery City

A *Spicy* Couples Getaway at DungeonJC!

DungeonJC is the ultimate retreat for adventurous couples who are looking for a truly unforgettable experience. Our 114-year-old brick bungalow has been completely transformed into a stunning, fully outfitted dungeon space that's perfect for indulging your deepest desires. Whether you're a seasoned kinkster or a curious newcomer, our immersive environment is designed to take your breath away. You'll be transported to a world of sensuality and pleasure, where every detail is crafted to inspire.

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.

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.

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.

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.

St Jude's Night Away

This freshly renovated non-smoking suite sits down town Montgomery City. If your traveling through town, in town for business or a wedding-check out our suite. 2 bedrooms, 3 beds, 1 Bath with walk-in shower. Fully equipped kitchenette with full size refrigerator, microwave, induction stove top for cooking. Washer and Dryer. Free Fast and reliable WiFi and 2 smart tv's. Laptop friendly workspace with good lighting. Keyless entry for easy check-in and out.

The Scott house in the country.

This cute house is on a working alternative farm that raises grass-fed beef and lamb. If you want to get away from the busy life, come sit on the porch and watch the sunset. A state park is close for kayaking and canoeing. There are some very nice restaurants and wineries close by or you can cook in the large kitchen. There are some great biking trails and horse back riding in the conservation area that's 2 miles away.

Elbert haus

The entire 2nd floor reserved to just one set of guest. Just three blocks from the Missouri Riverfront, historic downtown Washington, and near many fine restaurants. This early 1900s fully restored brick home offers a perfect place to lay your head after an exciting day. The house is located within walking distance of the Amtrak train station, close to the hospital and the trans Missouri Katy bicycle Trail.

Just off the beaten path

Take it easy at this unique and tranquil getaway. 5 minutes from I-70. Enjoy nature in the woods in our cozy, quiet guesthouse. Close to the Katy Trail for cyclists, wineries, and I-70 for the weary traveler needing a quiet rest before hitting the city. We offer an easy, accessible place to store your bikes and gear. Coffee/tea to wake up enjoying breathtaking views from your private deck.