Vacation rentals in Troy

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.

Location · Family · Laundry

Farm Stay+Eclectic Vintage +Fresh Eggs+EV Charge

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.

Location · Family · Sleep quality

Cozy Home in Wentzville Sleeps 6 + Game Room

Welcome to your home away from home in Wentzville, Missouri! Families and furry friends are welcome to our cozy, centrally located home. Sleeps 6- 1 King , 1 Queen, and 1 Sleeper Sofa Full sized bed Fully equipped Kitchen with everything you need to create a delicious meal, or a cup of coffee Game room and Laundry located in the basement- 60 game free play arcade machine and foosball! Roku friendly TV located in both bedrooms, living room and on the Patio Fully Fenced Yard with Fire Pit

Location · Value · Laundry

Secluded Lake House on a 13 acre private lake

Looking for a quiet place to relax and get away! Come stay on our 40-acre farm and unwind at our lake house where you can enjoy fishing, hiking, canoeing, and more! Enjoy sitting out on the brand new deck overlooking the lake, watching the Eagles and other wildlife. Sit around the fire on the deck or build your own fire down by the lake. Enjoy the boathouse where you can sit and relax right on the lake. Close to town. Note: There is no wifi. This is truly a place where you can unplug!

Value · Location · Hospitality

Quiet 2BR Retreat on 7 Acres | Sleeps 6, Fast WiFi

Perfect for families, couples, or work trips, this private 2-bedroom apartment offers a peaceful retreat on 7 acres —just a short drive from Wentzville or Troy. Enjoy a spacious layout, fast WiFi, and a quiet setting ideal for relaxing or getting work done. The private driveway, entrance, and patio make this in-law suite a space of its own. The location in a quiet neighborhood just off Hwy 61 provides privacy and convenience. ⭐ Rated 5.0 by guests for cleanliness, comfort, and communication.

Family · Value · Access

Welcome to the "Blue House on Boone"

Country Cottage home with tons of charm that you cannot get in a Hotel Room !!! Great retreat whether you are in town for a conference, wedding or a just a vacation. Located off historic Main Street and just a couple of doors from Britton House the oldest residence in Lincoln County. Short walk or even shorter drive to The Factory and other wedding venues in our community. Enjoy the Cuivre River State Park or just simply relax in the back yard with nice patio, firepit and dining area.

Value · Family · Backyard

Historic Main Street Cottage

Enjoy a stylish, unique experience at this centrally-located house on historic Main Street. You will feel right at home in our newly remolded house which includes a new kitchen, bathroom and both bedrooms have new queen size Sterns and Foster mattresses. Enjoy relaxing on the covered back porch with a charcoal grill. Home is within walking distance of historical building; 1822 courthouse, Woods Fort, Britton House, several restaurants and shopping. Short drive to Cuiver River State Park.

Location · Family · Parks

Cozy Cajun Rentals

This mobile home is in a peaceful, rural area with residential properties and natural surroundings. Foley is a small town in Lincoln County, offering a more laid-back lifestyle. The area is surrounded by farmland and wooded areas, providing opportunities for outdoor activities. Nearby amenities include parks and small shops in the town of Winfield and Elsberry, about 10 to 20 minutes away. While larger retail and dining options are Troy, O'Fallon & St. Peters Mo. are 20 to 30 minutes

Location · Family · Cleanliness

Country Private Suite, L Level, Laundry, Hot Tub

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

Family · Location · Nearby

70’s Park Side Cabin with Kayaks

Welcome to our renovated 1970’s park side cabin!  This cute cabin is located in Cuiver River State Park and is close by several wedding venues. The cabin is a three bedroom and two bath, which is great for family trips or just a weekend getaway. We highly suggest; hiking, biking, running, kayaking, fishing, and taking pictures in the park. Our park side cabin has a simi stocked kitchen to help ease your stay. We hope you enjoy all the improvements we have made in this unique cabin!

Family · Value · Decor

Private Cabin on 90 Acres!

Escape to this cozy one-bedroom cabin, perfectly tucked away in the middle of 90 acres of seclusion. With only one other cabin on the entire property, a quiet, relaxing stay is guaranteed. Through the gated entrance, a hidden pond adds to the tranquil atmosphere. The cabin features a cozy fireplace and a fully equipped kitchen. Out on the patio, your private hot tub under the stars awaits. This is an adults-only getaway. Pets are welcome. Maximum of two guests allowed. No hunting.

Location · Family · TV

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.

Family · Value · Cleanliness