Vacation rentals in Warren County

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.

Eclectic Vintage+Quiet Countryside+Fresh Eggs

Our eclectic guesthouse is set on 80 acres of magic. For the lover of details, be pleasantly surprised by the cozy art-filled interior, 1960s phone booth, vintage furniture and light-filled space. Our guesthouse will inspire you to slow down, reconnect & recharge. Collect fresh eggs for breakfast, enjoy coffee & a sunrise overlooking the pasture. Wander the wooded trail, explore the creek and shower under the stars. 7mins off I-70, 30mins to Hermann & 50mins to both STL airport and Columbia.

Quiet Country 3 Bedroom Escape

Relax and unwind with the whole family in this lovely Jonesburg country home. 3 bedrooms, 3 full baths, 2 living areas, and an oversized kitchen/dining space. Located on a large lot for absolute peace and privacy. Also included for onsite entertainment is a ping pong table and grill under the walk out covered patio. Whether you're planning to stay in and relax in the comfort of the interior, or enjoy the beautiful outdoor spaces, our property offers a delightful retreat for out of town guests

Relaxing Lakefront Chalet in Innsbrook Resort

Nestled in the woods overlooking Foxfire Lake, this A-frame offers the perfect four-season escape. When the snow falls, it transforms into the quintessential winter retreat. Cozy up beside the stone fireplace, where views of the lake are framed by frosted trees. As the weather warms, the lake calls! Enjoy direct access to Foxfire Lake from our private dock. Spend your days fishing, swimming, or simply basking in the sun. This chalet will help you find joy and relaxation, whatever the season.

Elevated Woodland Escape

We strive to provide you with a unique getaway experience with an escape into nature on Whispering Pine's hundred acre farm...leaving the stress of everyday life behind while you can invest and reconnect with yourself and your loved one! We provide a full kitchen, hot tub, floor-to-ceiling fireplace, luxury bathroom, laundry room and firepit for your use. We are also close to wine country for an afternoon of shopping or dining. Enjoy the lovely setting of this romantic spot in nature.

Pura Vida Chalet - Lakefront on Lake St. Gallen

Pura Vida Chalet is a lakefront, 2 bedroom + loft, 2 bath A-frame on Lake St. Gallen at Innsbrook Resort. This updated chalet sleeps up to 8 people (6 adults maximum). It sits on a 3-acre, semi-private, lakefront lot with breathtaking views of the lake. Onsite amenities include kayaks, stand-up paddle boards, jon boat with trolling motor, lily pad, fire pit, tree house, large deck and private dock, indoor wood-burning fireplace and screened-in porch. See more on IG @ChaletPuraVida

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 $145/night (smart pricing in effect on event weekends) . $55 each additional guest/night. Infant- 2 yrs. free, 3-12 $30/night Pets: $30 each pet/one time charge

Country home lower level, private, full kitchen

Very private country setting just 2 miles south of interstate 70. You’ll likely enjoy some wildlife sightings. Nice private patio seating. Cabin feel, spacious, has full kitchen. Murphy bed in the living room (very comfortable) provides an extra Q bed if needed, otherwise it’s out of the way. Internet was weak so affected some reviews but is super fast now. Nearby destinations are Cedar Lake Winery, Big Joel’s Safari, Long Row Lavender Farm, and Pumpkins Galore.

Early Check-in, Late Check-out on Weekends 8AM-8PM

Just 45 minutes from St. Louis, Innsbrook Resort is a 7,500-acre woodland community with over 100 lakes. As a guest of Innsbrook, you'll have access to all of the resort amenities, entertainment, and dining areas. After a fun filled day of activities, you will enjoy unwinding at Ella's Roost, a two bedroom + sleeping loft, two-bathroom waterfront chalet. Both bedrooms have a queen size bed and the three-person sleeping loft offers a bunk bed and a futon.

Hazel's House by the Katy Trail

In the heart of Missouri Wine Country. Within walking distance of the Katy Trail and Lake Creek Winery. Many wineries within a 25-30 minute drive. Enjoy a weekend getaway in a 2 bed 1 bath home. Hazel's House is clean, comfortable and private overnight accommodations. We are not a bed and breakfast, no food included, but there is coffee. Please make sure the location is suitable. We are located out in the country and the internet can be spotty.

2nd Street Loft - Riverview

Complete Rehab, this historic 1883 storefront building hosts a well known artist and his gallery on the 1st floor. Above is your "loft space" close to wineries, Amtrak, featuring great views of the Missouri River. You’ll love this Downtown Washington location because of the walkable shops, bars, and restaurants many in historic buildings. The loft is great for couples, solo adventurers, and business travelers who can walk a flight of stairs.