Holiday rentals in Warren County

Treehouse on the Katy Trail (Bur Oak)

The best of what Missouri has to offer surrounds you at Treehouse on the Katy Trail. This 100-year-old home has been fully renovated in a modern farmhouse style, but it's what awaits you outdoors that will really make your stay here memorable. The Missouri River Valley is a unique beauty that everyone should have a chance to experience, which is why a portion of all proceeds will be donated to Magnificent Missouri, a nonprofit organization dedicated to celebrating and protecting the Katy Trail.

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.

Red Mule Ranch - Breakfast included

Cozy, rustic, “bunkhouse." Charming cedar log double bed. Private bath. Located on 85 acre horse farm. Lrg pond, beautiful pastures. Near Innsbrook, Cedar Lakes Cellars Winery, Big Joel's Safari, Long Row Lavender Farm, and many local wineries & antique shops. Homemade breakfast (5 choices), at NO extra charge, & chocolate chip cookies are in your room upon arrival. Perfect anniversary getaway. Your favorite pie/ cake can be made for a small charge. NO cleaning fees #1 Airbnb Host in Missouri

Farm Stay+Eclectic Vintage+Fresh Eggs

Our eclectic guesthouse is set on 80 acres of quiet magic, come unplug. For the lover of details, enjoy the cozy art-filled interior, 1960s phone booth, vintage furniture and light-filled space. Your stay will inspire you to slow down, reconnect & recharge. Collect fresh eggs for breakfast, enjoy coffee and a morning soak in our newly added spa. 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.

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.

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

Private 77 Acre Farm Hermann MO - Sleeps 8+

Secluded country escape with an elegant touch! Located just minutes from downtown Hermann, MO. This 3 Bedroom - 2 Full Bath sleeps 7 comfortably, but feel free to bring air mattresses. We will accommodate up to 10 without additional charges. From the moment you step foot on the property you can feel the relaxation. Fully stocked kitchen & gas grill to cook up whatever your heart desires. Relax by the fire pit. It’s just the perfect weekend get-a-way from the city.

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

secluded cabin in the woods

The Red House offers a tranquil retreat from the hustle of everyday life. Escape to where you can relax and enjoy the amazing view of a private spring fed 7 acre lake, explore the surrounding woods, fish off the dock, play in the lake with the provided kayaks (3), paddle boards (2), Lilly pad and pedal boat. Fun for the whole family. Explore nearby wineries and local attractions or simply unwind in the cozy Red House. Book your stay and experience the Red House today.

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.