Holiday houses in Warrenton

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+Farm Stay+ 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.

Scenic Natureside Stay Off 70~Best of Both Worlds

Conveniently located 2 mins off I-70 in the small town of High Hill yet nestled beside the woods, this duplex unit offers gorgeous backyard views & a calm setting. Your own fenced area of the backyard & private fire pit are perfect for cozy evenings under the stars, and letting your dog run freely out the back door. Inside you’ll find an oversized, yet cozy 1000sq ft living area that is its own private space with all the amenities of home. Hermann - 20mins Wentzville - 30mins Columbia - 45mins

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.

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

Peaceful Blufftop Retreat Over the Missouri

Enjoy sweeping views of the Missouri River at a relaxing, modern, pet-welcoming retreat on nine acres. It's a short walk to charming downtown New Haven, and a 20-minute drive to Washington or Hermann. Designed for comfort, the home offers a well-equipped kitchen, fast Wi-Fi, whole-house audio, and an EV charger. An ideal escape for couples, families, wine-trail explorers, and anyone looking for calm surroundings with easy access to the area’s best vineyards, distilleries, and riverfront charm.

Seclusion at its finest on 90+ Acres!

Tucked away on 90 acres of private land, this cabin offers the perfect blend of peaceful seclusion and modern comfort. Surrounded by open meadows and wooded landscapes, it’s a serene retreat where wildlife and quiet moments come naturally. However, shops and essentials are just 15–20 minutes away. With a private patio hot tub, fully equipped kitchen, and a cozy indoor fireplace a comfortable stay is ensured. This is an adults-only property. Pets are welcome. Two guest maximum. No hunting.

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

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.

The Hiding Place - Private Pool and Spa, sleeps 16

The Hiding Place offers 7 bedrooms and 4-bathrooms and comfortably sleep 16. The home is located in the heart of downtown Warrenton. Relax on our large covered deck or lie around our private in-ground pool. (pool open 5/1 - 9/30) Enjoy our outside spa (open 10/1 - 4/30.) Restaurants are within walking distance. The Hiding Place is a retreat where you can get away from it all, relax, refocus and be refreshed. It is great for large families or just a group of friends.

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.

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.