Vacation rentals in Warren County

The Roettger Inn Loft on the Riverfront

Luxury - Starting with the 100% Organic Cotton sheets from Boll & Branch down to granite countertops and quality bakeware, we have created a relaxing retreat. Lovely - The view of the riverfront is just breathtaking. As the Loft occupies the entire floor of the building, both balconies are exclusive for your enjoyment. Loaded - The kitchen is fully stocked with both a french press and a Keurig for your morning coffee plus all the equipment you need to host a dinner (minus the food, of course)

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.

The Wander Inn

Escape in a perfect blend of glamping & comfort in this stylish camper that sleeps 7 guests & boasts 1.5 bathrooms. Order a mimosa (or 2!) before hopping on the trolley to nearby wineries & distilleries for a day of tastings & fun. And when the night winds down, take in gorgeous sunset views from your private outdoor seating area with fire pit & treat yourself to late-night snacks & bartender-crafted cocktails delivered to your doorstep until 1am (because great nights don't have to end early!).

Unplug from Busy+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.

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.

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.

Private Suite w/ Washer & Dryer

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.

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

Refined Woodland Hideaway

Imagine being transported to a place far from the demands of daily life and being able to reconnect with nature and those you love. Close enough for a quick getaway, yet far enough to escape the everyday grind. We are so excited to share with you our idyllic cabin on 100 beautiful acres filled with tree-covered ridges overlooking scenic valleys with tall pines, private hiking trails that seem to whisper in the wind while overlooking a private lake. Close to wine country.

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.