Holiday 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.

Modern Lakefront Chalet at Innsbrook

Updated modern 2 bed 2 bath lakefront chalet located within the Innsbrook Resort. Enjoy private access and of the small Lake Powderhorn. This stylish chalet has 2 bedrooms each with a queen size bed. The open living room has a large sectional and a separate full size couch. The updated kitchen includes a stove, dishwasher, and a laundry unit. As part of the Innsbrook resort, you'll also have access to the many amenities, including golf course, swimming complex, various lakes, trails, etc.

Squirrel Run at Innsbrook Resort

WINTER ---> NOV-MAR: 4 -wheel drive car is recommended. In heavy snow, the cabin is deep in the woods & services would not be able to plow you out immediately. NO PARTIES. We have a 8 person occupancy. This includes holidays. Squirrel Run is nestled on 3 acres in a secluded wooded setting within the Innsbrook Resort Community. This 2-bedroom, 1-bathroom home sleeps 8 and offers everything from hiking, canoeing, swimming, or lounging around the firepit. More details on IG @squirrel_run_ibk

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.

Private Full Kitchen Guest Suite in Quiet Location

Newly renovated apartment on the lower level of my home. You'll have privacy and room to relax or cook a meal. You'll have your own separate heating and cooling for your comfort. I want my guest to relax and enjoy...therefore, no list of chores to complete upon checkout! Located 5 miles from hwy 70 in Wright City. Approximately 13 miles from Wentzville, 20 miles from O'Fallon, 6 miles from Warrenton and 17 miles from Troy. Maximum occupancy is 2 people age ten and up (no exceptions).

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.

Peaceful Lakefront Chalet w/Dock and Boats!

Our spacious and updated chalet is perfect for your lake getaway! Overlooking Lake Wynnbrook and surrounded by beautiful forest, this is the ideal setting for both relaxation and water fun. This chalet is roomy enough to accommodate a family gathering, girl’s weekend, graduation trip, and more with endless activities, including a nearby winery, golf course, and fishing. Whatever your getaway includes, you will have so much lakeside fun, so close to St. Louis!

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.

Peaceful chalet - *new* private beach, WIFI, kayak

Discover serenity at Shadow Lake Cottage—a peaceful waterfront chalet with a private dock, king-size suite, and three-season room, surrounded by mature oak and dogwood trees. Whether you’re looking to reconnect with loved ones, retreat with friends, or escape the office for a while, this charming vacation home rental near St. Louis at Innsbrook Resort offers a perfect blend of comfort, privacy, and resort perks.