Vacation rentals in Leslie

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.

Rustic schoolhouse modern charm

Relax with the whole family at this peaceful place. This Structure was completed in 1910 as the Pin Oak Schoolhouse where it was operational until the 1950's. Completely redone on the inside with modern charm but still maintains the rustic vibe. Plenty of room for the entire family with an amazing yard that backs up to the forest. Plenty of wildlife can be seen from the windows or back porch. A great place to unwind but still close enough for entertainment. Near the towns of Rosebud and Hermann.

Serenity Valley• Secluded Escape • No Cleaning Fee

Discover Serenity in this 675 sq ft Studio cottage on a private wooded lot. Cozy space with 1 queen bed & optional sofa queen bed for up to 4 guests. Relax on the patio, enjoy a bubble bath in the vintage clawfoot tub, or take in the panoramic woods view on the couch. Amenities include WIFI, washer/dryer, fully stocked kitchen (equipment, not food), pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

Peaceful Riverside Getaway

2 bed/1 bath retreat overlooking the scenic Meramec River is a perfect setting for a romantic getaway, a girls' weekend, or an escape from the nearby city. Relax with your evening wine on the spacious deck, complete with stunning river views. Inside, you'll find a cozy space designed for comfort after a day of exploring. Just 5 minutes from the Meramec State Park, enjoy hiking trails, floating, and outdoor adventures. This riverside retreat offers a balance of nature, comfort and relaxation.

Lakefront Studio Guest Home on Hermann Wine Trail!

What was once used as a fueling station at McCurdy Farm is now a quaint, re-purposed vacation rental — perfect for a relaxing retreat. The 1-bathroom studio is ideal for a romantic getaway or quiet respite for a solo traveler. Fish at the property's private lake a few steps away, enjoy wine tasting at vineyards along the Hermann Wine Trail, or lounge on the expansive deck while taking in the serene views. Book your one-of-a-kind lakefront getaway today to experience true New Haven bliss!

Cozy Cottage | Fire Pit + Screened Porch

20 steps from downtown Rosebud! 10 minutes from Owensville! 30 minutes from downtown Hermann! BEDROOM -King sized bed -Ghost Bed Mattress -Ceiling fan BATHROOM -Rain shower -Toilet -Sink KITCHEN -Full sized refrigerator & freezer -Coffee maker -Microwave -Complimentary coffee -Welcome snack (locally sourced) -Table & chairs for 4 -Alexa LIVING ROOM -Pull out queen sofa bed -Queen foam mattress topper -50" Smart TV -Ceiling fan OUTDOOR -Firepit -Covered patio -Table & chairs for 4

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

Modern Country Farm House with beautiful views

Relax with the whole family or friends at this peaceful place to stay. Located just 6 miles south of Owensville, Mo this newly renovated farm house will provide you the countryside escape you have been looking for with no shortage of amenities. This 2 story farm house was originally constructed in 1888 as a multi family boarding house before the Kreter family purchased it in the 1930’s. In 2021 we made the decision to completely restore the house and bring it to its modern day glory.

The Round Room Tower at Moy Mell Farm

Reconnect with nature at this unforgettable escape. Unique, round mini house attached to main house. You will feel like you are far away from the world! We are at the end of a long drive, and in the middle of a small, sustainable farm. We have vegetable market gardens on the premises as well as a variety of farm animals, honeybees, and lots of nature! Even though you will feel isolated and secluded here, we are only minutes away from wineries, a distillery, brewery and art galleries.

TJ’s Country Getaway *Dog Friendly*

If you’re looking to just getaway, relax and disconnect then you’ll love this country setting located halfway between Washington and Union, Missouri. It’s quiet and peaceful, especially at night, yet only 15 minutes from dining along the riverfront, and enjoying live music on the weekends. Just 25 minutes from Purina Farms and 1 hour drive to St Louis Gateway Arch. From your private patio, you will enjoy beautiful sunsets and the beauty of many birds and occasional wildlife.

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.

Guest Cabin at R & J Ranch

Enjoy a relaxing getaway at R & J Ranch! Pour yourself a glass of wine as you soak in the spacious six person hot tub. Gaze at the stars while roasting marshmallows around the campfire. Share laughs during a few rounds of shuffleboard or pool. Whatever you choose to do, this cozy rustic cabin offers a unique combination of relaxation and fun!