Vacation rentals in Gerald

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.

The Brick Cottage in Owensville

Enjoy a small town stay in The Brick Cottage! This home is located in the heart of a Owensville right along the highway. The home has been updated with an industrial farmhouse vibe while maintaining its original character & charm. It is the perfect place to stay when in town for weddings, family visits, work travel, or just a getaway. Close to wedding venues & wineries. Visit our small town & stay The Brick Cottage. 30 minutes from Hermann & St. James. 1.5 hours from St. Louis & Columbia.

Hawks Ridge Cabin

Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

1 Bedroom Hideaway in Historic Downtown Owensville

Steps from the Rock Island Trail! Stay in the F.G. Henneke building in Owensville, MO's historic Hub district. Apartment B is a comfortable 1 bedroom ground floor garden apartment, accessed from your own private off-street entry. 560sf unit completely renovated with new appliances, windows, fixtures, and the restoration of original floors, millwork, and ceilings. The unit retains the building's historical 1907 charm and warmth, with the amenities and comforts we expect in the modern world.

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.

Cozy Rosebud Retreat with Modern Comforts!

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.

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.

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.

Celestial Log Cabin on the Confluence

Fantastic Eagle Watching! Enchanting 1940's log cabin overlooks the confluence of the Missouri & Osage rivers in charming Bonnots Mill, MO. Close to Columbia, Hermann & Jeff City. Includes master bedroom, open loft, wood-burning hearths, chef's kitchen, clawfoot tub. Double deck overlooking the confluence is a stargazers dream. Secluded, surrounded by nature, find yourself restored after hiking, antiquing, cooking or drinking wine and taking in the beautiful surroundings

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, pack&play. Just 60 mins from downtown STL, 15 mins from Washington, 20 minutes from Six Flags. Your tranquil escape awaits! No pets allowed.

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!