Holiday houses in Maeystown

Hop off the highway, Relax!

Relax with the whole family at this peaceful place to stay. We are located only 4 miles off of highway 55! There are two bedrooms and two COMFY couches if you have more than 4 staying the night! This is located on a secluded road with two other homes occupied nearby by with quite, but very friendly, residents. This home is 25 minutes away from the historical town of Ste Genevieve, take a look! The host is will be able to assist you almost immediately, whether it be over the app or in person!

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

FUNKS INN-no extra guest fees or cleaning fee

This house was built in 1870, it is a stone structure and was used as a family farm home. It has been remodeled for its use today. It is historically correct, which includes antiques of the time. Post Civil War era, furniture including the beds of this period. Another interesting aspect, is that the floors are all original. Mattresses, blankets pillows, bedding and towels are all new. The wine cellar that we have added, made on location. I always leave some out for guests. No fee.

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

The Ruby/Close to St. Louis and Waterloo Downtown

Welcome to The O'Bannon House in Waterloo, IL, where we offer the best of both worlds! The city limits of St Louis are only about 17 miles away, yet we are located within walking distance of all that the idyllic town of Waterloo offers: great restaurants, shops, and breweries. Enjoy our coffee bar, a fully-equipped kitchen, and a park-like backyard. If you have a larger group, consider booking this unit (The Ruby) and the upstairs unit (The Hugh) so you can all stay in one place!

Modern Treehouse • Hot Tub • Private Escape

The TreeRise is a secluded luxury treehouse created for quiet moments and meaningful connection. Just 1 hour from St. Louis in Southeast Missouri and 20–35 minutes from hiking trails, wineries, and dining, this private forest retreat blends upscale comfort with nature. Thoughtfully equipped for rest, romance, and renewal, the TreeRise welcomes you to unplug, slow down, and reconnect—wrapped in trees, stillness, and intentional privacy.

Rock House Retreat

Unplug and enjoy a slower pace of life at this picturesque rock cottage. The 1920’s former hunting lodge was built from stone sourced from the property, and is as charming as ever. Enjoy an early morning stroll on one of the many hiking trails, or just relax on the porch while sipping coffee. There are many great hiking opportunities within a short drive, however, once you get settled in you may not find a reason to leave.

Pevely Getaway Near Festus & I-55 | Free Parking

Enjoy a tranquil getaway in Pevely, conveniently located near the Mississippi River, Mastodon State Historic Site, and local parks. This comfortable home is perfect for families, long-term stays, and contractors, with easy access to dining in Festus, outdoor trails, and I-55. Just 30 minutes from downtown St. Louis and major attractions, it offers a peaceful residential setting.

The Loft at 12A

An open and updated space with natural light and 10 foot ceilings! This fresh and clean space is conveniently located on a quite corner of Main Street. Walking distance from eateries and cocktail hours. For your convenience The loft is fully equipped with WiFi and A smart station. If you’re in town for business, you’ve found the perfect spot!

THE SILO: water front, outdoor bath, hammock.

Beautiful farm Silo with original exterior TOTALLY NEW boho, industrial, farmhouse, luxury, chic interior design style! Perfect for ANYONE!! The Silo is located on 5 private acres with a double decker deck overlooking the water! This house makes the ultimate escape! SO many close off property activities as well!

Quiet country getaway w/ Hot tub

Welcome to the Homestead Hideaway! Unwind and take in the simplicity of country living. From watching the sunrise to sitting under the stars experience nature with all the amenities. This home comfortably fits 6 people with 3 bedrooms and 2 full bathrooms with plenty of room to enjoy the outdoors.

Honey Hideaways

Welcome to Honey Hideaways! Welcome to our charming mountain retreat with breathtaking views of the valley and surrounding mountains! Located on the serene mountainside, our cozy cabin for two offers the perfect blend of tranquility and adventure for your next getaway.