Vacation rentals 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!

The Brickhouse

Nestled right in the heart of downtown Waterloo, The Brickhouse is a cozy, eclectic getaway just blocks from all of the local restaurants, bars, and adorable shops ready to serve you. With two bedrooms, Brickhouse has one king size bed, four twin beds, and a pull out queen sized sofa to sleep up to 8 guests. Brickhouse has a kitchen stocked with all of the essentials you will need to cook meals. Other amenities include wifi, a 55' high definition TV, washer and dryer, and toiletries provided.

FUNKS INN no extra guest fee 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.

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn — a cozy 1930s log cabin nestled among the trees just one mile from historic Kimmswick and about 25 miles from St. Louis, with easy access to major highways. Filled with rustic charm and modern comforts, the cabin is thoughtfully prepared for a relaxing and private stay. The kitchen is stocked with breakfast items to help you settle in and feel at home. Please see "Interaction with guests" section for additional details about the property and your stay

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!

Downtown home + Arcade 1980's experience!

If you’re looking for a unique experience to enjoy with your friends and family you have found the right place! Peaceful and centrally-located place with a front porch view of the Gabouri creek and train trestle. Downtown shops and restaurants within walking distance. 1 King, 1 Queen, 1 Full bed. 1 bath with shower + 1 bath with tub. Arcade with vintage games and pinball! Most games set to free play! *some take coin* *No parties - access limited to guest only*

Rooftop • Fire Pit • Shuffleboard • Glam Room

Steps from downtown shops, dining, & nightlife! We’re right next door to the cutest coffee shop, The Coffee Girl, and just a short stroll from everything Waterloo has to offer. -Rooftop deck w/ cabana & fire pit -Bridal suite w/ LED mirror, makeup stations & full-length mirrors -Foosball, shuffleboard & board games -2,280 sq ft | 2 bed, 2 bath + pull-out bed in bridal suite and cot available Early arrival/late checkout? Ask about our half-day add-on!

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

Discover a tranquil retreat in Pevely, which is ideally located close to the Mississippi River, the Mastodon State Historic Site, and nearby parks. This comfortable home is ideal for families, long stays, and contractors because it's close to Festus dining options, outdoor trails, and I-55. It offers a tranquil residential setting and is only thirty minutes from downtown St. Louis and its main attractions.

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!

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.