Vacation rentals in Maeystown

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Top-rated vacation rentals in Maeystown

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Top guest favorite

Home in Millstadt

4.95 out of 5 average rating, 311 reviews

Deluxe Barndominium | King bed + Pkg

Enjoy the unique historical setting of this recently remodeled Barndominium, just 5min away from DT Millstadt and 20min from DT St. Louis. Learn the old Illinois ways by relaxing in a contemporary decorated barn that was once an honor system farm stand. Blend of comfort, stylish décor & a rich amenity list are there to satisfy your every need. ✔ 2 Comfy Bedrooms (King Bed, Single over Double Bunk) ✔ Fully Equipped Kitchen ✔ Open Living Area ✔ 55’’ Flat-Screen TV ✔ Fast internet See more below

Guest favorite

Home in Bloomsdale

4.89 out of 5 average rating, 190 reviews

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!

Guest favorite

Home in Ste. Genevieve

4.95 out of 5 average rating, 158 reviews

"Little Brick House" (Hael House built in 1865)

Best downtown location!! Take a trip back in time at this cozy, centrally-located brick cottage in historic Ste. Genevieve. The original home of John and Francesca Hael in the 1860's, you won't find a more authentic old town experience than you will get at "the little brick house" on Main Street. Enjoy mornings at the local coffee shops and bakeries (right across the street) and evenings on the back porch with a glass of wine. The Little Brick House has all the amenities with old world charm!

Guest favorite

Cabin in Bonne Terre

4.85 out of 5 average rating, 103 reviews

Hand Built Log Cabin

This cabin was completed in 1940 by previous owner's grandmother with only the help of her horses. The wood was cut from the property. Originally it had no electric or plumbing, we updated it more in 2021 keeping as much original as possible. Rustic cabin has 2 bedrooms, 1 bathroom with walk-in shower only, washer and dryer, full eat in kitchen and living room. On site you can relax watching horses, mini horses, goats, chickens & ducks as well as wild life. You can feed and pet the 🐐 goats.

Top guest favorite

Farm stay in Bloomsdale

4.95 out of 5 average rating, 149 reviews

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.

Guest favorite

Home in Dittmer

4.96 out of 5 average rating, 494 reviews

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!

Top guest favorite

Home in Waterloo

4.98 out of 5 average rating, 130 reviews

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 with a fire pit. If you have a larger group, consider booking this unit (The Ruby) and the soon-to-open upstairs unit (The Hugh)!

Top guest favorite

Treehouse in Perryville

5 out of 5 average rating, 635 reviews

TreeLoft at BaseCamp - Nature + Luxury

Welcome to the TreeLoft experience! This is a custom built luxury treehouse for two. It is our hope that upon your stay you will be reconnected to nature and to the one you came with. We created the TreeLoft with an inspired state of mind, and we are hopeful that same inspiration will be experienced and reflected during your stay. Go to sleep counting stars and wake up with the trees! We can't wait to provide you with the TreeLoft experience! We rise by lifting others!

Top guest favorite

Cabin in Imperial

4.97 out of 5 average rating, 357 reviews

Serenity Log Inn - Log Out and Log Inn to Serenity

Welcome to Serenity Log Inn. This authentic 1930s log cabin is located one mile from the historical town of Kimmswick and 25 miles from St. Louis with easy access to major highways. There is a $30.00 fee per use of the historical fireplace. Fee covers set up, dry wood for burning, fire starter and maintenance, and $18.00 fee first use to cover clean up. To prevent infestation of insects, no outside wood allowed. 24 hr notice required.

Top guest favorite

Cottage in De Soto

4.97 out of 5 average rating, 117 reviews

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.

Guest favorite

Cabin in Waterloo

4.91 out of 5 average rating, 143 reviews

Cozy 1953 Countryside Log Cabin Minutes to STL

This one room log cabin was built in 1953 and is located in a safe, friendly Illinois town that is part of St. Louis metro area. You can walk to town (restaurants, craft breweries, concerts, plays) and you're still close to St.Louis attractions. Why fight traffic and worry about parking or safety? Guests love our clean and tranquil cabin and the welcoming town of Waterloo.

Guest favorite

Home in Fults

4.95 out of 5 average rating, 201 reviews

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.

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Other great vacation rentals in Maeystown

Guest favorite

Home in Red Bud

4.91 out of 5 average rating, 11 reviews

The Loft

JessieRating, 5 stars1 month ago

The Loft is adorable! It’s a big space and very comfortable! we really enjoyed our stay!

Guest favorite

Tiny home in Bloomsdale

4.92 out of 5 average rating, 154 reviews

Coeur de la Crème Suite at Baetje Farms

SallyRating, 5 stars2 days ago

I didn't want to leave! I am so glad I stumbled upon this hidden gem. I will absolutely be back! The space was cute, clean, and so charming. I have been recommending friends and family to check it out. You're close enough to drive places, but remote enough to feel tucked away. I had a fantastic experience here.

Top guest favorite

Cottage in Farmington

4.97 out of 5 average rating, 58 reviews

Parsons Cottage

SamanthaRating, 5 stars4 days ago

We had an amazing stay at the cottage. It was beautiful and had everything we could need for our family of six. The games were a hit for our kids and we enjoyed waffles in the morning! Would definitely love to come back!

Guest favorite