Holiday rentals in Fredericktown

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Top-rated holiday rentals in Fredericktown

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Top guest favourite
A lakeside view showcases calm waters reflecting morning light. The home’s exterior features gray siding and white shutters. A grassy lawn is observed, bordered by a large tree. The scene captures the peaceful surroundings, inviting guests to experience the tranquil setting.
Home in Fredericktown
4.93 out of 5 average rating, 119 reviews

The GooseNest • HOT TUB • Lake View

Enjoy a comfortable stay at this unique lakeside retreat. This home offers two bedrooms and one bathroom. Start your day with coffee and a view of the lake. You’ll stay a short drive from surrounding sites, including Millstream Gardens Conservation Area, Castor River Shut-ins, Elephant Rocks State Park, Johnson Shut-Ins State Park, Marble Creek Recreation Area, and Taum Sauk Mountain. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake

Top guest favourite
A light-colored farmhouse is presented with a prominent stone chimney, featuring a welcoming front porch with wooden railings. Lush greenery, including a trimmed bush, enhances the entryway. Gravel leads up to the house, surrounded by open space and trees in the background.
Farm stay in Fredericktown
4.95 out of 5 average rating, 188 reviews

Spring Valley Ranch Rock House

This quaint farmhouse is located just off of MO Hwy 72 on a 62 acre farm nestled against the Castor River. Here you and your companion(s) can experience the quiet and relaxing life on a farm with plenty of adventure awaiting just around the bend. Sit and enjoy a sip of coffee or tea on the front porch while watching the cattle graze the pasture across the road next to a rustic white barn or venture about 3 miles to the largest privately owned lake in Madison County. Oh yes, enjoy your stay!

Top guest favourite
The exterior of a bungalow showcases a welcoming front porch adorned with string lights. A vintage bicycle is parked on the pathway, with greenery framing the entrance. The house features a distinct two-tone siding and a stone chimney, enhancing the quaint appeal.
Bungalow in Ironton
4.96 out of 5 average rating, 139 reviews

*State Parks*Bungalow*CoffeeBar*Pet Friendly*Porch

The Ironton Bungalow is on quiet neighborhood street in the heart of downtown. A block off Main St. you can walk to town square restaurants and coffee shops thru our backyard gate. Enjoy the front porch for relaxing with coffee. Centrally-located home in in the Arcadia Valley , just minutes from Johnson Shut-Ins, Elephant Rocks and Taum Sauk State Parks, Black River Floating, Shepherd Mountain Bike Park, Pilot Knob battlefield and Millstream Gardens. Take a look at our insta #irontonbungalow

Guest favourite
A 20-foot yurt is situated among bare trees, surrounded by nature. A spacious wrap-around deck enhances outdoor living. The structure features a circular design with a clear dome top and a single door visible. Nearby, a separate area can be seen, possibly for cooking or relaxation.
Yurt in Fredericktown
4.91 out of 5 average rating, 102 reviews

St Francis River: The Blue Yurt and Hot Tub

Let your adventure begin inside the tranquil experience of this 20 ft yurt. Don't let the space fool you, the uniquely curved walls give ample space for a romantic getaway or a relaxing time with friends. The clear dome top provides a magical viewing experience from the queen size bed. The yurt is nestled in the heart of the Ozark Mountains. The expansive, romantically lighted, wrap-around deck provides a panoramic view of the St. Francis River where you can immerse yourself in the hot tub.

Top guest favourite
An outdoor fire pit area is surrounded by a grassy lawn, framed by lush greenery. Two red Adirondack chairs are positioned on a natural stone surface, offering a cozy spot to relax. The sky is bright with fluffy clouds, adding a serene ambiance to the scene.
Cabin in Fredericktown
4.98 out of 5 average rating, 102 reviews

Harmony Hills Cabin on The Little St Francis River

Rustic Cabin overlooking the Ozark Mountains. The Little St. Francis River is only a short walk from the scenic porch. Enjoy the serenity of nature or sit by the bonfire and enjoy a peaceful gaze at the stars. Cozy and well stocked, you'll find this place a home away from home. Bring your fishing poles, hiking boots, swim gear, kayak, a book or just kick back and relax. Please note, *** THERE IS NO WIFI or LIVE TV *** it isn't available in the area. We offer DVDs, books and games.

Superhost
An aerial view captures the cabin surrounded by lush greenery and trees, with the St. Francis River visible nearby. The large deck and hot tub are seen, inviting relaxation, while the rustic red roof of the cabin complements the natural setting.
Cabin in Fredericktown
4.89 out of 5 average rating, 307 reviews

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francios River. Soak your cares away in the Hot Tub. The river is great for kayaking and fishing. Enjoy a peaceful nature get away. Bring your fishing poles, a book, kayaks and disconnect from the hustle and bustle of everyday life! We’re close to Silver Mines, Millstream Gardens, Taum Sauk Mountain, Amidon Conservation, Elephant Rocks, only 10 miles to Ironton or Fredericktown for food and drinks!

Top guest favourite
Treehouse in Perryville
5 out of 5 average rating, 666 reviews

TreeLoft - Your Private Sanctuary in the Trees

The TreeLoft is a custom built luxury treehouse for two nestled in the eastern part of the Ozark Mountains. Enjoy the gas fireplace for a cozy evening ambiance, a private hot tub under the stars, roasting s'mores over an evening fire or an early morning soak in the free standing tub. All of this is located within 20-45 minute scenic drive of hiking trails, wineries, and restaurants . It is our hope that upon your stay you will be reconnected to nature and to the one you came with.

Top guest favourite
The sleeping area features a queen-size bed with decorative pillows and a textured blanket. Soft lighting is provided by wall sconces, and a framed artwork enhances the wall above. A wooden bench rests at the foot of the bed, complementing the warm tones of the decor.
Guest suite in Perryville
4.96 out of 5 average rating, 393 reviews

Tranquil, Spacious Retreat to Rest and Relax!

This Private Guest Suite is nestled on the lower level of the home and offers a peaceful setting with great charm in which to rest and relax during your travels. ✦Features....... ✦Just 4 min from I-55 ✦Queen-Size Bed with Memory Foam topper ✦Sofa-bed for additional sleeping ✦Peaceful, Outdoor Sitting Area with Gas Firepit ✦55" Roku TV w/ surround sound ✦55" Roku TV in Bedroom & Electric Fireplace ✦Located at the end of a private lane - NO through traffic ✦NO Steps! ✦Home Gym

Top guest favourite
A spacious sleeping area is showcased with a textured blanket draping over the bed. In the background, cozy seating includes two armchairs positioned near a small table, with a decorative shelving unit filled with books. Large windows enhance natural light throughout the space.
Treehouse in Perryville
4.94 out of 5 average rating, 167 reviews

Rustic reTREEt Treehouse Getaway

This treehouse features a gorgeous floor-to-ceiling stone indoor/outdoor fireplace, vaulted ceiling, and many large windows which provide natural light and beautiful views. The interior design fuses natural elements of wood and stone, with a more refined and polished urban country look. A partition wall creates intimate spaces w/in this large (950 sq.ft.) open floor plan. Highlights: king size bed, corner claw tub, rainfall shower, reading area, 65" TV, large deck, & BBQ grill.

Top guest favourite
A covered porch offers expansive views of rolling hills and a glistening pond. A swing chair is positioned to the side, inviting relaxation, while flower beds with vibrant blooms border the entrance. Sunlight illuminates the landscape, enhancing the natural beauty of the surroundings.
Cabin in Fredericktown
4.97 out of 5 average rating, 314 reviews

Sunset View, King Bed, Bon Fire, Fish, Hike

The romantic tiny home is decorated in rustic charm to match the setting overlooking the historic farm. A magical setting that allows you to experience the serene surroundings with hiking, fishing on 40 acres. It has a stocked fishing pond, nearby hiking trails, and state parks just down the road. This Tiny Farmhouse is ready to be your perfect place of rest or your base camp for your next adventures! Or if you just need a quiet retreat and a great view!

Guest favourite
An A-frame cabin interior is showcased with a light, airy atmosphere. Large windows allow natural light to flood the space, illuminating a sectional sofa and a cozy area rug. A guitar hangs on the wall, while a dining table is positioned by the sliding glass door leading outside.
Cabin in Arcadia Township
4.95 out of 5 average rating, 20 reviews

The Charlotte: cozy mountain cabin with huge views

Take it easy at this unique and tranquil getaway. "The Charlotte" is a beautiful A-frame cabin sitting on 45 acres at the top of Anderson Mountain. Imagine drinking your morning coffee sitting in a rocking chair and enjoying the breathtaking view of the Arcadia Valley. Or picture lighting an evening fire to enjoy the sounds of the woods with your favorite drink. This cabin will not disappoint and boasts full amenities to go along with your glamping adventure.

Guest favourite
An outdoor seating area is presented with several black Adirondack chairs arranged around a circular fire pit. The covered deck of the tiny home is visible in the background, with large glass windows reflecting the surrounding greenery.
Tiny home in Fredericktown
4.95 out of 5 average rating, 21 reviews

The Stonehouse | Fire Pit | Sleeps 7

Welcome to The Stonehouse, a modern tiny home reimagined from the 1931 Mark Twain National Ranger Station cellar. This thoughtfully restored space features minimalist style and cozy charm—perfect for a peaceful retreat. Enjoy coffee and breakfast from The Station just steps away. As we grow Sawyer’s Landing to host more guests, you may notice some construction. Thanks for your understanding—we’re excited for what’s ahead!

Popular amenities for Fredericktown holiday rentals

Quick stats about holiday rentals in Fredericktown

  • Total holiday rentals

    Explore 10 holiday rentals in Fredericktown

  • Nightly prices starting at

    Fredericktown holiday rentals start at $117 SGD per night before taxes and fees

  • Verified guest reviews

    Over 440 verified reviews to help you choose

  • Wifi availability

    10 of Fredericktown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fredericktown rentals

  • 4.9 Average rating

    Fredericktown stays are highly rated by guests – averaging 4.9 out of 5!

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