Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Home in Fredericktown

5 out of 5 average rating, 3 reviews

Hahn’s Mill House at Amidon on Castor River

Bordering Amidon Memorial Conservation Area and Castor River, Hahn’s Mill House offers a peaceful escape where nature and comfort come together. Inspired by the legacy of the historic mill that once stood nearby, our home blends rustic charm with modern amenities. Explore the pink granite shut-ins, hike scenic trails, fish along the river, or simply unwind beneath the stars. Hahn’s Mill House is ideal for couples, families, or solo travelers looking to recharge and reconnect with the outdoors.

Guest favorite

Train in Fredericktown

4.94 out of 5 average rating, 18 reviews

Unique Caboose Retreat | Loft & Firepit

Unwind in a beautifully restored 1958 train caboose, where vintage railroad nostalgia meets boutique luxury. Nestled near Elephant Rocks and Johnson’s Shut-Ins, this retreat offers a serene escape. Relax on the platform with morning coffee or gather by the firepit under the stars. Inside, discover curated comforts: a queen bed, a kid-approved loft, and a surprisingly spacious private bathroom. This family-friendly unique stay is a Missouri hidden gem for hiking, kayaking, and exploring nature.

Top guest favorite

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, 196 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 favorite

The exterior of a two-story cabin is displayed, featuring a wraparound deck supported by wooden posts. A gravel area is visible underneath, with a set of red chairs positioned on the deck. The cabin is surrounded by trees, providing a natural setting.

Cabin in Silva

5 out of 5 average rating, 35 reviews

The Cozy Cabin

Peaceful , family-friendly cozy cabin. Take a short drive to enjoy river fun, canoe and kayaking. Step outside in the morning onto the wraparound deck with a cup of coffee and listen and enjoy nature. Take a hike on the paths, roast marshmallows, make s’mores and hotdogs by the large fire pit, and many more things out in nature. If you’re looking for a peaceful getaway from the city or a night to rest on your way to wherever. Our cabin is also very unique with 3 full hookup campsites.

Superhost

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

4.9 out of 5 average rating, 113 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.

Guest favorite

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, 147 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 several surrounding conservation sites. Bring your fishing pole and kayak! End your day relaxing by the fire pit and watching the sunset on the lake. We now offer event rentals for elopements, small wedding receptions, and small family reunions up to 18 people for an additional fee (message for details).

Home in Fredericktown

5 out of 5 average rating, 4 reviews

The Clementine Cottage-One Bedroom Secluded Home

Nestled in the heart of the Missouri Ozarks, this peaceful one-bedroom retreat offers the perfect mix of seclusion and adventure. Located between Fredericktown, Farmington, and Arcadia, you’ll feel tucked away in nature while staying close to top outdoor attractions. Explore Elephant Rocks, cool off at Johnson’s Shut-Ins, enjoy local whitewater events or ride the trails at Shepherd Mountain. Whether you’re here to hike, bike, float, or relax, this cozy getaway is the perfect home base.

Guest favorite

A charming black farmhouse with a metal roof stands in a wide green lawn under a clear blue sky. The surrounding landscape features rolling hills in the background, adding to the tranquil rural setting.

Tiny home in Fredericktown

4.87 out of 5 average rating, 15 reviews

Farmhouse on Working Ranch!

Looking for a peaceful escape? Our charming 2-bedroom, 1-bath farmhouse on a 130-acre working ranch is surrounded by green pastures, mountain views, grazing cows and sheep. Slow down, relax, reconnect with nature in warm modern décor and wide-open skies. Enjoy evenings by the fire pit or grilling dinner on the gas grill, stargaze from the porch, watch sunrise over the hills, let kids run free. Scenic hiking, kayaking, fishing, quiet country roads nearby; time moves slower on the farm.

Guest favorite

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, 103 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.

Guest favorite

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, 322 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 favorite

A modern kitchen-dining area is visible, featuring a large wooden dining table surrounded by dark woven chairs. Stylish pendant lights hang above the table, while a sleek kitchen with a black island, stainless steel appliances, and decorative elements can be seen in the background.

Apartment in Fredericktown

5 out of 5 average rating, 7 reviews

Modern Midtown Gem

Experience a sophisticated and cozy retreat in the heart of downtown, where mid-century modern elegance meets contemporary comfort. This stylish second-story getaway boasts three bedrooms, two baths, high-end finishes, and city views. Perfect for out-of-town wedding guests! Its prime location offers walkable access to various dining, shopping, and entertainment options. Whether for a celebration or a relaxing escape, this refined urban haven is the perfect stay for any occasion!

Guest favorite

Several alpacas are gathered in a sunny pasture, showcasing their soft, fluffy coats. The group includes a variety of colors, from creamy white to rich brown, with their distinctive faces and calm expressions visible. A fenced area and grassy landscape are seen in the background.

Farm stay in Arcadia

4.92 out of 5 average rating, 147 reviews

Alpaca Farm Stay

Come see the baby alpacas and stay at the most tranquil and private getaway retreat in Arcadia Valley, Missouri and reconnect with nature. Our alpaca farm is nestled on over 28 acres in the Saint Francois Mountains next to the Mark Twain Natl Forest. The lodge is the perfect place for fishing on our 4-acre lake, relaxing after a long day of hiking, and meeting a small herd of alpaca. Your group will have an opportunity for a one-hour meet-and-greet scheduled at your convenience.