Vacation rentals in Madison County

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Top-rated vacation rentals in Madison County

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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, 301 reviews

Hot tub/ Blissful Beaver River Cabin

Remodeled remote cabin with an antique modern feel, large deck overlooking the St.Francis 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, drinks, golf and wineries!

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

4.92 out of 5 average rating, 99 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

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, 185 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, 27 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

Floor-to-ceiling windows frame a serene view of the surrounding trees and sky. A warm, electric fireplace offers an inviting glow, while a cozy sleeping area features a quilted bedspread. A television hangs on the wall, and a small table and chairs are positioned nearby.

Treehouse in Annapolis

4.67 out of 5 average rating, 18 reviews

RIVER and SKY Treehouse -Hot tub-Amazing Views-

The River and Sky cabin offers a unique experience with floor to ceiling windows that brings the outdoors in overlooking the St. Francois River. The small cabin has everything you need for a weekend alone, a romantic getaway, or a relaxing time with friends. Sip your morning coffee overlooking the river. Create a rustic outdoor dining experience by cooking with the electric grill under the covered outdoor kitchen. Immerse yourself in the hot tub as eagles fly overhead, or stargaze at night.

Guest favorite

A neatly arranged blanket is positioned on a rock by the creek, adorned with a straw hat, a small metal watering can filled with wildflowers, and a patriotic-themed fabric. The clear water of the creek reflects the surrounding greenery.

Campsite in Fredericktown

5 out of 5 average rating, 35 reviews

Premium Private Camping with Views and Swimming!

Our property is (s) of Fredericktown. No houses or roads are visible. TOTALLY private! It sits along a spring fed creek that you can float around in about 4 feet deep max. Refreshing and very clean except after rain. Teaming with little fish. In this area we provide a firepit, 2 beach chairs, tiki torches and some firewood. Car cannot cross so we can help. Areas to hike. Please only use glass in the grassy areas. Dig catholes for human waste or pack out. Expect to pack out your own trash.

Guest favorite

The exterior of the cozy farm cottage showcases a blend of brown siding and stone accents. A well-lit entryway is framed by two large windows, allowing natural light to illuminate the space. Surrounding greenery enhances the serene country setting.

Cottage in Marquand

4.91 out of 5 average rating, 64 reviews

Country Retreat

A cozy, two-bedroom farm cottage nestled beneath a wooded hillside. A kitchen, full bath, along with a washer/dryer ensure a cozy retreat. Glimpse deer feeding in the hayfield. Sip coffee as you watch the sun rise over the fields through the large front windows. Watch the hay being baled in the summer. Ride the gravel backroads and enjoy the rolling hills and farmland. Local eateries, campgrounds with river access and beautiful scenery are all within a short drive. Starlink NOW available.

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, 5 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 wedding parties or out-of-town 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!

A close-up of a wooden sign featuring intricate designs is set against a backdrop of lush green fields. Pine trees rise in the background, with sunlight filtering through the branches, illuminating the tranquil landscape.

Farm stay in Fredericktown

4.9 out of 5 average rating, 20 reviews

Dickens’s Lodge at 12 Mile Farm

Quiet, beautiful, 3 bedroom, 2 bath cabin nestled in 75 acres in the woods with a wonderful view of wildlife in the fields. Amenities: washer, dryer, detergent, staple stocked kitchen w/coffee, tea, spices, butter & condiments including all major & minor appliances. Large great room w/48" flat screen, fishing poles, toys, games, creek shoes & boots. Ceiling fans on front porch seats 8 Private beach on 12 Mile Creek. Fishing, mountain bike trails, camp fire, beautiful pond in backyard.

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

5 out of 5 average rating, 3 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, 96 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.

Top 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

4.93 out of 5 average rating, 138 reviews

Alpaca Farm Stay (save 10% for non-refundable)

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.