Vacation rentals in Fredericktown

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Top-rated vacation rentals in Fredericktown

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Guest favorite

The geodesic dome is illuminated warmly from within, creating a welcoming glow against the night sky. The structure's unique shape and large window reveal a glimpse of the cozy interior, showcasing a serene space ideal for relaxation and connection with nature.

Dome in Perryville

4.95 out of 5 average rating, 146 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

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 fully-constructed tipi stands illuminated by soft light, surrounded by trees. The entrance is visible, showcasing a welcoming interior space. A vibrant campfire adds warmth, while the night sky forms a serene backdrop, enhancing the appeal of this secluded retreat.

Tent in Park Hills

4.96 out of 5 average rating, 604 reviews

❤️ MAGIC TIPI RETREAT

Relax, rejuvenate & reconnect in FULLY-EQUIPPED TIPI in the WOODS, offering access to PRIVATE HOT TUB, SAUNA, MASSAGES, FINE DINING. FIRE PIT & FREE WOOD ON SITE. This affordable luxury retreat is your safe place for CELEBRATING SPECIAL OCCASIONS and life at large. Best suited for those with discerning taste & sense of adventure. Private hot shower in AC/heated bathhouse, indoor fireplace, heated beds. Romantic. Mystic. Calming. Bring yourself & we'll provide the rest. PET FRIENDLY (see rules).

Top guest favorite

A charming street scene captures the historic architecture of Ste. Genevieve. Colorful storefronts line the sidewalk, featuring a gallery and residences, while seasonal flowers add vibrancy. Trees with remaining leaves provide a natural canopy over the pavement, leading to parked vehicles in the distance.

Home in Ste. Genevieve

4.95 out of 5 average rating, 174 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

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, 103 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 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

A charming cottage is presented with white siding and a welcoming front porch. A neatly arranged stone pathway is flanked by vibrant purple flowers, leading to the entrance. Lush green grass and decorative shrubs enhance the outdoor appeal.

Home in Farmington

4.99 out of 5 average rating, 136 reviews

Dewey Cottage: Hike, Pickleball, Shop, Wine & Dine

Make yourself at home in the Cottagecore-inspired indoor/outdoor living spaces. Located within walking distance of historical downtown. We are surrounded by nine of Missouri’s most scenic state parks, challenging golf courses, an extreme off-road recreation area, hiking trails, unique shops and boutiques, and fifteen award winning vineyards and wineries! We will be more than happy to accommodate you and any of your friends and family. Also, we are now within walking distance of PICKLEBALL!

Top guest favorite

The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.

Treehouse in Perryville

5 out of 5 average rating, 652 reviews

Couples Retreat in the Trees + Hot tub

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.

Guest favorite

A round, metallic structure sits amidst a grassy area, framed by trees displaying fall colors. The building features a welcoming porch supported by wooden beams, with flower pots accenting the entrance. An adjacent utility shed complements the rustic design.

Home in Ste. Genevieve

4.99 out of 5 average rating, 145 reviews

Silo Farm Haus

The Silo Farm Haus is a one of a kind grain silo custom designed into a beautiful, rustic home that sits on a 200 acre farm located in the heart of Sainte Genevieve wine country! The house has nearly 800 sq ft of a truly unique, round house experience. An upstairs, spacious loft features a queen size bed, & antique furniture. Downstairs has a full size eat-in kitchen, laundry room, bathroom and cozy living room. An air mattress is available to sleep 2 guests in the living room.

Guest favorite

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, 382 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

Guest favorite

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, 152 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 favorite

The cabin features a welcoming façade with a screened-in porch, surrounded by lush greenery. A stone path leads to the entrance, highlighting the natural setting. Large windows allow for ample light, enhancing the connection to the outdoors.

Cabin in Arcadia

4.95 out of 5 average rating, 106 reviews

Quaint Little Porch Cottage

This wonderful little cabin is perfect for the couple that wants to get away. With its amazing screened in porch, it's the perfect place to have your morning coffee and watch the wildlife or a nice glass of wine at night. Sitting on 38 gated acres, this cabin shares the property with 6 other rentable cabins. This property adjoins our 700-acre property where we have a stocked pond for your fishing enjoyment and 6 miles of hiking/horse riding trails through our rolling woods.