Holiday rentals with outdoor seating in Ironton

4.93 out of 5 average rating, 106 reviews

The loft bedroom features a king-sized bed dressed in dark bedding and a textured throw blanket. Bedside tables with lamps flank the bed, and a decorative wall sign above adds a personal touch. A woven area rug is placed underneath, enhancing the cozy atmosphere.

Barn in Caledonia

The Loft+Silo+Hallmark movie town+Cozy+State Parks

Plan a memorable stay in an unforgettable location at our creek side silo that was once used on a farm in Arkansas to store grains and crops. This quiet, peaceful country setting is all within a short driving distance of state parks, hiking/biking trails, and historic Caledonia which offers quaint shops and fun events. Sunset at the Silos lives up to its name with views of sunsets, pastures of cattle, and if you're lucky deer! The silo may be just 24 feet across, but everything you need is here!

4.93 out of 5 average rating, 140 reviews

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

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

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.

4.99 out of 5 average rating, 151 reviews

Dewey Cottage: Comfort & Serenity In Town

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!

4.91 out of 5 average rating, 110 reviews

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

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.

4.93 out of 5 average rating, 159 reviews

A modern tiny home exterior features a stone façade and large glass windows allowing ample natural light. The welcoming front porch is furnished with two white adirondack chairs, providing a cozy spot to enjoy the view of the surrounding landscape.

Tiny home in Bloomsdale

Miette Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

4.99 out of 5 average rating, 150 reviews

A modern cabin exterior is shown, featuring warm outdoor lighting and a combination of wood and metal materials. A spacious deck is accessible via steps, while a covered area with a grill and outdoor movie projector is visible on the side. Lush greenery surrounds the property.

Cabin in Leasburg

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Welcome to our Beautiful Luxury Cabin in the Woods—more than just a place to stay, it's an unforgettable experience. Nestled on 9 private acres, this custom-built, Scandinavian-inspired retreat offers the perfect blend of comfort and adventure. While the property features just one other guest cabin nearby, there are NO SHARED AMENITIES, ensuring you have complete privacy during your stay. The cabin is near Onondaga State Cave Park, Meramec River, Float Trips, Wineries and local dining.

5 out of 5 average rating, 690 reviews

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

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

4.98 out of 5 average rating, 102 reviews

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

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.

4.89 out of 5 average rating, 318 reviews

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

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!

4.94 out of 5 average rating, 132 reviews

The scenic view captures the winding Black River surrounded by lush greenery, with sandy banks visible along the water's edge. The landscape is characterized by rolling hills under a partly cloudy sky, highlighting the natural beauty of the Ozark Mountains.

Cabin in Redford

The Cabin ❤️ at Black River View

Come experience total seclusion listening to the rapids of the Black River below 37 acres in the heart of the Ozark Mountains. If you like bonfires at night and having the place to yourself including plenty of side by side trails and a gun range to enjoy, you’ve found your place to get away. Overlooking the Black River and in site of the highest elevation point in Missouri this newly built in 2016 state of the art cabin has everything you need to entertain your family and friends.

4.95 out of 5 average rating, 185 reviews

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

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.

4.97 out of 5 average rating, 148 reviews

A warm living area is furnished with a brown leather couch and a patterned area rug. A vintage bicycle is displayed on the wall, enhancing the space. Natural light filters through the window, reflecting off the polished wooden floors.

Bungalow in Ironton

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

Classic Craftsman meets modern comfort at the Ironton Bungalow. This charming 2 bed, 1 bath home blends timeless character with thoughtful updates in a quiet Arcadia Valley neighborhood. Enjoy cozy interiors, a fully equipped kitchen, fast Wi-Fi, and a highlight front porch perfect for morning coffee or evening unwinding. Just minutes from Shepherd Mountain Bike Park, hiking, and downtown Ironton—an ideal home base for adventure or relaxation.

Popular amenities for Ironton outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.95 out of 5 average rating, 37 reviews

A cozy living area is furnished with two brown leather sofas, adorned with decorative pillows. A painting depicting a pastoral scene hangs on the wall, complemented by a wooden accent wall. Twin table lamps provide soft lighting, enhancing the inviting atmosphere.

Home in Ironton

The Olde Homestead

4.99 out of 5 average rating, 70 reviews

Home in Ironton

The Sutton House

4.84 out of 5 average rating, 149 reviews

A single-story home features a light blue exterior with a spacious porch. The front yard is greased with bare trees, and a gravel driveway leads up to the entrance. A bench and chairs sit invitingly on the porch, overlooking a slight slope.

Home in Bloomsdale

Blue Haven

4.98 out of 5 average rating, 124 reviews

A charming house is nestled among trees, featuring a striking red roof and light-colored walls. A spacious driveway leads to a garage. A wooden fence surrounds part of the property, adding to the serene outdoor environment.

Home in Ste. Genevieve

The Jonca Creek House

4.98 out of 5 average rating, 195 reviews

A newly remodeled house is shown with a welcoming porch featuring a swing and comfortable seating. The exterior is surrounded by a grassy area and trees, creating a natural setting. A black grill is positioned on the patio, ready for outdoor gatherings.

Home in Cadet

2BR House with Hot Tub near Washington State Park!

4.99 out of 5 average rating, 84 reviews

A private pool is framed by a wood gazebo, featuring stone pillars and landscaped greenery. The pool's smooth edges complement the textured concrete patio. Lush trees and an expansive grassy area are visible in the background, creating a tranquil outdoor escape.

Home in Park Hills

Bluebird Meadows w/ Hot Tub and Pool **Special***

4.92 out of 5 average rating, 259 reviews

A single-story home is set on a green lawn, featuring a light brown exterior and a neatly maintained pathway leading to the front door. Windows with red and white accents provide a welcoming touch, while trees line the background, offering a sense of privacy.

Home in Bloomsdale

Hop off the highway, Relax!

5 out of 5 average rating, 4 reviews

Home in Ironton

Hollow Hidden Lodge

Apartment rentals with outdoor seating

4.98 out of 5 average rating, 62 reviews

A bright living area features a light-colored sofa paired with a dark armchair. Natural wood accents are present in the coffee table and flooring. Large windows bring in ample light, showcasing a nature-inspired wall mural and a small decorative plant.

Apartment in Ironton

Mountain View at Pickle & Perk

4.83 out of 5 average rating, 6 reviews

Apartment in Ellington

Camden Spring

4.68 out of 5 average rating, 22 reviews

A welcoming entrance is displayed with a dark front door adorned with a wreath. A decorative 'Welcome' sign hangs beside the door. A small potted plant is positioned near the window, and a doormat with 'Welcome' is placed on the ground.

Apartment in Ellington

Riverways Rentals G7

4.86 out of 5 average rating, 36 reviews

A modern living area features a sleek black television stand and a flat-screen TV. A small dining table with two chairs is positioned beside a door leading to the kitchen. Light-colored wood flooring complements the space, while a rug adds texture and warmth.

Apartment in Ellington

Riverways Rentals F6

5 out of 5 average rating, 60 reviews

A spacious living area features a light-colored sofa and a round coffee table with a natural wood finish. A decorative rug lies beneath the table, while a ladder leads to a loft space. The pink refrigerator adds a vibrant touch to the modern decor.

Apartment in Ironton

Pickleball Cafe-Courtyard Suite

5 out of 5 average rating, 6 reviews

A simple entrance features a white door set within a gray metal wall. A small overhang provides shelter above the door. The area surrounding the entrance is composed of gravel, with a garage door visible to the left.

Apartment in Lesterville

R & S Studio

Apartment in Ste. Genevieve

An inviting cellar space is highlighted by original stone walls and wooden beams. A polished bar area with high-backed stools is visible, alongside a dining table set for gatherings. Decorative wooden cabinetry adds charm, with intricate artwork displayed on the wall.

4.93 out of 5 average rating, 45 reviews

Cellar Apartment (Bierkeller)

Apartment in Fredericktown

A cozy living space is partially separated by a decorative room divider. An electric fireplace is positioned near a wall-mounted television. A unique bicycle and an artistic boat design hang above, complemented by a circular chandelier casting soft light across the room.

4.86 out of 5 average rating, 28 reviews

Studio Layne - Historic Downtown

Other holiday rentals with outdoor seating

The exterior of a single-story brick house is displayed, featuring a welcoming front porch shaded by a broad overhang. A manicured yard with sparse grass surrounds the entrance, while deciduous trees line the background under a clear blue sky.

5 out of 5 average rating, 31 reviews

Rosemary's Retreat -Serenity in town

4.81 out of 5 average rating, 36 reviews

An open living space features a combination of dark wood flooring and light grey walls. A large brick fireplace is framed by a white mantle, while a flat-screen TV is mounted above it. Comfortable seating is arranged around a central coffee table, with windows inviting natural light.

Bungalow in Arcadia

Arcadia Valley Bungalows #1 outdoor pool

4.98 out of 5 average rating, 45 reviews

A serene log cabin is reflected in the tranquil water of a pond, surrounded by lush greenery. The area is dotted with various boats and outdoor seating, inviting guests to enjoy the peaceful setting. Sunlight filters through the trees, enhancing the natural beauty.

Cabin in Farmington

Cozy 2-Bedroom Log Cabin With Wood Burning Stove

A comfortable living area is furnished with a sectional sofa and an accent chair. Natural light enters through a window, creating a cozy ambiance. A small side table holds a lamp, and a decorative wall sign enhances the space. The entrance door is visible, leading to the outdoors.

4.94 out of 5 average rating, 82 reviews

The Hideaway

5 out of 5 average rating, 40 reviews

Sweet Magnolia House Sleeps 8-Large Fenced Yard

4.93 out of 5 average rating, 97 reviews

The front view of the guesthouse showcases a single-story structure with a light-colored exterior and brown shutters. A welcoming front door is framed by two windows, while a simple dark chair sits outside. Lush green grass surrounds the pathway leading to the entrance.

Guesthouse in Farmington

Micayah’s House

4.93 out of 5 average rating, 15 reviews

Train in Fredericktown

Sleep in a Real Train Caboose | Loft & Firepit

A charming two-story home features a light green exterior with white trim. Surrounding the house, manicured shrubs and a brick pathway lead to the entrance. The front yard is spacious and grassy, with mature trees offering shade.