Holiday rentals with outdoor seating in Rolla

4.95 out of 5 average rating, 561 reviews

A bright red tiny house is reflected in the calm water, surrounded by lush greenery. The property includes a private dock, equipped with a water slide and lounge chairs, enhancing the serene lakeside setting.

Tiny home in Rolla

Tiny Paradise on the Quarry

Come and enjoy the Tiny Paradise on the Quarry, as seen on HGTV's "Tiny Paradise" in 2017. House Beautiful Magazine's listed it as one of the TOP 50 Tiny Houses in the USA. Featured in People Magazine's HGTV special edition magazine. Missouri Life Magazine listed it as one of the top 9 gems in Missouri. Also featured as one of the four fall get-a-ways in 417 Magazine's. St. Louis Magazine listed it as the coolest Airbnb in their Aug/Sept 2019 issue. You are welcome to have more than two guest.

A game room is showcased with various entertainment options. A foosball table and a ping-pong table are positioned alongside a basketball hoop. The floor features a speckled design, and the walls are painted in light gray. A small round table is set with chairs in one corner.

4.94 out of 5 average rating, 103 reviews

Sweet Southbrook

Your family will be close to everything when you stay at this centrally-located home! You are close to MS&T, Fugitive Beach, Fort Leonard Wood, Scenic Riverways and so much shopping and great food! This home is newly remodeled and will sleep 6-8 comfortably. There is a gas fire pit on the back porch and a game room in the garage area. The neighborhood is peaceful and safe and so close to everything!! There will be a stocked coffee bar waiting for you and a fully stocked kitchen and laundry room!

4.87 out of 5 average rating, 199 reviews

The cabin exterior is presented with a dark wood facade, featuring yellow shutters that contrast with the dark tones. A concrete path leads to the front door, surrounded by a natural landscape of trees and shrubs, creating a serene entrance.

Cabin in Rolla

Jaded Glamping

Quaint + cozy 2 bed/1 bath cabin, sitting on 40 acres, on Lane Springs Rd. Cabin has been completely updated & is perfect if you're wanting to camp with convenience. All of the furniture & bedding is new, making it as comfortable as it is cute! ML features one bed, with a loft & 2nd bedroom upstairs. You'll enjoy a kitchen & W/D..making it feel like home. There's a spacious back deck that walks off the DR, & leads to the fire-pit & trail. Looking for more adventure, head down to Lane Springs!

4.94 out of 5 average rating, 301 reviews

A modern farmhouse is set against a backdrop of lush trees, featuring a metal roof and a welcoming front entrance. A wooden path leads to the door, surrounded by well-maintained greenery and stones, creating an inviting approach to the home.

Home in Newburg

The Retreat at Merry Meadows: Cheerful 4-Bed home

Bring the family to The Retreat with lots of room for fun. Located on a quiet country road, surrounded by woods and fields. I am sure you will find this spacious farm house built in 2019, to be the perfect retreat. We are about 10 miles south of rolla. Fugitive Beach is only a 20 minutes drive away. Kabekona Hills Retreat Center is practically next door. Lane Springs is another popular destination. The large living room and kitchen, makes this a perfect location to bring the whole family.

4.95 out of 5 average rating, 246 reviews

The Blacksmith Bungalow features a welcoming covered porch with two rocking chairs and a 'Welcome' sign. The exterior showcases a gray facade with a metal roof and wooden accents, surrounded by a gravel pathway and lush greenery.

Bungalow in Rolla

Breathtaking Blacksmith Bungalow

Come visit and go back in time. The child- and pet-friendly Blacksmith is located in The Village between the Whiskey Still and the Smokehouse. Nearby is the Woodshop, Cider Mill, Shingle Mill, Victorian Cottage, and Train Depot. Originally owned by George Carney, the Village was built to house craftsmen selling their wares. We are 36 miles from Fort Leonard Wood and 15 miles from Fugitive Beach! The gorgeous 54 acres provides plenty of space to explore the beauty of the Ozark highlands.

The inviting living area showcases a brown leather sectional sofa facing a wall-mounted television. A decorative table lamp and a cozy rug add warmth. Adjacent, a dining area is visible, featuring a wooden table surrounded by chairs and illuminated by overhead lighting.

4.91 out of 5 average rating, 153 reviews

Near MS&T, Hospital, I44 & Ft.Wood, Fugitive Beach

We love this sweet & cozy home. You will too! This home is perfect for individuals and teams traveling for work, couples, families visiting soldiers at Fort Leonard Wood, or even to bring the whole family to this home with indoor and outdoor room for gathering & fun! Distance to Local Attractions — • MS&T • 1 min • Phelps Health • 1 min • I-44 • 2 min • Downtown Rolla • 3 min • STJ Winery • 14 min • Fugitive Beach • 14 min • Maramec Spring Park • 24 min • Fort Leonard Wood • 30 min

A comfortable living area is highlighted by a large leather sofa and armchair, complemented by a wooden coffee table. A television is situated on a rustic stand, and natural light fills the space from the windows, creating a welcoming environment.

4.99 out of 5 average rating, 105 reviews

Double B Ranch Guest House

Welcome to the Double B Ranch Guest House. Bordering three sides of Rolla city limits, you’re on the ranch with just a rock throw from town! The calming quietness of country living within steps of our city. Walking distance to Missouri MS&T, 30 minutes from Ft. Leonard Wood. You may enjoy the entire 1600 square foot sparkling clean home that is also handicap accessible. View the meadow from the back deck while watching the wildlife play. A stocked lake is available for fishing!

4.99 out of 5 average rating, 147 reviews

An outdoor seating area features a round, suspended chair with cushions, offering a panoramic view of the Gasconade River valley. Natural sunlight filters through the trees, casting soft shadows across the wooden deck.

Cabin in Dixon

Cabin in the Sky

Take it easy at this unique and tranquil getaway overlooking the breathtaking Gasconade river valley. This cabin has many features and was specifically designed to accommodate the view. Large outdoor space with dining table, grill and extra seating. Close proximity to Fort Leonard Wood. Also minutes from public boat ramp and public hunting land. Interior features Wi-Fi-,full kitchen, laundry. Family friendly--kids are welcome. Several family-friendly activities nearby in St. Robert.

4.94 out of 5 average rating, 138 reviews

The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.

Treehouse in Salem

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

The historic farmhouse features a welcoming facade with a bright yellow front door. A large wraparound porch is adorned with decorative planters and an American flag. Surrounding the home, well-maintained landscaping showcases flowers and lush green foliage.

4.94 out of 5 average rating, 345 reviews

Charming Historic Farmhouse | Near Fugitive Beach

Welcome to the Historic Holmes House at Ozark Farms! Stay at our beautifully restored 1865 farmhouse just minutes from Rolla, Missouri S&T, and Fugitive Beach. Perfect for solo travelers, couples, or families, with 7 beds, a crib, fast WiFi, Smart TVs, a sunny kitchen, a huge living room, private garage, fire pit, and gazebo. Relax, explore, and enjoy a peaceful getaway in the heart of the Missouri Ozarks. Book today and see why guests have made us aT op Superhost 6 years in a row!

An original-brick archway frames a wooden sliding door crafted from repurposed floor joists. To the right, a modern kitchen features wood cabinetry and stainless-steel appliances. A small dining table with wooden chairs sits in the center, accompanied by a decorative flower arrangement.

4.97 out of 5 average rating, 263 reviews

Journal Stay at The Old Opera House

Nestled in the heart of the Ozarks, this completely renovated 1900s property has been restored into a charming AirBNB stay. This property is perfect for business travel, couples, and small families. Guests will enjoy their stay at this quiet one bedroom apartment located in Historic St. James, adjacent to Route 66. This property is within walking distance to local favorites including Rich's Famous Burgers, Historic Johnnie’s Bar, and a short drive to Sybil’s for fine dining.

4.98 out of 5 average rating, 196 reviews

The cozy bedroom features a large bed with a checkered blanket and natural wood walls. A fan provides airflow, while a window allows soft light to enter. A dark wooden dresser stands nearby, contributing to the rustic charm of the space.

Cabin in Saint James

Cedar Cabin-Angler’s Catch

Cedar Cabin w/King Bed, Fully Stocked Kitchen, Washer/Dryer, Walk-In Shower, Ramp Access, 2 Decks, Fire Pit, Grill, Free Parking, and 1.3 miles from Beautiful Maramec Spring Park. A trout fisherman’s catch or a couple’s cozy getaway. Close to several Ozark attractions including Maramec Springs Park, Montauk State Park, Current River, Huzzah River, and more. The cabin also has a love seat twin sofa sleeper and is 5 miles from town. Hope to see you soon 😉

Popular amenities for Rolla outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

4.96 out of 5 average rating, 53 reviews

A well-appointed bathroom is accentuated by deep blue walls. It features a white shower/tub combination, a circular mirror above a sleek white vanity, and a modern toilet. A bright overhead light illuminates the space, highlighting its clean and functional design.

Home in Saint James

Hideaway A | 2bed 2bath | 1 Car Garage

4.97 out of 5 average rating, 115 reviews

The kitchen features wooden cabinets providing ample storage, accented by a stone backsplash. Stainless steel appliances, including a gas stove and refrigerator, are present. Natural light enters through a window above the sink, and wooden flooring adds warmth to the space.

Home in Waynesville

Domicile at Fort Leonardwood

4.98 out of 5 average rating, 165 reviews

The exterior of the house features a covered carport with space for two vehicles. Lush green grass surrounds the driveway, complemented by a small evergreen shrub. The well-maintained front yard is lined with trees, enhancing the welcoming appearance of the home.

Home in Newburg

Raven House, 3 bedroom, Rolla 5 mi, Ft Wood 22 mi

A light blue house with a sloped roof is depicted, featuring a front porch and steps leading to the entrance. A grassy area surrounds the home, complemented by a tree casting shade. Lush foliage provides a sense of privacy and warmth.

4.98 out of 5 average rating, 41 reviews

The Art Teacher's House

4.99 out of 5 average rating, 199 reviews

A cozy living area features a fireplace with black marble surround and framed pictures above. Two dark recliners are positioned nearby, alongside a light-colored bench. A television is situated on a low wooden stand, and light is filtered through dark curtains, creating a comfortable atmosphere.

Home in Saint Robert

Roger’s Place, four miles from Fort Leonard Wood.

4.93 out of 5 average rating, 119 reviews

A single-story home is depicted, featuring a light blue brick exterior and a brown roof. Blue shutters adorn the windows. An American flag is displayed in front, and a concrete walkway leads to the entrance, bordered by a grassy area and a stone mailbox.

Home in Saint Robert

Family Friendly Home 5min from FLW Main Gate

4.98 out of 5 average rating, 98 reviews

A cozy bedroom features a spacious bed draped with a textured yellow blanket. Natural light filters through sheer white curtains, illuminating a comfortable armchair and a desk with a lamp. A mirror reflects the room's inviting atmosphere, while neatly stacked towels are displayed nearby.

Home in Saint James

Charming 2 bedroom home - The Winchester.

4.95 out of 5 average rating, 183 reviews

A fire pit area is surrounded by six wooden Adirondack chairs, positioned on a gravel bed. Nearby, colorful flowers add a touch of nature to the landscape, which gently slopes towards a serene body of water reflecting the sky above. Tall trees provide a natural backdrop.

Home in Steelville

Willie Acres: Hot Tub•Pool•Walking Trails

Apartment rentals with outdoor seating

A covered deck area features two individual chairs and a two-seater couch, all with red cushions. A small glass-top table is positioned between the seating. Light filters through the nearby window, highlighting the wooden floorboards.

Apartment in Steelville

4.4 out of 5 average rating, 10 reviews

Cardinal Place: Country Walk-out Basement

4.88 out of 5 average rating, 42 reviews

A stone exterior is complemented by a spacious wooden deck surrounded by lush greenery. Stairs lead up to the upstairs apartment entrance. An outdoor swing and a shaded umbrella seating area are visible on the deck, inviting relaxation in a natural setting.

Apartment in Salem

1930's Craftsman Upstairs Apartment + Live Creek

5 out of 5 average rating, 18 reviews

A cozy kitchenette is illustrated with vintage signs and memorabilia on a gray wall. The warm wooden cabinetry is complemented by a dark countertop. A leather sofa and a door leading outside are visible, creating a welcoming ambiance for guests.

Apartment in Rolla

Furnished GarageMahal in the Middle of Everywhere

The kitchen features wooden cabinetry with a modern finish, complemented by stainless steel appliances including a refrigerator and microwave. A spacious countertop offers ample preparation space, while a glass dining table is surrounded by white chairs, creating a bright and functional atmosphere.

4.92 out of 5 average rating, 238 reviews

James Stay at the Old Opera House

Apartment in Saint Robert

A cozy bedroom features a queen-size bed draped in soft gray linens, complemented by a light-colored throw blanket. Natural light enters through a large window with flowy curtains, and two framed artworks adorn the wall above the bed, adding a touch of color.

4.75 out of 5 average rating, 56 reviews

Charming 2BR: 5 Min to Leonard Wood

A cozy bedroom is presented, featuring a spacious bed with crisp white linens. Two bedside tables, each with a lamp, flank the bed. Natural light filters through a window covered by light curtains, and a round mirror is positioned above the bed.

4.94 out of 5 average rating, 52 reviews

Tranquil apartment, conveniently located

An airy kitchen features wooden cabinets and granite countertops, equipped with modern appliances including a stove, dishwasher, and refrigerator. A small dining table with turquoise chairs is set for four, while a cozy sitting area with a sofa and decorative pillows adds comfort.

4.96 out of 5 average rating, 134 reviews

Ousley Stay at The Old Opera House

5 out of 5 average rating, 6 reviews

Maramec Stay at Forest City Place

Other holiday rentals with outdoor seating

4.89 out of 5 average rating, 53 reviews

The cabin features an authentic log design with a stone chimney, surrounded by gravel and grass. A covered porch extends along the front, offering a view of nearby trees and the open landscape. The structure is elevated slightly above the ground.

Cabin in Newburg

Cabin at CM Cattleco

Superhost

A rustic cabin with a green metal roof and wooden logs is set amidst trees. The cabin features a door framed by windows with shutters. A picnic table and firepit are arranged outside, surrounded by a gravel area for outdoor activities.

Cabin in Richland

4.78 out of 5 average rating, 40 reviews

Country Charm Cabins 26840

4.88 out of 5 average rating, 24 reviews

A spacious lodge is situated on a gentle slope, surrounded by bare trees in early spring. A green grassy area leads to the building, which features a long, low structure with a simple roofline and a covered porch along the front.

Home in Licking

Double C Lodge

5 out of 5 average rating, 89 reviews

A spacious bedroom features a large wooden bed with a decorative headboard. The wall is designed with exposed brick, complementing the wooden nightstands and drawers. Green lamps illuminate the bedside, while a cozy green throw is casually placed on the bed. Soft natural light enters through the curtained window.

Home in Saint James

Like New. 2 Bedroom / 2 Bath home in St. James

5 out of 5 average rating, 43 reviews

A cozy seating area is shown with a grey sectional sofa featuring a chaise lounge and decorative throw pillows. A small black shelving unit stands nearby, displaying a framed landscape photo. Natural light enters through a small window, illuminating the modern design.

Farm stay in Vichy

Little Springs Farm

4.98 out of 5 average rating, 41 reviews

A quaint cabin sits nestled among trees, featuring a porch with seating. A small fire pit area is surrounded by logs and chairs, while gravel pathways lead to the entrance. An American flag gently waves nearby, enhancing the natural setting.

Cabin in Saint James

Freis' haus Cabin

4.87 out of 5 average rating, 53 reviews

A charming house is set against a backdrop of vibrant green trees, situated by a serene pond. A spacious porch with white railings provides a welcoming entrance. A small dock extends into the water, enhancing the tranquil outdoor setting.

Home in Owensville

Post Oak Chaise