Family-friendly holiday rentals 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, 106 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!

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, 158 reviews

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

We love this sweet & cozy home. 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 Amazon Distribution Center - 14 min STJ Winery - 14 min Fugitive Beach - 14 min Maramec Spring Park - 24 min Fort Leonard Wood - 30 min

4.95 out of 5 average rating, 251 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.

A quaint home with a vibrant red exterior and cedar accents is highlighted. A wooden ramp leads to the entrance, with a charming staircase visible. Lush greenery surrounds the house, enhancing the natural setting. The entrance features a welcoming front porch area.

4.95 out of 5 average rating, 172 reviews

Cedar Haven Rolla

Welcome to Cedar Haven Rolla. In a quiet neighborhood centrally located in the heart of Rolla. Unwind after a long day in the relaxing warmth of this newly renovated home. Located only 6 blocks from historic downtown Rolla and old route 66, 9 blocks from the University of Missouri Science and Technology (MST), and only 3 blocks from Rolla's largest park - Ber Juan (fitness complex, splash zone, walking trails, frisbee golf). Just 3 minutes driving from Interstate 44, Hwy 63, + Hwy 72.

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.

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, 107 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!

4.98 out of 5 average rating, 132 reviews

The bright living area features a light-colored sofa and a patterned accent chair. A wooden table occupies the space, complemented by a rocking chair and a dresser. Natural light enters through large windows, highlighting the simple decor and open layout.

Home in Newburg

The Farmhouse @ Merry Meadows near Fugitive Beach

Welcome to The Farmhouse at Merry Meadows! We would be delighted to have you visit our home-away-from home nestled in the Ozark woods. You’ll love how the light comes filtering in over the hills as you prepare your morning beverage in our open, fully-equipped kitchen. At night, sink into one of our cozy beds thoughtfully curated for your rest and enjoyment. Enjoy the sounds of the woods and nearby farms from the private back deck, and all the tranquility our rural home has to offer!

4.95 out of 5 average rating, 147 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, 349 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!

The kitchen features sleek cabinetry with modern appliances, including a stainless steel refrigerator and oven. A dark blue tiled backsplash adds depth. A small dining area with a patterned rug and pink chairs complements the bright and functional space, while natural light enters through a nearby window.

4.85 out of 5 average rating, 178 reviews

Stylish 2Bdrm Bungalow | Walkable + Well Equipped

Experience the charm of Rolla at The Mona Lisa House! Nestled in the heart of the town, this stylish bungalow offers a lovely space with everything to ensure a perfect stay for 1 to 4 guests. Newly renovated and thoughtfully equipped with modern amenities, your stay promises comfort and convenience. *Fully equipped kitchen *Dedicated workspace *Washer and dryer *Backyard space *Great, walkable location *15 min walk to Missouri S&T or downtown *15 min drive to Fugitive Beach

4.97 out of 5 average rating, 266 reviews

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.

Flat in Saint James

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.

Popular amenities for Rolla family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 64 reviews

A wooden cabin features a spacious deck adorned with string lights, enhancing the evening charm. Nearby, a hot tub sits beside a wooden barrel, all surrounded by autumn leaves and a distant mountainous landscape under a subtly colored sky.

Home in Steelville

Huzzah Springs - hot tub and barrel sauna!

4.84 out of 5 average rating, 74 reviews

A rustic log cabin displays a welcoming front porch with wooden railings. A colorful flag hangs beside the entry. Surrounding grass is carefully maintained, with small shrubs and trees defining the cabin's peaceful rural setting. The green roof complements the natural landscape.

Cabin in Steelville

Romantic log cabin with private hot tub

4.8 out of 5 average rating, 25 reviews

A welcoming front porch is featured, bordered by lush greenery. Two white rocking chairs are positioned invitingly, alongside a small round table. The exterior of the home showcases a light gray color, complemented by a bold red door. Large trees provide natural shade against a clear blue sky.

Home in Steelville

Friends Hangout with Hot Tub and No Cleaning Fee

Camper van/Motorhome in Salem

The sleeping area features a full-size bed adorned with coordinating colorful blankets and decorative pillows. Natural light enters through two windows, framed with dark curtains. The rustic wooden walls add warmth to the cozy ambiance, while a patterned throw evokes a country feel.

4.99 out of 5 average rating, 232 reviews

Ranch Glamper, Fire Pit, Barbecue Grill, Hot Tub

4.97 out of 5 average rating, 88 reviews

A spacious hot tub is illuminated by soft blue lighting, surrounded by a wooden gazebo. Two wine glasses are placed on the edge, inviting relaxation. A grill is visible in the background, and strands of light fill the area, creating a serene evening ambiance.

Cabin in Owensville

Guest Cabin at R & J Ranch

4.8 out of 5 average rating, 46 reviews

An open-concept living area features a functional kitchen with modern appliances and light cabinetry. A spacious seating area includes a comfortable sofa and a round coffee table, arranged on a patterned rug. Natural light filters in through a window, enhancing the warm interior.

Home in Houston

Cowtown-Charming 2BR/2BA Farmhouse Retreat

4.85 out of 5 average rating, 13 reviews

Tiny home in Dixon

Riverfront Escape • Hot Tub + Private Bluff Views

4.99 out of 5 average rating, 228 reviews

The exterior of a rustic cabin showcases a red metal roof and wooden log siding, framed by a spacious yard. Seating is provided by two red chairs arranged on a stone patio, surrounded by manicured bushes and a few trees with autumn foliage in the background.

Cabin in Devils Elbow

Tombstone Cabin with Hot Tub!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 134 reviews

A cozy living area features two brown sofas with white throw pillows and a central ottoman. A wooden TV stand holds a flat-screen television, reflecting soft lighting from the overhead fan. Light-colored walls and large windows create an airy atmosphere.

Home in Richland

Cozy Country Mobile Home LLC

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

4.94 out of 5 average rating, 100 reviews

A welcoming front porch is featured, showcasing two turquoise chairs with decorative cushions. A small black table is placed between them, surrounded by potted plants. The porch is situated in front of a beige-colored home, with a grassy area extending in front.

Home in Waynesville

Home away from Home

4.96 out of 5 average rating, 104 reviews

A spacious living area showcases a dark sectional sofa paired with a round coffee table. Neutral tones dominate the decor, enhanced by natural light from overhead fixtures and large windows. The open layout connects the living space to a well-equipped kitchen in the background.

Home in Salem

Current River Bungalow-Sleeps 6

4.91 out of 5 average rating, 211 reviews

An inviting interior view displays a cozy sleeping area featuring a quilted bedspread. A wood cabinet and a TV are visible, alongside a small dining set. An air conditioning unit provides comfort, while a coffee maker is positioned on a nearby shelf.

Tiny home in Salem

Delightful 1 bedroom peaceful tiny house

4.92 out of 5 average rating, 115 reviews

The log cabin features a rustic facade with a combination of wooden logs and stone accents. A green roof complements the natural surroundings. A wooden staircase leads to a welcoming porch, surrounded by grassy areas and lush greenery.

Cabin in Steelville

For Old Times Sake Log Cabin on the Meramec

4.94 out of 5 average rating, 227 reviews

A log cabin is set against a bright blue sky, featuring a spacious deck that wraps around the front. Large windows invite natural light, and the well-maintained outdoor area includes grassy patches and trees, providing a serene atmosphere.

Cabin in Licking

Country Log Home Paradise Ranch

4.93 out of 5 average rating, 135 reviews

Bungalow in Saint James

Cozy 2BR Retreat | Fenced Yard | Pet-Friendly

Family-friendly home rentals with a pool

Superhost

A spacious living area is furnished with a dark leather couch and matching armchairs. A glass coffee table sits between the seating, illuminated by a decorative lamp. Large windows with blinds provide natural light, and a television rests on an open stand against the wall.

Flat in Rolla

5 out of 5 average rating, 5 reviews

Beautiful Fully Furnished Executive Apart

4.84 out of 5 average rating, 25 reviews

A spacious wooden lodge is illuminated under a starry night sky, showcasing a stone chimney and warm lights glowing from the windows. Surrounding greenery contrasts with the rustic exterior, enhancing the tranquil ambiance of the serene outdoor setting.

Ranch in Falcon

Falcon Lodge and Nature Retreat at Mark Twain

4.95 out of 5 average rating, 184 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

4.96 out of 5 average rating, 25 reviews

A wooden deck features a comfortable chair positioned beside a potted plant. A cabin with a front porch is visible in the background, surrounded by trees and natural landscaping, capturing a serene woodland setting.

Cabin in Bourbon

Real Cedar Cabin with Pool @ Blue Springs Ranch

4.9 out of 5 average rating, 79 reviews

A modern bathroom is shown, featuring a freestanding soaking tub illuminated by a pendant light. A spacious vanity with a marble countertop is visible, along with clean lines and minimalistic design elements. The door slides open to reveal additional space, contributing to a bright, airy atmosphere.

Farm stay in Rolla

Charming King&Queen Studio-Soaking Tub-Farm Views

5 out of 5 average rating, 5 reviews

Cabin in Steelville

Cabin 7 on Meramec River

Superhost

Home in Saint Robert

4.78 out of 5 average rating, 9 reviews

Sista’s Home ‘Suite’ Home