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, 105 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!

4.98 out of 5 average rating, 200 reviews

A circular yurt is situated on a green lawn, featuring a wooden wraparound deck and a shaded area with a blue canopy. A stone fire pit is visible next to a picnic table and two adirondack chairs. Lush trees are seen in the background.

Yurt in Salem

Entire private Glamping Yurt next to forest

Pet friendly glamping in 1 of 2 private yurts next to the Mark Twain National Forest, is the perfect place to escape! Relax to all the sounds of nature the Mark Twain National Forest has to offer. Take in the stunning 360° views & peaceful surroundings from the 30'X30' wraparound deck! Spend your days hiking, kayaking, & all the things the area has to offer & your evenings around the campfire, watching the sunset & star gazing. If you love camping & modern amenities, you will love this place.

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 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, 106 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, 154 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.

4.98 out of 5 average rating, 131 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!

4.94 out of 5 average rating, 145 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!

4.93 out of 5 average rating, 109 reviews

A two-story house is nestled among large, leafy trees on a gently sloping lawn. The house features white siding and large windows, surrounded by lush greenery, and hints of colorful fall decorations are visible on the porch.

Farm stay in Newburg

Peaceful Ozark Retreat At Valley Spring's Ranch

Soak in the peaceful quite tranquility of country living in the Ozarks at Valley Springs Ranch Retreat. Conveniently located right off I-44. Surrounded by Mark Twain National Forest and Ozark National Scenic Riverways. Your choices of spending time in nature are endless! Swimming, fishing and kayaking/paddle boating are all part of your stay! You will have full access to the farms spring fed pond, creek and hiking trails. We look forward to your stay! - Susan and Jerry Rosa

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

4.99 out of 5 average rating, 202 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 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!

4.8 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

4.99 out of 5 average rating, 232 reviews

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.

Campervan/RV in Salem

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

4.91 out of 5 average rating, 11 reviews

A cozy orange cabin is displayed, nestled among trees. A spacious front porch is revealed, featuring steps leading up to the entrance. Outdoor seating and a grill are positioned on the porch, with a surrounding natural landscape enhancing the cabin's charm.

Tiny home in Dixon

Riverfront Escape • Hot Tub + Private Bluff Views

4.96 out of 5 average rating, 28 reviews

The exterior of the Öod House is showcased, featuring a contemporary glass wall that reflects surrounding trees. A spacious wooden deck extends from the upper level, with steps leading down to a gravel area. A privacy fence can be seen to the left.

Home in Licking

Mööd House Glamping/ Floating/HotTub

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!

4.95 out of 5 average rating, 133 reviews

A covered patio area is illuminated by soft twinkle lights, creating a welcoming ambiance for evening gatherings. Comfortable seating and a dining table provide space for relaxation and meals. The surrounding lawns and trees offer a tranquil rural setting.

Cabin in Steelville

Cabin with Private River Access and Hot Tub

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 133 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

A wooden tray displays a small candle surrounded by a decorative bead necklace. A ceramic vase filled with greenery sits alongside a silver elephant figurine. A plush chair with a plaid pattern is partially visible in the background.

4.94 out of 5 average rating, 82 reviews

Cozy Cottage in RoMo

4.99 out of 5 average rating, 296 reviews

A secluded log cabin is positioned under a canopy of trees, showcasing natural wooden textures and a stone chimney. An outdoor fire pit, surrounded by stones, enhances the rustic setting, while a single chair is placed nearby. Soft lighting highlights the cabin's inviting entrance.

Cabin in Licking

O'Brien's Log Cabin

4.98 out of 5 average rating, 57 reviews

A cozy sleeping area features a spacious bed adorned with a soft green blanket and decorative pillows. Natural light filters through multiple windows, illuminating the room. A table and chairs are visible in the background, along with a decorative rug on the floor.

Cabin in Rolla

Cozy cabin and RV Park

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

4.9 out of 5 average rating, 210 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, 114 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

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.

Apartment 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.

Farm in Falcon

Falcon Lodge and Nature Retreat at Mark Twain

4.94 out of 5 average rating, 71 reviews

The cottage features a large front porch with a wooden roof, overlooking a manicured lawn. Expansive windows allow natural light to fill the interior. The structure combines modern design with rustic elements, set against a backdrop of farm buildings.

Farm stay in Rolla

Modern Cottage-Fab Farm View-2 King/2 Bath-Firepit

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

Superhost

Home in Saint Robert

4.78 out of 5 average rating, 9 reviews

Sista’s Home ‘Suite’ Home

5 out of 5 average rating, 5 reviews

Cabin in Steelville

Cabin 7 on Meramec River