Family-friendly holiday rentals in Rolla

5 out of 5 average rating, 100 reviews

A charming white cottage is set against a backdrop of greenery, featuring dark shutters and a welcoming front porch. A flowering bush with soft pink blooms is situated in the foreground, adding a touch of natural beauty to the scene.

Home in Saint James

Get Cozy in the Country - The Cottage on Luca Hill

A rural stay just 4 miles from the increasingly popular town of St. James. On the farm, you’ll enjoy gorgeous sunsets by the firepit, view the cattle grazing just feet away, and get cozy inside the newly furnished Cottage. Well known for its award winning wineries and dining, STJ also offers various specialty shops and lets not forget the gorgeous Meramec Springs and surrounding rivers. MO S&T and Fort Leonard Wood are just a short drive along I-44 as well. It would be our pleasure to host you!

4.95 out of 5 average rating, 565 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.

4.94 out of 5 average rating, 109 reviews

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.

Home in Rolla

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, 283 reviews

Tiny home in Waynesville

Tiny Home with Hot Tub Near Ft. Leonard Wood!

Experience the best of the Ozarks with a stay at this charming vacation rental home. This warm retreat boasts a large outdoor rec area, a well-appointed interior, a fully equipped kitchen with complimentary coffee & tea, and is a short 10-12 minute drive to Ft. Leonard Wood. In the heart of Pulaski County, this lodge is minutes away from the Roubidoux park/riverside walking trails, Old Stagecoach Stop, Hoppers Pub and Frog Rock. Head back home for an evening soak in the hot tub under the stars.

4.94 out of 5 average rating, 319 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.

4.91 out of 5 average rating, 160 reviews

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.

Home in Rolla

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, 253 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.

4.99 out of 5 average rating, 156 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.

4.99 out of 5 average rating, 160 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, 356 reviews

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.

Home in Rolla

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!

4.99 out of 5 average rating, 211 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 😉

Superhost

A cozy living area features a soft velvet sectional couch, complemented by a round coffee table with a neutral vase. A rustic dining space with wooden chairs is visible in the background, accented by a green brick wall and equipped with a pendant light.

Cottage in Rolla

4.84 out of 5 average rating, 211 reviews

Cozy two bed cottage near park, S&T & Fort Wood

Step into this fully restored 1950s cottage for the perfect relaxing getaway. Located in Green Acres park with walking trails nearby. Just a short distance to downtown, Fugitive Beach, MS&T campus, Fort Leonard Wood, wineries, and much more! Enjoy this cozy home with your family or pets. Stylishly designed with old world elegance, this home features all of the luxury comforts you'd expect.

Popular amenities for Rolla family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

5 out of 5 average rating, 16 reviews

Home in Saint Clair

Route 66 SuperHost Retreat • Giant Pool• 6 Acres

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, 233 reviews

Ranch Glamper, Fire Pit, Barbecue Grill, Hot Tub

4.94 out of 5 average rating, 100 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

4.82 out of 5 average rating, 49 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

4.95 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

4.87 out of 5 average rating, 15 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!

4.95 out of 5 average rating, 136 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

4.93 out of 5 average rating, 494 reviews

The cabin's exterior features warm wooden logs with a green roof, complemented by a covered porch. A charcoal grill is situated on the porch, with steps leading down to a grassy area. Surrounding landscapes include open fields and distant trees.

Cabin in Bourbon

Log Cabin at Meramec Farm

4.99 out of 5 average rating, 300 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

4.96 out of 5 average rating, 109 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

4.93 out of 5 average rating, 102 reviews

Home in Waynesville

Julie's Place on Rt 66

4.91 out of 5 average rating, 217 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, 118 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, 228 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, 137 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

The image showcases the exterior of the Parkside Place condo complex, situated along the water's edge. Multiple balconies are visible on the upper floors, and lounge chairs are arranged thoughtfully on the landscaped grounds, providing a relaxing space with views of the lake.

4.96 out of 5 average rating, 152 reviews

Remodeled Condo with amazing Grand Glaze View!

An inviting outdoor patio features comfortable seating arranged around a fire pit. The space offers panoramic views of the lake and a vibrant sunset sky, creating an ideal setting for relaxation.

4.98 out of 5 average rating, 102 reviews

5 Star Corner Penthouse with Million Dollar View!

4.85 out of 5 average rating, 128 reviews

The image showcases a serene view from the property, featuring a tree-lined landscape leading to a calm cove. The villa's exterior is highlighted, with a deck visible alongside the pathway. A gentle slope descends towards the water, surrounded by lush greenery.

Villa in Osage Beach

Charming Lake Villa with boat slip in quiet cove

4.95 out of 5 average rating, 80 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

A balcony table set for two overlooks the lake at sunset. Two glasses of beverages are placed on a reflective surface, with a decorative tray featuring a heart-shaped centerpiece. The lake's calm waters shimmer in the warm evening light, enhancing the scenic view.

4.95 out of 5 average rating, 224 reviews

Stylish Lakefront, King Suite, Sunset, Pool, Slip

A serene lake scene is presented at sunset, with vibrant hues of pink, orange, and purple reflecting off the water. Dock structures line the shore, and lush greenery is visible in the background, creating a peaceful and picturesque landscape.

4.96 out of 5 average rating, 249 reviews

Prime Location 2B/2B Parkview Bay Lake front, Slip

A spacious living area features a light-coloured sofa with decorative cushions, accompanied by a coffee table. Large sliding doors lead to a balcony, offering views of the lake. A dining area with a table for four is visible, with additional seating at the counter.