Family-friendly vacation rentals in Rolla

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Rolla

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
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
4.95 out of 5 average rating, 568 reviews

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.

Top guest favorite
A charming cabin exterior is framed by trees showing autumn leaves. A welcoming porch features wooden steps, outdoor seating, and decorative lighting. The cabin's natural wood siding and metal roof blend harmoniously with the surrounding landscape.
Cabin in Saint James
4.84 out of 5 average rating, 174 reviews

Hawks Ridge Cabin

Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

Top guest favorite
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
4.95 out of 5 average rating, 255 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 159 reviews

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.

Top guest favorite
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.
Home in Rolla
4.99 out of 5 average rating, 110 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!

Superhost
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
4.91 out of 5 average rating, 160 reviews

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

We love this sweet and 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

Top guest favorite
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
4.99 out of 5 average rating, 162 reviews

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.

Top guest favorite
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
4.94 out of 5 average rating, 359 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!

Guest favorite
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.
Home in Rolla
4.86 out of 5 average rating, 182 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

Top guest favorite
The exterior of the modern farmhouse is showcased, highlighting a covered entryway supported by wooden beams. Large windows allow natural light to brighten the white siding. The surrounding landscape features bare trees and a clear blue sky.
Farm stay in Rolla
4.88 out of 5 average rating, 100 reviews

The Bunkhouse at Wheat + Willow

Kick off your boots and relax at this newly renovated bunk house, overlooking 85 acres of rolling hills. Property sits only 1 minute from center of Rolla, and is adorned with modern/farmhouse decor. Home is very private, and boasts 2 queen beds, a full kitchen, a full bathroom w/stand up shower, washer/dryer, fire pit, bbq grill, and a covered front patio that overlooks the pasture. If your looking for a nice country retreat, you'll love the bunkhouse at Wheat + Willow.

Top guest favorite
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
4.99 out of 5 average rating, 217 reviews

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 😉

Top guest favorite
A cozy seating area is featured with a floral patterned loveseat and a blue checked armchair, complemented by a decorative pillow. Two windows framed with plaid curtains allow natural light to fill the space, while wooden flooring adds warmth to the room.
Guesthouse in Rolla
5 out of 5 average rating, 101 reviews

Charming Hummingbird Cottage

Hummingbird Cottage is a peaceful rural escape just 10 minutes from downtown Rolla. Enjoy wildlife, beautiful landscaping, and an English‑style cottage with rustic charm. Sleeps two and includes a full kitchen, walk‑in shower, and a private outdoor pavilion. Close to Fugitive Beach, wineries, and local attractions—perfect for a quiet, nature‑filled getaway. Come unwind under the stars with a warm cup of coffee huddled by the outdoor fireplace.

Popular amenities for Rolla family-friendly rentals

When is the best time to visit Rolla?

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Avg. priceG$18,826 GYDG$20,290 GYDG$20,918 GYDG$20,290 GYDG$20,290 GYDG$21,754 GYDG$21,963 GYDG$22,173 GYDG$20,290 GYDG$21,545 GYDG$21,963 GYDG$20,708 GYD
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Quick stats about vacation rentals that are family-friendly in Rolla

  • Total vacation rentals

    Explore 50 vacation rentals in Rolla

  • Nightly prices starting at

    Rolla vacation rentals start at G$10,459 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,010 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Rolla vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rolla rentals

  • 4.9 Average rating

    Rolla stays are highly rated by guests—averaging 4.9 out of 5!