Family-friendly holiday rentals in Rolla

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Rolla

  • Total holiday rentals

    Explore 50 holiday rentals in Rolla

  • Nightly prices starting at

    Rolla holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,010 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Rolla holiday rentals include wifi 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!

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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Top guest favourite
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
5 out of 5 average rating, 100 reviews

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!

Guest favourite
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, 567 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 favourite
The bungalow is illuminated by string lights, casting a warm glow around the covered wrap-around porch. The structure's red exterior stands in contrast against the deep blue evening sky, creating a cozy evening ambiance. The surrounding landscape features grass and trees.
Farm stay in Saint James
4.99 out of 5 average rating, 162 reviews

Sunset Valley of St. James- 2 bedroom 1 bath home

This cozy farm cottage sits in the heart of a beautiful farm, yet only 2 miles away from award winning wineries, restaurants, brew house and parks. Newly installed Starlink Satellite for hi-spied wi-fi and internet! Very private and beautifully styled. Minutes from award winning restaurants and wineries. St. James Winery, Sybills Rest, Spencer manor winery. Close to Maramec Spring Park & many rivers for floating. 20 minutes from Missouri S&T & close to Ft Wood. Perfect getaway! 2 queen beds.

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 favourite
The charming Victorian home features a welcoming front porch with white railings and steps leading to a large door framed by windows. The yellow siding contrasts with the brown roof, while the surrounding greenery enhances the inviting appearance of the property.
Cottage in Rolla
4.97 out of 5 average rating, 247 reviews

Charming Victorian

The furnishings are Victorian-modern and beautifully accent the high ceilings, tall windows, and lovely wood trim throughout the home. After enjoying the beautiful outdoors, curl up in front of a toasty fire, and watch your 55" Roku Smart TV (be sure to bring your login information for your favorite streaming apps!). The Victorian is not suitable for children. For family-friendly stays, check out our other AirBNB listings: “Breathtaking Blacksmith Bungalow,” and the “Exquisite Log Cabin.”

Top guest favourite
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 favourite
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!

Top guest favourite
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, 358 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!

Top guest favourite
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
4.89 out of 5 average rating, 99 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.

Guest favourite
A bell tent illuminated with decorative string lights stands on an elevated wooden deck at dusk. Steps lead up to the tent, surrounded by trees, creating a serene and cozy setting. Nearby, a grilling area is visible on the deck.
Treehouse in Saint Clair
4.92 out of 5 average rating, 159 reviews

Lady Asha Yurt/Treehouse!

Hummingbird Hollow Outdoors Lady Asha Yurt/Treehouse. Experience an authentic, rustic and secluded glamping experience on a beautiful Farm Animal Sanctuary with horses, donkeys, sheep, goats and potbellied pigs grazing beneath you, a true animal lover's heaven on earth. There is an comfortably sized and uniquely designed bell tent on an elevated platform nestled in the trees. Cozy futon beds with linens, and multiple cooking options for convenient camping fun.

Top guest favourite
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, 216 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 favourite
A spacious room features a futon with assorted pillows, a wooden side table, and a cozy queen bed in a warm-toned decor. Light wooden floors enhance the airy feel, while a small kitchenette is visible in the background, complemented by windows that invite natural light.
Guest house in Salem
4.82 out of 5 average rating, 449 reviews

Courtesy Curve Traveler's Rest

One large room has 1 queen bed, a futon, and we can add a folding twin bed if needed. Full bathroom with shower and sink. Fullsized fridge with freezer, electric cookstove with oven,big screen TV with netflix, Hulu, etc. New Serta mattress, new hardwood floor, Fast WiFi, Close to town but no neighbors, private entrance. Close to the highway, Off road parking space close to the door. Well mannered pets welcome, ill mannered humans not so much.

Popular amenities for Rolla family-friendly rentals

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