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Holiday rentals in Rolla

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Rolla

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
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
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!

Top guest favourite
A cozy bedroom features a spacious bed draped with a textured yellow blanket. Natural light filters through sheer white curtains, illuminating a comfortable armchair and a desk with a lamp. A mirror reflects the room's inviting atmosphere, while neatly stacked towels are displayed nearby.
Home in Saint James
4.98 out of 5 average rating, 101 reviews

Charming 2 bedroom home - The Winchester.

Experience comfort and charm at The Winchester, a beautifully restored 1930s ranch bungalow nestled on a peaceful street in historic St. James. Just a short walk from St. James Park, it offers the perfect blend of relaxation and adventure. Explore the breathtaking Maramec Park and rivers, or enjoy nearby golf courses, pickleball, wineries, shopping, biking, and hiking trails. Whether you're here for a quiet retreat or an action-packed getaway, The Winchester is your ideal home away from home!

Top guest favourite
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
4.94 out of 5 average rating, 309 reviews

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.

Top guest favourite
An open floor plan showcases a spacious living area and kitchen, with light-colored wood paneling on the ceiling. A comfortable leather sofa faces a kitchen island, while a dining table is situated nearby. Large windows provide natural light and views of the outside.
Home in Saint James
4.96 out of 5 average rating, 107 reviews

Saint James Blue Heron House

Newly renovated home tucked in a quiet neighborhood close to everything in town and conveniently located near the interstate. House has a 2 car garage and screened in back porch. 3 bedrooms including a king and 2 queens. Bedrooms have black out blinds and all windows have privacy film. 2 bathrooms with one being a master bedroom ensuite. 6 person dining room table and full laundry facilities. Touch lamps/USB ports on nightstands. Smoking area designated outside on screened in porch.

Top guest favourite
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, 251 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 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, 150 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, 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!

Top guest favourite
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, 154 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 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, 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!

Top guest favourite
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
4.97 out of 5 average rating, 264 reviews

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.

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, 202 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 modern tiny house is showcased with a black wooden exterior and vibrant green door. A small deck features two green chairs and a table, complemented by a striped outdoor rug. Surrounding greenery and a patio umbrella add a touch of nature to the entrance.
Tiny home in Rolla
4.97 out of 5 average rating, 193 reviews

Tiny Oasis on the Quarry sleeps 4 with comfort!

We live on 10 acres and 4-5 of those are a beautiful spring-fed quarry. Guests can kayak, paddle boat, swim, fish, and simply relax on the beautiful deck. In January 2020 we opened The Golf Simulator at the Quarry. Guests are able to book it by calling us directly. Special rates apply when staying in one of our Tiny Houses. Rent a fishing pole for $10/day. Pickleball court is now available onsite. Paddles & balls can be rented $10/paddle & ball

Popular amenities for Rolla holiday rentals

When is the best time to visit Rolla?

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Frequently Asked Questions

  • What are the best places to stay in Rolla?

    Popular areas for stays in Rolla include neighborhoods near the university, downtown, or within easy reach of local parks. These spots provide convenient access to dining, shopping, and many community activities.

  • What are the best things to do in Rolla with kids?

    Children can enjoy hands-on activities at science centers, open fields in city parks, and family-oriented community events. Scenic trails, splash pads, and playgrounds make it easy to spend a day outdoors together.

  • What are some of the best things to do in Rolla?

    Take a self-guided tour of Route 66 sites, browse local shops downtown, or relax in shaded city parks. The university campus frequently features public art installations and event spaces to explore.

  • How is the weather in Rolla?

    Rolla experiences cold winters around 22–41°F (-5–5°C), while summers are warm, reaching up to 88°F (31°C). Rainfall is spread throughout the year, with wetter periods in late spring, so packing layers and a light rain jacket is helpful.

  • When is the best time to visit Rolla?

    Late spring and early autumn are often recommended, when temperatures are milder and outdoor activities are comfortable. Seasonal festivals and changing foliage add to the city’s appeal during these periods.

  • What are the best places to visit in Rolla?

    Explore historic Route 66 landmarks, wander downtown for local shops and cafes, or visit the public spaces on the university campus. Nature preserves and city parks add more opportunities to connect with the outdoors.

  • What are some hiking trails in Rolla?

    Rolla has several trails winding through city parks, nature areas, and wooded landscapes. Many paths feature shaded routes suitable for walkers, nature enthusiasts, and families.

  • What are some family activities we can do in Rolla?

    Families can explore parks and playgrounds, visit hands-on science centers, or attend community events. Outdoor activities like picnicking and easy hikes appeal to visitors of all ages.

  • What are some of the best day trip ideas from Rolla?

    Plan a visit to nearby state parks for hiking and fishing, or explore historic Route 66 towns around the region. Caves, natural springs, and local wineries are also frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in Rolla?

    Rolla has a selection of pet-friendly accommodation options, including vacation rentals with fenced yards or close to local parks. Check each listing's pet policies before booking to ensure they meet your needs.

  • What are some local tips for visiting Rolla?

    Try local barbecue spots, visit farmers' markets for fresh produce, and explore the trails or parks around the city. Conversations with residents and university students can uncover additional recommendations and events.

  • What is Rolla known for?

    Rolla is known for its connection to Route 66, its historic downtown, and as the home of a prominent science and engineering university. The city also has ties to Ozark culture and outdoor recreation.

  • What are the best hidden gems to explore in Rolla?

    Explore lesser-known local art galleries, independent coffee shops, and trails winding through shaded woodlands. Rolla's university campus also features unique public sculptures and green spaces often enjoyed by residents.

  • What are the best foods to try in Rolla?

    Locally rooted comfort foods like barbecue, catfish, and pie are frequently suggested in Rolla. The area also has casual diners and regional restaurants serving classic sandwiches, homestyle sides, and Missouri specialties.

  • What should I bring for a trip to Rolla?

    Pack for variable weather, as Rolla's temperatures can range from cold winters near 22°F (-5°C) to warm summers around 88°F (31°C); a light rain jacket and comfortable walking shoes are useful. If you plan outdoor activities, consider layers and sun protection.

  • What is the nightlife in Rolla like?

    Nightlife in Rolla centers around casual pubs, live music venues, and local eateries, many located near the university area. Expect a relaxed atmosphere where both locals and visitors gather for conversation, performances, and regional brews.

  • What are the most popular events or festivals in Rolla?

    Rolla frequently hosts events like the Route 66 Summerfest, university celebrations, and seasonal fairs. These gatherings highlight local heritage, music, and community traditions, drawing residents and visitors alike.

  • Are there family friendly vacation rentals in Rolla?

    Rolla has a variety of family-friendly vacation rentals, including options near parks and quiet neighborhoods. Features like kitchens, multiple bedrooms, and outdoor spaces are often available for families looking to enjoy a comfortable stay.

Quick stats about holiday rentals in Rolla

  • Total holiday rentals

    Explore 70 holiday rentals in Rolla

  • Nightly prices starting at

    Rolla holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,050 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • 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

    70 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!

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