Holiday houses in Rolla

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Top-rated holiday rentals in Rolla

Guests agree: these stays 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!

Top Guest favourite
Home in Rolla
4.95 out of 5 average rating, 110 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
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 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!

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
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 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, 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 favourite
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 favourite
A modern kitchen is featured, showcasing grey cabinetry with a warm wood countertop. Stainless steel appliances, including a refrigerator and stove, create a sleek look. Natural light enters through two windows, complementing the space. A door offers access to the outdoor area.
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 favourite
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 favourite
A wooden structure is depicted on a serene water surface, reflecting the building and surrounding greenery. Two green chairs are visible in front of the house, alongside a bright yellow umbrella, suggesting a tranquil outdoor space among the lush vegetation.
Tiny home in Rolla
4.97 out of 5 average rating, 196 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

Top Guest favourite
An outdoor pavilion is showcased with a high wooden ceiling and stone fireplace. Seating options include a white swing and several chairs around small tables. Potted plants add greenery to the space, which is brightened by natural light filtering through the open structure.
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 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 $14 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    70 of Rolla holiday 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!

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  5. Rolla