Vacation rentals in Rolla

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Top-rated vacation rentals in Rolla

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

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Top guest favorite
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 favorite
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, 109 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!

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 & 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
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, 254 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, 109 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 favorite
A panoramic view is framed by wooden beams, showcasing the expansive Gasconade river valley with rolling hills and lush greenery under a partly cloudy sky. The serene landscape invites relaxation and appreciation of nature's beauty.
Cabin in Dixon
4.99 out of 5 average rating, 161 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, 357 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 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
4.89 out of 5 average rating, 98 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, 215 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 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, 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 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 vacation rentals

When is the best time to visit Rolla?

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Avg. priceG$18,829 GYDG$19,875 GYDG$19,875 GYDG$19,875 GYDG$19,875 GYDG$21,549 GYDG$21,967 GYDG$21,130 GYDG$20,084 GYDG$19,875 GYDG$21,758 GYDG$19,875 GYD
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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 vacation rentals in Rolla

  • Total vacation rentals

    Explore 70 vacation rentals in Rolla

  • Nightly prices starting at

    Rolla vacation rentals start at G$2,092 GYD per night before taxes and fees

  • Verified guest reviews

    Over 6,050 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • 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

    70 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!

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