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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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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
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, 113 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
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
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.

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.
Guest house 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 £7 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!

  1. Airbnb
  2. United States
  3. Missouri
  4. Phelps County
  5. Rolla