
Holiday rentals in Rolla
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Top-rated holiday rentals in Rolla
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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.

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!

Cozy Corners
Cozy Corners, built in 1945, offers approximately 900 sq. ft. You, my guests, are recipients of the wall verses that I put on the walls while I was living there, before I knew the house's future occupation. Due to my personal life style and choices, I do not provide TV, but I am now offering WiFi. Pets (pet fee applies) and children are welcome, but no additional supplies are provided at this time. A Ring doorbell monitors both outside doors. Come enjoy my favorite home town known as mural city.

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!

Hawks Ridge Cabin
Hawk Ridge is a stunning custom 1.5 story with 3 bedrooms and 2.5 baths, handicap accessible situated on 14 private acres. It is minutes from St. James, Meramec Springs State Park with trophy trout fishing, wineries, hiking and golfing. Canoeing, kayaking, rafting, zip-lining and horseback riding are only 10 short miles away. This location has something for every. 41 miles from Ft. Leonard Wood 17 miles from Fugitive Beach 17 miles from Steelville (floating) 3 miles from Maramec Springs Park

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.

The Farmhouse @ Merry Meadows near Fugitive Beach
Welcome to The Farmhouse at Merry Meadows! We would be delighted to have you visit our home-away-from home nestled in the Ozark woods. You’ll love how the light comes filtering in over the hills as you prepare your morning beverage in our open, fully-equipped kitchen. At night, sink into one of our cozy beds thoughtfully curated for your rest and enjoyment. Enjoy the sounds of the woods and nearby farms from the private back deck, and all the tranquility our rural home has to offer!

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!

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.

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 😉

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.

Cozy two bed cottage near park, S&T & Fort Wood
Step into this fully restored 1950s cottage for the perfect relaxing getaway. Located in Green Acres park with walking trails nearby. Just a short distance to downtown, Fugitive Beach, MS&T campus, Fort Leonard Wood, wineries, and much more! Enjoy this cozy home with your family or pets. Stylishly designed with old world elegance, this home features all of the luxury comforts you'd expect.
Popular amenities for Rolla holiday rentals
Other great holiday rentals in Rolla

Country Charm Cabins 26840

Family-friendly neighborhood.

Cozy Spacious Home • Near S&T+ Hospital

Historical Cottage with a shabby chic flair!

Cozy Cabin Retreat | Firepit + Nature Views

Home on Route 66

Wine Trail Getaway-Sommelier and Vintner's House

Cabin at Besmer
When is the best time to visit Rolla?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €78 | €82 | €82 | €82 | €82 | €89 | €90 | €87 | €83 | €82 | €90 | €82 |
| Avg. temp | 0°C | 2°C | 8°C | 13°C | 18°C | 23°C | 25°C | 25°C | 20°C | 14°C | 7°C | 2°C |
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 €9 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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