Family-friendly holiday rentals in Rolla

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!

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!

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!

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.”

Charming Hummingbird Cottage

Welcome to Hummingbird Cottage, a picturesque countryside retreat in Rolla, Missouri! Nestled in a beautiful landscape, our English-style cottage offers rustic charm with a cozy aesthetic. Surrounded by wildlife, yet close to attractions like Fugitive Beach and local wineries. The cottage sleeps two. There is a full kitchen, a bathroom with a walk-in shower, and beautiful outdoor pavilion. Experience the perfect summer getaway in this cozy cottage surrounded by a lovely natural landscape.

Midnight Manor, New back deck/Rocked fire pit/ramp

Enjoy a stay at this modern industrial/ farmhouse style 3 bedroom home, tucked in the middle of what used to be called “ The old shoe factory addition “ of Rolla. Fully renovated from the inside out in 2024, this house welcomes you with warmth, earth tones, an open concept, a towering fireplace, exposed beams, and a relaxing environment to getaway to. Centrally located and in walking distance to the water park, gym, rec center, movie theater, and more! Fugitive beach is about 7 miles away!

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!

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.

Peaceful Ozark Retreat At Valley Spring's Ranch

Soak in the peaceful quite tranquility of country living in the Ozarks at Valley Springs Ranch Retreat. Conveniently located right off I-44. Surrounded by Mark Twain National Forest and Ozark National Scenic Riverways. Your choices of spending time in nature are endless! Swimming, fishing and kayaking/paddle boating are all part of your stay! You will have full access to the farms spring fed pond, creek and hiking trails. We look forward to your stay! - Susan and Jerry Rosa

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

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 😉

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