Family-friendly vacation rentals in Rolla

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

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!

Yeary Farms Milt's Place with Private Beach!

An Ozark Oasis in the middle of a working cattle ranch, this custom designed home offers deluxe comfort. With multiple decks, porches and views out every window, this home is the perfect getaway for romantic retreats, family and friends to relax and make memories, artists and writers to host workshops or retreats, or even the single person to just get away from it all. Good dogs welcome, $35 per dog per week, fee collected separately at time of check in. Look for Yeary Farms site for more info.

BKC Ranch

Welcome to BKC Ranch! You will have the entire place to yourself. There is a keypad for entry. A stocked coffee bar & comfy bedding! There is a nice screened in porch with a patio set, gas fire pit & a barbecue grill with fenced in yard. Just a couple miles outside of Rolla, just minutes from Fugitive Beach & MS and T, A 36 mile drive to Fort Leonard Wood. Trout Parks, beautiful Meremec Springs Park and many local wineries, Very close to shopping, restaurants and only about 5 miles off of I-44.

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.

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!

Cedar Haven Rolla

Welcome to Cedar Haven Rolla. In a quiet neighborhood centrally located in the heart of Rolla. Unwind after a long day in the relaxing warmth of this newly renovated home. Located only 6 blocks from historic downtown Rolla and old route 66, 9 blocks from the University of Missouri Science and Technology (MST), and only 3 blocks from Rolla's largest park - Ber Juan (fitness complex, splash zone, walking trails, frisbee golf). Just 3 minutes driving from Interstate 44, Hwy 63, + Hwy 72.

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.

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!

Della 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 two-story 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.