Family-friendly holiday rentals in Rolla

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.

4.95 out of 5 average rating, 121 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!

KitchenIndoor spacesTV

The kitchen features modern appliances, including a stainless steel refrigerator and a gas stove. White cabinetry and open shelving are accented by yellow decor. A central island offers additional workspace, while natural light enters through a window above the sink, highlighting the clean, inviting layout.

4.94 out of 5 average rating, 129 reviews

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.

Indoor spacesKitchenLocation

4.98 out of 5 average rating, 173 reviews

A rustic home built of natural wood is framed by blooming pink trees and lush green grass. The structure features a spacious porch with seating, while large windows allow views into the inviting interior.

Farm stay in Steelville

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.

KitchenIndoor spacesValue

A cozy bedroom features a spacious bed draped with a textured yellow blanket. Natural light filters through sheer white curtains, illuminating a comfortable armchair and a desk with a lamp. A mirror reflects the room's inviting atmosphere, while neatly stacked towels are displayed nearby.

4.98 out of 5 average rating, 115 reviews

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!

FamilyIndoor spacesWalkability

4.94 out of 5 average rating, 342 reviews

A modern farmhouse is set against a backdrop of lush trees, featuring a metal roof and a welcoming front entrance. A wooden path leads to the door, surrounded by well-maintained greenery and stones, creating an inviting approach to the home.

Home in Newburg

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.

FamilyIndoor spacesHospitality

4.82 out of 5 average rating, 109 reviews

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!

FamilyKitchenQuiet

A quaint home with a vibrant red exterior and cedar accents is highlighted. A wooden ramp leads to the entrance, with a charming staircase visible. Lush greenery surrounds the house, enhancing the natural setting. The entrance features a welcoming front porch area.

4.95 out of 5 average rating, 173 reviews

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.

FamilyIndoor spacesAir conditioning

4.96 out of 5 average rating, 112 reviews

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.

Guest house in Rolla

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 fall getaway and cozy up with a cup of coffee around the outside fireplace.

FamilyIndoor spacesCheck-in

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.

4.88 out of 5 average rating, 165 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

Indoor spacesFamilyCheckout

4.98 out of 5 average rating, 148 reviews

The bright living area features a light-colored sofa and a patterned accent chair. A wooden table occupies the space, complemented by a rocking chair and a dresser. Natural light enters through large windows, highlighting the simple decor and open layout.

Home in Newburg

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!

FamilyKitchenGrill

4.95 out of 5 average rating, 180 reviews

The Bronze Gabel Cabin features a two-story structure nestled among trees, showcasing large windows and a spacious upper deck. String lights create a warm ambiance around the porch area, while the surrounding forest adds to the secluded atmosphere, inviting guests to relax outdoors.

Treehouse in Salem

*Bronze Gabel Cabin Treehouse

Crafting an Experience - Welcome to The Bronze Gabel Cabin. Tucked away in the Salem/Rolla area this 15 acre woodland is a unique getaway awaiting. Explore nearby Fugitive Beach, Current River & the beautiful Montauk State Park. A cabin highlight is the wrapped upper decking for an memorable outdoor movie night or relax with your locally roasted coffee. At night, sit around the fire pit & listen to the sounds of the Ozarks. The Bronze is one of its kind & a perfect couples retreat.

KitchenFamilySolo travel

4.95 out of 5 average rating, 579 reviews

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

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. Hi

FamilyKitchenParking

Popular amenities for Rolla family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

The exterior view of the farmhouse highlights a two-story wooden structure with a green metal roof and welcoming entryway. Surrounding landscaping features a pebbled area with decorative elements, and lush greenery includes trees that enhance the tranquil rural setting.

4.99 out of 5 average rating, 134 reviews

Reel-e Rustic Roost

Indoor spacesFamilyCheckout

4.99 out of 5 average rating, 171 reviews

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

Luxury Cabin Sleeps 6 w/ Hot Tub and Outdoor Movie

Indoor spacesKitchenHospitality

4.94 out of 5 average rating, 124 reviews

A spacious hot tub is illuminated by soft blue lighting, surrounded by a wooden gazebo. Two wine glasses are placed on the edge, inviting relaxation. A grill is visible in the background, and strands of light fill the area, creating a serene evening ambiance.

Cabin in Owensville

Guest Cabin at R & J Ranch

KitchenFamilyQuiet

4.95 out of 5 average rating, 140 reviews

A covered patio area is illuminated by soft twinkle lights, creating a welcoming ambiance for evening gatherings. Comfortable seating and a dining table provide space for relaxation and meals. The surrounding lawns and trees offer a tranquil rural setting.

Cabin in Steelville

Cabin with Private River Access and Hot Tub

FamilyIndoor spacesAccuracy

4.99 out of 5 average rating, 229 reviews

The exterior of a rustic cabin showcases a red metal roof and wooden log siding, framed by a spacious yard. Seating is provided by two red chairs arranged on a stone patio, surrounded by manicured bushes and a few trees with autumn foliage in the background.

Cabin in Devils Elbow

Tombstone Cabin with Hot Tub!

KitchenIndoor spacesComfort

4.76 out of 5 average rating, 374 reviews

A rustic cabin features red exterior walls and a metal roof, situated on a well-manicured lawn. The entrance is framed by bushes, with a covered porch and a small seating area visible on one side. Lush trees provide a natural backdrop.

Cabin in Bourbon

Cabin In The Woods 2

Indoor spacesKitchenParking

4.94 out of 5 average rating, 195 reviews

A fire pit area is surrounded by six wooden Adirondack chairs, positioned on a gravel bed. Nearby, colorful flowers add a touch of nature to the landscape, which gently slopes towards a serene body of water reflecting the sky above. Tall trees provide a natural backdrop.

Home in Steelville

Willie Acres: Hot Tub•Pool•Walking Trails

Indoor spacesKitchenHot tub

4.98 out of 5 average rating, 301 reviews

Tiny home in Waynesville

Tiny Home with Hot Tub Near Ft. Leonard Wood!

FamilyIndoor spacesView

Family- and pet-friendly home rentals

4.85 out of 5 average rating, 226 reviews

A cozy living area features a soft velvet sectional couch, complemented by a round coffee table with a neutral vase. A rustic dining space with wooden chairs is visible in the background, accented by a green brick wall and equipped with a pendant light.

Cottage in Rolla

Cozy two bed cottage near park, S&T & Fort Wood

KitchenIndoor spacesCondition

4.97 out of 5 average rating, 112 reviews

Hideaway B | 2bed 2bath | 1 Car Garage

KitchenIndoor spacesComfort

4.98 out of 5 average rating, 207 reviews

Vineyard Views Farmhouse•Peaceful Retreat•Firepit

FamilyIndoor spacesSolo travel

4.94 out of 5 average rating, 217 reviews

A single-story home features a light grey exterior and a gabled roof. Two large windows allow natural light, and a small porch is flanked by flower planters. A well-maintained lawn with scattered shrubs and flowers surrounds the house.

Home in Cuba

Cozy Corners

Indoor spacesKitchenQuiet

4.99 out of 5 average rating, 116 reviews

A spacious green lawn spreads across the foreground, bordered by trees. A two-story farmhouse, renovated and modernized, stands to the left, while a red barn is visible to the right, creating a harmonious rural scene under a clear blue sky.

Farm stay in Owensville

Modern Country Farm House with beautiful views

Indoor spacesKitchenHot tub

4.95 out of 5 average rating, 221 reviews

A wooden cabin with a metal roof is set on a gravel area, surrounded by trees. A spacious porch features several black chairs arranged for seating. Windows framed in wood allow natural light to fill the interior. The entrance is marked by a simple door.

Cabin in Leasburg

Peaceful Cabin

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 174 reviews

The exterior of the house features a covered carport with space for two vehicles. Lush green grass surrounds the driveway, complemented by a small evergreen shrub. The well-maintained front yard is lined with trees, enhancing the welcoming appearance of the home.

Home in Newburg

Raven House, 3 bedroom, Rolla 5 mi, Ft Wood 22 mi

Indoor spacesFamilyDecor

4.92 out of 5 average rating, 126 reviews

The log cabin features a rustic facade with a combination of wooden logs and stone accents. A green roof complements the natural surroundings. A wooden staircase leads to a welcoming porch, surrounded by grassy areas and lush greenery.

Cabin in Steelville

For Old Times Sake Log Cabin on the Meramec

KitchenIndoor spacesSleep quality

Family-friendly home rentals with a pool

4.98 out of 5 average rating, 54 reviews

Farmhouse Escape • Pool • Theater • 2 Kings • PS4

KitchenFamilyParks

5.0 out of 5 average rating, 9 reviews

Cabin in Steelville

Cabin 7 on Meramec River

FamilyLocationGetting around

4.89 out of 5 average rating, 28 reviews

Home in Saint Robert

Sista’s Home ‘Suite’ Home

FamilyIndoor spacesGrill

4.97 out of 5 average rating, 77 reviews

A log cabin is framed by greenery, showcasing a welcoming front porch with an American flag. The cabin is surrounded by lush grass and trees, with a stone chimney visible, indicating a cozy and rustic character in a private wooded setting.

Cabin in Bourbon

Real Log Cabin with Pool or Hot Tub +River Access

KitchenFamilyQuiet

4.83 out of 5 average rating, 53 reviews

A cozy living space features a red patterned couch adorned with yellow throw pillows, positioned near a wooden side table. A potted plant sits on the table, while a decorative cabinet stands against the wall. Soft light illuminates the warm hardwood floors.

Cottage in Steelville

Cozy 4-Bedroom - Annex to Wildwood Springs Lodge

FamilyIndoor spacesRiver

4.94 out of 5 average rating, 36 reviews

An open living area features rustic decor with wooden walls and a stone fireplace. Comfortable seating is arranged around a coffee table, with a view of the kitchen area in the background. Taxidermy items are displayed on the walls, adding character to the space.

Cabin in Leasburg

Spacious Ozarks Family Home - Private Pool & Grill

FamilyIndoor spacesSleep quality

Place to stay in St. James

The exterior of the home features a welcoming entrance with steps leading up to a spacious deck. The deck is adorned with planters, an umbrella for shade, and various seating options. Lush greenery surrounds the area, enhancing the serene environment.

4.91 out of 5 average rating, 22 reviews

Beautiful park/lakeside luxury 1800 sq.ft .suite.

KitchenFamilyCleanliness