Family-friendly holiday rentals in Springfield

4.98 out of 5 average rating, 243 reviews

A charming log cabin is embraced by lush greenery, with a welcoming front porch featuring wooden steps. A gravel driveway leads to the cabin, framed by soft, grassy areas dotted with colorful flowers and trees, creating a peaceful natural setting.

Cottage in Ash Grove

Stonecrest Cottage - Country Farmhouse Style

Experience Ozark country life just minutes from a city. Explore our 1/4-mile wooded trail. Look for deer, wild turkey, and a variety of songbirds. Sit around the fire pit admiring a canopy of stars. Take advantage of the picnic and play area adjacent to the cottage. Fall asleep listening to the echo of a distant train whistle. Stonecrest Cottage was built in 2020 on 5 picturesque acres with AirBNB guests in mind. Come and experience this serene setting surrounded by Missouri Conservation Land.

4.99 out of 5 average rating, 280 reviews

The exterior of a charming home is showcased, featuring a spacious front porch supported by wooden beams. Planters with vibrant green ferns hang from the eaves, and flower beds filled with colorful blooms border the walkway. Lush grass surrounds the property, enhancing the inviting appeal.

Bungalow in Springfield

The Dryer House - Walk to Coffee, Dining & Shops

The Dryer House is a cozy retreat in Springfield’s charming historic Rountree neighborhood. This home features 2 bedrooms, 2 baths, fireplace, and fully stocked kitchen. Enjoy your morning coffee on the spacious front porch or unwind out back with the fire pit in the fenced, pet-friendly yard. Located on quiet, tree-lined streets perfect for walking and biking - yet just minutes from downtown, dining, and shopping. The Dryer House is the perfect blend of peaceful escape and central convenience.

4.99 out of 5 average rating, 120 reviews

*Hot Tub Retreat • Fire Pit • Arcade + Peloton Gym

Escape to your private Springfield retreat. Unwind in the hot tub beneath glowing string lights, gather around the fire pit for drinks and s’mores, or relax in the cozy living room with a classic arcade game. Start mornings with fresh espresso from the Breville coffee bar, then recharge in the Peloton fitness studio. Perfect for couples, friends, and weekend getaways—just a short drive to Branson and local attractions! 14 min MSU 15 min Downtown 9 min Airport 15 min 3 Hospitals 13min Bass Pro

Earthen home in Springfield

A modern underground home features a unique architectural design, with sloped green roofs and large windows. An outdoor area is seen with a circular arrangement of wooden stumps surrounding a fire pit and a dining table set for six, all against a backdrop of lush greenery.

4.92 out of 5 average rating, 118 reviews

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

A charming bungalow features a gray exterior with white trim and a pink door. Flanking the entrance are two columns, and two windows are positioned symmetrically on each side. Outdoor lighting adds a warm touch to the inviting facade, framed by lush greenery.

4.98 out of 5 average rating, 255 reviews

The Phelps Grove Guesthouse

Watch the morning light filter through the windows, curl up on the couch with a good book, and rest comfortably at the Phelps Grove Guesthouse. Whether you’re in town for business or fun , this will be your perfect home base. Three bedrooms with room for six to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable and sleek. Need more room? Check out our second listing in our host profile just around the corner: The Delmar Guesthouse.

A modern kitchen features sleek white cabinetry and a stylish gray backsplash with a marble countertop. A wooden dining table is set with light placemats and a bowl of fruit, complemented by four dark wood chairs. Natural light illuminates the space.

4.98 out of 5 average rating, 717 reviews

Gorgeous 2 bedroom house in the perfect location!

Beautifully decorated 2-bedroom, 2-bathroom, dog-friendly house with a dedicated office in a scenic & safe neighborhood with 1-car garage & large, private fenced-in back yard. Lots of vintage MCM pieces make this a special stay. Walk to Starbucks, restaurants, and the Battlefield Mall. We are 5 minutes from Target & Mercy Hospital; 10 minutes from MSU & Cox Hospital; 15 minutes from Bass Pro; 20 minutes from the airport; and 45 minutes from Branson. 1 mile from Ozarks Greenways Trail.

A cozy living area is highlighted by a comfortable brown leather sofa adorned with soft throw pillows. Natural light filters through sheer curtains, illuminating a neutral area rug. A small dining table and chairs are positioned nearby, while a framed artwork adds a decorative touch to the wall.

4.96 out of 5 average rating, 222 reviews

The Kickapoo Cottage - Close to JQH & Mercy

*Bike or electric scooter available upon request for longer stays!* Loads of natural light pours into this wonderful little space. Small, but very cozy and in the heart of Springfield! Enjoy a Tempur-Pedic queen mattress, twin trundle daybed, fully stocked kitchen & outdoor fire-pit. Less than a mile to JQH Arena and Missouri State. Walking distance (0.4 miles) to the charming Pickwick Place Historic District including Tie & Timber Beer Co, Tea Bar and Bites, and Cherry Picker coffee!

Superhost

The cabin's exterior showcases a rustic design surrounded by trees, highlighting the expansive porch supported by wooden posts. Soft lighting illuminates the structure, inviting relaxation amidst the natural landscape. A stone path leads up to the cabin, blending harmoniously with the forest floor covered in leaves.

Cabin in Crane

4.84 out of 5 average rating, 437 reviews

Ivory Gabel Cabin - Top Midwest Stays

Crafting an Experience - Welcome to Ivory Gabel Cabin. Tucked between the Springfield & Branson area, this unique designed woodland cabin is a getaway awaiting. Explore nearby hiking & walking distance to Finley & James Co. A cabin highlight is the large panoramic porch view, perfect for relaxing & sipping your morning coffee. At night, enjoy the outdoor movie theatre experience around the fire listening to the Ozarks wildlife. Lavender Falls open! *TRIP 101 AWARDED BEST SECLUDED CABIN

4.92 out of 5 average rating, 568 reviews

A modern living area features exposed brick walls and hardwood flooring. A spacious leather sofa is positioned across from a large flat-screen TV. Decorative lighting elements along with a small dining table and plants add a touch of warmth to the space.

Loft in Springfield

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street

Loft in Downtown Springfield

An open-concept living space features exposed brick walls and wooden beams. A spiral staircase leads to the upper level. The kitchen showcases stainless steel appliances, while a large couch occupies the lounging area, inviting relaxation. Ample natural light floods through the large windows.

4.94 out of 5 average rating, 818 reviews

WestBrick Luxury Loft

A gem in the heart of downtown Springfield. Designed by award winning architect Matthew Hufft. Conveniently located on McDaniel Street directly across from the parking garage, this rental is walking distance from all that downtown Springfield has to offer. Superior finishes include: granite counters, exposed brick walls, exposed beam ceiling, stainless steel commercial grade appliances with 6 burner gas range and wine fridge, marble mosaic floors and glass shower.

4.96 out of 5 average rating, 1063 reviews

The stone exterior of the home is highlighted by lush greenery and mature trees surrounding the property. A well-maintained lawn extends in front, with colorful plants at the entrance. The inviting facade features a central door flanked by smaller windows.

Cottage in Springfield

Historic Fieldstone Cottage on Weller

NO CLEANING FEE! This architectural Bissman home is nestled in an iconic, older neighborhood and is within a SHORT WALK to Starbucks and Cherry Street Corridor with restaurants, bars, tea room and coffee house.Just come for a night through town, a cozy destination get-away or an extended stay! Close to Downtown, MSU, flea markets, Route 66, Cardinals stadium, WOW museum, Mercy Hospital, and EXPO.Fast QUANTUM FIBER Internet, DISNEY+and smart TV in master bedroom

4.97 out of 5 average rating, 589 reviews

The exterior of the garage loft is showcased, featuring white siding and decorative lanterns. A paved driveway leads to the double doors, with green planters and hanging flower arrangements. In front, metal lawn chairs are arranged on the smooth concrete, overlooking a verdant garden area.

Loft in Springfield

Historic Neighborhood Studio

Centrally located in the heart of Springfield’s (voted) most beautiful historic neighborhood. WITHIN WALKING DISTANCE to Eateries, Coffee and Bars. Loft is near Downtown, MSU, Expo Center, WOW Museum, Mercy and Cox Hospital, flea markets, Route 66, Juanita K. Hammonds, and Cardinals Stadium. -Cotton bedding, comfortable mattress, Fiber optic Internet, Roku, DISNEY+ and a private laundry space. -Garage space: storage and two bikes available

Popular amenities for Springfield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Superhost

A spacious living area features a brick fireplace and large flat-screen television mounted above. Comfortable seating arrangements include a dark grey sectional and a coffee table. Natural light filters through skylights and nearby windows, enhancing the welcoming ambiance of the open space.

4.88 out of 5 average rating, 247 reviews

Show-Me Springfield, dog friendly with a hot tub!

4.98 out of 5 average rating, 266 reviews

A spacious living area showcases wooden beams and walls, creating a warm atmosphere. Large, angled windows provide views of surrounding trees. Comfortable seating arrangements include a white sofa and two armchairs on a textured rug, complemented by a natural stone fireplace offering a rustic touch.

Treehouse in Ozark

Treehouse in the Ozarks w/Hot Tub, on 2 Acres

A bright living room showcases a comfortable leather sofa set and a light-colored area rug. A coffee table sits in the center, complemented by a stylish floor lamp. Large windows provide natural light, and an open layout leads to the dining area and kitchen.

5.0 out of 5 average rating, 141 reviews

New! Charming & Modern Getaway Home in Springfield

The structured exterior features a combination of dark paneling and warm wood accents. Soft lighting highlights the entryway, where two outdoor chairs are positioned. Surrounded by a manicured lawn, the residence reflects a harmonious blend of modern design and natural surroundings at dusk.

4.98 out of 5 average rating, 224 reviews

Hawthorn House

An outdoor day bed is positioned under the covered front patio, featuring plush cushions for comfort. The entrance to the home is visible, opening into a well-lit living area. Greenery surrounds the porch, enhancing the inviting entryway.

4.94 out of 5 average rating, 172 reviews

The ClubHouse BnB ~ LOCATION~Hot Tub~Outdoor Space

4.99 out of 5 average rating, 152 reviews

A spacious living area features two sofas adorned with decorative pillows, positioned around a central wooden coffee table. Large windows are framed by teal curtains, allowing natural light to fill the room. A textured wall with greenery adds a unique touch.

Home in Ozark

Alice in Wonderland

4.98 out of 5 average rating, 317 reviews

A modern cabin features a wooden deck with a railing, set against a backdrop of trees. A six-seater UTV is parked in front, showcasing its utility for outdoor activities. The exterior is designed with a combination of dark wood and large windows, enhancing natural light.

Cabin in Strafford

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower

5.0 out of 5 average rating, 105 reviews

A cozy cottage is surrounded by vibrant fall foliage, showcasing warm colors against the structure. The entrance features a welcoming porch, framed by trees, highlighting the peaceful setting in the Ozark mountains.

Home in Walnut Shade

Cottage at Inspiration Ridge Farm near Branson MO

Family- and pet-friendly home rentals

A living area features a cozy seating arrangement with a large gray sofa and a pink accent chair. A small white table with transparent chairs is positioned nearby. Light softly illuminates the space, highlighting two wall art pieces that evoke a cityscape.

4.95 out of 5 average rating, 297 reviews

Virginia Modern Luxury

The living area features a warm-toned leather sofa and a dark ottoman. A round wall clock is positioned above, while wood beams add character to the vaulted ceiling. A wall-mounted TV is visible, and the open layout connects to the kitchen area.

4.94 out of 5 average rating, 241 reviews

Cozy & Quiet Retreat ~ Fully Fenced Yard

4.91 out of 5 average rating, 227 reviews

A modern container unit is set within a lush outdoor space, surrounded by trees. The covered patio features a stone seating area with a table and chairs, complemented by a wooden deck. Large glass doors offer a view into the interior, inviting natural light.

Tiny home in Springfield

Modern Glamping Container Close To Springfield

Guest suite in Springfield

A spacious sleeping area features a cozy bed dressed in white linens and soft yellow pillows. Natural light filters through sheer curtains, illuminating a wooden table with black chairs nearby. A decorative rug adds warmth, while wall hangings provide a touch of texture.

4.93 out of 5 average rating, 118 reviews

The Cozy Cottage

The cozy bedroom features a spacious bed covered with a patterned comforter. Natural light enters through two windows with light curtains, enhancing the warm ambiance. A wooden dresser and a bench are included, along with framed artwork on the walls and a ceiling fan above.

4.97 out of 5 average rating, 294 reviews

Spacious, beautiful home close to Mercy and MSU

Guest suite in Springfield

4.92 out of 5 average rating, 136 reviews

The Family Circle | Cozy Main-Floor Springfield

Guesthouse in Springfield

A spacious sleeping area features a queen-size bed with soft linens and several decorative pillows. Light walls are complemented by warm brown accents. A wardrobe and a small basket are positioned nearby, with a soft glow from recessed lighting enhancing the cozy atmosphere.

4.93 out of 5 average rating, 381 reviews

Dry Creek Cottage | Fire Pit · Wooded Views

A modern kitchen area is highlighted by a spacious island with counter seating for three. Stainless steel appliances and light cabinetry complement the open layout. Beams on the ceiling add character, while large windows provide ample natural light to the inviting space.

5.0 out of 5 average rating, 215 reviews

Medical Mile Contemporary

Family-friendly home rentals with a pool

A welcoming living area features a modern electric fireplace beneath a flat-screen TV. Two comfortable chairs are positioned around a circular coffee table, which holds decorative plants. Light wood cabinets and stainless steel appliances are visible in the kitchen area, creating a cohesive design.

4.97 out of 5 average rating, 143 reviews

White Guesthouse with a Pool

Guest suite in Springfield

A spacious outdoor area features a rectangular pool with a built-in hot tub, surrounded by decorative concrete. Lounge chairs are positioned nearby, and a lush garden with blooming flowers adds a vibrant touch to the setting.

4.96 out of 5 average rating, 198 reviews

Slice of Paradise - Our Pool is open

4.93 out of 5 average rating, 107 reviews

2 Hot Tubs! Pool! Relaxation & Fun for Everyone

A charming house with a stone accent and a welcoming porch is surrounded by lush green grass. A vibrant pink flowering tree is positioned in the front yard, adding a touch of color to the scenery. The driveway leads to a garage on the left.

4.94 out of 5 average rating, 199 reviews

VIP 1616 East Elm

4.98 out of 5 average rating, 45 reviews

Scissortail Springs: Pool, Fire Pit & Games

5.0 out of 5 average rating, 20 reviews

Apartment in Springfield

Luxury Top Floor Studio | Pool/Hot Tub/EV

5.0 out of 5 average rating, 82 reviews

An indoor swimming pool is surrounded by a brick wall and large windows, offering ample natural light. A comfortable seating area is visible nearby, along with a fireplace and decorative wall art. A single rubber duck floats on the water's surface.

Home in Fair Grove

Feathered Nest at Fellows Lake w/ Indoor POOL!