Family-friendly holiday rentals in Springfield

4.97 out of 5 average rating, 236 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, 275 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 center city pet friendly home

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.

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.

4.91 out of 5 average rating, 112 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.

4.99 out of 5 average rating, 114 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

4.93 out of 5 average rating, 446 reviews

A modern kitchen features blue cabinetry with open shelving displaying plants and dishware. A spacious marble countertop island is surrounded by brown chairs. Stainless steel appliances, including a refrigerator and oven, complement the patterned backsplash, enhancing the room's contemporary design.

Flat in Springfield

Pickwick Places 201 MSU/Rountree

Welcome to Pickwick Places where we host 2 amazing apartments in Springfield's favorite neighborhood, Rountree. The two bedrooms comfortably sleep 4. Marble countertops from a local quarry and coffee from a local roaster add to the experience. Details make this stay easy, comfortable, and the ultimate Springfield experience. No cleaning fee - a straightforward price. Plus, full laundry, wifi, and beautiful spaces. A two-bedroom suite and full kitchen for the price of a single hotel room.

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, 248 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 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, 219 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!

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, 227 reviews

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

!NO CLEANING FEE PET FRIENDLY! This beautifully renovated, clean and simple 2-bedroom, 1-bath home is on a large lot in a quiet neighborhood near Hwy 65. Just minutes from dining, grocery stores, and more. Enjoy a King and Queen bed, Smart TVs in each bedroom and the living room, a fully stocked kitchen, and a garage. Pet-friendly with a 30-foot dog trolley runner cable ($50 pet fee). 10 minutes or less to Bass Pro, Mercy Hospital, and local universities. Branson is 40 minutes away!

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, 435 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

4.9 out of 5 average rating, 214 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

Create a new fun getaway experience in the air conditioned modern converted container on 3 private acres just minutes from food, shopping, and the Wilson’s Creek civil war battlefield. Enjoy the sunset views from the covered porch or curl up next to a fire under a blanket while you taste our gourmet s’mores options. The Greenway trail is an easy walk or rent our bikes for a fun ride on the Ozark trail. The unit has a private bath house with a shower and compost toilet. King bed.

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, 810 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, 1,054 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

Popular amenities for Springfield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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 out of 5 average rating, 137 reviews

New! Charming & Modern Getaway Home in Springfield

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, 170 reviews

The ClubHouse BnB ~ LOCATION~Hot Tub~Outdoor Space

An open living area showcases a spacious gray sofa accented by colorful cushions. A plush blue rug covers the floor, and natural light pours in through sheer curtains. The modern kitchen is visible in the background, featuring dark cabinetry and a central island with three bar stools.

4.98 out of 5 average rating, 247 reviews

Modern/Hot Tub/EV Chg/Office/Downtown

The spacious living room features a large sectional couch and a ceiling fan, providing comfort and style. A cozy fireplace adds warmth, while large windows allow natural light to brighten the space. An inset image shows a glimpse of the hot tub in the backyard.

5 out of 5 average rating, 139 reviews

Secluded Home & Hot Tub - SW SGF

4.81 out of 5 average rating, 372 reviews

Cabin in Nixa

Cozy River Access Cabin | 5 min to Springfield

4.91 out of 5 average rating, 100 reviews

A spacious bedroom is presented with a large bed adorned in neutral tones, featuring decorative pillows and a welcoming message. Two bedside tables with lamps provide soft illumination. Floral artwork is displayed on the wall, enhancing the serene atmosphere of the room.

Guest suite in Republic

1BR/1BA Walk-Out Basement W/Hot Tub Pet Friendly

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, 217 reviews

Hawthorn House

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.

4.89 out of 5 average rating, 239 reviews

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

Family- and pet-friendly home rentals

Guest house 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, 372 reviews

Dry Creek Cottage | Fire Pit · Wooded Views

4.96 out of 5 average rating, 392 reviews

A bright living area features a soft rug under a round wooden coffee table, surrounded by a dark sofa and a light armchair. Framed artwork adorns the walls, while natural light streams through two windows draped with light curtains.

Cottage in Springfield

Sunshine Cottage

A vibrant garden area features a variety of flowering plants, including clusters of purple and white blooms, alongside lush green foliage. A stone border delineates the flower beds, and the clear blue sky enhances the outdoor setting of this charming cottage.

4.98 out of 5 average rating, 488 reviews

Madaline Cottage

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, 709 reviews

Gorgeous 2 bedroom house in the perfect location!

4.92 out of 5 average rating, 563 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

Place to stay in Fordland

The entrance of the Black Dog Inn is illuminated by a warm wall-mounted lantern. A bright red door stands adjacent to a large window displaying the inn's name and address. The rustic exterior is complemented by wooden accents, creating a welcoming ambiance.

4.88 out of 5 average rating, 242 reviews

Welcome to your own Summer Escape. Pets welcome!

4.98 out of 5 average rating, 208 reviews

The exterior of a historic brick building is showcased, featuring a steeply pitched roof and a tall spire. Stained glass windows are visible, adding an ornate touch to the architecture. A wooden door is situated at the front, framed by decorative elements.

Place to stay in Ozark

Historic Morgue and Paranormal Investigation!

4.77 out of 5 average rating, 647 reviews

The exterior of the house is framed by a well-maintained garden filled with blooming rose bushes in various colors. The charming home features a welcoming front porch with steps leading up to a white door. Lush trees provide shade in the background.

Bungalow in Springfield

Modern Rose Garden Home

Family-friendly home rentals with a pool

Home in Downtown Springfield

A refreshing outdoor pool is surrounded by a concrete patio and six lounge chairs. Lush greenery is visible along the perimeter, and a fire pit area is located in the background. Clear blue skies with scattered clouds create a bright and inviting atmosphere.

4.94 out of 5 average rating, 16 reviews

The Walnut Heritage House

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.

4.96 out of 5 average rating, 140 reviews

White Guesthouse with a Pool

4.96 out of 5 average rating, 148 reviews

A three-story home is depicted, featuring a stone exterior and multiple balconies. The driveway is spacious, leading to an attached three-garage entrance. Lush green landscaping surrounds the property, providing a serene environment.

Home in Rogersville

Private Getaway, 6 bedrooms and 4 full baths

4.93 out of 5 average rating, 84 reviews

Majestic Oaks: Groups, AirHocky, Firepit, Cornhole

Superhost

Flat in Springfield

5 out of 5 average rating, 4 reviews

Boutique Stay w/ Resort Amenities + Pool

The charming exterior of the home showcases a blend of stone and modern materials, complemented by vibrant orange accents. A well-maintained lawn with manicured shrubs and trees surrounds the property, and a driveway leads to a spacious carport adjacent to the house.

4.98 out of 5 average rating, 41 reviews

Rest Easy - Always travel

4.94 out of 5 average rating, 99 reviews

2 Hot Tubs! Pool! Relaxation & Fun for Everyone