Family-friendly holiday rentals in Springfield

4.97 out of 5 average rating, 223 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.

Bungalow in Rountree Area

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.

4.98 out of 5 average rating, 253 reviews

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.

4.94 out of 5 average rating, 332 reviews

The Tiny Turtle cabin is nestled among lush greenery, featuring a two-level front deck for outdoor enjoyment. The vibrant green exterior is complemented by numerous windows, allowing natural light to brighten the interior. Surrounding garden patches add to the farm's organic charm.

Farm stay in Springfield

Tiny house on an organic flower and vegetable farm

Located on MIllsap Farm which is home to one of Springfield's favorite summer activities; Thursday Pizza Club. Come stay in our Tiny Turtle countryside cabin and get a taste of farm life on this small organic veggie farm. Take a walk in flower patch, visit the chickens, feed your scraps to the pigs, throw the ball for the dogs, be entertained by the farm happenings. Our tiny home is well designed and can easily host a family. The farm stand is stocked and ready for you just outside your door.

A well-appointed bedroom features a spacious bed with a decorative blue and white patterned bedspread. Large windows, dressed with sheer curtains, allow natural light to fill the room. A dark wood dresser and mirror complement the decor, enhancing the overall aesthetic.

4.93 out of 5 average rating, 355 reviews

Shadowood Suites - East

Location! Location! Location! Our completely private, remodeled duplex is located just south of Hwy 60 in Springfield, MO. We are only a couple minutes from the closest grocery stores, restaurants, and shopping centers. The Battlefield Mall, Bass Pro Wonders of Wildlife, Cox and Mercy hospitals are all under 10 minutes away, and Downtown Springfield is a short 15 minute drive. If our East unit is a bit too small for your group, you can combine your booking with our West unit if available!

4.96 out of 5 average rating, 212 reviews

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.

Home in Rountree Area

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!

4.89 out of 5 average rating, 177 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.

4.98 out of 5 average rating, 129 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

You will fall in love with this house! There is something to amuse you around every corner. Located in the heart of Ozark about 15 minutes from Springfield and 30 minutes from Branson. The house is three bedrooms and has a basement with an enormous playroom with a two story slide and a comfy theatre. Relax in the hot tub or on the beautiful deck. Even the adults that are kids at heart will enjoy this unique space. There are toys, games and a game table for everyone of all ages.

4.8 out of 5 average rating, 1,039 reviews

The exterior of the converted gas station features a stone structure with a portico adorned with colorful lights. A red jeep is parked beneath it, while green grass surrounds the area. Tall trees and a house can be seen in the background.

Tiny home in Springfield

1920 Stone Gas Station

This is a solid stone 1920 gas station that has been converted into a tiny house. It is two blocks off of old Route 66 within quick walking distance, (3 blocks) of downtown with lots of restaurants, clubs and cinemas and theaters. Park under the portico just feet from the front door. There is a living area and a full size bed beside a kitchen. There is a place to hang clothes. It has pressed tin ceilings and hardwood floors and a decorative electric wood stove.

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, 787 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, 1,027 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, 233 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

Escape the hustle and bustle and retreat to our cozy treehouse nestled in the Ozark wilderness. Our one-of-a-kind cabin features 4 decks, 2 electric fire places, 1 wood stove, spiral staircase, indoor rock waterfall and hidden reading/painting nook. Enjoy the outdoors while relaxing in the hot tub taking in the serene view. Within 30 minutes of dining, bars, entertainment, Table Rock Lake, amusement parks and more!

4.96 out of 5 average rating, 480 reviews

The exterior of the building features a light-colored facade with vertical wooden siding. A small window is situated above the double doors, which are adorned with decorative glass panes. Lush greenery with purple flowers is seen framing the entrance.

Apartment in Springfield

Queen City Getaway *Private-Quiet-Convenient*

A hidden gem in the crown of the Queen City. Charming getaway centrally located in the most happening neighborhood in town. Located near Wonders of Wildlife, Springfield Art Museum, MSU, downtown, dining, live music & a great neighborhood brewery. This quaint home away from home has all of the necessary amenities to enjoy your stay in the Queen City. Secure private entrance and off street parking. **No Pets**

Popular amenities for Springfield family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.95 out of 5 average rating, 126 reviews

A modern kitchen features a spacious bar counter with three light-colored stools. The area is illuminated by two pendant lights hanging from the ceiling. Behind the bar, white cabinetry contrasts with the exposed brick wall, creating an appealing visual element.

Home in Ozark

Ozark Bungalow

4.99 out of 5 average rating, 292 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

Superhost

A cozy cabin is nestled near a gently sloping lawn, with a porch featuring seating and a view of the rising sun. Lush greenery and a small rock garden enhance the tranquil outdoor setting, while distant hills create a serene backdrop.

Farm stay in Walnut Shade

4.89 out of 5 average rating, 185 reviews

Peaceful Cabin-Breathtaking Views near Branson, MO

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, 120 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, 162 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.

4.99 out of 5 average rating, 240 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, 126 reviews

Secluded Home & Hot Tub - SW SGF

The living area presents a cozy seating arrangement with a mix of striped couches and a plush armchair, centered around a textured coffee table. A decorative black and white rug adds contrast to the hardwood floor. Natural light is filtered through checked curtains, illuminating the space.

4.89 out of 5 average rating, 291 reviews

Springfield Stay

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 246 reviews

Stylish 3-bed2-bath stay with kitchen & coffee bar

4.87 out of 5 average rating, 211 reviews

A spacious park is depicted with well-maintained grassy areas complemented by mature trees in a variety of colors. The scene conveys a tranquil outdoor space, with pathways visible along the perimeter and sunlight filtering through the leaves.

Apartment in Phelps

Peaceful on the Park

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, 271 reviews

Spacious, beautiful home close to Mercy and MSU

4.93 out of 5 average rating, 126 reviews

A charming house exterior is presented, featuring a welcoming porch flanked by greenery. The front door, framed by a decorative overhang, invites visitors. A flag is displayed, along with potted plants that enhance the vibrant garden space.

Bungalow in Phelps

Quiet cottage near downtown

Apartment in Rountree Area

A colorful living space features a plush blue chair and a round blue table, complemented by vibrant rugs on the floor. The room is illuminated by natural light from a glass door leading to an outdoor deck. Decorative artwork enhances the walls.

4.86 out of 5 average rating, 176 reviews

Tiny Gallery Hideout near MSU

A charming stone cottage features a red-trimmed entryway framed by two potted plants. The well-maintained front yard is bordered by a decorative black iron fence, with ample greenery surrounding the entrance. Large windows allow natural light to illuminate the inviting facade.

4.93 out of 5 average rating, 478 reviews

The Stone Cottage

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.

4.99 out of 5 average rating, 191 reviews

Medical Mile Contemporary

4.97 out of 5 average rating, 191 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!

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.

4.9 out of 5 average rating, 10 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, 132 reviews

White Guesthouse with a Pool

4.97 out of 5 average rating, 139 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

4.94 out of 5 average rating, 72 reviews

Majestic Oaks: Groups, AirHocky, Firepit, Cornhole

4.96 out of 5 average rating, 28 reviews

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.

Home in Rountree Area

Rest Easy - Always travel

4.99 out of 5 average rating, 82 reviews

2 Hot Tubs! Pool! Relaxation & Fun for Everyone

5 out of 5 average rating, 68 reviews

Luxury Cottage- 10 beds- Home Gym- Garage

A large hot tub sits invitingly on a spacious deck, surrounded by an open area for seating and relaxation. Elements of nature are present with trees in the background and a fenced yard, creating a private outdoor space.