Family-friendly holiday rentals in Springfield

4.98 out of 5 average rating, 242 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.

FamilyKitchenBreakfast

4.94 out of 5 average rating, 359 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.

KitchenFamilyCleanliness

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, 254 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.

Indoor spacesFamilyDecor

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, 716 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.

FamilyIndoor spacesBiking

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!

FamilyKitchenGetting around

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, 436 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

Indoor spacesKitchenCondition

4.91 out of 5 average rating, 224 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.

KitchenIndoor spacesWalkability

4.99 out of 5 average rating, 150 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.

FamilyIndoor spacesHiking

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, 817 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.

Indoor spacesKitchenDecor

4.96 out of 5 average rating, 1062 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

Indoor spacesKitchenValue

4.98 out of 5 average rating, 107 reviews

Top-Rated 3BR | Arcade-ManCave|Sauna+BrevilleCoffe

Welcome to a beautiful 2023 build! Immerse yourself in a cozy atmosphere tailored for families like yours. Relish the joy of cooking in the kitchen while keeping an eye on your favorite television program. Let the kids and Husband be captivated by the entertaining Game Room! Take a break and unwind on the generously spacious and comfortable couch during movie nights – past guests have sung praises about its comfort! Your stay is bound to be enjoyable. :)

KitchenIndoor spacesDecor

4.97 out of 5 average rating, 585 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

Indoor spacesFamilyCheckout

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.

5.0 out of 5 average rating, 140 reviews

New! Charming & Modern Getaway Home in Springfield

FamilyKitchenSleep quality

4.98 out of 5 average rating, 315 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

KitchenIndoor spacesWalkability

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, 245 reviews

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

KitchenIndoor spacesCondition

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, 222 reviews

Hawthorn House

Indoor spacesKitchenNearby

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

KitchenIndoor spacesNearby

4.94 out of 5 average rating, 132 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

FamilyKitchenParking

4.92 out of 5 average rating, 239 reviews

Two rustic wooden chairs are positioned on a deck, offering a view of a serene pond surrounded by trees. The landscape features soft grass and bare branches, creating a peaceful setting reflective of the natural surroundings.

Farm stay in Fordland

Rustic home w/hot tub on peaceful goat farm

FamilyKitchenDecor

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, 250 reviews

Modern/Hot Tub/EV Chg/Office/Downtown

FamilyIndoor spacesNearby

Family- and pet-friendly home rentals

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, 491 reviews

Madaline Cottage

Indoor spacesFamilyGetting around

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, 379 reviews

Dry Creek Cottage | Fire Pit · Wooded Views

Indoor spacesFamilyCheckout

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, 116 reviews

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

FamilyIndoor spacesHospitality

4.99 out of 5 average rating, 279 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

Indoor spacesKitchenCondition

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, 238 reviews

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

KitchenFamilyLaundry

4.99 out of 5 average rating, 100 reviews

4BR Walk to MSU - Firepit +Fenced Yard - Sleeps 10

Indoor spacesKitchenAccuracy

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, 294 reviews

Virginia Modern Luxury

Indoor spacesKitchenSleep quality

4.92 out of 5 average rating, 566 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

FamilyIndoor spacesValue

Family-friendly home rentals with a pool

4.93 out of 5 average rating, 105 reviews

2 Hot Tubs! Pool! Relaxation & Fun for Everyone

Indoor spacesFamilyLocation

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, 197 reviews

Slice of Paradise - Our Pool is open

Indoor spacesKitchenTV

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, 142 reviews

White Guesthouse with a Pool

Indoor spacesKitchenHot tub

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

Indoor spacesKitchenDecor

Serviced apartment in Springfield

5.0 out of 5 average rating, 19 reviews

Luxury Top Floor Studio | Pool/Hot Tub/EV

Indoor spacesFamilyComfort

4.98 out of 5 average rating, 45 reviews

Scissortail Springs: Pool, Fire Pit & Games

Indoor spacesKitchenAir conditioning

4.93 out of 5 average rating, 86 reviews

Majestic Oaks: Groups, AirHocky, Firepit, Cornhole

Indoor spacesFamilyQuiet