Family-friendly holiday rentals in Springfield

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.

*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

Beautiful historic Loft

Come stay with us in this beautifully restored historic loft with upscale amenities. Located in the heart of Downtown Springfield. This luxury loft was once a historic building dating back to 1920’s and still boasts the exposed brick and original hardwood floors. This loft will sleep 4 with a king bed, futon, and pull out couch. There is one bathroom and a wash room with washer and dryer. The loft is Walking distance from fine dining, breweries, night clubs, coffee shops, and so much more!

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!

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 Delmar Guesthouse

This charming home in the Phelps Grove Neighborhood offers comfortable, stylish furnishings, tons of natural light, lots of amenities, and even friendly neighbors! Whether you are in town for business or fun, the Delmar Guesthouse will be your perfect home base. Two bedrooms with room for four to sleep, a bright bathroom, a fully-equipped kitchen, and technological amenities will make your stay comfortable. Need more room nearby? Check out the Phelps Grove Guesthouse in our profile.

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.

Dry Creek Cottage | Fire Pit · Wooded Views

Some places make you forget what day it is. Dry Creek Cottage is one of them. Tucked into a quiet neighborhood just outside Springfield, this private guesthouse backs up to a wooded dry creek, and the moment you step onto the back patio, the pace of everyday life just falls away. Whether you're here for a work trip, in town visiting an MSU student, ready to unplug, reconnect, or just finally slow down, Dry Creek Cottage is ready for you. We'd love to have you.

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

Cozy&Convenient Modern Home • Private Fenced Yard

Located in the heart of a friendly East Springfield neighborhood just off Hwy 65, this renovated 2BR/1BA home is the perfect retreat. Enjoy two comfy queen beds, Smart TVs in every room, a stocked kitchen, and a garage. Relax in the fully fenced backyard with a fire pit, or head out and you’ll be just minutes from dining, shopping, hospitals, and only 10 minutes to Bass Pro and Wonders of Wildlife—plus Branson is just 40 minutes away!

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!

Relax at the Summit - 3bd, 2b

Spacious, smart, and perfect for families or groups! Relax on a huge sectional with an 86” 4K QLED TV & 5.1 surround sound. Each room features a comfy Queen bed, fresh linens, and Alexa controls for lights, music, and more. Cook with ease in the fully stocked kitchen. Just south of I-44, close to top Springfield attractions. Fast replies & support always available—book now for a memorable stay!