Family-friendly holiday rentals in Greene County

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.

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.

The Little Red House

Retreat to this secluded five-acre getaway to unwind with your family or a romantic weekend with your partner. Enjoy the outdoors watching the wild turkeys and deer from the patio or roasting smores at the firepit. Inside you will find cozy and modern accommodations with a unique lofted bedroom area. The Little Red House is a short drive to all Springfield MO has to offer, such as the Ozark Greenways trails, Bass Pro Shops, Wonders of Wildlife, Fantastic Caverns, local eateries, and much more.

Hidden Gem

Step into your private oasis at our Hidden Gem! The property has an upscale neighborhood on one side and borders a large field on the other. The home is nestled in the trees and tucked away from the neighbors, offering a quiet and relaxing retreat. The guest house comfortably sleeps up to 6. It's in the perfect location off I44 & HWY 65, placing you within 15 minutes of Hammons Field, Bass Pro, WOW, MSU, shopping, Mercy, Cox, eateries, and only 45 minutes to Branson. We can't wait to host you!

Carriage House (SGF) Near Wilson Logistics Arena

Just minutes from the Ozark Empire Fair, Wilson Logistics Arena & Area Event Centers Bring your family to this recently restored historic home. This open floorplan home with a family & dining room makes this a fun, stylish place to stay. Amenities like a full kitchen with both a stove, working oven & microwave. With the old-fashioned charm of hardwood floors, you will feel at home in this space. A place to re-charge your electronics as well as comfortable beds to re-charge yourselves :)

Duplex with EV Charger & Garage by the Fairgrounds

Our home is conveniently located near both I-44 and Highway 65. Just a few minutes from the Ozark Empire Fairgrounds, the Bigshots Golf Experience, Cooper Sports Complex and a 15-minute drive to the Bass Pro Shops and Wonders of Wildlife. Our home is one side of a duplex. Both sides are available for rent. It has hardwood floors throughout. It is a 2-bedroom, 2-bath duplex with a 2-car garage & EV Charger. Our home is equipped with washer / dryer, stocked coffee bar and snack area.

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!

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.

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.

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.

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

White Guesthouse with a Pool

Welcome to The White Guesthouse in Springfield, a mid-century styled modern home that includes a private patio with a pool and deck that is perfectly suited for a relaxing evening during the warm spring/fall, and summer months. The white guesthouse is close to all the shops including Historic C-Street, MSU campus, coffee shops, Mercy/Cox hospitals, and downtown are all less than a 7 min drive. The home is a short distance from I-44, and Highway 65.