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.

Fresh and cozy home in semi-country setting!

This cute freshly remodeled 1940's home is located in the countryside right at the edge of Springfield, MO. Hike right down the road to the walking trails and scenic views, or drive just 3 mins into town for shopping and business. Located only 15 mins from the airport, 3 minutes from Ozark Empire Fairgrounds and Dickerson Park Zoo! If it is just a place to hang out during a layover or you are in town to visit family or conduct business, we will strive to make your stay as comfortable as home!

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.

Hawthorn House

Escape to tranquility at our new, upscale Scandinavian-inspired home nestled on 7.5 acres of Midwest prarie. You'll enjoy minimalist elegance in our thoughtfully designed retreat, boasting sleek interiors flooded with natural light. Unwind amidst the landscape views from expansive windows, or savor moments of serenity on the secluded, cozy outdoor porch. We'd love to help you rest and recharge while enjoying the cozy charm in this whimsical, nature-inspired retreat.

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.

Madaline Cottage

Madaline Cottage is a delightful 2 bedroom/1 bath with kitchen, living room, dining room, front porch and a breakfast sunroom. 1926 brick bungalow totally remodeled with a fenced-in spacious yard. Close to numerous restaurants, MSU, Mercy Hospital, Battlefield Mall, John Q Hammons, Juanita K Hammons, Bass Pro and Wonders of Wildlife. Cox South Hospital, Drury University, Downtown Springfield, Cooper Sports Complex are all within 4 miles.

Comfort Away from Home!!

Come stay at our cozy house with ample living space. The newly updated house has 3b/2ba and 2 comfortable living areas along with a sun room where you can enjoy breakfast or just some peace and quiet. The master bath has a large walk in shower. New appliances in the kitchen and dining for 4 at the table & island for 2. Open floor plan which would accommodate larger gatherings.

Sunshine Cottage

Welcome to 🌞 The Sunshine Cottage 🌞! This cozy space is centrally located in Springfield, close to many restaurants and local attractions. Built in the 1930’s this house has both charm and amenities that make you feel at home. We are pet friendly! If traveling with your pet, please make sure to add them as guests to your booking to account for the pet fee.

Springfield Cozy Cottage

A quaint and charming 2-bedroom house in Springfield, Missouri, located less than 1 mile from Bass Pro Shops and the Wonders of Wildlife National Museum & Aquarium. Just 42 miles from Branson, this quiet yet conveniently situated property provides easy access to popular Ozarks attractions. Perfect for a quiet getaway or a family vacation!