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.

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.

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.

Springfield Giraffe House

The Giraffe House is perfect for a family or couples visiting the Queen City. Our unique and comfy 2 bed / 2 bath home is located in the historic Galloway neighborhood. The home is totally remodeled and a 5 minute walk to beautiful Sequoita Park, featuring walking / riding trails. The newly developed Quarry Town is a short distance offering restaurants, art, and night life opportunity. Hosts live close and are able to assist if needed. Come learn about the history of Ozark Giraffe Houses.

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

1 min from Mercy hospital. Enjoy a stylish experience at this centrally-located place. Kitchen is fully equipped. Each of the 3 bedrooms room is equipped with a queen size bed, a smart TV, blackout curtains, extra pillows and extra blankets. The living room has a couch,70 inch TV, a music bar with a record player and 50s style records. Plus a coffee bar with several different options. The backyard is fully fenced. If you’re a traveling worker direct message me for a better deal for long term.

Unique 'Earthouse' Retreat w/ Spring-Fed Creek

Enjoy living at its finest with an unforgettable stay at this modern underground 3-bed, 3-bath home! Earthouse offers unique architectural design providing guests with an open inviting interior complete with high-end furnishings, modern decor, and abundant natural light. Whether you're exploring Springfield, visiting local colleges, making your way to Branson for the day, or getting away, this luxurious, one-of-a-kind abode will be your ideal home base! NO PARTIES, EVENTS, OR LARGE GATHERINGS.

Two Rivers Guest House (no cleaning fee)

Please read thoroughly: Bike to Two Rivers Mountain Bike Park for a morning ride or relax in a comfortable space after a late evening at Greenhouse Two Rivers. Our place is perfectly situated between the two! This newly constructed private retreat space is conveniently located between between Springfield and Branson. Enjoy relaxing on the spacious deck overlooking the woods, book a blacksmithing or enameling class with us, or use our place as a base while you explore Springfield or Branson.

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!

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.

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.

Historic C-Street - West End Loft #1

Our cozy loft apartment is located on Historic C-Street in Springfield, Missouri. We are within walking distance of The Savoy and Firehouse No. 2 wedding venues and close to many local restaurants and shops. We have a mounted lock box that allows you to get in the apartment at any time of night. High speed internet and cable television is also provided. Close enough to walk to Big Mama's, White River Brewery, Eurasia Coffee and Tea, and Askinosie Chocolate among many.

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.