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.

Kitchen · Indoor spaces · Walkability

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.

Family · Kitchen · Wifi

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!

Indoor spaces · Kitchen · Quiet

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!

Kitchen · Indoor spaces · Amenities

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 spaces · Kitchen · Comfort

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.

Family · Kitchen · Cleanliness

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 spaces · Family · Sleep quality

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.

Indoor spaces · Kitchen · Nearby

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. :)

Indoor spaces · Kitchen · Checkout

River Cabin/UTV/Trails/Kayaks/HotTub/OutD Shower

The James River Cabin is a luxurious secluded cabin nestled among the trees on 90 acres of river front property. It is just 10 short miles from Springfield, MO (Buc-ee’s and Bass Pro) less than an hour from Branson, MO. On-site activities are numerous and include bicycling, trail hiking, utv trail riding, kayaking, fishing, hot tubbing, and swimming in your own personal paradise. The river access is a short but fun two minute utv drive from the cabin.

Family · Kitchen · Sleep quality

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 spaces · Kitchen · Cleanliness

Cozy 2BR/2BA Home

Relax with the whole family Welcome to your home away from home in the heart of Republic, Missouri! This charming 2-bedroom, 2-bathroom house is tucked into a quiet, safe neighborhood—perfect for families, couples, or business travelers looking for comfort and convenience. Whether you’re here for a weekend getaway, a work trip, or to explore southwest Missouri, our Republic home offers the comfort and convenience you need.

Family · Indoor spaces · Accuracy