Holiday rentals with outdoor seating 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.

The Dryer House - Walk to Coffee, Dining & Shops

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.

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.

*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

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.

The Family Circle | Cozy Main-Floor Springfield

The Family Circle is a private-NOT sound proof main-floor stay with its own entrance. We live in the finished basement with a sweet dog. The city around us and our kids do make noise. Guests have 2 parking spots, a full kitchen, Roku TV (Guest Mode), Wi-Fi, and laundry hookups. Step outside to a fenced backyard with a grill and deck. We’re close to Bass Pro, Wonders of Wildlife, Springfield Botanical Gardens, Dickerson Zoo, Battlefield Mall, hospitals, colleges, downtown, and the airport.

Cozy&Quiet Modern Retreat Near Hwy 65 & Cherry St

!NO CLEANING FEE PET FRIENDLY! This beautifully renovated, clean and simple 2-bedroom, 1-bath home is on a large lot in a quiet neighborhood near Hwy 65. Just minutes from dining, grocery stores, and more. Enjoy a King and Queen bed, Smart TVs in each bedroom and the living room, a fully stocked kitchen, and a garage. Pet-friendly with a 30-foot dog trolley runner cable ($50 pet fee). 10 minutes or less to Bass Pro, Mercy Hospital, and local universities. Branson is 40 minutes away!

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.

Secluded Midcentury Modern Home

Situated on over a half-acre at the end of a dead-end road, this Midcentury Modern Home has flair and charm—plus a number of amenities. At the House: • Queen-sized bed • 75-Inch TV with an Apple TV and Sonos Sound System • Patio, deck, and fire-pit in huge, fenced-in backyard. Watch as the train across the field passes through town (note: its horn can be a bit noisy) Near the House: • Plenty of Restaurants within 3 min. • Park and 24-Hour Fitness within walking distance

Beeman's Brick Loft

Beeman’s Loft gives you a view into the mid-century look at Historic Springfield. This two bedroom loft living space includes a private deck perfectly suited for an Urban sunset evening, including grill and chiminea. Beeman’s is walking distance from lounges and dinning, including some of trip advisors favorite eats! With a modern feel, this Loft includes a walk-in shower and a jetted tub, full kitchen for entertaining and space for a great night on Historic C-street.

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.

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.