
Holiday rentals in Greene County
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Top-rated holiday rentals in Greene County
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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!

Raven's Nook-Near Downtown SGF/RT 66/MSU
Minutes away from the heart of downtown Springfield and Historic Route 66, find comfort and peace at the Raven's Nook. 4 min. drive to MSU. Drury, Evangel campuses, Bass Pro Shops, and the Wonders of Wildlife Museum are all short distances away from this cozy home. If you're staying in, the bed is new and comfy with all the extras you could need: blankets and sheets, pillows, Roku TV, and kitchen stocked with cooking supplies and snacks. WiFi provided. Large driveway and fenced in backyard.

Gorgeous 2 bedroom house in the perfect location!
Beautifully decorated 2-bedroom, 2-bathroom, dog-friendly house with a dedicated office in a scenic & safe neighborhood with 1-car garage & large, private fenced-in back yard. Lots of vintage MCM pieces make this a special stay. Walk to Starbucks, restaurants, and the Battlefield Mall. We are 5 minutes from Target & Mercy Hospital; 10 minutes from MSU & Cox Hospital; 15 minutes from Bass Pro; 20 minutes from the airport; and 45 minutes from Branson. 1 mile from Ozarks Greenways Trail.

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

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.

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.
Popular amenities for Greene County holiday rentals
Other great holiday rentals in Greene County

Historic Farmhouse -Modern Amenities -1800s Charm

Happy Trails on Greenwood

Quaint Cabin on 30 acres at Regalo Orchard Venue.

Cozy Book Nook Bungalow Comfort + Retro Charm

2 BD + 2 BR + 2 Car Garage + Fenced Backyard

Willard Frisco Trail Apartment

Spacious Bungalow close to downtown

Magnolia at Fort Ave {Hot-tub~ MSU~ Mercy~ WOW}
Destinations to explore
- Rentals with a hot tub Greene County
- Pet-friendly rentals Greene County
- Rentals with outdoor seating Greene County
- Rentals with a fireplace Greene County
- Rentals with a patio Greene County
- House rentals Greene County
- Flat rentals Greene County
- Rentals with a washing machine and dryer Greene County
- Rentals with a firepit Greene County
- Rentals with pools Greene County
- Silver Dollar City
- Bennett Spring State Park
- Sight & Sound Theatres
- Cabins at Green Mountain
- Wonderworks Branson
- Dolly Parton's Stampede
- Lambert's Cafe
- Aquarium At The Boardwalk
- Branson Ferris Wheel
- Titanic Museum Attraction
- Dickerson Park Zoo
- Haygoods
- Butterfly Palace & Rainforest Adventure
- Fantastic Caverns
- Nathanael Greene-Close Memorial Park




