Holiday rentals in Greene County

Portland Speakeasy

Built in 1905, experience fantastic character and mid century styling paired with luxurious accommodations. Enjoy perfect location close to Mercy Hospital, quiet neighborhood, centrally seated!This 2 story 2,600 sq/ft home is recently renovated, professionally decorated, and professionally cleaned. Amenities include downstairs “speakeasy” lounge with foosball, gaming table and lounge. Huge back yard with privacy fence is perfect for fur babies. Welcome to a stylish stay you’re sure to remember!

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.

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.

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!

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.

Robberson Street Retreat. Close to Mercy, WOW, MSU

Welcome to our cozy 3 bed, 1 bath house near Bass Pro, downtown, and other great amenities. Relax in the comfortable living room with a flat-screen TV, enjoy meals in the dining area, and prepare meals in the fully equipped kitchen. The backyard with patio and outdoor furniture is perfect for time outside. Conveniently located near shops and restaurants, this charming home is perfect for your stay in the area. Book now and experience all the area has to offer!

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.

Cheerful 2-Bedroom w/ convenient Expressway access

Charming 2BR/1BA home in a quiet spot near West Bypass & Chestnut Expy—just minutes from downtown Springfield & MSU. Enjoy cozy living spaces, a fully stocked kitchen, comfy bedrooms, and a clean modern bath. Built in 1900 with updated comforts like free Wi-Fi, smart lighting most of home, ad-free music via Alexas, this family-friendly retreat is perfect for relaxing after a day of exploring. Book now for a peaceful, centrally located stay!

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.

Queen City Getaway *Private-Quiet-Convenient*

A hidden gem in the crown of the Queen City. Charming getaway centrally located in the most happening neighborhood in town. Located near Wonders of Wildlife, Springfield Art Museum, MSU, downtown, dining, live music & a great neighborhood brewery. This quaint home away from home has all of the necessary amenities to enjoy your stay in the Queen City. Secure private entrance and off street parking. **No Pets**