Guest house holiday rentals in Greene County

Calhoun Orchard House

Welcome to Calhoun's Orchard House, a charming retreat nestled in the heart of Springfield, Missouri. This historic two-bedroom haven invites you to experience a blend of comfort and character. Situated conveniently close to the delightful shopping and dining districts of Pickwick and Cherry, guests can explore the local treasures just steps away. Whether you're indulging in boutique finds or savoring the flavors of the vibrant culinary scene, this location promises an immersive experience.

Ash Grove home with a Zen feel

We are located in a quiet neighborhood only 15 minutes from Springfield international airport, 20 minutes from Stockton Lake for fishing boating and recreational beaches also 30 minutes from world-renowned Bass Pro Shops. You can get to Branson Missouri in 45-65 minutes take in the show or cruise Branson Belle or visit Silver Dollar City. then come back to your quaint cottage and relax and rest for the rest of the evening. You can see Nathan boone cabin and explore local history

Downtown Cute and Cozy home away from home!

Hi it's Bella here . I help host this beautiful cottage in Springfield Missouri.. Take it easy at this unique and tranquil getaway while being close to Trendy Downtown shopping and restaurants.. Spacious deck to relax and enjoy a cup of Java . Enjoy a walk to Downtown. Close to everything! Best Location! High Speed Intermet Nice Kitchen to prepare your favorite meals Safe off street parking in rear. This home has. Everything you will need to enjoy to your stay...

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.

1930’s Stone Cottage

This unique, cozy cottage from the 1930’s is a great private get-away for anyone visiting Springfield and wanting a taste of the character many of Springfield’s historic homes have to offer . Tucked away in the Rountree neighborhood it resides in a beautiful walkable area and is very close to colleges like Evangel or MSU for anyone visiting. In central Springfield it is equidistant from some of the best areas and restaurants the town has to offer.

Cosmic Cottage Celebrating the Birthplace of Rt 66

Welcome to your cozy little getaway in the birthplace of Route 66! This charming private mid-century cottage has everything you need for a relaxing stay—from a comfy queen bed and full kitchen to a washer/dryer, TV with Disney+, Hulu & ESPN, and Alexa. Step outside for a fire by the fire pit, or a friendly game of cornhole or giant Jenga. Your host is just steps away if you need anything!

Romantic Country Getaway – Cozy, Modern & Private!

Escape to this charming, one-of-a-kind living space, nestled within a beautifully transformed area of our property, just 10 minutes outside Springfield. Perfect for a romantic couples' getaway, this private one-bedroom, one-bath retreat is also ideal for small families or groups of up to 4 guests. Designed with comfort and convenience in mind, it offers a cozy and memorable escape.

Vibrant and Playful Bungalow

Step into a dopamine decor dream! This 2BD/1BA historic 1909 bungalow is bursting with color, charm, and personality. Recently remodeled, it blends vintage character with bold, playful design—making it a stay like no other. With a spacious kitchen, cozy bedrooms, and unique maximalist vibes, this isn’t your average Airbnb. It’s a mood-boosting retreat where every corner sparks joy!

The Al Capone

Looking for peace and quiet with a touch of class and inspiration. This is the spot. This gated million dollar estate offers a surreal view of the country but located only 5 minutes from the mall and everything you would need. Unit has its own entrance and is detached from the main house. High end imported leather couch, aviation chair, fire place, professional home gym and more.

The Winsome Loft- Arcade & Home Theater

Welcome to The Winsome Loft, a newly remodeled, modern boho guest house blending cozy comforts with boutique hotel elegance. This private second-story retreat provides access to a full home theater, arcade, pool and basketball court. ***POOL SEASON is OPEN***

Cute/clean guest house near Mercy hospital.

Cute and clean detached guest house with new bathroom and tiled shower. Queen size bed. WIFI. Local TV. In-room refrigerator and microwave. Walking distance to Mercy hospital. Five minutes to Bass Pro Shop and Battlefield Mall.

Private Guest House

Come enjoy this beautiful private gated guest house on this estate million dollar property located in the most sought after area in Springfield. Located just minutes away from the mall but with a country view.