Holiday houses in Evansville

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Top-rated holiday rentals in Evansville

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Top Guest favourite
A vibrant red barn with an American flag motif is featured alongside a well-maintained gravel path. The barn displays a sign quoting a biblical verse, and a historic farmhouse is visible in the background against a clear blue sky.
Farm stay in Frohna
4.98 out of 5 average rating, 129 reviews

The Weber Farm - Enjoy a beautiful 100 acre farm!

Enjoy a 125+ year old country home with large yard and beautiful shade trees located on a 100-acre farm in the rolling hills of SE Missouri. The house is very clean and spacious with 4 large bedrooms, comfortable beds, beautiful hardwood floors and a large living room. We have hand-made quilts and antique furniture throughout. The kitchen is fully furnished. Relax on our 40’ front porch with swing, by the fire pit or in a hammock. A perfect place for you to recharge from stress & busy schedules!

Guest favourite
A single-story home is set on a green lawn, featuring a light brown exterior and a neatly maintained pathway leading to the front door. Windows with red and white accents provide a welcoming touch, while trees line the background, offering a sense of privacy.
Home in Bloomsdale
4.91 out of 5 average rating, 250 reviews

Hop off the highway, Relax!

Relax with the whole family at this peaceful place to stay. We are located only 4 miles off of highway 55! There are two bedrooms and two COMFY couches if you have more than 4 staying the night! This is located on a secluded road with two other homes occupied nearby by with quite, but very friendly, residents. This home is 25 minutes away from the historical town of Ste Genevieve, take a look! The host is will be able to assist you almost immediately, whether it be over the app or in person!

Top Guest favourite
The exterior of The Pool House is captured under a partly cloudy sky, featuring a combination of natural wood and light-colored siding. The entrance showcases a rounded door flanked by symmetrical windows, while vibrant greenery and flower beds add a touch of nature around the building.
Home in Belleville
4.95 out of 5 average rating, 278 reviews

The Pool House 1-Bedroom Home with Hot Tub & Pool

Soak in the hot tub or relax poolside at The Pool House! Its country setting is perfect for a relaxing stay, romantic getaway, business trip or spending time with your family. Enjoy a full kitchen, electric fireplace and spacious bedroom. *No parties allowed *No pets allowed *No smoking allowed *No photo shoots allowed Maximum of 5 guests We DO NOT have a TV, but you're welcome to bring one. We DO have WIFI. **Military discount is available. Please message us first by clicking "Contact host

Top Guest favourite
The geodesic dome is positioned among tall trees, illuminated by the glow of a fire pit in the foreground. A staircase leads up to the entrance, under a darkening sky with early stars becoming visible.
Dome in Perryville
4.94 out of 5 average rating, 164 reviews

The Snow Globe*OffGrid DomeGLAMP*Adventurers Only

EXPERIENCE The Dome in the Woods • IMMERSE in complete silence with the absence of electricity: no hum or vibrations from this completely solar/propane fueled geodesic dome. NoAC • GLAMP in this OFF GRID ADVENTURE. 430 sq ft floor plan. 14 ft ceiling. 20 ft bay window with endless nature view at the foot of your bed. Lofted 7ft. • STARGAZE from the deck or fire pit • NESTLE in the romantic wooded nature of southeast MO. S of St Louis.N of Memphis • UNPLUG, UNWIND, RELAX. Adventure seekers only!

Top Guest favourite
A cabin with wooden exterior is surrounded by tall trees and shaded ground. A spacious porch is visible at the front entrance. A calm dog sits on the ground in the foreground, offering a glimpse of the natural tranquility of the setting.
Cabin in Alto Pass
4.99 out of 5 average rating, 306 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

Guest favourite
An aerial view captures the carriage house with a spacious deck and an umbrella-covered table, complemented by decorative shrubs lining the property. The driveway accommodates multiple vehicles, while a flag adds a touch of charm to the inviting exterior.
Home in Farmington
4.98 out of 5 average rating, 122 reviews

Columbia Street Carriage House

Located in historic downtown Farmington, minutes away from restaurants, wineries, shops, and parks. Our newly renovated carriage house has much to offer! Our 2+ acre yard is fully fenced with a gated entrance offering privacy, a fire pit, covered patio, and large deck. The city park is located next door with a private acces gate offering basketball courts, pickle ball, tennis, swing sets, pavilions and playgrounds. Come enjoy a relaxing weekend or stay a week exploring the area attractions.

Top Guest favourite
The charming exterior of a light blue house is framed by lush greenery. A welcoming porch adorned with decorative flags, potted plants, and a sign greets visitors. The well-maintained lawn features manicured bushes, enhancing the inviting atmosphere of this peaceful setting.
Bungalow in Ste. Genevieve
4.98 out of 5 average rating, 137 reviews

Dove’s Nest: Serenity & Comfort Sleeps 6

Check in at 3pm. Check out 11am Code upon arrival High speed AT&T 18MBS Family friendly, couples, girls trip. Owners of the Cozy Haven tiny house rental Airbnb. next door. And Wrens Landing found on Airbnb to rent Downtown. Shops, wineries, restaurants,bars. People travel all over to experience town and french culture. Oldest settlement west Mississippi river. Coffee bar and teas. 65 inch smart tv. Each bedroom has Roku smart tv. Outside firepit & dining area. No pets.

Top Guest favourite
The treehouse structure is elevated, supported by stilts, with large windows that reflect the surrounding greenery. The exterior features a combination of wood finishes, and warm lighting casts a welcoming glow in the evening. The pathway leads through the natural landscape to the entrance.
Treehouse in Perryville
5 out of 5 average rating, 682 reviews

Romantic Treehouse Retreat w/ Hot Tub

The TreeLoft is a secluded luxury treehouse designed for rest, romance, and reconnection. Nestled in a private forest just 1 hour from St. Louis in Southeast Missouri, it blends upscale comfort with immersive nature. Located 20–35 minutes from hiking, wineries, and dining, this peaceful retreat invites you to unplug, slow down, and reconnect in intentional privacy. Making the TreeLoft perfect for romantic getaways, personal retreats, anniversaries, or creative escapes.

Top Guest favourite
A charming brick cottage is situated along a brick-lined street, adorned with vibrant greenery and flowering plants. The entrance features a light green door framed by lush plants, while large windows provide a glimpse of the inviting interior.
Cottage in Belleville
4.96 out of 5 average rating, 550 reviews

The Historic Garfield Inn

Welcome to the Garfield Inn. A cozy cottage off a brick-lined street in an historic Belleville neighborhood. Coffee, tea, hot cider and chocolate are provided. We are in walking distance to downtown Belleville, and free parking is available. The neighborhood is quiet and peaceful. There is a barbeque grill, covered back patio, gazebo and lovely gardens. Small well-behaved dogs are welcome. Enjoy your privacy The light is always on. We can't wait to see you.

Top Guest favourite
The historic log cabin features a traditional wood exterior, accented by a sloped roof and a welcoming front porch. Two rocking chairs and vibrant flower pots are positioned at the entrance, set against a tranquil landscape. Soft lighting enhances the inviting appearance as dusk approaches.
Cabin in Ste. Genevieve
4.98 out of 5 average rating, 217 reviews

Sassafras Creek Cabin

Historic log cabin circa 1840 moved to property June 2020. Take a step back in time with furniture and decor to match the cabin’s time period. Located between two houses in newly formed Ste. Genevieve National Historical Park. It is a 10 minute walk to the main part of downtown and other historic tour sites. Adjoins Early American gift shop called Sassafras Creek Originals which is housed in the circa 1850 Brooks house. Close to wineries, biking and hiking.

Top Guest favourite
A calm lake reflects the silhouettes of trees against a twilight sky, blending hues of orange and blue. The serene water creates a peaceful atmosphere, while the surrounding grass gently frames the scene. A building is visible in the background, softly illuminated.
Home in Marissa
4.99 out of 5 average rating, 190 reviews

Peaceful Lake Retreat | Cozy Fireplace & Dock

Unwind at a private lakefront retreat set on a quiet 1.5-acre lake. Cozy up by the fireplace, relax on the dock, and enjoy peaceful country views—perfect for couples or small family getaways. This 2-bedroom, 1-bath home offers comfortable living spaces, thoughtful touches throughout, and a firepit for evenings under the stars.

Guest favourite
A swing hangs from a sturdy tree, gently swaying in the light breeze. The sun is setting in the background, casting a warm glow over the lush green grass and highlighting the rustic barn in the distance.
Home in Fults
4.94 out of 5 average rating, 239 reviews

Quiet country getaway w/ Hot tub

Welcome to the Homestead Hideaway! Unwind and take in the simplicity of country living. From watching the sunrise to sitting under the stars experience nature with all the amenities. This home comfortably fits 6 people with 3 bedrooms and 2 full bathrooms with plenty of room to enjoy the outdoors.

Popular amenities for Evansville holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Randolph County
  5. Evansville