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Holiday houses in Evansville

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Top-rated holiday rentals in Evansville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Ava

JGB’s Farm and Getaway

We are in the country next to a blacktop road.This is a very laidback place , there are farm animals across the road at our farm. This was my moms farm house and I just want people to enjoy it as much as she did. We are close to Kincaid Lake, the local winerie, the World Shooting Complex, and hiking trails (Piney Creek Revenue). Come and enjoy a day fishing or just sitting on the back deck enjoying the peaceful surroundings. Later build a fire and sit back and relax. Come and enjoy the country.

LocationValueHiking

4.93 out of 5 average rating, 143 reviews
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

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

FamilyLocationComfort

4.95 out of 5 average rating, 319 reviews
Top Guest favourite
Farm stay in Sparta

Arcadian Idyll

Gorgeous country house setting on Centennial farm with rolling hills and magnificent views. Peace and quiet is what you get. 2500 sq ft. house was recently built with space and comfort in mind with no steps on lower level to enter. Welcome inside to a vaulted ceiling with large kitchen island. Three bedrooms, full bathroom and laundry room are located on the main level. Upstairs you will find a large master suite with a full bathroom. Lots of room to relax on separate patio just outside bedroom

ValueFamilyGetting around

5.0 out of 5 average rating, 25 reviews
Top Guest favourite
The exterior of the tiny home is highlighted by a stone façade and a modern roof. A wooden deck features two classic Adirondack chairs, positioned against large glass doors that provide natural light and views of the surrounding grassy area.
Tiny home in Bloomsdale

Coeur de la Crème Suite at Baetje Farms

Welcome to the Luxury Tiny Homes at Baetje Farms, where comfort meets countryside. These homes will awaken your senses and enlighten your soul with the cozy, yet spacious intimate feel beneath the stars. Nestled between rolling hills of the Forche du Clos Valley and a spring feed babbling creek the tiny homes are the newest addition to Baetje Farms. Just 3 miles off Interstate-55 at the entrance to wine country, in Bloomsdale, MO, Baetje Farms is the World Renowned Goat Cheese Creamery!

FamilyValueLayout

4.92 out of 5 average rating, 265 reviews
Top Guest favourite
The historic stone farmhouse features a traditional design with multiple windows and a pitched roof. The exterior is complemented by grassy areas and a pathway leading to the front porch. Surrounding trees provide a natural backdrop, enhancing the rural setting.
Farm stay in Bloomsdale

FUNKS INN no extra guest fee or cleaning fee

This house was built in 1870, it is a stone structure and was used as a family farm home. It has been remodeled for its use today. It is historically correct, which includes antiques of the time. Post Civil War era, furniture including the beds of this period. Another interesting aspect, is that the floors are all original. Mattresses, blankets pillows, bedding and towels are all new. The wine cellar that we have added, made on location. I always leave some out for guests. No fee.

LocationFamilyTV

4.96 out of 5 average rating, 174 reviews
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

Private Treehouse Retreat | Hot tub

The TreeLoft is the first of two treehouses at BaseCamp—designed for cozy seclusion, romance, and rest. Nestled in a private forest just 1 hour from St. Louis, it blends upscale comfort with immersive nature, while still being 20–35 minutes from hiking, wineries, and dining. ✨Our NEW treehouse, The TreeRise, offers an even more elevated, spacious experience at BaseCamp. Perfect for romantic getaways, anniversaries, personal retreats, and intentional escapes to unplug and reconnect.

FamilyLocationHiking

5.0 out of 5 average rating, 721 reviews
Top Guest favourite
A modern tiny home is set amidst a natural landscape, featuring a sleek black exterior with wooden accents. A stone pathway leads to the entrance, while a fire pit area with Adirondack chairs is visible in the foreground, surrounded by gravel and trees.
Tiny home in Ste. Genevieve

The Caamp

The Caamp located directly across the road from The Barn at Lone Eagle Landing and Pebble Creek provides a close and convenient place to stay along with a breath taking view of the upper Coffman valley. The Caamp is also very close to Chaumette and Charleville. If outdoor adventure is what you seek The Caamp serves as a great landing zone to explore nearby attractions like Pickle Springs and Hawn State Park. Sit back and enjoy the view from this gorgeous and cozy tiny home.

FamilyValueWalkability

4.95 out of 5 average rating, 109 reviews
Top Guest favourite
Home in Ste. Genevieve

Angel’s Hideaway • Last Shotgun House + Cozy + Lux

Stay at Angel’s Hideaway, the last original shotgun house in Ste. Genevieve—beautifully restored with warm cedar accents and elevated modern finishes. This boutique retreat features an electric fireplace, relaxing tub/shower, quartz kitchen, Heavenly Hair products, a charming front porch, and a serene back deck. The kitchen is fully stocked with premium essentials—because as travelers ourselves, we believe every stay should feel effortlessly luxurious. Love, Ashley & Jason

LocationWalkabilityBathroom

5.0 out of 5 average rating, 23 reviews
Superhost
The living area features hardwood flooring with a welcoming layout. A comfortable couch, accented with a light blanket, is positioned beside a wooden entertainment unit. A small coffee table sits in the center, complemented by a desk with a chair, flanked by a window in the background.
Cottage in Red Bud

CLK Country Rental Lovely, peaceful setting

Lovely unique country setting. CLK Rental is in the Heart of the country, Eight minutes from Downtown Red Bud, IL. We are Ten minutes from the World Shooting & Recrecreation Complex. Our 2 -bedroom, 2 bathrooms house can accommodate 4 guests, but can be made to accommodate 2 more guests. If you are just coming into town to get away and checking out our wineries, hometown shops, restaurants, coffee shops and bars all a short distance away. We have a beautiful location.

LocationFamilyParking

4.73 out of 5 average rating, 30 reviews
Top Guest favourite
A modern kitchen features a spacious granite countertop and light cabinetry. Natural light from a nearby window brightens the space. An inset view displays a vibrant arcade area with several vintage arcade games, creating a playful contrast to the kitchen's sleek design.
Home in Ste. Genevieve

Downtown home + Arcade 1980's experience!

If you’re looking for a unique experience to enjoy with your friends and family you have found the right place! Peaceful and centrally-located place with a front porch view of the Gabouri creek and train trestle. Downtown shops and restaurants within walking distance. 1 King, 1 Queen, 1 Full bed. 1 bath with shower + 1 bath with tub. Arcade with vintage games and pinball! Most games set to free play! *some take coin* *No parties - access limited to guest only*

ValueFamilyAmenities

4.98 out of 5 average rating, 237 reviews
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

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.

ValueLocationCheck-in

4.97 out of 5 average rating, 234 reviews
Top Guest favourite
An open living area features high ceilings and rustic wooden beams. Two yellow armchairs with decorative cushions are positioned in front of a small floral stool. The space is brightened by natural light and includes a glimpse of the kitchen area in the background.
Home in Red Bud

The Loft

This unique and spacious upstairs Loft boasts 1900 sq. ft. of historical charm. Located a couple walking blocks from restaurants, brewery/bars, coffee shop, boutiques and beautiful downtown Red Bud. Conveniently located on Route 3. Free private parking on premises at the entrance to the Loft. Programmable keyless entry. Enjoy the fully-equipped kitchen and cozy seating areas. Comfortably sleeps four.

FamilyLocationNearby

4.97 out of 5 average rating, 39 reviews

Popular amenities for Evansville holiday rentals