Holiday rentals 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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Guest favourite
Home in Bevo Mill
4.9 out of 5 average rating, 457 reviews

Sunny South City Guest House

Newly-rehabbed & cozy guest house. Everything you need is located here in the historic Bevo Mill neighborhood. In the heart of south St. Louis city, you’re steps away from local businesses, including the picturesque, historical Das Bevo. Step into a vintage-styled oasis, featuring large windows with plenty of natural light, tall vaulted ceilings, comfy queen bed, unique fridge, breakfast bar, sizable bathroom with a large walk-in shower. Hang outside at the picnic table under cute string lights.

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, 248 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 a charming cottage features a welcoming entrance with a light-colored door. Two blue chairs and a small table are positioned on a stone path, surrounded by well-maintained grass and flower pots. In the background, horses can be seen grazing in a fenced pasture.
Guest house in Carbondale
5 out of 5 average rating, 269 reviews

Homestead Cottage

Enjoy tiny farmhouse life in this adorable 375 sq. foot cottage. Loaded with everything you need this little cottage is nestled privately behind some trees on our 11 acre farm. You will soon forget how close you are to town with the beautiful view from your windows and the pasture fence just steps out the back door. Whether you’re here for the wineries, amazing hiking, an SIU event (3 miles) or to visit with family, the Homestead Cottage will provide a comfortable retreat from any adventure.

Guest favourite
A charming street scene captures the historic architecture of Ste. Genevieve. Colorful storefronts line the sidewalk, featuring a gallery and residences, while seasonal flowers add vibrancy. Trees with remaining leaves provide a natural canopy over the pavement, leading to parked vehicles in the distance.
Home in Ste. Genevieve
4.94 out of 5 average rating, 194 reviews

"Little Brick House" (Hael House built in 1865)

Best downtown location!! Take a trip back in time at this cozy, centrally-located brick cottage in historic Ste. Genevieve. The original home of John and Francesca Hael in the 1860's, you won't find a more authentic old town experience than you will get at "the little brick house" on Main Street. Enjoy mornings at the local coffee shops and bakeries (right across the street) and evenings on the back porch with a glass of wine. The Little Brick House has all the amenities with old world charm!

Top guest favourite
A view from the living area into the bedroom, showcasing a serene space with a queen-size bed dressed in crisp white linens and accented by earthy throw pillows. Natural light illuminates the room, complemented by a ceiling fan and light-toned wooden flooring.
Flat in North Hampton
4.99 out of 5 average rating, 190 reviews

The Zen Den - Centrally Located, Calm and Tranquil

The Zen Den was conceptualized out of a desire to create a calm and peaceful oasis centrally located in the North Hampton neighborhood of St. Louis where parks, cafés, restaurants, and entertainment are only minutes away. The space features modern appliances, contrasted with soft light features and natural building materials, such as reclaimed lumber, to convey a sense of calm and tranquility. Ideal for those guests seeking to retreat at the end of a busy day exploring or remote working.

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
4.97 out of 5 average rating, 195 reviews

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 11 vintage games, pinball, and Shooting Gallery! Most games set to free play! *some take coin* *No parties - access limited to guest only*

Top guest favourite
The exterior of a chalet is illuminated at night by warm string lights. Large windows reflect soft interior light, revealing a cozy atmosphere. The wooden deck is accessed by a railing, creating a welcoming entry. Trees are visible in the background, adding natural charm.
Home in Dittmer
4.96 out of 5 average rating, 567 reviews

Honeymoon Suite at Camp Skullbone In The Woods

Experience a romantic, quiet, and cozy chalet designed for two! This charming retreat features vintage décor and all the modern amenities you need for a comfortable stay. Unwind indoors by kicking back and watching a movie, surfing the web, curling up with a good book or a friendly board game, or sharing a drink with that special someone. In the evening, relax on the cozy deck under the stars, basking in the warm glow of the gas fire pit or unwinding in the inviting private hot tub!

Top guest favourite
The exterior of the carriage house is displayed, featuring a charming entrance with a white front door and large windows. A wooden bench provides seating on the porch, and the garage door is painted in a contrasting color. Surrounding greenery enhances the inviting appearance.
Guest house in Mascoutah
4.95 out of 5 average rating, 287 reviews

The Carriage House

Cute and cozy, this tiny carriage house is packed with charm. Originally used as a place to store a horse-drawn carriage, this delightful building has been completely refurbished with everything you need for a clean and comfortable stay, including endless hot water, vinyl plank flooring, front porch, laundry, and eat-in kitchen. The bedroom has a queen bed, comfy recliner, and Roku-enabled TV. Please notify me if you are bringing any pets. I want to know dog breed and age.

Guest favourite
A quaint cottage entrance features a welcoming sign and potted plants. A vintage-style bicycle is displayed near the front steps, complementing the rustic charm of the dark exterior with white window frames. The red door adds a vibrant touch to the inviting facade.
Cottage in Ste. Genevieve
4.96 out of 5 average rating, 193 reviews

Cozy Haven Cottage / Hidden Little Gem

Check in 3PM arrival. Check out is 11am. Code given at 3pm. Dogs 25 lbs We offer: Nurses and Doctors welcomed. Corporate housing up to 28 days. Couple stays, girls weekend. Internet speed AT&T 18 mbs per sec We offer coffee bar. Modern/vintage charm Inviting and comfortable this is the perfect getaway for a couple or multiple guest up to 4. The cottage has open concept. Bedroom connected to Living room. Bathroom is attached to bedroom. Queen bed & Queen sofa bed.

Top guest favourite
Treehouse in Perryville
5 out of 5 average rating, 676 reviews

TreeLoft - Winter Retreat

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, 539 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, 216 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.

Popular amenities for Evansville holiday rentals

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