Vacation rentals in Henderson County

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Top-rated vacation rentals in Henderson County

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

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Guest favorite
A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.
Home in Evansville
4.94 out of 5 average rating, 132 reviews

House Near U of Evansville and Ford Center

Stay at this peaceful and centrally located home with fenced yard. The house has been completely remodeled and is located 5 blocks from the University of Evansville and 7 minutes from downtown Evansville for concerts, shows and conventions. The house is located in a quiet safe neighborhood and is 15 minutes from anywhere in town. The house has 2 bedrooms, each with a queen bed, sleeping 4 total. One queen bed has an adjustable base to adjust head and legs in various positions for maximum comfort

Superhost
Apartment in Henderson
5 out of 5 average rating, 4 reviews

The Mint Julep! Upstairs 3BD/2BA - Next to Brewery

Book your stay at The Mint Julep and experience Henderson like a local. Fresh vibes, classic charm, and a stay worth toasting. You are "mint" to make memories at The Mint Julep. Welcome to The Mint Julep, a stylish and spacious upstairs retreat in the heart of Henderson, Kentucky! This 3-bedroom, 2-bath rental is perfectly located adjacent to Henderson Brewing Co., near Holy Name Church, and just a short walk from downtown restaurants, shops, riverfront attractions, and seasonal festivals.

Top guest favorite
A spacious living room features two comfortable sofas and a single armchair arranged around a round coffee table. Large windows allow natural light to fill the area, and a decorative area rug adds a touch of warmth to the hardwood floor.
Loft in Henderson
4.99 out of 5 average rating, 103 reviews

The Nest - Huge Loft in Downtown Henderson

Welcome to The Nest, Henderson's finest loft! This Victorian 1800 sq. ft. loft is newly renovated, fully furnished and nicely appointed in the heart of Downtown Henderson. The huge living room is perfect to meet friends, watch TV, cook, or just gaze out the massive windows. The Master Room, Reading Room (featuring a queen Murphy bed), fully equipped Kitchen, and Private Patio are quiet spaces to relax, work, prepare a meal, or plan your day. Parking, fast wifi, and washer/dryer all included!

Guest favorite
A four-poster bed with a floral patterned duvet is positioned against a light grey wall, complemented by two decorative pillows. Soft lighting from a bedside lamp creates a cozy ambiance, while yellow curtains frame the window, adding warmth to the space.
Apartment in Henderson
4.94 out of 5 average rating, 78 reviews

Suburban Chateau

Located roughly a mile from city limits, this spacious and serene duplex offers a comfortable retreat with easy access to nearby attractions while still providing a peaceful setting. Guests will have exclusive use of their unit, including a separate driveway and private entrance. Please note, this is a duplex. Accommodates up to 4 guests max -Farmer & Frenchman • 3.7 miles away -Holiday World • 43 miles away -Sloughs Hunting State Land • 12 miles away -Sandy Lee Watkins • 9.6 miles away

Guest favorite
A welcoming front porch features a comfortable seating area with two blue chairs, adorned with decorative pillows. A small side table is positioned next to a larger wicker chair, and the view includes lush greenery and tranquil neighborhood streets.
Bungalow in Evansville
4.92 out of 5 average rating, 136 reviews

Cozy Craftsman in Akin Park Neighborhood

This cozy craftsman style home is nestled in the Akin Park neighborhood and includes all the amenities needed for a great visit to Evansville. The location boasts quick access to Haynie’s Corner/Art District, which features unique shops, bars and restaurants that showcase the best of Evansville culture. You are welcome to cozy sleeping arrangements for up to six (two queen bedrooms and a pull out couch), one bathroom, a fully stocked kitchen and a beautiful front porch perfect for relaxing.

Top guest favorite
The entrance of the cottage is adorned with white columns and a railing, providing a welcoming front porch. Hanging planters with greenery add a touch of nature, while the light yellow siding complements the surrounding landscaped garden and pathway.
Home in Newburgh
4.99 out of 5 average rating, 100 reviews

The Beehive Cottage Newburgh 2bdrm

The Beehive Cottage is located 2 blocks from the Newburgh riverfront and minutes away from the downtown historic area with quaint boutiques and restaurants. Fully renovated, our 2 bedroom yellow cottage sleeps four. French doors in the kitchen provide bright light, which will welcome you to the patio in the backyard with a grill. You'll find it easy to relax and unwind, whether you're in town for work or play. Downtown Evansville is only 15 minutes away & Gateway Hospital only 5 minutes.

Top guest favorite
The exterior of a two-story building is showcased, featuring a red metal roof and a balcony with black chairs. A sign hangs above the entrance, while the river and sunset are visible in the background. A pathway runs alongside the building, with parked cars lining the street.
Loft in Newburgh
4.97 out of 5 average rating, 412 reviews

Riverfront Loft Above Honey Moon Coffee Shop

Located right on the riverfront in downtown Newburgh. Perfect access for walking, hiking, running, or bike riding on the popular riverfront trail. With epic views of the Ohio River including a 2nd story balcony view of beautiful sunrises and sunsets, our stylish loft apartment is located directly over Honey Moon Coffee shop. Please note that the loft is above a coffee shop that opens at 7am each day and you will hear some noise. 2 complimentary drip coffees are included with your stay!

Guest favorite
The cabin is showcased with a modern architectural design, featuring a wooden facade and large windows that allow for natural light. The structure sits on a grassy area, with a clear blue sky enhancing the overall appearance.
Cabin in Robards
4.94 out of 5 average rating, 126 reviews

REINE CABIN at Farmer and Frenchman

EAT. TASTE. STAY. Year round view, seasonal flavor. The property features a winery/cafe, a vineyard, walking trails, and a 360 view of countryside. Created in the spirit of rustic elegance, the Cabin's lavish accents are sure to impress. Enjoy dinner in the cafe, walk the trails, snuggle in for the night, order breakfast in bed and a morning yoga session on the patio. Enjoy the ambiance of Kentucky's agrarian heritage with modern and stylish amenities.

Guest favorite
A historic brick building stands on a cobblestone street, framed by mature trees and shrubs. The entrance features a set of stairs leading to double doors adorned with decorative glass. A lamppost adds charm to the inviting outdoor space.
Apartment in Evansville
4.95 out of 5 average rating, 268 reviews

Victorian 1 Bedroom Guesthouse Apt on 1st Street

This one-bedroom / one-bathroom apartment features high ceilings and exposed brick and is attached to your host’s home - a Victorian townhouse on one of Evansville’s historic cobblestone streets. Enjoy easy self-check-in and a location that is centrally located near the Ohio River, Downtown Evansville, and Haynie’s Corner neighborhoods. The Ford Center, Bally’s Casino, and many of Evansville’s best restaurants and bars are all a short walk away.

Top guest favorite
A comfortable living area features a soft gray sofa and a wooden coffee table. Light hardwood floors extend throughout the space, which is complemented by natural light from multiple windows. A large television is positioned on a dark wooden cabinet, and a dining area is visible in the background.
Home in Evansville
4.96 out of 5 average rating, 109 reviews

Hoosier Hospitality.

This 2 bed/1 bath home has recently been completely remodeled. With 2 queen beds, free parking, and a designated office space, this home has it all. The kitchen is beautiful and has a table that can seat 4. There is internet and a smart tv that has streaming services available. Nestled in a quiet neighborhood w/ a large backyard, this home is centrally located and the perfect place to enjoy a little Hoosier Hospitality!

Top guest favorite
Home in Evansville
4.96 out of 5 average rating, 263 reviews

Rooftop Deck | Downtown Evansville | Garage

Step into history at the Dr. J.R. Mitchell House, built in 1909 as Evansville's first animal clinic. Now a stunning modern industrial retreat in the heart of downtown, this upper-level apartment features exposed brick, a rooftop deck with city views, a 100-inch projector with surround sound, and a jetted tub. Walk to the riverfront, Ford Center, and Main Street dining.

Superhost
An indoor pool area features a long, narrow pool, surrounded by large windows that allow natural light to fill the space. The tiled floor is complemented by potted plants, and wicker chairs with cushions are arranged nearby for seating.
Vacation home in Evansville
4.93 out of 5 average rating, 206 reviews

Nugent House

It's rare to find a place that's both historic and one-of-a-kind. Whole house to enjoy in downtown Evansville Indiana. Walking distance to arts district , bars , restaurants, casino , ford center , Evansville museum, Evansville riverfront and much more.,, Home was built in 1915 as a mansion by the Nugent family. No lifeguard on duty, swim at your own risk

Popular amenities for Henderson County vacation rentals