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, 129 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

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, 102 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
4.93 out of 5 average rating, 76 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

Top guest favorite
A charming one-story house with a light yellow exterior is highlighted by white trim and a gabled roof. The front porch, supported by two columns, features a brick pathway leading to the door. Black shutters flank the windows, set against a backdrop of lush greenery.
Home in Newburgh
4.97 out of 5 average rating, 173 reviews

The Cottage on W Main

Family friendly 2 bed 2 bath! Charming and convenient space in downtown historic Newburgh. Easy walk to the scenic riverfront and downtown area which includes ice cream shops, restaurants, shopping and hair salon. Short walk to beautiful Rivertown Trail! Come explore downtown Newburgh and with easy access to multiple sites in Evansville the location is fantastic! So many family amenities with no stairs inside house, stroller, pack-n-play, outlet covers, kids books, and highchair provided!

Top guest favorite
A charming home with white siding and a pitched roof is showcased. The front entrance features a yellow door, flanked by two black chairs. Green grass and neatly trimmed shrubs create a welcoming atmosphere along the stone pathway leading to the entrance.
Home in Newburgh
4.96 out of 5 average rating, 152 reviews

Little Monticello

Little Monticello is a spacious 3 bedroom home one block away from the beautiful river front. Great walking paths. Walking distance to downtown Newburgh dining and shops. The master bedroom has a king size bed , bedroom # 2 has a queen size bed and dressing table. Bedroom #4 has a full size bed.. Bedrooms 1&2 have TV’s in them. The side porch is great for relaxing or hanging out with the little ones. There is a full size washer and dryer located in the kitchen area behind the barn door.

Guest favorite
A spacious bed is positioned against a muted green wall, featuring a tufted headboard. Two bedside tables with stylish lamps flank the bed, and a decorative pillow is placed at the center. Soft bedding and a cozy throw add texture to the inviting sleeping area.
Bungalow in Evansville
4.9 out of 5 average rating, 510 reviews

Haven near Haynies on Historic First Street

Warm and cozy with 11ft ceilings and warm wood floors, this 750 sq foot renovated uptown 1 bedroom is just right for your next visit to Evansville. Whether you are in town for work or for play, this is a great spot for you. Located in the same block as Hanies Corner, two blocks from the river trail, and very close to Main Street, Ford Center and Old National events Plaza this home provides a great spot for the active life as well as the night life. Fully equipped, stainless appliances.

Guest favorite
The exterior of the cottage showcases a welcoming blue facade with white trim. A covered porch features a comfortable swing, and large windows provide ample natural light. Lush green trees frame the peaceful setting, enhancing the cottage's serene ambiance.
Home in Henderson
5 out of 5 average rating, 49 reviews

Little House on the River

This gem is nestled on the riverbank, offering you a tranquil getaway with stunning water views and quiet surroundings. Our cozy cottage is perfect for couples or solo adventurers. You'll enjoy a blend of rustic charm and contemporary amenities. The open-concept living area features large windows that flood the space with natural light, offering uninterrupted views of the river. Situated on a peaceful, dead end street and just a short drive to local attractions, shops, and restaurants.

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, 407 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.

Top 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, 262 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 cozy living area features a comfortable sofa with decorative pillows and a welcoming atmosphere. A coffee table is centered beneath a tasteful arrangement of candles and plants. Warm lighting is provided by two side tables with lamps. A front door with an oval window adds charm.
Home in Corydon
4.96 out of 5 average rating, 226 reviews

The Farm

Step away from the fast pace of daily life and enjoy family, friends and the peace of country living. Secluded modern farm house, that began as a log cabin, situated on approximately 100 acres of crop fields and includes a scenic lake. This property has been in our family for over 100 years. It has been lovingly furnished and decorated for a one of a kind stay. We want our guests to unplug, refresh, and renew.

Top guest favorite
A charming yellow cottage is presented, featuring a well-maintained front yard with green grass. The exterior includes white shutters and a welcoming front door. An American flag gently waves, and a single-car garage is visible on the left side.
Cottage in Newburgh
5 out of 5 average rating, 149 reviews

Newburgh Yellow Comfy Cottage

The Newburgh Yellow Comfy Cottage is a quiet retreat located near the Newburgh Rivertown Trail and Ohio River just minutes away from quaint shops, restaurants and scenic views. Health enthusiasts will enjoy walking, running and/or riding bicycles on the trail. Great for business travelers, vacationers, or out-of-town visitors. There are two bedrooms with one equipped as an office space.

Popular amenities for Henderson County vacation rentals