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 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, 112 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

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, 148 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!

Superhost

A light-colored sofa is adorned with patterned cushions, positioned in front of a wooden coffee table. A centerpiece of white flowers is displayed in a white vase. Decorative woven wall art circles are arranged above the sofa, adding texture to the space.

Apartment in Evansville

4.85 out of 5 average rating, 192 reviews

Heavensville Haven |KING 1BD/1BA Cozy Apt near UE

Enjoy this centrally-located one-bedroom, one-bath duplex apartment with modern updates and amenities. Sparkling clean ✨ ✅ 55" Smart TV for entertainment 📺 ✅ Fast 200MB WiFi 🚀 ✅ Stocked kitchen for easy meal prep 🍽️ ✅ Newly renovated bathroom 🛁 ✅ Premium bedding for a restful sleep 🛏️ ✅ Twin-sized roll-out bed for an extra guest, available upon request 🛏️ ✅ Centrally located for easy access to local attractions 🌆 ✅ Washer and dryer locked away in unit, available upon request 🧺

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

4.91 out of 5 average rating, 489 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.

Top 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, 28 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.

Guest favorite

A charming restored 1938 home features a light green exterior and a welcoming front porch. A white picket fence outlines the property, providing a quaint boundary. Two large windows adorn the upper level, and a simple decorative wreath accents the front door.

Home in Newburgh

4.85 out of 5 average rating, 422 reviews

Historic Downtown Newburgh

Restored 1938 home with original oak floors. You will have this sunny and homey house all to yourself. We have WiFi. It is in a very quiet neighborhood and only 3 blocks from the Ohio River and the River Walk. There are a couple of restaurants that overlook the river and within walking distance. We have plenty of grocery stores, pharmacies, gas, a theatre and only 10 minutes from the east side of Evansville. Newburgh is a great walking town with historical houses and civil war history.

Top guest favorite

A wooden door with multiple panes opens into a cozy sitting area. Outdoor seating is provided by a small table and two chairs on a gravel patio. Natural light filters through the door, highlighting the inviting interior and lush greenery outside.

Guesthouse in Evansville

4.9 out of 5 average rating, 636 reviews

Nest: 1905 Carriage House Apartment

Our renovated 1912 carriage house was designed exclusively for Airbnb guests! Set in the midst of Semper Fulgens gardens, this luxury apartment is small but features a large bathroom with clawfoot tub, a loft bedroom with king sized bed, a sitting area, and coffee bar. There is not a full kitchen, but we do have a fridge. Not suitable for kids. A place for pet lovers! We do have two dogs, a cat and chickens who live on the property and have access to courtyard and event space.

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, 119 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, 204 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

An open living area features large windows that allow natural light to fill the space. A comfortable sofa and patterned chair are arranged around a central area rug. A wooden table and chairs are positioned nearby, offering additional seating options.

Loft in Henderson

4.98 out of 5 average rating, 52 reviews

The Lifeboat Loft - in the Heart of Henderson

Welcome to The Lifeboat Loft, our luxury apartment in Downtown Henderson KY! This unique 1100 sq ft loft on Main Street features soaring ceilings, a comfy king bed, upscale furnishings, a fully equipped kitchen, washer/dryer, high speed WiFi and a cool rolltop desk work area. 7 restaurants and the Vault venue are within 1 block. The new couch features a hideaway bed for extra company. It’s even friendly to your furry friends!

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

4.95 out of 5 average rating, 198 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

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

4.98 out of 5 average rating, 298 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. 2 complimentary drip coffees are included with your stay.