Holiday rentals in Henderson County

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Top-rated holiday rentals in Henderson County

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

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Guest favourite

Bungalow in Evansville

4.92 out of 5 average rating, 111 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 favourite

Home in Newburgh

4.97 out of 5 average rating, 146 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!

Guest favourite

Cabin in Henderson

4.97 out of 5 average rating, 35 reviews

Lakeside Log Cabin: Venue • Hunting • Fishing

Tucked away, sitting near a 10 acre fishing lake; you'll find tranquility and connect with family and nature, while having all the modern day comforts. LOCATION/ENTERTAINMENT: Enjoy our local horse racing, wineries and variety of excellent restaurants. Visit nationally recognized, John James Audubon Park for terrific hiking and art exhibit. Shop downtown Henderson's boutiques and shoe stores. Or book a facial, massage of yoga class with our wellness professionals. A perfect getaway!

Top guest favourite

Guest house in Evansville

4.9 out of 5 average rating, 632 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 favourite

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 favourite

Flat in Evansville

4.95 out of 5 average rating, 202 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 favourite

Loft in Henderson

4.98 out of 5 average rating, 48 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 favourite

Home in Corydon

4.95 out of 5 average rating, 196 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.

Superhost

Flat in Evansville

4.79 out of 5 average rating, 296 reviews

Riverview a retreat across from the Riverwalk

Built in 1883 this frame bungalow, while updated, is full of its original charm. Warm hardwood floors, 10 foot ceilings and giant windows are some highlights of second story apartment. The huge front porch is perfect for drinking coffee and reading your favorite book. Everything you want in the Downtown area is at your fingertips. This is perfect spot for a convenient and interesting visit to Evansville.

Top guest favourite

Loft in Newburgh

4.98 out of 5 average rating, 288 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.

Guest favourite

Holiday home in Evansville

4.95 out of 5 average rating, 170 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

Guest favourite

Guest house in Henderson

4.89 out of 5 average rating, 74 reviews

Downtown 1 bed & 1 bath studio guest house

Enjoy easy walkable access to downtown Henderson festivals, restaurants, and river fun when you stay in our guest house. This one-bedroom 1 bathroom studio space has a private entrance, free parking, and access to an outdoor deck with seating Enjoy ammenities such as a queen-size mattress, 50" smart tv, full-size refrigerator, blow dryer, Keurig, and more.