Holiday houses in Henderson

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Quick stats about holiday rentals in Henderson

  • Total holiday rentals

    Explore 30 holiday rentals in Henderson

  • Nightly prices starting at

    Henderson holiday rentals start at $71 AUD per night before taxes and fees

  • Verified guest reviews

    Over 540 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Henderson holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Henderson rentals

  • 4.7 Average rating

    Henderson stays receive an average rating of 4.7 out of 5 from guests

Top-rated holiday rentals in Henderson

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

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Top Guest favourite
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, 135 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

Top Guest favourite
The exterior of the Hobbit House features unique architectural elements, including curved rooflines and a distinctive round window. A manicured pathway leads to the front door, with greenery surrounding the entrance and decorative outdoor lighting providing subtle illumination.
Home in Evansville
4.97 out of 5 average rating, 117 reviews

Hobbit House 2 bedroom.

Welcome to the Hobbit House! Relax or work from home in this cozy house located in a charming, quiet neighborhood in central Evansville. Each room is curated to set a different vibe from relaxation, sophistication, and fun. This house also has an old speakeasy downstairs filled with arcade games and a movie projector and screen. At night relax in the backyard under a beautifully lit gazebo. This house is also equipped with an office set up to make it easy to work from your home away from home.

Top Guest favourite
Apartment in Henderson
5.0 out of 5 average rating, 8 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 favourite
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, 142 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
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, 419 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!

Top Guest favourite
Cabin in Dixon
4.96 out of 5 average rating, 343 reviews

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Top Guest favourite
The interior showcases a warm, wooden design with vaulted ceilings and exposed beams. A modern television is mounted on the wall above a stone fireplace, while a cozy seating area is arranged with a dark sofa and wooden coffee table. The space is well-lit and inviting.
Cabin in Corydon
4.96 out of 5 average rating, 131 reviews

The Geneva Cabin

The Geneva Cabin is one of a kind (not in the woods) and has everything you need to enjoy whatever occasion brings you to the area. Located less than 2 miles from the wildlife refuge, 10 min to downtown Henderson, 7 mi to I-69 the property sits in the middle of a quiet dead-end street. Right in the middle of anywhere anyway your journey takes you. 55” TV, sofa bed and recliner in living room, WIFI, washer & dryer. Fully equipped kitchen. Large parking area.

Top Guest favourite
The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.
Cabin in Dixon
4.91 out of 5 average rating, 556 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Guest favourite
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
4.93 out of 5 average rating, 127 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
Cottage in Owensboro
4.97 out of 5 average rating, 431 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

Top Guest favourite
Home in Evansville
4.96 out of 5 average rating, 272 reviews

Rooftop Deck + 100" Theater | Downtown Evansville

Step into history at the Dr. J.R. Mitchell House (1909) — Evansville's first animal clinic, now a modern industrial retreat in the heart of downtown. Exposed brick, a private rooftop deck with city views, a 100-inch projector theater with surround sound, and a jetted tub for two. Walk to the riverfront, Ford Center, and Main Street dining. Fast WiFi and a dedicated workspace make it an easy home base for business and medical travelers.

Top Guest favourite
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
4.99 out of 5 average rating, 102 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!

Popular amenities for Henderson holiday rentals

When is the best time to visit Henderson?

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Frequently Asked Questions

  • What are the best places to stay in Henderson?

    Stays around downtown Henderson are popular for walkable access to dining, shops, and river views. Other guests look for accommodations near John James Audubon State Park for a more nature–immersed experience.

  • What are the best things to do in Henderson with kids?

    Kids can explore the nature center at John James Audubon State Park, enjoy playgrounds, or participate in scavenger hunts and family-friendly events. Local museums and riverfront walks are popular for all ages.

  • What are some of the best things to do in Henderson?

    Explore nature trails at John James Audubon State Park, visit local art exhibits, or take in river views along the waterfront. The city also has shops, historic sites, and seasonal community events.

  • How is the weather in Henderson?

    Henderson has cold winters ranging from 26–42°F (-4–5°C) and warm, often humid summers near 88°F (31°C). Spring and fall bring milder temperatures and can be wetter, so packing layers and a rain jacket is helpful year-round.

  • When is the best time to visit Henderson?

    Late spring and early autumn are often recommended for milder temperatures and outdoor events. Summer brings warm weather and frequent community gatherings, while winter is quieter with cool, crisp air.

  • What are the best places to visit in Henderson?

    John James Audubon State Park, the city's riverwalk, and area museums are frequently suggested for visitors. Downtown Henderson is known for historic architecture and locally owned businesses.

  • What are some hiking trails in Henderson?

    John James Audubon State Park has several forested trails, including easy loops and slightly steeper paths with birdwatching opportunities. Check local trail maps for options that fit your pace and interests.

  • What are some family activities we can do in Henderson?

    Families often explore the nature center and playgrounds at John James Audubon State Park, join hands-on museum exhibits, or take part in community festivals. The riverfront features wide paths for walks or picnics together.

  • What are some of the best day trip ideas from Henderson?

    Guests can explore nearby state parks, visit small towns renowned for antique shops, or experience museums highlighting regional art and music. Outdoor recreation areas around the region feature lakes, wildlife viewing, and hiking.

  • Are there any pet friendly accommodations available in Henderson?

    Many accommodations in Henderson are pet friendly, with hosts typically describing their specific policies in the listing. Area parks and nearby trails also make it convenient for guests traveling with animals to get outside together.

  • What are some local tips for visiting Henderson?

    Consider bringing layers, as the weather shifts with the season. Locals often suggest exploring early in the day for quieter parks, trying the weekly farmers market, and asking about rotating art or music events during your stay.

  • What is Henderson known for?

    Henderson is known for its riverfront setting, John James Audubon State Park, and locally rooted arts and music traditions. The city often draws visitors for its festivals, outdoor recreation, and historic downtown.

  • What are the best hidden gems to explore in Henderson?

    Henderson has quiet riverfront parks, small museums, and locally rooted art galleries that are often less crowded. Exploring scenic overlooks or family–operated shops around downtown can reveal unique stories and local history.

  • What are the best foods to try in Henderson?

    Henderson has locally inspired barbecue, river fish dishes, and homemade pies that are frequently suggested. You can also explore traditional Southern cooking at family-run diners and seasonal produce at farmers markets.

  • What should I bring for a trip to Henderson?

    Pack comfortable walking shoes, layers for changing temperatures, and a light rain jacket. In warmer months, sunscreen and a refillable water bottle are useful for outdoor activities.

  • What is the nightlife in Henderson like?

    Henderson has live music venues, casual bars, and spots with local food or open mic nights, mainly centered around downtown. The scene is relaxed, focusing on music, food, and conversation.

  • What are the most popular events or festivals in Henderson?

    The W.C. Handy Blues and Barbecue Festival, held in early summer, is one of Henderson's most popular events. The city also hosts arts festivals and seasonal celebrations in its parks and downtown.

  • Are there family friendly vacation rentals in Henderson?

    Many vacation rentals in Henderson are geared toward families, with features like kitchens, multiple bedrooms, and easy access to parks. Listings often highlight nearby playgrounds, walking trails, or kid-friendly activities.