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Holiday rentals in Henderson County

Find and book unique accommodation on Airbnb

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
Home in Evansville
4.94 out of 5 average rating, 105 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
An aerial view captures a serene swimming pool surrounded by a spacious patio. A separate guest house is visible near the pool, featuring a sloped roof and multiple windows. Lush landscaping offers privacy, while a clear pathway leads from the pool area to the nearby road.
Guest house in Evansville
4.87 out of 5 average rating, 254 reviews

Private Guest House close to everything!

The Private Guest House is set on our property which is located on a corner (1.5 acre lot) close to the east side of Evansville. The convenient large circle drive makes it easy to enter and exit. The east side of Evansville offers Malls, Shopping, Restaurants, Bars, Entertainment, Gyms, Starbucks, and Theaters. The property is located only 10 minutes from Downtown and the Ford Center due to close proximity to Lloyd Expressway. Check out the Casino and Riverfront if you’re in the Downtown Area!

Top guest favourite
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, 86 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 favourite
The exterior of a charming shotgun home is displayed, featuring a gabled roof and light gray siding. Two tall windows are flanked by decorative shutters, while a small porch is accessed by concrete steps. American flags accent the front yard, enhancing the welcoming appearance.
Home in Evansville
4.98 out of 5 average rating, 271 reviews

Haynie's Hangout

Haynie’s Hangout was featured in Evansville Living. Located in the Art's District and within walking distance of restaurants. Ideal for business travel. Spacious desk for work needs. Very close to downtown attractions. Charming two bedroom shotgun home with stylish and hip decor. All bedding is high quality. Cozy living room with large smart TV/LG and internet access for Netflix, etc. Leaf antenna provides local TV channel access. Equipped kitchen! Washer/Dryer. Patio! Photo ID required.

Guest favourite
Bungalow in Evansville
4.88 out of 5 average rating, 406 reviews

Fabulous on Historic First St. Near Haynies Corner

Light and airy with 11ft ceilings and warm wood floors, this 900 sq foot updated downtown 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 Haynies 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 favourite
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, 143 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.

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, 366 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 favourite
A comfortably furnished living room features a dark blue sofa and a wooden coffee table, with a patterned area rug on polished hardwood floors. A flat-screen television is mounted above a decorative fireplace. The adjoining dining room is visible, showcasing a wooden table and chairs.
Home in Evansville
4.89 out of 5 average rating, 155 reviews

Charming 3 Bed/2 Bath House-Art District/Downtown

Enjoy local art and quick access to downtown Evansville in this charming and comfortable three bedroom, two bath house! It is perfect for gathering with family and friends in the large dining room and living room. You are welcome to cozy sleeping accommodations for up to seven, 2 full baths (one shower, one clawfoot bathtub), a full kitchen (appliances and dishes included), and a beautiful front porch with an antique church pew to enjoy a coffee or cocktail.

Top guest favourite
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.
Flat in Evansville
4.95 out of 5 average rating, 240 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.

Guest favourite
Home in Evansville
4.87 out of 5 average rating, 102 reviews

Kozy Kathleen

*Currently listed as top 10 AirBnbs in Evansville, IN. *Kozy family home in a quite neighborhood with 2 car capacity drive way including street parking if necessary. *Full of amenities needed for any length of stay. Close to I-69 and HWY 41 for any travel requirements. *Less than 5 miles from the heart beat of Evansville (Ford center/ downtown/ and Eastland mall). *"The Kozy Kathleen" = Real Hoosier home with authentic mid-west feel.

Top guest favourite
Home in Evansville
4.96 out of 5 average rating, 245 reviews

Rooftop Views in the Heart of Downtown!

Welcome to the Dr. J.R. Mitchell House! Built in 1909 as what is believed to be the first animal clinic in Evansville, this century-old home has been renovated and modernized. Dr. Mitchell's owners' quarters above the original animal clinic now features two bedrooms, an open bunk room for kids, and three full bathrooms. You'll find the original exposed brick throughout the home which adds the perfect vibe to this modern industrial home.

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, 86 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 County holiday rentals