Vacation rentals in Henderson County

4.86 out of 5 average rating, 205 reviews

Guesthouse in Evansville

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!

4.92 out of 5 average rating, 108 reviews

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

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.

4.96 out of 5 average rating, 142 reviews

A banner for the Newburgh Farmers Market is displayed prominently, featuring the name in bold green letters. Icons of fresh produce accompany the text, which indicates market hours of Saturday, 8 AM to 12 PM. Surrounding greenery adds a vibrant touch to the scene.

Home in Newburgh

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!

4.91 out of 5 average rating, 484 reviews

A close-up image of a wall-mounted keypad entry system, featuring illuminated numeric buttons. The numbers from 0 to 9 are visible, along with symbols for a checkmark, a house, and a lock. The design emphasizes modern convenience and security.

Bungalow in Evansville

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.

4.85 out of 5 average rating, 416 reviews

A historical marker is displayed prominently by the Ohio River, detailing the significance of Newburgh during the Civil War. The sign features green and gold colors, including text outlining its capture in 1862 and the role of Brig. Gen. Adam R. Johnson.

Home in Newburgh

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.

A modern shower area features sleek dark tile walls and a hexagon-patterned floor. A curved shower rod supports a white curtain, and grooming products are mounted on the wall for easy access. Bright overhead lighting enhances the spacious feel of the area.

4.91 out of 5 average rating, 106 reviews

Apartment in the Heart of Evansville

Whether on business or a weekend getaway, our place will more than satisfy your needs! Includes: - King Bed - Sofa(not a pull out) - Kitchenette • Microwave, Mini Fridge, Sink, Keurig (with k-cups) - TV - Outdoor Seating/Swing - 2 min to University of Evansville - 2 min to State Hospital Park - 4 min to Ascension St. Vincent Hospital - 4 min to Woodmere Disc Golf - 7 min to Eastland Mall - 8 min to Downtown Evansville/ Ford Center/ Bally's Casino - Several restaurants nearby

A stone patio is featured, surrounded by neatly arranged rocks and plants. Outdoor seating is provided by a small couch and two wooden chairs, with a grill positioned nearby. The setting is enhanced by landscaped greenery and a view of a fenced area.

4.95 out of 5 average rating, 198 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.

4.96 out of 5 average rating, 201 reviews

Home in Evansville

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.

4.95 out of 5 average rating, 193 reviews

A covered patio features a charcoal grill and six black chairs surrounding a table. A serene lake is visible in the background, with lush greenery framing the scene. A wheelbarrow and decorative plants enhance the inviting outdoor atmosphere.

Home in Corydon

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

A dedicated workspace is presented with a wooden desk featuring two storage drawers and accompanied by a black chair. Two framed mirrors are mounted above the desk, while potted greenery adds a touch of nature to the minimalist design. Light-colored wooden flooring enhances the modern feel.

4.9 out of 5 average rating, 137 reviews

River City Retreat |KING Stylish 1BR/1BA Apartment

Enjoy this centrally-located one bedroom, one bath duplex apartment with modern updates and amenities. - Sparkling Clean - 65” Smart TV - Fast 200MB WiFi - Newly Renovated Bathroom - Stocked Kitchen - Dedicated Workspace - Premium Bedding - Twin-Sized Roll Out Bed for an extra guest, available upon request. - Centrally Located - Washer and Dryer locked away in unit (available upon request)

5 out of 5 average rating, 132 reviews

Cottage in Newburgh

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.

4.98 out of 5 average rating, 277 reviews

A two-story building features a spacious deck with a railing, overlooking the river. A staircase leads to the upper entrance, while a small seating area with colorful chairs is visible by the shoreline. The sky displays soft pink and orange hues at sunset.

Loft in Newburgh

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.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Henderson County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Henderson County

4.95 out of 5 average rating, 44 reviews

A well-appointed bathroom features a double vanity with a dark countertop and white cabinetry. Two round mirrors are mounted above the sinks. A shower curtain in a soft green accentuates the space, while natural decor adds a touch of warmth.

Apartment in Henderson

Suburban Chateau- NO Cleaning Fee!

MichelleRating, 5 stars3 weeks ago

Very nice stay and the place was exactly as described. It was very clean with lovely decoration.

An open layout is captured, showcasing a modern kitchen with white cabinetry and stainless steel appliances. A spacious dining area is highlighted by a wooden table. Large windows illuminate the space, while a staircase leads to an upper level, enhancing the verticality of the loft.

5 out of 5 average rating, 3 reviews

Downtown Penthouse Loft

KaleighnRating, 5 stars1 week ago

If we could give him 10 stars we would, place was clean and beautiful. 1000% will be coming back

A tree-lined street is observed, showcasing a mix of historic and modern architecture. Stately buildings are visible, including a church with a tall spire. Cars are parked along the road, and pink flowering trees add color to the scene, enhancing the neighborhood's charm.

4.84 out of 5 average rating, 32 reviews

The Harrison F | 1BR/1BA Downtown Apt

HaleyRating, 5 stars2 months ago

I had the perfect weekend getaway at this Airbnb. The place was exactly what I needed for a solo trip—quiet, cozy, and very comfortable. The bed was especially comfortable, making it easy to relax and recharge. The host was fantastic, responsive, and really accommodating. When I needed to extend my stay for an extra day, they were quick to help. Although the unit I was in was booked, the host arranged for me to move to the unit next door and even let me check in as soon as I checked out of the first one. It made everything so much easier. Highly recommend this spot for anyone looking for a peaceful and hassle-free stay!