Holiday rentals in Henderson

4.91 out of 5 average rating, 485 reviews

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.

4.91 out of 5 average rating, 107 reviews

Flat in Evansville

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

Guest house in Evansville

4.89 out of 5 average rating, 628 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.

4.97 out of 5 average rating, 288 reviews

Cabin in Dixon

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.

4.97 out of 5 average rating, 86 reviews

Cabin in Corydon

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.

4.94 out of 5 average rating, 118 reviews

Cabin in Robards

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.

4.95 out of 5 average rating, 198 reviews

Flat in Evansville

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 Downtown

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.

4.98 out of 5 average rating, 46 reviews

Loft in Henderson

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!

Superhost

Cabin in Dixon

4.9 out of 5 average rating, 500 reviews

Handcrafted Cabin in Woodsy Heaven

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.

4.95 out of 5 average rating, 194 reviews

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.

4.98 out of 5 average rating, 278 reviews

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.

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Other great holiday rentals in Henderson

Flat in Downtown

5 out of 5 average rating, 4 reviews

Downtown Penthouse Loft

NeilRating, 5 stars6 days ago

Super stylish corner penthouse with vaulted ceiling and a tall wall of windows to match. This penthouse delivers a “wow” factor.

5 out of 5 average rating, 5 reviews

Green Oasis

LarryRating, 5 stars1 week ago

What a nice place to stay! Everything was very nice, new, clean, and felt like home. Would definitely love to stay again when we come back. They set the standard, model home.

Flat in Evansville

4.82 out of 5 average rating, 83 reviews

Quiet 1-bedroom apartment in country setting

AlexanderRating, 5 stars1 week ago

We really enjoyed our time here. Second time staying here, and would stay again.

4.86 out of 5 average rating, 7 reviews

Home in Newburgh

Walking The River

AndraRating, 5 stars1 month ago

Great little house. At first I was hesitant about how close the houses were but the neighbors on both sides were super helpful and welcoming. Great location. Downtown Newburgh is just a few minutes away. The house is clean and exactly how described. I would definitely stay here again. I'm always thankful for a responsive Airbnb host, and a safe and welcoming place to stay. Definitely recommend.

5 out of 5 average rating, 4 reviews

Spa feel sleep 6 wk/mo discounts

MerilynnRating, 5 stars1 week ago

Deanna is a fantastic host so nice and very willing to help. The place was beautiful and we had everything we needed. Even with a small issue of batteries she came right over and was just so pleasant and goes beyond expectations. Deanna we loved coming to your place and will do so again and again. Thank you for everything ❣️❣️❣️

Private room in Mount Vernon

4.95 out of 5 average rating, 221 reviews

Quiet room, woods, lake,

LauraRating, 5 stars3 weeks ago

Extremely lovely place to stay. Very quiet with a pond in the back. You can hear the birds chirping to greet the morning and spot turtle swimming in the pond while drinking your coffee on the deck. Daniel and Missy are very responsive to your needs and the check-in communication is top notch. Thank you for a lovely place to stay while we visited old friends and celebrated a high school graduate.

4.86 out of 5 average rating, 83 reviews

Kozy Kathleen

MadelynRating, 5 stars1 week ago

Cozy with a K! My friends and I had a great stay. Would stay again if in town!