Vacation rentals in Henderson

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Top-rated vacation rentals in Henderson

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

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Guest favorite

Apartment in Evansville

4.99 out of 5 average rating, 341 reviews

Historic Home Apt B: 3 Blks to Haynie's Corner

Location, location! This private 1BR/1BA luxury apartment is located in downtown Evansville on coveted First Street. Guests will have the privilege of experiencing a unique atmosphere whether they are in town for business or leisure. This architecturally diverse street is filled with historic mansions, giving it character that is unmatched in any other neighborhood in Evansville. Our 1850 home is nestled in this quiet residential historic district with local bars/restaurants blocks away.

Sep 11 – 18

G$21,380 GYD per night

Guest favorite

Home in Evansville

4.98 out of 5 average rating, 191 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.

Nov 11 – 18

G$22,430 GYD per night

Guest favorite

Bungalow in Evansville

4.89 out of 5 average rating, 316 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.

Jan 10 – 17

G$17,014 GYD per night

Guest favorite

Home in Newburgh

4.96 out of 5 average rating, 112 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!

Nov 19 – 26

G$27,778 GYD per night

Guest favorite

Guesthouse in Evansville

4.89 out of 5 average rating, 555 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.

Dec 12 – 19

G$17,460 GYD per night

Guest favorite

Cabin in Dixon

4.97 out of 5 average rating, 234 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.

Mar 29 – Apr 5

G$30,650 GYD per night

Guest favorite

Cottage in Maceo

4.97 out of 5 average rating, 144 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo) . NOTE- Main house may have large groups ... pool and outside areas share spaces ...Near Owensboro, Rockport, Hawesville & Lewisport...There is ONLY ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi ..Smart TV... use your Netflix and so on with this TV ...... Kitchen has everything you need ..Eating/work space. Comfortable recliner chairs ... Use of pool/ plenty of places to roam on farm .

Aug 26 – Sep 2

G$16,135 GYD per night

Guest favorite

Cottage in New Harmony

4.99 out of 5 average rating, 296 reviews

New Harmony Cottage

Open concept cottage w lots of space for one or two located in the Historic District of New Harmony. Free street parking, a sitting area and comfortable queen bed. Washer/Dryer and a small kitchenette (no stove or cooktop.) WiFi and and a Smart TV for your convenience. Bring your Netflix or Hulu passwords. Be our guest in your own space. Easy no contact checkin & checkout. Coffee/Tea bar or Black Lodge Coffee! *FYI check Winter hours for shops & restaurants.

Nov 3 – 10

G$21,888 GYD per night

Guest favorite

Apartment in Evansville

4.99 out of 5 average rating, 116 reviews

Victorian Guesthouse 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 Riverside Drive, 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.

Jul 6 – 13

G$15,873 GYD per night

Guest favorite

Cottage in Owensboro

4.97 out of 5 average rating, 326 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.

Jan 4 – 11

G$17,084 GYD per night

Guest favorite

Cabin in Dixon

4.92 out of 5 average rating, 431 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.

Oct 11 – 18

G$19,729 GYD per night

Guest favorite

Home in Corydon

4.97 out of 5 average rating, 152 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.

Oct 22 – 29

G$40,017 GYD per night