Henderson County courthouse with a golden dome and columns.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Henderson vacation homes

A modern kitchen with a central island, built-in appliances, and a dining area with a window.

1. The Homestead House

The Homestead House
Henderson
9.6 out of 10, Exceptional, (4 reviews)
"Great place not far from downtown Henderson. Very quiet and comfortable. Hosts very responsive!"
United States
Amanda J.
The price is ￥25,771
￥52,450 total
includes taxes & fees
Oct 20 - Oct 21
The Homestead House
A modern living room with a sectional sofa, a coffee table, and decorative plants.

2. Trendy Two bedroom home centrally located near UE

Trendy Two bedroom home centrally located near UE
Evansville
9.0 out of 10, Wonderful, (11 reviews)
"Would stay again"
United States
Scott D.
The price is ￥13,299
￥30,558 total
includes taxes & fees
Oct 20 - Oct 21
Trendy Two bedroom home centrally located near UE
A bedroom with a bed, bedside tables, a bench, and a window with curtains.

3. Modern, Spacious, and Clean 2 Bedroom Townhome

Modern, Spacious, and Clean 2 Bedroom Townhome
Evansville
6.0 out of 10, (1 review)
"The property worked for me and my older son, he was having sugery at the nearby hospital so we needed a place in Evansville to stay for him to recooperate. The place was clean, the neighborhood was old but safe. Howver, the property needs some TLC."
United States
Mark B.
The price is ￥14,121
￥31,687 total
includes taxes & fees
Oct 22 - Oct 23
Modern, Spacious, and Clean 2 Bedroom Townhome
A dining area with a wooden table and chairs, a bookshelf with books and decorative items, and a pet bed in the corner.

4. Green Roof Inn | Centrally Located 2BR/1BA Home

Green Roof Inn | Centrally Located 2BR/1BA Home
Evansville
8.4 out of 10, Very good, (6 reviews)
"A lovely little bungalow that is near the Swonder Ice Rink and some amazing local restaurants and coffee shops."
United States
Steph M.
Green Roof Inn | Centrally Located 2BR/1BA Home
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

5. Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Newburgh
9.6 out of 10, Exceptional, (45 reviews)
"Great location, quiet but still close to shopping and restaurants. Use of the garage was a plus as it was raining the day we were packing up to leave."
United States
chris g.
The price is ￥15,928
￥45,272 total
includes taxes & fees
Oct 20 - Oct 21
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
A teal front door with a wreath, two potted plants, and a black and white checkered doormat with "hello" written on it.

6. Leaning House of Haynie | Trendy 2BR/1BA Apartment

Leaning House of Haynie | Trendy 2BR/1BA Apartment
Evansville
9.4 out of 10, Exceptional, (6 reviews)
"Perfect location with comfortable beds. The kitchen is minimal - good for eating a simple breakfast."
United States
Kathryn H.
The price is ￥14,792
￥32,639 total
includes taxes & fees
Oct 21 - Oct 22
Leaning House of Haynie | Trendy 2BR/1BA Apartment
A modern living room with a white sofa, a black leather chair, a wooden coffee table, and a dining area in the background.

7. Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything

Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
Evansville
7.8 out of 10, Good, (7 reviews)
"We arrived around 8:30pm to find sleeping arrangements for 4 adults. The couch is about 4' long. We chose this place because it is listed as sleeping 5, but it's not. We woke up in the morning to shower and found a pitiful excuse of a shower. It dripped water. I took a video but unfortunately there is nowhere to upload it. It was sad. As if this wasn't enough, the kitchen utensils on the stove were covered in dried food and the vanity in the shower was not secure and fell off and landed on my...
United States
Sam S.
The price is ￥14,792
￥32,639 total
includes taxes & fees
Oct 21 - Oct 22
Abode à la Mode | Centrally Located 2BR/1BA Home / Fast wifi/Close to everything
A red brick building with a black door, number 310, and two potted plants.

8. The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...

The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...
Downtown Evansville
9.8 out of 10, Exceptional, (6 reviews)
"If you need a 2 bed, 2 bath near downtown Evansville, this is the place. The location is perfect and the place is beautiful."
United States
Keith W.
The price is ￥15,769
￥53,207 total
includes taxes & fees
Oct 25 - Oct 26
The Pet Hospital at Mitchell House | 2BR/2BA Dual En-Suites | Downtown Evansv...
A modern kitchen with a large island, bar stools, and a brick accent wall.

9. Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...

Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...
Downtown Evansville
10.0 out of 10, Exceptional, (1 review)
"Great location & easy check in!"
United States
Laura S.
The price is ￥17,023
￥65,189 total
includes taxes & fees
Oct 20 - Oct 21
Rooftop Views | Upper Unit with Garage & Rooftop Deck | Downtown Evansville |...
A bedroom with a bed, a nightstand, a chair, and a window with curtains.

10. Color Pop Casa | 2BR/1BA Townhome near Ford Center

Color Pop Casa | 2BR/1BA Townhome near Ford Center
Downtown Evansville
8.6 out of 10, Excellent, (7 reviews)
"The home was so beautiful it got compliments from everyone there! super clean and comfortable."
United States
Alexis R.
The price is ￥13,933
￥31,468 total
includes taxes & fees
Oct 20 - Oct 21
Color Pop Casa | 2BR/1BA Townhome near Ford Center
A living room with a TV, sofa, coffee table, and a dining area with a chair and table.

11. Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!

Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
Evansville
The price is ￥15,960
￥39,070 total
includes taxes & fees
Nov 17 - Nov 18
Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

12. Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy

Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Evansville
10.0 out of 10, Exceptional, (14 reviews)
"Property was as advertised - Ryan was excellent to work with. I wouldn’t hesitate to stay at this property again!"
United States
Jacob O.
The price is ￥31,446
￥93,224 total
includes taxes & fees
Oct 20 - Oct 21
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

13. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Great Stay!"
United States
Julia F.
The price is ￥22,221
￥69,309 total
includes taxes & fees
Oct 27 - Oct 28
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A modern kitchen with a central island, bar stools, stainless steel appliances, and a brick accent wall.

14. Rooftop Views | Entire Building | 4BR/5BA | Downtown Evansville | Groups up t...

Rooftop Views | Entire Building | 4BR/5BA | Downtown Evansville | Groups up t...
Downtown Evansville
10.0 out of 10, Exceptional, (1 review)
"Everything was nice and clean. Kitchens were fully stocked. Would be nice if the United were connected inside 1st and 2nd floor but otherwise it was very nice."
United States
Barbara W.
The price is ￥33,330
￥117,741 total
includes taxes & fees
Oct 20 - Oct 21
Rooftop Views | Entire Building | 4BR/5BA | Downtown Evansville | Groups up t...
A modern living room with a sofa, coffee table, and a dining table.

15. Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is ￥18,488
￥54,104 total
includes taxes & fees
Oct 26 - Oct 27
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A covered porch with a wooden floor, a bench, and a small Christmas tree.

16. Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch
Owensboro
9.6 out of 10, Exceptional, (44 reviews)
"This was a great house in a perfect location for our stay in Owensboro. Really enjoyed our stay."
United States
Jennifer A.
The price is ￥16,118
￥29,189 total
includes taxes & fees
Oct 20 - Oct 21
Bluegrass Bungalow 2 bedrooms with large porch
A neatly made bed with a 'WELCOME' pillow, a bedside table with a lamp, a ceiling fan, and a 'STAY awhile' sign on the wall.

17. Cozy Cottage home

Cozy Cottage home
Owensboro
10.0 out of 10, Exceptional, (4 reviews)
"Was very nice clean and host was great"
United States
falesha p.
The price is ￥16,355
￥37,466 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Cottage home
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

18. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
10.0 out of 10, Exceptional, (1 review)
"After staying for several weeks, we can say with confidence that our host, Kelsey, and the Bluegrass Barbie house exceeded our expectations! Kelsey was so friendly and made our experience an easy one. She was accessible to us, very responsive, and accommodating throughout our stay. She made the process seamless. The home has great curb appeal and is located in a nice neighborhood where we felt very safe. We felt welcomed when we walked in the door. Inside, the home was very clean throughout...
United States
Jessica S.
The price is ￥14,648
￥46,797 total
includes taxes & fees
Oct 28 - Oct 29
The Bluegrass Barbie
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

19. Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!

Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Owensboro
9.8 out of 10, Exceptional, (37 reviews)
"Very nice home with great amenities and owner was really great and helpful with any questions and needs."
United States
Brad H.
The price is ￥17,066
￥33,467 total
includes taxes & fees
Oct 25 - Oct 26
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

20. 1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio

1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Owensboro
10.0 out of 10, Exceptional, (24 reviews)
"We were in town for my daughter’s graduation, it was a 10 out of 10. We couldn’t have asked for a better place to stay. "
United States
Johnny J.
The price is ￥20,385
￥50,200 total
includes taxes & fees
Nov 2 - Nov 3
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Henderson Hotel Reviews

Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

8/10 Good
"The room was quiet and comfortable, the staff was helpful. The location was exactly where we needed for the trip. We did not actually get time to go to the casino as this was a work trip and we ended up being too tired but it looks like it would have been fun."
Laney 2-night trip
Posted 6 hours ago
Bally’s Evansville Casino & Hotel

Find out more about Henderson

Henderson Vacation Homes information

Number of reviews
228
Accommodation
119 Vacation Homes
Lowest Price
￥29,189
Highest Price
￥117,741