Henderson County courthouse with a golden dome and columns.

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
10.0 out of 10, Exceptional, (2 reviews)
"Great place not far from downtown Henderson. Very quiet and comfortable. Hosts very responsive!"
United States
Amanda J.
The price is ￥23,053
￥49,193 total
includes taxes & fees
Sep 7 - Sep 8
The Homestead House
A two-story house with a red door, a small porch, and a well-maintained lawn.

2. 1520 Howard St B "HCB"

1520 Howard St B "HCB"
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay, except for the traffic noise all night and the next door tenants that don't leave room for everyone to park."
United States
scott c.
The price is ￥11,938
￥26,960 total
includes taxes & fees
Sep 2 - Sep 3
1520 Howard St B "HCB"
A modern kitchen with white cabinets, a dishwasher, and a wooden countertop.

3. House of Color A / KING 1BD/1BA Apt

House of Color A / KING 1BD/1BA Apt
Evansville
9.4 out of 10, Exceptional, (3 reviews)
"The spsce was really well presented and very clean. "
United States
Ronald G.
The price is ￥11,938
￥26,960 total
includes taxes & fees
Sep 2 - Sep 3
House of Color A / KING 1BD/1BA Apt
A modern living room with a sectional sofa, a coffee table, and decorative plants.

4. 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)
"Everything was as expected and very welcoming "
United States
Clifton K.
The price is ￥13,448
￥31,084 total
includes taxes & fees
Sep 3 - Sep 4
Trendy Two bedroom home centrally located near UE
A dining area with a wooden table and chairs, a bookshelf with books and decorative items, and a pet bed in the corner.

5. 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 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
9.2 out of 10, Wonderful, (5 reviews)
"Perfect location with comfortable beds. The kitchen is minimal - good for eating a simple breakfast."
United States
Kathryn H.
The price is ￥13,448
￥31,084 total
includes taxes & fees
Sep 2 - Sep 3
Leaning House of Haynie | Trendy 2BR/1BA Apartment
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

7. 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, (43 reviews)
"We have absolutely loved it here the wildlife the owners are amazing. I hope that next time we’re in town will be able to stay here again."
United States
Kristen J.
The price is ￥14,669
￥44,348 total
includes taxes & fees
Sep 10 - Sep 11
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
A living room with a TV, sofa, coffee table, and a dining area with a chair and table.

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

Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
Evansville
The price is ￥12,144
￥34,179 total
includes taxes & fees
Oct 2 - Oct 3
Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

9. Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.

Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
Evansville
10.0 out of 10, Exceptional, (5 reviews)
"Great place to stay "
United States
Dartain W.
The price is ￥36,432
￥88,571 total
includes taxes & fees
Oct 1 - Oct 2
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
A modern kitchen with white cabinetry, a central island with bar stools, and pendant lighting.

10. 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, (13 reviews)
"What a great place to stay. The house is very nice and the area is great. I would definitely stay again. Ryan is great communicating with during the stay. "
United States
Mark B.
The price is ￥24,814
￥85,240 total
includes taxes & fees
Sep 14 - Sep 15
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.

11. 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)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is ￥19,295
￥66,531 total
includes taxes & fees
Sep 29 - Sep 30
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A living room with a ceiling fan, a gray sofa, a coffee table, and a white furry chair.

12. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
The price is ￥14,237
￥47,206 total
includes taxes & fees
Sep 13 - Sep 14
The Bluegrass Barbie
A covered porch with a wooden floor, a bench, and a small Christmas tree.

13. 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 ￥16,299
￥29,517 total
includes taxes & fees
Sep 2 - Sep 3
Bluegrass Bungalow 2 bedrooms with large porch
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

14. 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, (35 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 ￥15,819
￥31,961 total
includes taxes & fees
Sep 2 - Sep 3
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
A modern living room with a grey sofa, a coffee table, and a dining area with wooden chairs and a table.

15. 4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World

4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
Owensboro
10.0 out of 10, Exceptional, (42 reviews)
"Was exactly what we were looking for! Very clean and they provided everything we could’ve possibly needed. Great communication as well! Would definitely stay here in the future. "
United States
Joshua M.
The price is ￥23,170
￥54,711 total
includes taxes & fees
Sep 7 - Sep 8
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
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.

16. 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 ￥16,538
￥38,263 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Cottage home
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

17. 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, (23 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 ￥20,613
￥53,582 total
includes taxes & fees
Sep 7 - Sep 8
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

18. Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky
Owensboro
9.4 out of 10, Exceptional, (24 reviews)
"Everything was great, perfect location downtown. "
United States
James K.
The price is ￥15,042
￥73,382 total
includes taxes & fees
Sep 14 - Sep 15
Downtown Dream in Owensboro Ky
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is ￥18,695
￥58,283 total
includes taxes & fees
Sep 13 - Sep 14
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
A modern kitchen with a black refrigerator, white cabinets, and a marble dining table with chairs.

20. Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!

Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
Owensboro
The price is ￥21,284
￥66,219 total
includes taxes & fees
Sep 8 - Sep 9
Swiftie’s Babe Cave is a Taylor-Themed 3BR Retreat Near Downtown Owensboro!
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

Comfort Inn Henderson - Evansville South

Comfort Inn Henderson - Evansville South

10/10 Excellent
"We loved our stay in this hotel. We arrived late but everything was ready. Simple hotel and everything we needed. The front desk staff could not have been nicer, she was wonderful. We had a soaking whirlpool tub that came in handy as we had been hiking all day. Great breakfast and a perfect stop. We loved Henderson and we would absolutely stay here again if we returned!"
Jennifer 1-night trip
Posted 11 hours ago
Comfort Inn Henderson - Evansville South

Find out more about Henderson

Henderson Vacation Homes information

Number of reviews
271
Accommodation
119 Vacation Homes
Lowest Price
￥26,960
Highest Price
￥88,571