Henderson County courthouse with a golden dome and columns.

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Henderson holiday homes

Coffee/tea maker, fridge, microwave, oven

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 £225
includes taxes & fees
11 Oct - 12 Oct
The Homestead House
Exterior

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 £131
includes taxes & fees
13 Sept - 14 Sept
1520 Howard St B "HCB"
Interior

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 £131
includes taxes & fees
13 Sept - 14 Sept
House of Color A / KING 1BD/1BA Apt
Interior

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.
The price is £154
includes taxes & fees
13 Sept - 14 Sept
Green Roof Inn | Centrally Located 2BR/1BA Home
Smart TV

5. 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 £146
includes taxes & fees
16 Sept - 17 Sept
Trendy Two bedroom home centrally located near UE
Exterior detail

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 £154
includes taxes & fees
13 Sept - 14 Sept
Leaning House of Haynie | Trendy 2BR/1BA Apartment
2 bedrooms, desk, WiFi

7. The Chic Shack | Centrally Located 2BR/1BA Home

The Chic Shack | Centrally Located 2BR/1BA Home
Evansville
10.0 out of 10, Exceptional, (2 reviews)
"It felt like home in this space. All the extra throw blankets to be warm and cozy. The host is very easy to work with."
United States
Meisha W.
The Chic Shack | Centrally Located 2BR/1BA Home
Smart TV, books

8. 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 £209
includes taxes & fees
14 Sept - 15 Sept
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

9. 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 £149
includes taxes & fees
16 Sept - 17 Sept
Color Pop Casa | 2BR/1BA Townhome near Ford Center
Living area

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

Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
Evansville
The price is £135
includes taxes & fees
14 Sept - 15 Sept
Deaconess Gateway 3 miles, Quiet, Open, 1BDRM, Private Parking & More!
Coffee/tea maker, fridge, microwave, oven

11. 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 £386
includes taxes & fees
1 Oct - 2 Oct
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
Coffee/tea maker, fridge, microwave, oven

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, (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 £391
includes taxes & fees
14 Sept - 15 Sept
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
Coffee/tea maker, fridge, microwave, oven

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)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is £278
includes taxes & fees
14 Sept - 15 Sept
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Living area

14. 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 £221
includes taxes & fees
17 Sept - 18 Sept
The Bluegrass Barbie
Terrace/patio

15. 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 £139
includes taxes & fees
16 Sept - 17 Sept
Bluegrass Bungalow 2 bedrooms with large porch
Coffee/tea maker, fridge, microwave, oven

16. 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 £232
includes taxes & fees
13 Sept - 14 Sept
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Smart TV, table football, ping pong

17. 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 £150
includes taxes & fees
13 Sept - 14 Sept
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Interior

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 £319
includes taxes & fees
16 Sept - 17 Sept
Downtown Dream in Owensboro Ky
Smart TV, fireplace

19. 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 £257
includes taxes & fees
11 Oct - 12 Oct
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
2 bedrooms, iron/ironing board, WiFi, bed sheets

20. 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 £176
includes taxes & fees
13 Sept - 14 Sept
Cozy Cottage home
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

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

8/10 Good
"Always a reliable stay. Happy hour at check in is a total value and can absolutely replace going out for dinner if possible."
Jon 1-night trip
Posted 1 hour ago
Drury Inn & Suites Evansville East

Find out more about Henderson

Henderson Holiday Homes information

Number of reviews
281
Accommodation
108 Holiday Homes
Lowest Price
£131
Highest Price
£391