Henderson County courthouse with a golden dome and columns.

Holiday Homes in Henderson

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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

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 €265
includes taxes & fees
8 Sept - 9 Sept
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 €162
includes taxes & fees
13 Sept - 14 Sept
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.
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.
Trendy Two bedroom home centrally located near UE
A teal front door with a wreath, two potted plants, and a black and white checkered doormat with "hello" written on it.

5. 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 €180
includes taxes & fees
10 Sept - 11 Sept
Leaning House of Haynie | Trendy 2BR/1BA Apartment
A dining area with a wooden table and chairs, a bookshelf with books and decorative items, and a pet bed in the corner.

6. 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 modern hotel room with a large flat-screen TV, a dining area with a chandelier, and a cozy seating arrangement.

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
A living room with a sofa, armchairs, a coffee table, a fireplace, a television, and a large window.

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.
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.

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

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

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 €457
includes taxes & fees
14 Sept - 15 Sept
Luxury 4BR Forest Retreat w/ Theater, Game Room, Modern Design & Total Privacy
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

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.
Corner Bungalow: Newly Renovated, Spacious & Open, Central & Convenient.
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

12. 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 €329
includes taxes & fees
14 Sept - 15 Sept
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.

13. The Bluegrass Barbie

The Bluegrass Barbie
Owensboro
The price is €253
includes taxes & fees
14 Sept - 15 Sept
The Bluegrass Barbie
A covered porch with a wooden floor, a bench, and a small Christmas tree.

14. 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 €163
includes taxes & fees
8 Sept - 9 Sept
Bluegrass Bungalow 2 bedrooms with large porch
A modern kitchen with dark cabinets, stainless steel appliances, a granite countertop, and a dishwasher.

15. 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 €271
includes taxes & fees
8 Sept - 9 Sept
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
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 €206
includes taxes & fees
8 Sept - 9 Sept
Cozy Cottage home
A living room with a fireplace, a ceiling fan, and a flat-screen TV.

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 €175
includes taxes & fees
13 Sept - 14 Sept
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.

18. 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 €302
includes taxes & fees
8 Sept - 9 Sept
4bed3Bedroom near Convention Ctr, downtown, Fisher Park, 30 min to Holiday World
A wooden-floored hallway with a staircase, a bookshelf, and a door with a stained glass window.

19. 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 €372
includes taxes & fees
8 Sept - 9 Sept
Downtown Dream in Owensboro Ky
A modern living room with a sofa, coffee table, and a dining table.

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

Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
Owensboro
The price is €310
includes taxes & fees
13 Sept - 14 Sept
Sip & Stay on Owensboro’s Whiskey Row Stylish 2BR Retreat
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

La Quinta Inn & Suites by Wyndham Evansville

La Quinta Inn & Suites by Wyndham Evansville

10/10 Excellent
"Clean, neat room. Comfortable chair/ottoman. Great hot and cold breakfast options, well stocked."
Patricia 2-night trip
Posted 5 hours ago
La Quinta Inn & Suites by Wyndham Evansville

Find out more about Henderson

Henderson Holiday Homes information

Number of reviews
5,905
Accommodation
120 Holiday Homes
Lowest Price
€63
Highest Price
€174