Henderson County Holiday Rentals

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Featured Henderson County Holiday Rentals

Fridge, microwave, oven, stovetop
5th Street Retreat - KING 1BD/1BA Apt in Henderson

5th Street Retreat - KING 1BD/1BA Apt in Henderson

Henderson
The price is HK$413
HK$1,090 total
includes taxes & fees
8 Dec - 9 Dec
5th Street Retreat - KING 1BD/1BA Apt in Henderson
Terrace/patio
White County Country Hideaway!!! Great for Hunters 2 Bedroom 2 Bathrooms

White County Country Hideaway!!! Great for Hunters 2 Bedroom 2 Bathrooms

Norris City
9.4 out of 10, Exceptional, (10)
"Quiet, clean & very well equipped "
United States
Shawna A.
The price is HK$701
HK$1,320 total
includes taxes & fees
8 Dec - 9 Dec
White County Country Hideaway!!! Great for Hunters 2 Bedroom 2 Bathrooms
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house with king bed , pet friendly

Charming 3-bedroom house with king bed , pet friendly

2.0 star property
Owensboro
9.6 out of 10, Exceptional, (4)
"Great location near food and groceries. Only 15 minutes from the convention center which was really nice for us. "
United States
Tyler R.
The price is HK$1,226
HK$3,183 total
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom house with king bed , pet friendly
Fridge, microwave, oven, stovetop
Welcome to simple comfort a like new family friendly home Full of accommodation

Welcome to simple comfort a like new family friendly home Full of accommodation

Owensboro
10.0 out of 10, Exceptional, (15)
"The house was perfect, clean and had all the appliances needed for our stay. Definitely will book a stay there next time I’m in town! "
United States
Wendy
The price is HK$1,574
HK$2,109 total
includes taxes & fees
2 Jan - 3 Jan 2026
Welcome to simple comfort a like new family friendly home Full of accommodation
Microwave, oven, stovetop, dishwasher
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Utica
10.0 out of 10, Exceptional, (2)
"Property as described rustic with all modern amenities plenty of room yet cozy and warm atmosphere. Kevin our host was great and left us feeling like family. Highly recommend this little Gem. Can’t wait to return this fall. "
United States
Lonnie H.
The price is HK$1,014
HK$2,174 total
includes taxes & fees
6 Jan - 7 Jan 2026
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Terrace/patio
Bluegrass Bungalow 2 bedrooms with large porch

Bluegrass Bungalow 2 bedrooms with large porch

Owensboro
10.0 out of 10, Exceptional, (22)
"Everything was just right! "
United States
Marcia B.
The price is HK$794
HK$1,438 total
includes taxes & fees
14 Dec - 15 Dec
Bluegrass Bungalow 2 bedrooms with large porch
Pool
MILSuite separate entry...close to all things Owensboro and Daviess County.

MILSuite separate entry...close to all things Owensboro and Daviess County.

2.0 star property
Owensboro
9.8 out of 10, Exceptional, (21)
"We loved our stay here! The property was super clean!"
United States
Meredith B.
The price is HK$817
HK$1,369 total
includes taxes & fees
31 Dec - 1 Jan 2026
MILSuite separate entry...close to all things Owensboro and Daviess County.
Fridge, microwave, oven, stovetop
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!

2.0 star property
Owensboro
9.8 out of 10, Exceptional, (24)
"My nephew and I really enjoyed our one night stay in this lovely little house. Randy was here to meet us when we checked in and showed us around when we come down again next year we will be sure to contact him."
United States
Sharon P.
The price is HK$771
HK$1,548 total
includes taxes & fees
8 Dec - 9 Dec
Uniquely remodeled 3 bdrm 1 bth home in safe area! Fenced in with a large deck!
Fridge, microwave, oven, stovetop
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, (11)
"Everything was great. "
United States
Merideth K.
The price is HK$736
HK$2,111 total
includes taxes & fees
8 Dec - 9 Dec
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Exterior
Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access

Utica
9.8 out of 10, Exceptional, (86)
"One of the most peaceful places we've ever stayed. The fishing was great. Enjoyed our stay and had everything we needed. "
United States
Aaron F.
The price is HK$771
HK$1,183 total
includes taxes & fees
8 Dec - 9 Dec
Charming Treehouse with Lake View and Access
Fridge, microwave, oven, stovetop
New modern spacious unit, 5 miles from downtown, quiet country setting!

New modern spacious unit, 5 miles from downtown, quiet country setting!

Madisonville
10.0 out of 10, Exceptional, (1)
"Very clean, beautiful better than the pictures! "
United States
Alexandrea S.
The price is HK$1,207
HK$1,516 total
includes taxes & fees
8 Dec - 9 Dec
New modern spacious unit, 5 miles from downtown, quiet country setting!
Fridge, microwave, oven, stovetop
Barn in the Burgh

Barn in the Burgh

Newburgh
10.0 out of 10, Exceptional, (11)
"Beautiful warm cozy place. We stayed due to a funeral and it is the perfect place wind down and relax. Planning to come back again! "
United States
Rebecca P.
The price is HK$832
HK$2,531 total
includes taxes & fees
8 Dec - 9 Dec
Barn in the Burgh
4 bedrooms, iron/ironing board, free WiFi, bed sheets
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W

💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W

2.0 star property
Owensboro
The price is HK$1,251
HK$3,374 total
includes taxes & fees
8 Dec - 9 Dec
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
Property grounds
Guest House with acreage to explore.

Guest House with acreage to explore.

Tennyson
9.6 out of 10, Exceptional, (60)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is HK$973
HK$1,236 total
includes taxes & fees
8 Dec - 9 Dec
Guest House with acreage to explore.
Fridge, microwave, oven, stovetop
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Newburgh
10.0 out of 10, Exceptional, (2)
"Very nice place! The outdoor lighting is really cool with the trees lit up and the house numbers lit up, as well. Only a 5 minute drive to the shops and restaurants on the river. "
United States
stephanie b.
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Outdoor dining
Downtown Dream in Owensboro Ky

Downtown Dream in Owensboro Ky

Owensboro
9.8 out of 10, Exceptional, (18)
"We had a great stay. Would absolutely stay here again."
United States
Anonymous traveller
The price is HK$664
HK$3,429 total
includes taxes & fees
21 Dec - 22 Dec
Downtown Dream in Owensboro Ky
Exterior detail
The Harrison A / 1BD/1BA Apt steps from Riverfront

The Harrison A / 1BD/1BA Apt steps from Riverfront

Downtown Evansville
9.0 out of 10, Wonderful, (8)
"Had a wonderful few days at the Harrison place. Would stay again. "
United States
Brittany B.
The price is HK$459
HK$1,065 total
includes taxes & fees
8 Dec - 9 Dec
The Harrison A / 1BD/1BA Apt steps from Riverfront
Smart TV, books
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Newburgh
9.8 out of 10, Exceptional, (34)
"Enjoyed staying in this cozy little spot and admiring the history within its walls. Would definitely consider staying here again!"
United States
Rachel G.
The price is HK$715
HK$2,112 total
includes taxes & fees
8 Dec - 9 Dec
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Outdoor dining
The Chic Shack | Centrally Located 2BR/1BA Home

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

Evansville
10.0 out of 10, Exceptional, (2)
"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 price is HK$686
HK$1,541 total
includes taxes & fees
11 Dec - 12 Dec
The Chic Shack | Centrally Located 2BR/1BA Home
Dining
New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!

New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!

Evansville
10.0 out of 10, Exceptional, (1)
The price is HK$615
HK$2,265 total
includes taxes & fees
8 Dec - 9 Dec
New Boutique Hotel Suite on Haynie's Corner: KING Bed, Parking, Security & More!
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 County Hotel Reviews

Bally’s Evansville Casino & Hotel

Bally’s Evansville Casino & Hotel

10/10 Excellent
"Friendly staff, room was clean and spacious "
Clarissa 1-night trip
Posted 3 days ago
Bally’s Evansville Casino & Hotel