Holiday Rentals in Henderson County

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Featured Holiday Rentals in Henderson County

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

Apartment in Henderson

The price is €124
includes taxes & fees
7 Dec - 8 Dec
5th Street Retreat - KING 1BD/1BA Apt in Henderson
Terrace/patio
White County Country Hideaway!!! Great for Hunters 2 Bedroom 2 Bathrooms

Mobile Home in Norris City

9.4 out of 10, Exceptional, (10)
"Quiet, clean & very well equipped "
United States
Shawna A.
White County Country Hideaway!!! Great for Hunters 2 Bedroom 2 Bathrooms
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house with king bed , pet friendly

Holiday Home in Owensboro

2.0 star property
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.
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

Holiday Home in 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 €238
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

Cabin in 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 €246
includes taxes & fees
5 Jan - 6 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

Holiday Home in Owensboro

10.0 out of 10, Exceptional, (22)
"Everything was just right! "
United States
Marcia B.
The price is €163
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.

Apartment in Owensboro

2.0 star property
9.8 out of 10, Exceptional, (21)
"We loved our stay here! The property was super clean!"
United States
Meredith B.
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!

Holiday Home in Owensboro

2.0 star property
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 €175
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

Holiday Home in Owensboro

10.0 out of 10, Exceptional, (11)
"Everything was great. "
United States
Merideth K.
The price is €238
includes taxes & fees
7 Dec - 8 Dec
1 King Bed + 1 Queen Bed + 2 Full Bathrooms Kitchen + Laundry Room + Patio
Exterior
Charming Treehouse with Lake View and Access

Cabin in 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 €134
includes taxes & fees
7 Dec - 8 Dec
Charming Treehouse with Lake View and Access
Fridge, microwave, oven, stovetop
New modern spacious unit, 5 miles from downtown, quiet country setting!

Apartment in Madisonville

10.0 out of 10, Exceptional, (1)
"Very clean, beautiful better than the pictures! "
United States
Alexandrea S.
The price is €174
includes taxes & fees
7 Dec - 8 Dec
New modern spacious unit, 5 miles from downtown, quiet country setting!
Fridge, microwave, oven, stovetop
Barn in the Burgh

Holiday Home in 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.
Barn in the Burgh
4 bedrooms, iron/ironing board, free WiFi, bed sheets
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W

Holiday Home in Owensboro

2.0 star property
💦 Luxe Retreat Home @ Griffith Ave – Prime Location! ➠ 524W
Property grounds
Guest House with acreage to explore.

Cabin in 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 €140
includes taxes & fees
17 Dec - 18 Dec
Guest House with acreage to explore.
Fridge, microwave, oven, stovetop
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Apartment in 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

Holiday Home in 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 €387
includes taxes & fees
21 Dec - 22 Dec
Downtown Dream in Owensboro Ky
Exterior detail
The Harrison A / 1BD/1BA Apt steps from Riverfront

Apartment in 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 €121
includes taxes & fees
7 Dec - 8 Dec
The Harrison A / 1BD/1BA Apt steps from Riverfront
Smart TV, books
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.

Holiday Home in 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 €251
includes taxes & fees
6 Jan - 7 Jan 2026
Charming Retreat near Historic Newburgh, Evansville and Henderson Kentucky.
Outdoor dining
The Chic Shack | Centrally Located 2BR/1BA Home

Holiday Home in 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 €174
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!

Aparthotel in Evansville

10.0 out of 10, Exceptional, (1)
The price is €256
includes taxes & fees
7 Dec - 8 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

Drury Inn & Suites Evansville East

Drury Inn & Suites Evansville East

10/10 Excellent
"Great stay. The room was clean and comfortable. The food was great. The staff was extremely friendly "
Mark 2-night trip
Posted 2 days ago
Drury Inn & Suites Evansville East

Find out more about Henderson County

Holiday Homes in Henderson County

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