Gentryville Holiday Rentals

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Check prices for these dates

Tonight
7 Dec - 8 Dec
Tomorrow
8 Dec - 9 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Holiday Rentals in Gentryville

Fridge, microwave, oven, stovetop
Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat

Dale
9.4 out of 10, Exceptional, (13)
"This property is amazing! We loved the privacy and peacefulness. The house is great and we will definitely be coming back!"
United States
Natalie S.
The price is HK$680
HK$2,074 total
includes taxes & fees
9 Dec - 10 Dec
Tranquil Hideaway: Your Private Lakefront Retreat
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
9 Dec - 10 Dec
Barn in the Burgh
Fridge, microwave, oven, stovetop
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Huntingburg
9.8 out of 10, Exceptional, (20)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is HK$932
HK$1,523 total
includes taxes & fees
9 Dec - 10 Dec
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Smart TV
Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views

Dale
9.6 out of 10, Exceptional, (20)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is HK$973
HK$1,850 total
includes taxes & fees
9 Dec - 10 Dec
Yellow Banks Log Cabin With Waterfront Views
3 bedrooms, desk, iron/ironing board, travel cot
Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana

Fulda
9.8 out of 10, Exceptional, (6)
"Wonderful experience! Easy to book, full of charm, clean, comfy, and close to Holiday World. Very family friendly with toys/games provided. Will definitely be booking to stay again!"
United States
Kristin A.
The price is HK$1,153
HK$2,442 total
includes taxes & fees
14 Dec - 15 Dec
Cozy Vintage House. Home in Fulda, Indiana
1 bedroom, free WiFi, bed sheets
Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views

Dale
10.0 out of 10, Exceptional, (17)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is HK$973
HK$1,850 total
includes taxes & fees
9 Dec - 10 Dec
Yellow Banks Log Cabin With Waterfront Views
Dining
Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views

Dale
8.8 out of 10, Excellent, (19)
"The cabin was a cozy place to stay and close enough to holiday world without the headache of keeping my younger kids silent like I would have if we stayed in a hotel! Very clean and organized! "
United States
Ashley J.
The price is HK$1,168
HK$2,054 total
includes taxes & fees
9 Dec - 10 Dec
Yellow Banks Log Cabin with Lake Views
Interior
Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views

Dale
10.0 out of 10, Exceptional, (7)
"This was a quiet, clean, and convenient little cabin close to Holiday World which is what we stayed for. "
United States
Ashley J.
The price is HK$1,207
HK$2,148 total
includes taxes & fees
9 Dec - 10 Dec
Yellow Banks Log Cabin With Waterfront Views
Fridge, microwave, oven, stovetop
5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape

Dale
9.4 out of 10, Exceptional, (12)
"Absolutely amazing host, they made the check in process so easy. It was minutes from Holiday World so it made our trip so well worth it. The house was beautiful and the game room was the favorite part of the kid’s night. "
United States
Sabrina S.
The price is HK$1,752
HK$2,991 total
includes taxes & fees
9 Dec - 10 Dec
5 Miles from Holiday World sleeps 11+ —Family Escape
Smart TV, fireplace, video games, DVD player
Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath

Birdseye
10.0 out of 10, Exceptional, (76)
"Friendly hosts, very clean, quiet, and definitely more comfortable than a hotel room. "
United States
Jason
The price is HK$1,247
HK$1,580 total
includes taxes & fees
9 Dec - 10 Dec
Family Style home -2 bedrooms 1 bath
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.
Exterior
💦 Doe Ridge – Hilltop Country Home with Hot Tub ➠ 2049

💦 Doe Ridge – Hilltop Country Home with Hot Tub ➠ 2049

2.0 star property
Lewisport
The price is HK$1,181
HK$4,584 total
includes taxes & fees
9 Dec - 10 Dec
💦 Doe Ridge – Hilltop Country Home with Hot Tub ➠ 2049
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
9 Dec - 10 Dec
Guest House with acreage to explore.
Fridge, microwave, oven, stovetop
Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh

Newburgh
Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Property grounds
Lakeside Cabin Near Holiday World Perfect for Families & Friends

Lakeside Cabin Near Holiday World Perfect for Families & Friends

Troy
10.0 out of 10, Exceptional, (50)
"Thanks for sharing your beautiful home!"
United States
Megan’s A.
The price is HK$2,180
HK$4,290 total
includes taxes & fees
4 Jan - 5 Jan 2026
Lakeside Cabin Near Holiday World Perfect for Families & Friends
Interior
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

2.0 star property
Lewisport
The price is HK$1,557
HK$2,394 total
includes taxes & fees
9 Dec - 10 Dec
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Property grounds
Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views

Dale
9.2 out of 10, Wonderful, (13)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is HK$973
HK$1,850 total
includes taxes & fees
9 Dec - 10 Dec
Yellow Banks Log Cabin With Waterfront Views
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 Gentryville Hotel Reviews

Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)

Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)

10/10 Excellent
"Room was exactly as pictured, staff was courteous. Great value"
Thomas Andrew 1-night trip
Posted 3 days ago
Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)

Find out more about Gentryville

Search for holiday rentals in Gentryville on Expedia! You can easily find your home rentals, villas, holiday apartments in Gentryville using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gentryville!

Frequently asked questions

Are there holiday rentals in Gentryville?

Yes, there are holiday rentals close to the most popular sights in Gentryville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Gentryville has to offer?

Another Oasis just 6 miles from Holiday World: This highly rated holiday home rental in Gentryville has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Gentryville?

While exploring the area, visit family-friendly sights like Frosty's Fun Center, or get outside and enjoy nature at Lincoln State Park. Colonel William Jones Home and Lincoln Boyhood National Memorial are a couple of places you'll find in the wider area.

What are holiday rentals like in Gentryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gentryville. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.