Gentryville Holiday Rentals

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Our top choices for Gentryville holiday rentals

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.
The price is AU$256
includes taxes & fees
11 Jan - 12 Jan
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat
Dale
9.4 out of 10, Exceptional, (14)
"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 AU$389
includes taxes & fees
11 Jan - 12 Jan
Tranquil Hideaway: Your Private Lakefront Retreat

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, (21)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is AU$273
includes taxes & fees
10 Jan - 11 Jan
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Barn in the Burgh

Barn in the Burgh
Newburgh
10.0 out of 10, Exceptional, (13)
"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 AU$462
includes taxes & fees
12 Jan - 13 Jan
Barn in the Burgh

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 AU$352
includes taxes & fees
11 Jan - 12 Jan
Yellow Banks Log Cabin With Waterfront Views

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 AU$393
includes taxes & fees
11 Jan - 12 Jan
Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.4 out of 10, Exceptional, (21)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is AU$353
includes taxes & fees
11 Jan - 12 Jan
Yellow Banks Log Cabin With Waterfront Views

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (61)
"We enjoyed the property and Doug was a welcoming host. "
United States
Bess C.
The price is AU$239
includes taxes & fees
16 Jan - 17 Jan
Guest House with acreage to explore.

Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath
Birdseye
10.0 out of 10, Exceptional, (77)
"Friendly hosts, very clean, quiet, and definitely more comfortable than a hotel room. "
United States
Jason
The price is AU$304
includes taxes & fees
10 Jan - 11 Jan
Family Style home -2 bedrooms 1 bath

Perfect industrial studio in charming downtown Boonville

Perfect industrial studio in charming downtown Boonville
2.0 star property
Boonville
The price is AU$218
includes taxes & fees
11 Jan - 12 Jan
Perfect industrial studio in charming downtown Boonville

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (8)
"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 AU$620
includes taxes & fees
15 Jan - 16 Jan
Cozy Vintage House. Home in Fulda, Indiana

Comfortable 2BR Home Minutes to Dining & Hospital

Comfortable 2BR Home Minutes to Dining & Hospital
2.0 star property
Owensboro
The price is AU$457
includes taxes & fees
12 Jan - 13 Jan
Comfortable 2BR Home Minutes to Dining & Hospital

5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.6 out of 10, Exceptional, (14)
"Perfect place to stay when a big space is needed"
United States
Joel Z.
The price is AU$556
includes taxes & fees
20 Jan - 21 Jan
5 Miles from Holiday World sleeps 11+ —Family Escape

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, (51)
"Thanks for sharing your beautiful home!"
United States
Megan’s A.
The price is AU$744
includes taxes & fees
11 Jan - 12 Jan
Lakeside Cabin Near Holiday World Perfect for Families & Friends

💦 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 AU$1,083
includes taxes & fees
11 Jan - 12 Jan
💦 Doe Ridge – Hilltop Country Home with Hot Tub ➠ 2049

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 AU$462
includes taxes & fees
10 Jan - 11 Jan
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

River View in Downtown Newburgh

River View in Downtown Newburgh
Newburgh
8.8 out of 10, Excellent, (9)
"There was a slight ant problem but not overwhelming. "
United States
Arvin A.
The price is AU$839
includes taxes & fees
31 Jan - 1 Feb
River View in Downtown Newburgh

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 AU$352
includes taxes & fees
11 Jan - 12 Jan
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

Find out more about Gentryville

Everything you need to know about Gentryville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gentryville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gentryville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Gentryville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gentryville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gentryville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gentryville holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Gentryville rentals

At Expedia, we put the best Gentryville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Gentryville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gentryville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gentryville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

The Family Oasis just 6 miles from Holiday World: This highly rated holiday home rental in Gentryville is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. 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.