Gentryville Holiday Rentals

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Our top choices for Gentryville holiday rentals

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, (22 reviews)
"Great place to stay for a few days if you're visiting Holiday World or the area. "
United States
Brandon S.
The price is NZ$323
includes taxes & fees
17 Feb - 18 Feb
Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (61 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is NZ$269
includes taxes & fees
17 Feb - 18 Feb
Guest House with acreage to explore.

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.4 out of 10, Exceptional, (21 reviews)
"Very nice cabin very clean overall really enjoyed"
United States
Addy D.
The price is NZ$397
includes taxes & fees
17 Feb - 18 Feb
Yellow Banks Log Cabin With Waterfront Views

Barn in the Burgh

Barn in the Burgh
Newburgh
10.0 out of 10, Exceptional, (14 reviews)
"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 NZ$540
includes taxes & fees
17 Feb - 18 Feb
Barn in the Burgh

Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath
Birdseye
10.0 out of 10, Exceptional, (77 reviews)
"Host was excellent and accommodations were great."
United States
Jeff M.
The price is NZ$334
includes taxes & fees
17 Feb - 18 Feb
Family Style home -2 bedrooms 1 bath

Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (19 reviews)
"It's a cute cabin and comfortable ! Shower was small and doors were a little tricky but overall good experience! Half hour away from holiday world! "
United States
Gina P.
The price is NZ$449
includes taxes & fees
17 Feb - 18 Feb
Yellow Banks Log Cabin with Lake Views

Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat
Dale
9.4 out of 10, Exceptional, (14 reviews)
"The property was ideal. We have family in nearby Tennyson, and this was a perfect place to stay and visit. The host was very responsive, and the stay was pleasant and relaxing. "
United States
Jim E.
The price is NZ$444
includes taxes & fees
17 Feb - 18 Feb
Tranquil Hideaway: Your Private Lakefront Retreat

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 reviews)
"Little slice of heaven! We stayed here to attend a wedding at Matilda’s Event Barn. It was idyllic, so pretty with the fall colors and glassy lake. We loved hanging out in the porch with blankets (early November). Everything was very accommodating, temperature control in both sleeping rooms. Simple check and out. I only wish we could have stayed longer. We’re keeping this in mind for the summer!"
United States
Rachel R.
The price is NZ$851
includes taxes & fees
22 Feb - 23 Feb
Lakeside Cabin Near Holiday World Perfect for Families & Friends

Comfortable 2BR Home Minutes to Dining & Hospital

Comfortable 2BR Home Minutes to Dining & Hospital
Owensboro
The price is NZ$494
includes taxes & fees
17 Feb - 18 Feb
Comfortable 2BR Home Minutes to Dining & Hospital

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (13 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is NZ$395
includes taxes & fees
12 Mar - 13 Mar
Yellow Banks Log Cabin With Waterfront Views

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (8 reviews)
"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 NZ$699
includes taxes & fees
1 Mar - 2 Mar
Cozy Vintage House. Home in Fulda, Indiana

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

The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
The price is NZ$389
includes taxes & fees
17 Feb - 18 Feb
The Blue Herron of Carpenters Lake

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
Lewisport
10.0 out of 10, Exceptional, (1 review)
"What a great place to stay to get away from it all with the family! "
United States
Favour R.
The price is NZ$511
includes taxes & fees
17 Feb - 18 Feb
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

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, (16 reviews)
"Perfect place to stay when a big space is needed"
United States
Joel Z.
The price is NZ$619
includes taxes & fees
17 Feb - 18 Feb
5 Miles from Holiday World sleeps 11+ —Family Escape

Perfect industrial studio in charming downtown Boonville

Perfect industrial studio in charming downtown Boonville
Boonville
The price is NZ$212
includes taxes & fees
18 Feb - 19 Feb
Perfect industrial studio in charming downtown Boonville

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Lynnville
10.0 out of 10, Exceptional, (8 reviews)
"Cute quiet lil house located around attractions for families. Well worth the money and host is always available "
United States
Madison B.
The price is NZ$510
includes taxes & fees
15 Mar - 16 Mar
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

Hilltop Country Home with Hot Tub 2049

Hilltop Country Home with Hot Tub 2049
2.0 star property
Maceo
The price is NZ$616
includes taxes & fees
17 Feb - 18 Feb
Hilltop Country Home with Hot Tub 2049
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 favorite 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 depends 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 NZ$269 per night. Entering your travel dates in the search wizard you might find 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. Our travellers also rate Another Oasis just 6 miles from Holiday World as a favourite home for rent in Gentryville.

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 Amphitheatre 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.