Gentryville Vacation Rentals

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Gentryville vacation rentals

Property grounds

The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World
Gentryville
9.2 out of 10, Wonderful, (45 reviews)
"Great location to Holiday World’s "
United States
Gary S.
The Family Oasis just 6 miles from Holiday World
Exterior

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 ￥28,256
￥35,202 total
includes taxes & fees
Jun 7 - Jun 8
Family Style home -2 bedrooms 1 bath
Exterior

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
10.0 out of 10, Exceptional, (7 reviews)
"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 ￥24,605
￥43,630 total
includes taxes & fees
May 18 - May 19
Yellow Banks Log Cabin With Waterfront Views
Exterior

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (9 reviews)
"The house was wonderful! So quaint and comfortable."
United States
Samantha I.
The price is ￥32,065
￥61,159 total
includes taxes & fees
May 18 - May 19
Cozy Vintage House. Home in Fulda, Indiana
Smart TV

Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (66 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is ￥19,843
￥25,205 total
includes taxes & fees
May 19 - May 20
Guest House with acreage to explore.
TV

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 ￥23,811
￥42,587 total
includes taxes & fees
May 18 - May 19
Yellow Banks Log Cabin with Lake Views
Exterior

The LC Retreat

The LC Retreat
Lincoln City
The price is ￥28,573
￥53,336 total
includes taxes & fees
May 18 - May 19
The LC Retreat
Fridge, microwave, oven, stovetop

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, (17 reviews)
"Such a cute and cozy place that had everything we needed! Beds were all super comfy, and with 3 little ones with us, the game room was fantastic. Would definitely recommend!!!"
United States
Lauren M.
The price is ￥46,431
￥74,228 total
includes taxes & fees
May 18 - May 19
5 Miles from Holiday World sleeps 11+ —Family Escape
Outdoor dining

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 ￥19,843
￥37,546 total
includes taxes & fees
May 18 - May 19
Yellow Banks Log Cabin With Waterfront Views
Interior

The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, they had everything you could possibly need to start, the complementary items was a nice gesture, love my cup of coffee looking at the lake, my kids love it they didn't want to leave, very beautiful home for a weekend getaway recommended 100% we enjoyed our stay."
United States
Stephanie A.
The price is ￥28,430
￥41,605 total
includes taxes & fees
May 18 - May 19
The Blue Herron of Carpenters Lake
Property grounds

Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.6 out of 10, Exceptional, (18 reviews)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is ￥19,843
￥37,546 total
includes taxes & fees
May 18 - May 19
Yellow Banks Log Cabin With Waterfront Views
Interior

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 ￥15,715
￥31,291 total
includes taxes & fees
May 31 - Jun 1
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Fridge, microwave, oven, stovetop

Barn in the Burgh - Event Space - Sleeps 12

Barn in the Burgh - Event Space - Sleeps 12
Newburgh
10.0 out of 10, Exceptional, (15 reviews)
"Rented for an event and everything was amazing! Will definitely try to rent again!"
United States
Sabrina W.
The price is ￥25,887
￥72,845 total
includes taxes & fees
May 25 - May 26
Barn in the Burgh - Event Space - Sleeps 12
Exterior

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 ￥22,716
￥46,422 total
includes taxes & fees
May 20 - May 21
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Pool

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

MILSuite separate entry...close to all things Owensboro and Daviess County.
Owensboro
9.8 out of 10, Exceptional, (21 reviews)
"We loved our stay here! The property was super clean!"
United States
Meredith B.
The price is ￥14,144
￥25,043 total
includes taxes & fees
May 21 - May 22
MILSuite separate entry...close to all things Owensboro and Daviess County.
Living area

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, (3 reviews)
"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 ￥13,223
￥29,745 total
includes taxes & fees
May 18 - May 19
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh
Exterior

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Ferdinand
The price is ￥34,145
￥53,711 total
includes taxes & fees
May 31 - Jun 1
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Outdoor dining

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 ￥19,843
￥37,546 total
includes taxes & fees
May 18 - May 19
Yellow Banks Log Cabin With Waterfront Views
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Newburgh
The price is ￥13,223
￥29,745 total
includes taxes & fees
May 18 - May 19
Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Deluxe House, 3 Bedrooms | Interior

Hilltop Country Home with Hot Tub 2049

Hilltop Country Home with Hot Tub 2049
2.0 star property
Maceo
2.0 out of 10, (1 review)
"Made the booking and the booking was lost and the property made no effort to resolve the issue. I was told it was my responsibility to figure out what was going on. I made the reservation, received the confirmation and was charged for the transaction. I spent near two hours on the phone mostly on hold. "
United States
Mario
The price is ￥52,067
￥59,055 total
includes taxes & fees
May 18 - May 19
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

Clarion Pointe Jasper

Clarion Pointe Jasper

8/10 Good
"Something was wrong with the waffle mix, was like water."
Timothy 3-night trip
Posted 8 hours ago
Clarion Pointe Jasper

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:

  • View our selection of featured holiday rentals in Gentryville
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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 vacation rentals in Gentryville?

Yes, we have vacation rentals near popular attractions in Gentryville, or you can choose a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental in Gentryville?

Another Oasis just 6 miles from Holiday World: Visitors like this Gentryville vacation home rental. It 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 you can cook with friends or family. Our travelers also rate The Family Oasis just 6 miles from Holiday World as a favorite 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 Boyhood National Memorial are a couple of places you'll find in the larger area.

What are vacation rentals like in Gentryville?

Vacation rentals are privately owned properties you can book for a couple days or more in Gentryville. Vacation rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from public hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for a small group gathering.