Book Holiday Homes in Gentryville

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Featured Holiday Homes in Gentryville

2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

Santa Claus IN
Stay at this golf holiday home in Santa Claus. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Holiday World and Splashin' Safari and ...
Opens in a new window2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville IN
Stay at this holiday home in Gentryville. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Colonel William Jones Home ...
Opens in a new windowAnother Oasis just 6 miles from Holiday World
5 Miles  from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape

Dale IN
The price is NZ$854 per night from 3 June to 4 June
NZ$854
3 June - 4 June
includes taxes & fees
Stay at this family-friendly holiday home in Dale. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Holiday World and Splashin' Safari ...
Opens in a new window5 Miles from Holiday World sleeps 11+ —Family Escape
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River View in Downtown Newburgh

River View in Downtown Newburgh

Newburgh IN
Stay at this holiday home in Newburgh. Enjoy free Wi-Fi, a garden and an in-room coffee maker. Popular attractions Angel Mounds State Historic Site and AMF Arc ...
Opens in a new windowRiver View in Downtown Newburgh
Cozy Vintage House.  Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana

Fulda IN
The price is NZ$739 per night from 1 June to 2 June
NZ$739
1 June - 2 June
includes taxes & fees
Stay at this holiday home in Spencer County. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Holiday World and Splashin' Safari and Monkey ...
Opens in a new windowCozy Vintage House. Home in Fulda, Indiana
X Marks the Spot(Blue)1.5 miles from Holiday World

X Marks the Spot(Blue)1.5 miles from Holiday World

Carter Township IN
Stay at this holiday home in Dale. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Holiday World and Splashin' Safari ...
Opens in a new windowX Marks the Spot(Blue)1.5 miles from Holiday World
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 IN
The price is NZ$532 per night from 8 June to 9 June
NZ$532
8 June - 9 June
includes taxes & fees
Stay at this holiday home in Lynnville. Enjoy free Wi-Fi, laundry facilities and patios.
Opens in a new windowTHE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
Enchanting historical home with River View

Enchanting historical home with River View

Newburgh IN
Stay at this holiday home in Newburgh. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Angel Mounds State Historic Site and AMF Arc Lanes ...
Opens in a new windowEnchanting historical home with River View
Spacious family-friendly 4-bedroom house in downtown Tell City

Spacious family-friendly 4-bedroom house in downtown Tell City

Tell City IN
Stay at this holiday home in Tell City. Enjoy laundry facilities and air conditioning. Popular attractions Tipsaw Lake Recreation Area and Birdseye are located ...
Opens in a new windowSpacious family-friendly 4-bedroom house in downtown Tell City
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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.

Gentryville Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Gentryville vacation homes are the perfect way for you to wing it.

Holiday houses in Gentryville let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Gentryville in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Gentryville adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Gentryville with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Gentryville vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Gentryville Holiday Homes essential information

Accommodation
48 Holiday Homes
Lowest Price
NZ$189
Highest Price
NZ$854
Popular accommodation
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!! , Another Oasis just 6 miles from Holiday World, 5 Miles from Holiday World sleeps 11+ —Family Escape, River View in Downtown Newburgh, Cozy Vintage House. Home in Fulda, Indiana, X Marks the Spot(Blue)1.5 miles from Holiday World, THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water, Enchanting historical home with River View, Spacious family-friendly 4-bedroom house in downtown Tell City

Top trending hotels in Gentryville

Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville IN
Stay at this holiday home in Gentryville. Enjoy laundry facilities, an in-room coffee maker and air conditioning. Popular attractions Colonel William Jones Home ...
Opens in a new windowAnother Oasis just 6 miles from Holiday World
The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville IN
The price is NZ$848 per night from 14 June to 15 June
NZ$848
14 June - 15 June
includes taxes & fees
Stay at this holiday home in Gentryville. Enjoy laundry facilities, a picnic area and in-room washers/dryers. Popular attractions Colonel William Jones Home ...
Opens in a new windowThe Family Oasis just 6 miles from Holiday World
Comfort Inn Ferdinand

Comfort Inn Ferdinand

2.5 out of 5
123 Scenic Hills Court Ferdinand IN
Fully refundable
The price is NZ$189 per night from 26 May to 27 May
NZ$189
26 May - 27 May
includes taxes & fees
Stay at this business-friendly hotel in Ferdinand. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowComfort Inn Ferdinand
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Santas Lodge and Resort

Santas Lodge and Resort

2.5 out of 5
91 W CHRISTMAS BLVD Santa Claus IN
Fully refundableReserve now, pay when you stay
The price is NZ$212 per night from 25 May to 26 May
NZ$212
25 May - 26 May
includes taxes & fees
Stay at this hotel in Santa Claus. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowSantas Lodge and Resort
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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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^Subject to availability and chosen travel dates.