Book Holiday Homes in Gentryville

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Featured Holiday Homes in Gentryville

Charming 2-bedroom lake house in Dale

Charming 2-bedroom lake house in Dale

Dale
The price is NZ$399 per night from 13 Mar to 14 Mar
NZ$399
includes taxes & fees
13 Mar - 14 Mar
Stay at this vacation home in Dale. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attraction Mill Park is located nearby.
Charming 2-bedroom lake house in Dale
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

2 out of 5
Lynnville
Stay at this vacation home in Lynnville. Enjoy free WiFi, patios, and an in-room coffeemaker.
THE 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
Stay at this vacation home in Newburgh. Enjoy free WiFi, a garden, and patios. Popular attractions Angel Mounds State Historic Site and Gattitown Evansville ...
Enchanting historical home with River View
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2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!

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

Santa Claus
Book a stay at this golf vacation home in Santa Claus. Enjoy free WiFi, a water park, and a garden. Popular attractions Holiday World and Splashin' Safari and ...
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville
Stay at this vacation home in Gentryville. Enjoy a picnic area, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Colonel William Jones ...
The Family Oasis just 6 miles from Holiday World
Barn in the Burgh

Barn in the Burgh

Newburgh
Book a stay at this family-friendly vacation home in Newburgh. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attraction Wabash Erie ...
Barn in the Burgh
River View in Downtown Newburgh

River View in Downtown Newburgh

Newburgh
Stay at this vacation home in Newburgh. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Angel Mounds State Historic Site and Gattitown ...
River View in Downtown Newburgh
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.

Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.

richland
Stay at this vacation home in Spencer County. Enjoy air conditioning.
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.
X Marks the Spot(Blue)1.5 miles from Holiday World

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

Carter Township
Stay at this vacation home in Dale. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Holiday World and Splashin' Safari and Frosty's Fun ...
X Marks the Spot(Blue)1.5 miles from Holiday World
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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
31 Holiday Homes
Lowest Price
NZ$198
Highest Price
NZ$399
Popular accommodation
Charming 2-bedroom lake house in Dale, THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water, Enchanting historical home with River View, 2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!! , The Family Oasis just 6 miles from Holiday World, Barn in the Burgh, River View in Downtown Newburgh, Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome., X Marks the Spot(Blue)1.5 miles from Holiday World

Top trending hotels in Gentryville

The Family Oasis just 6 miles from Holiday World

The Family Oasis just 6 miles from Holiday World

Gentryville
Stay at this vacation home in Gentryville. Enjoy a picnic area, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Colonel William Jones ...
The Family Oasis just 6 miles from Holiday World
Another Oasis just 6 miles from Holiday World

Another Oasis just 6 miles from Holiday World

Gentryville
Stay at this vacation home in Gentryville. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Colonel William Jones Home and Antique Shak ...
Another Oasis just 6 miles from Holiday World
Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 out of 5
401 West 2nd Street, Owensboro, KY
Fully refundableReserve now, pay when you stay
The price is NZ$260 per night from 12 Mar to 13 Mar
NZ$260
includes taxes & fees
12 Mar - 13 Mar
Stay at this hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Hampton Inn & Suites Downtown Owensboro/Waterfront
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Comfort Inn

Comfort Inn

2.5 out of 5
1970 Hospitality Drive, Jasper, IN
Fully refundableReserve now, pay when you stay
The price is NZ$198 per night from 9 Mar to 10 Mar
NZ$198
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Jasper. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Comfort Inn
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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.