Book Holiday Homes in Gentryville

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Featured Holiday Homes in Gentryville

Chestnut Street Retreat

Chestnut Street Retreat

Huntingburg
Book a stay at this family-friendly vacation home in Huntingburg. Enjoy free WiFi, a garden, and patios. Popular attractions Niehaus Disc Golf Course and Huntingburg ...
Chestnut Street Retreat
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
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
The price is NZ$505 per night from 11 Apr to 12 Apr
NZ$505
includes taxes & fees
11 Apr - 12 Apr
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
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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
Tranquil Hideaway: Your Private Lakefront Retreat

Tranquil Hideaway: Your Private Lakefront Retreat

Dale
The price is NZ$398 per night from 4 Apr to 5 Apr
NZ$398
includes taxes & fees
4 Apr - 5 Apr
Stay at this vacation home in Dale. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attraction Mill Park is located nearby.
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
Book a stay at this family-friendly vacation home in Huntingburg. Enjoy an in-room coffeemaker, in-room fireplaces, and air conditioning. Popular attractions ...
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Comfort and Charm Highly Recommended

Comfort and Charm Highly Recommended

Newburgh
Stay at this vacation home in Newburgh. Enjoy free breakfast, free WiFi, and a garden. Popular attractions Angel Mounds State Historic Site and AMF Arc Lanes ...
Comfort and Charm Highly Recommended
Sweet Spot in the City

Sweet Spot in the City

Jasper
Stay at this vacation home in Jasper. Enjoy an in-room coffeemaker and air conditioning. Popular attractions Thyen-Clark Cultural Center and Alvin C. Ruxer Municipal ...
Sweet Spot in the City
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
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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
36 Holiday Homes
Lowest Price
NZ$251
Highest Price
NZ$505
Popular accommodation
Chestnut Street Retreat, Another Oasis just 6 miles from Holiday World, THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water, The Family Oasis just 6 miles from Holiday World, Tranquil Hideaway: Your Private Lakefront Retreat, Spacious 1450 sf 2 BR Private Suite w/Dog Fe, Comfort and Charm Highly Recommended, Sweet Spot in the City, Barn in the Burgh

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
Holiday Inn Owensboro Riverfront by IHG

Holiday Inn Owensboro Riverfront by IHG

3 out of 5
701 West 1st Street, Owensboro, KY
Fully refundable
The price is NZ$251 per night from 20 Apr to 21 Apr
NZ$251
includes taxes & fees
20 Apr - 21 Apr
Stay at this 3-star business-friendly hotel in Owensboro. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Holiday Inn Owensboro Riverfront by IHG
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Hampton Inn & Suites Downtown Owensboro/Waterfront

Hampton Inn & Suites Downtown Owensboro/Waterfront

2.5 out of 5
401 West 2nd Street, Owensboro, KY
The price is NZ$268 per night from 17 Apr to 18 Apr
NZ$268
includes taxes & fees
17 Apr - 18 Apr
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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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.