Gentryville Vacation Rentals

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Our top choices for Gentryville vacation rentals

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 CA $171
CA $322 total
includes taxes & fees
May 12 - May 13
Yellow Banks Log Cabin With Waterfront Views

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 CA $135
CA $268 total
includes taxes & fees
May 13 - May 14
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, (65 reviews)
"The cabin was super cozy and comfortable! "
United States
Kellie J.
The price is CA $171
CA $217 total
includes taxes & fees
May 12 - May 13
Guest House with acreage to explore.

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 CA $171
CA $322 total
includes taxes & fees
May 12 - May 13
Yellow Banks Log Cabin With Waterfront Views

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 CA $146
CA $537 total
includes taxes & fees
May 12 - May 13
Barn in the Burgh - Event Space - Sleeps 12

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 CA $205
CA $367 total
includes taxes & fees
May 12 - May 13
Yellow Banks Log Cabin with Lake Views

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 CA $122
CA $216 total
includes taxes & fees
May 21 - May 22
MILSuite separate entry...close to all things Owensboro and Daviess County.

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 CA $212
CA $377 total
includes taxes & fees
May 25 - May 26
Yellow Banks Log Cabin With Waterfront Views

The LC Retreat

The LC Retreat
Lincoln City
The price is CA $246
CA $459 total
includes taxes & fees
May 14 - May 15
The LC Retreat

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 CA $243
CA $306 total
includes taxes & fees
Jun 1 - Jun 2
Family Style home -2 bedrooms 1 bath

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.
Tranquil Hideaway: Your Private Lakefront Retreat

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 CA $114
CA $256 total
includes taxes & fees
May 10 - May 11
Cypress Suites 7A - KING 2BD/1BA Apt in Newburgh

Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
9.8 out of 10, Exceptional, (8 reviews)
"The house was wonderful! So quaint and comfortable."
United States
Samantha I.
The price is CA $383
CA $664 total
includes taxes & fees
May 27 - May 28
Cozy Vintage House. Home in Fulda, Indiana

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 CA $171
CA $322 total
includes taxes & fees
May 13 - May 14
Yellow Banks Log Cabin With Waterfront Views

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 CA $196
CA $398 total
includes taxes & fees
May 17 - May 18
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
10.0 out of 10, Exceptional, (2 reviews)
"Host was very accommodating! House and furnishings were all new. Everything you need down to salt and pepper is provided. The Blue Heron is an amazing place, cozy, inviting, right on the lake and we are excited for our next stay!! "
United States
Dawn C.
The price is CA $245
CA $360 total
includes taxes & fees
May 10 - May 11
The Blue Herron of Carpenters Lake

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 CA $369
CA $602 total
includes taxes & fees
May 10 - May 11
5 Miles from Holiday World sleeps 11+ —Family Escape

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

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 CA $448
CA $508 total
includes taxes & fees
May 16 - May 17
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Gentryville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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.