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Gentryville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Gentryville vacation rentals

A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

1. The Cowboys Slumber' 2 Mi to Lincoln State Park

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
$340 nightly
The price is $381
Sep 3 - Sep 4
Total with taxes and fees
The Cowboys Slumber' 2 Mi to Lincoln State Park
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

Sun Outdoors Lake Rudolph

Sun Outdoors Lake Rudolph

8/10 Good
"The rooms were pretty clean. I questioned whether the floor had been mopped. The doors didn’t lock on the bathroom or the bedrooms in our cabin. They don’t furnish towels or bedding. The fitted sheet that they do, furnish, would not stay on the bed it was so cheap and had no elasticity to it. Otherwise, the grounds were clean and we enjoyed our time there. Maybe be slightly overpriced though for the cottages."
Robin 2-night trip
Posted 19 hours ago
Sun Outdoors Lake Rudolph

Find out more about Gentryville

Everything you need to know about Gentryville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Gentryville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Gentryville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Gentryville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gentryville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Gentryville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $184 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Gentryville rentals

At Expedia, we put the best Gentryville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Gentryville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Gentryville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Gentryville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

The Family Oasis just 6 miles from Holiday World: Visitors like this Gentryville vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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 Another Oasis just 6 miles from Holiday World as a favorite home for rent in Gentryville.

How many vacation rentals are there in Gentryville?

Expedia has 3 vacation rentals for your stay 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 Santa Claus Christmas Store 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.