Gentryville vacation rentals

We found 23 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Gentryville that are perfect for your trip. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, like WiFi and a washer and dryer. At the end of the day, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Gentryville

Showing deals for:Nov 14 - Nov 21

Image gallery for Yellow Banks Log Cabin With Waterfront Views

Exterior
10 out of 10 rating
Exceptional
(13 reviews)

Yellow Banks Log Cabin With Waterfront Views

Dale, IN

10% off
Price is CA $159
CA $1,486 total
includes taxes & fees
Yellow Banks Log Cabin With Waterfront Views

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Gentryville

Find out more about Gentryville

Choose a vacation rental for your Gentryville getaway

Learn about the unique charm of Gentryville with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Gentryville

Are you searching for top things to see and do while you're in town? Venture out of your vacation home and check out everything that makes Gentryville a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Christmas Lake Golf Course (5.9 mi / 9.5 km)
  • Holiday World and Splashin' Safari (6.5 mi / 10.5 km)
  • Santa's Candy Castle (6.7 mi / 10.8 km)
  • Blue Angel Gifts & More (5.2 mi / 8.3 km)
  • Monkey Hollow Winery (10.7 mi / 17.2 km)
  • Antique Shak (1.6 mi / 2.5 km)

Exploring the natural landscape of Gentryville

Whether you're an adventurous traveler or just want to take in the scenery, Gentryville is a great place to get out in nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:

  • Lincoln State Park (1.9 mi / 3 km)
  • Jim Yellig Park (6.7 mi / 10.8 km)
  • Carpenter Lake (18.3 mi / 29.5 km)
  • Nancy Hanks Lincoln State Memorial (2 mi / 3.2 km)
  • Mill Park (5.4 mi / 8.6 km)
  • Ray Yellig Memorial Trail (6.7 mi / 10.8 km)

Transportation to and around Gentryville

The nearest airport is in Owensboro, KY (OWB-Owensboro-Daviess County Regional), located 26 mi (41.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Evansville, IN (EVV-Evansville Regional), which is 27.3 mi (44 km) away.

Frequently asked questions

What is the best area to stay in Gentryville when booking a vacation rental?
When considering a vacation rental in Gentryville, Indiana, the most appealing area to stay in is likely to be near the heart of the town. This central location not only provides convenient access to local amenities but also positions visitors close to some of the town's popular attractions. One must-see spot is the historic site commemorating the life of the famous American author, Booth Tarkington, which offers a glimpse into the literary heritage of the region. Additionally, the nearby state parks provide excellent opportunities for outdoor activities, including hiking and picnicking, allowing guests to immerse themselves in the natural beauty of Indiana.
How much does it cost to rent a vacation home in Gentryville?
Prices for vacation rentals in Gentryville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Gentryville to more spacious homes.
Are there any discounts for Gentryville vacation house rentals?
You can find great discounts on house rentals in Gentryville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Gentryville?
In Gentryville, vacation houses are the most popular type of rental accommodation, with several available throughout the area. These properties typically offer a homely atmosphere, featuring multiple bedrooms, fully equipped kitchens, and spacious living areas ideal for families or groups. Many of the houses also include outdoor spaces, such as gardens or patios, which are great for relaxing after a day of exploring the nearby countryside.
Are there any family house rentals in Gentryville?
In Gentryville, Indiana, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The locale features spacious homes that often include amenities such as fully equipped kitchens for preparing family meals, comfortable living areas for relaxation, and outdoor spaces for children to play.
Can I find long-stay vacation rentals in Gentryville?
A long-stay vacation rental in Gentryville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Gentryville vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Gentryville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Gentryville?
In Gentryville, popular rental amenities typically include well-equipped kitchens, which allow travellers to prepare their own meals during their stay. Many properties feature essential items such as coffee makers, cookware, dishware and utensils, as well as dishwashers and microwaves, making it convenient for guests to enjoy home-cooked meals.
How early should I book a Gentryville vacation rental?
Book your Gentryville vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Gentryville home rental booking on Vrbo?
To find Gentryville vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Gentryville vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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