Default HTG hotel image

Holiday Rentals in Gentryville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Gentryville holiday 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
Gentryville
10.0 out of 10, Exceptional, (2 reviews)
"We had an excellent stay! Place was nice and homey, well decorated and perfectly clean! Host was on top of making sure we had everything we needed. Would definitely recommend for anyone wanting to stay close to Holiday World or Lincoln State Park!"
United States
Jennifer C.
The Cowboys Slumber' 2 Mi to Lincoln State Park
A wooden interior with a leather sofa, a wooden coffee table, and a kitchen area visible through an open door.

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

The Cowboys Slumber' 2 Mi to Lincoln State Park
3.0 star property
Gentryville
The price is €351
includes taxes & fees
21 Oct - 22 Oct
The Cowboys Slumber' 2 Mi to Lincoln State Park
A lakeside picnic area with a wooden bench and a picnic table, surrounded by trees and a grassy field.

3. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (37 reviews)
"Very happy with our stay here. The cabin was clean, the beds were comfortable, and the owners were very easy to communicate with. We would definitely stay here again."
United States
Cyndi L.
The price is €214
includes taxes & fees
21 Oct - 22 Oct
Yellow Banks Log Cabin With Waterfront Views
A wooden interior with a television, wooden cabinets, and a plant.

4. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (74 reviews)
"Doug is a wonderful host who goes the extra mile to make sure you are comfortable and enjoy your stay. His property is amazing, clean, and quiet. This was our third stay and we will definitely be back again and again."
United States
tasha k.
The price is €167
includes taxes & fees
21 Oct - 22 Oct
Guest House with acreage to explore.
A room with a white door, a wooden floor, and a wall with decorative butterfly and flower art.

5. 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, (30 reviews)
"Me and my family stayed while visiting holiday world and we highly recommend. Prices was affordable and the host was great."
United States
James B.
The price is €178
includes taxes & fees
28 Oct - 29 Oct
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
A wooden gazebo with a gravel path leading to a pond, surrounded by trees and a grassy area.

6. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (25 reviews)
"Great location,very clean and cozy!"
United States
Briley E.
The price is €242
includes taxes & fees
21 Oct - 22 Oct
Yellow Banks Log Cabin With Waterfront Views
A rustic wooden building with a covered porch and a picnic table.

7. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.8 out of 10, Exceptional, (8 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 €255
includes taxes & fees
21 Oct - 22 Oct
Yellow Banks Log Cabin With Waterfront Views
A cozy cabin interior with a sofa, dining table, and chairs.

8. Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (29 reviews)
"A nice little cabin for our trip to holiday world."
United States
Brandon R.
The price is €278
includes taxes & fees
21 Oct - 22 Oct
Yellow Banks Log Cabin with Lake Views
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

9. Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space

Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
Newburgh
10.0 out of 10, Exceptional, (20 reviews)
"Great Stay!"
United States
Julia F.
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A clear view of a swimming pool with a stone-lined edge and a wooden deck area in the background.

10. 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, (24 reviews)
"Second time staying at this location, both times have been exactly what I needed while in Owensboro. Attentive host and clean and tidy location equals a great and reasonably priced stay. Highly recommend for single travelers or couples looking for a place in Owensboro!"
United States
Randy W.
The price is €145
includes taxes & fees
21 Oct - 22 Oct
MILSuite separate entry...close to all things Owensboro and Daviess County.
A wooden cabin with a covered porch, a picnic table, and a view of a lake.

11. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.0 out of 10, Wonderful, (18 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is €242
includes taxes & fees
21 Oct - 22 Oct
Yellow Banks Log Cabin With Waterfront Views
A white house with green shutters, a covered porch, and a small garden.

12. Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
10.0 out of 10, Exceptional, (21 reviews)
"The house is just as described on the website. It is within 10 minutes to Holiday world, the beds were very comfortable. Excellent water pressure. The only complaint is there’s very little cell service in the area. I would definitely rent this place again."
United States
Penny F.
The price is €339
includes taxes & fees
21 Oct - 22 Oct
Cozy Vintage House. Home in Fulda, Indiana
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

13. Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.

Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
Evanston
10.0 out of 10, Exceptional, (29 reviews)
"Awesome quiet place highly recommend!!!"
United States
Bradley D.
The price is €316
includes taxes & fees
10 Nov - 11 Nov
Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
A compact kitchen with wooden cabinets, a stainless steel refrigerator, an oven, a microwave, a sink, and a kettle. There is a dining table with chairs.

14. 5 Miles from Holiday World sleeps 11+ —Family Escape

5 Miles from Holiday World sleeps 11+ —Family Escape
Dale
9.8 out of 10, Exceptional, (35 reviews)
"Gr8 home base for our stay between business meetings in the area."
United States
Darren S.
The price is €358
includes taxes & fees
2 Nov - 3 Nov
5 Miles from Holiday World sleeps 11+ —Family Escape
A bedroom with a bunk bed, a single bed, a wooden floor, a bookshelf, and a window with curtains.

15. Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
9.6 out of 10, Exceptional, (13 reviews)
"We loved and enjoyed our stay here! The outdoor space is beautiful and peaceful. The inside was so well planned out with lots of cute tiny touches that made it feel so welcoming! We will definitely be returning!"
United States
Marie C.
The price is €498
includes taxes & fees
3 Nov - 4 Nov
Run Away Reindeer Retreat
A two-story house with a front porch, two chairs, and a stone pillar.

16. 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
9.8 out of 10, Exceptional, (16 reviews)
"Very cool old house but clean and tidy everything was great"
United States
Robert Y.
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
A building with a green and beige exterior, a front porch with chairs and a fire pit, and two large garage doors.

17. Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath
Birdseye
10.0 out of 10, Exceptional, (91 reviews)
"Great place to stay not far from the lake the hosts were amazing lots of room and very nice place and very fair price 100% would stay again!!"
United States
Kristina
The price is €184
includes taxes & fees
21 Oct - 22 Oct
Family Style home -2 bedrooms 1 bath
A single-story house with a gabled roof, white shutters, and a front porch.

18. 3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
Ferdinand
10.0 out of 10, Exceptional, (4 reviews)
"The property was conveniently located within all of our planned attractions."
United States
Lavar B.
The price is €325
includes taxes & fees
21 Oct - 22 Oct
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
A stone fireplace with a Christmas tree and decorations, a white sofa, and a window with a view.

19. Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path

Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
Lewisport
10.0 out of 10, Exceptional, (2 reviews)
"What a great place to stay to get away from it all with the family! "
United States
Favour R.
The price is €285
includes taxes & fees
21 Oct - 22 Oct
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
A modern kitchen with a TV, bar stools, and a trash can.

20. The Blue Herron of Carpenters Lake

The Blue Herron of Carpenters Lake
Maceo
8.4 out of 10, Very good, (5 reviews)
"Very clean, they had everything you could possibly need to start, the complementary items was a nice gesture, love my cup of coffee looking at the lake, my kids love it they didn't want to leave, very beautiful home for a weekend getaway recommended 100% we enjoyed our stay."
United States
Stephanie A.
The price is €239
includes taxes & fees
21 Oct - 22 Oct
The Blue Herron of Carpenters Lake
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Gentryville Hotel Reviews

Quality Inn Huntingburg - Jasper

Quality Inn Huntingburg - Jasper

8/10 Good
"Friendly staff. Clean property. Comfortable bed. Clean bathroom. Good breakfast. Great value."
Gregory 2-night trip
Posted 7 hours ago
Quality Inn Huntingburg - Jasper

Find out more about Gentryville

Everything you need to know about Gentryville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Gentryville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gentryville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Gentryville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Gentryville holiday rentals we have selected for you start as low as €145 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gentryville rentals

At Expedia, we put the best Gentryville holiday 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 holiday.

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 holiday rentals in Gentryville?

Yes, there are holiday rentals close to the most popular sights in Gentryville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Gentryville has to offer?

The Cowboys Slumber' 2 Mi to Lincoln State Park: This highly rated holiday home rental in Gentryville offers a patio, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Our travellers also rate The Family Oasis just 6 miles from Holiday World as a favourite home for rent in Gentryville.

How many holiday rentals are there in Gentryville?

Expedia has 3 holiday rentals for your stay in Gentryville.

What can I see and do in Gentryville?

While exploring the area, visit family-friendly sights like Holiday World and Splashin' Safari, or get outside and enjoy nature at Lincoln State Park. Colonel William Jones Home and Lincoln Amphitheatre are a couple of places you'll find in the wider area.

What are holiday rentals like in Gentryville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gentryville. Holiday rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, a holiday rental can provide a sense of safety away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.