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Gentryville Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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, (1 review)
"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 price is HK$863
HK$3,171 total
includes taxes & fees
23 Sept - 24 Sept
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 HK$1,176
HK$3,090 total
includes taxes & fees
23 Sept - 24 Sept
The Cowboys Slumber' 2 Mi to Lincoln State Park
A wooden interior with a television, wooden cabinets, and a plant.

3. Guest House with acreage to explore.

Guest House with acreage to explore.
Tennyson
9.6 out of 10, Exceptional, (73 reviews)
"The place was great, quiet and peaceful! "
United States
brian k.
The price is HK$1,121
HK$1,370 total
includes taxes & fees
17 Sept - 18 Sept
Guest House with acreage to explore.
A wooden cabin with a porch, a picnic table, and a fire pit.

4. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (35 reviews)
"We had a great time and enjoyed our stay!"
United States
Anonymous traveller
The price is HK$980
HK$1,906 total
includes taxes & fees
20 Sept - 21 Sept
Yellow Banks Log Cabin With Waterfront Views
A wooden gazebo with a gravel path leading to a pond, surrounded by trees and a grassy area.

5. Yellow Banks Log Cabin With Waterfront Views

Yellow Banks Log Cabin With Waterfront Views
Dale
9.2 out of 10, Wonderful, (24 reviews)
"Great setting, good beds, and clean!"
United States
Doug W.
The price is HK$1,176
HK$2,161 total
includes taxes & fees
23 Sept - 24 Sept
Yellow Banks Log Cabin With Waterfront Views
A rustic wooden building with a covered porch and a picnic table.

6. 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 HK$1,216
HK$2,108 total
includes taxes & fees
22 Sept - 23 Sept
Yellow Banks Log Cabin With Waterfront Views
A cozy cabin interior with a sofa, dining table, and chairs.

7. Yellow Banks Log Cabin with Lake Views

Yellow Banks Log Cabin with Lake Views
Dale
8.8 out of 10, Excellent, (29 reviews)
"Great cabin! Comfy beds."
United States
Kelly G.
The price is HK$1,372
HK$2,301 total
includes taxes & fees
22 Sept - 23 Sept
Yellow Banks Log Cabin with Lake Views
A room with a white door, a wooden floor, and a wall with decorative butterfly and flower art.

8. 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, (28 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 HK$777
HK$1,529 total
includes taxes & fees
16 Sept - 17 Sept
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
A bedroom with a bunk bed, a single bed, a wooden floor, a bookshelf, and a window with curtains.

9. Run Away Reindeer Retreat

Run Away Reindeer Retreat
Clay Township
9.6 out of 10, Exceptional, (13 reviews)
The price is HK$2,565
HK$3,873 total
includes taxes & fees
29 Sept - 30 Sept
Run Away Reindeer Retreat
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.

10. 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, (33 reviews)
"Gr8 home base for our stay between business meetings in the area."
United States
Darren S.
The price is HK$2,353
HK$3,768 total
includes taxes & fees
1 Oct - 2 Oct
5 Miles from Holiday World sleeps 11+ —Family Escape
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, (17 reviews)
"Excellent cabins! We had so much fun!!!"
United States
Leslie H.
The price is HK$1,176
HK$2,143 total
includes taxes & fees
16 Sept - 17 Sept
Yellow Banks Log Cabin With Waterfront Views
A building with a green and beige exterior, a front porch with chairs and a fire pit, and two large garage doors.

12. Family Style home -2 bedrooms 1 bath

Family Style home -2 bedrooms 1 bath
Birdseye
9.8 out of 10, Exceptional, (86 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 HK$960
HK$1,251 total
includes taxes & fees
16 Sept - 17 Sept
Family Style home -2 bedrooms 1 bath
A white house with green shutters, a covered porch, and a small garden.

13. Cozy Vintage House. Home in Fulda, Indiana

Cozy Vintage House. Home in Fulda, Indiana
Fulda
10.0 out of 10, Exceptional, (19 reviews)
"The house was wonderful! So quaint and comfortable."
United States
Samantha I.
The price is HK$1,659
HK$2,991 total
includes taxes & fees
17 Sept - 18 Sept
Cozy Vintage House. Home in Fulda, Indiana
A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

14. 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, (27 reviews)
"Awesome quiet place highly recommend!!!"
United States
Bradley D.
The price is HK$1,412
HK$2,600 total
includes taxes & fees
18 Sept - 19 Sept
Charming and private 3-bedroom farmhouse in lovely Evanston with WiFi, AC.
A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

15. 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)
"Enjoyed the stay immensely. Very clean. Will stay again. "
United States
Mary P.
The price is HK$782
HK$2,879 total
includes taxes & fees
16 Sept - 17 Sept
Barn in the Burgh — Barndominium Sleeps 12 · Game Room + Event Space
A single-story house with a gabled roof, white shutters, and a front porch.

16. 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)
"Very cozy and clean place! It was perfect for our group of five, including three teenagers, while we visited Holiday World. Shane is a wonderful host, and the thoughtful touches - like the selection of snacks - made us feel especially welcome. Communication was easy throughout our stay. I was also fascinated by the historical books displayed on the shelves - they were such a unique and memorable touch, adding to a very historic feel of the place and the town. "
United States
Svitlana T.
The price is HK$1,874
HK$2,863 total
includes taxes & fees
16 Sept - 17 Sept
3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World
A two-story house with a front porch, two chairs, and a stone pillar.

17. 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 attentive host. Good value. This house was perfect for our group's trip to Holiday World. We're looking at staying again in the future."
United States
Patricia G.
The price is HK$1,122
HK$2,294 total
includes taxes & fees
23 Sept - 24 Sept
THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water
A neatly made bed with a yellow throw blanket, white bedding, and decorative pillows. There are two bedside tables with lamps, a wall-mounted light, and two abstract paintings above the bed.

18. Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh

Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
Newburgh
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Adam B.
The price is HK$726
HK$1,560 total
includes taxes & fees
16 Sept - 17 Sept
Cypress Suites 9A - KING 2BD/1BA Apt in Newburgh
A kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and a window with a view of greenery.

19. Cozy 2-bedroom house in Owensboro KY

Cozy 2-bedroom house in Owensboro KY
Owensboro
10.0 out of 10, Exceptional, (2 reviews)
"Great stay great host"
United States
BPCAT 0.
The price is HK$1,020
HK$1,557 total
includes taxes & fees
16 Sept - 17 Sept
Cozy 2-bedroom house in Owensboro KY
A stone fireplace with a Christmas tree and decorations, a white sofa, and a window with a view.

20. 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 HK$1,568
HK$2,473 total
includes taxes & fees
22 Sept - 23 Sept
Ultimate private 4 bedroom 3 full bathrooms right next to golf course with path
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

Santas Lodge and Resort

Santas Lodge and Resort

10/10 Excellent
"Good nice place to stay! Will do again!"
Jason 1-night trip
Posted 1 day ago
Santas Lodge and Resort

Find out more about Gentryville

Search for holiday rentals in Gentryville on Expedia! You can easily find your home rentals, villas, holiday apartments in Gentryville using one of the methods below:

  • View our selection of featured holiday rentals in Gentryville
  • Use the map to find apartments and other holiday homes in the Gentryville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Gentryville while they last

Look no further and take a look at our great range of rental properties in Gentryville!

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 Boyhood National Memorial 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.