Gentryville Holiday Homes from €174: Search Top House Rentals

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Our top choices for Gentryville holiday homes

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

Gentryville

Jennifer C.

includes taxes & fees

28 Sept - 29 Sept

A room with a white door, a wooden floor, and a wall with decorative butterfly and flower art.

2. Spacious 1450 sf 2 BR Private Suite w/Dog Fe

Huntingburg

James B.

includes taxes & fees

27 Sept - 28 Sept

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.

3. 5 Miles from Holiday World sleeps 11+ —Family Escape

Dale

Darren S.

includes taxes & fees

1 Oct - 2 Oct

A white house with green shutters, a covered porch, and a small garden.

4. Cozy Vintage House. Home in Fulda, Indiana

Fulda

Samantha I.

includes taxes & fees

27 Sept - 28 Sept

A bedroom with a bunk bed, a single bed, a wooden floor, a bookshelf, and a window with curtains.

5. Run Away Reindeer Retreat

Clay Township

"We absolutely loved this property! It was very close to local amenities like Holiday World and Santa’s candy shop. The property was immaculately maintained and well decorated. The beds were comfortable, showers were hot, and little added touches like the s'mores supplies were a great surprise! My small boys (5 and 2) shared the kid’s room and we loved that the house had a few toys for the kids to enjoy. The floor bed and bunk bed with a top tent were a huge hit. The stairs to the basement were...

Samantha M.

includes taxes & fees

6 Oct - 7 Oct

A modern kitchen with dark cabinets, stainless steel appliances, and a wooden dining table.

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

Evanston

Bradley D.

includes taxes & fees

27 Sept - 28 Sept

A building with a green and beige exterior, a front porch with chairs and a fire pit, and two large garage doors.

7. Family Style home -2 bedrooms 1 bath

Birdseye

Kristina

includes taxes & fees

25 Sept - 26 Sept

A spacious kitchen with a large island, built-in appliances, and a ceiling fan.

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

Newburgh

Julia F.

includes taxes & fees

30 Sept - 1 Oct

A two-story house with a front porch, two chairs, and a stone pillar.

9. THE GETAWAY-Charming 3 Bdrm 2 Bath, Sleeps 8-10 Lg Drive, WiFi, Tankless Water

Lynnville

Patricia G.

includes taxes & fees

18 Oct - 19 Oct

A single-story house with a gabled roof, white shutters, and a front porch.

10. 3-bedroom Cozy Home Close to Santa Claus, IN and Holiday World

Ferdinand

"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. "

Svitlana T.

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a TV, bar stools, and a trash can.

11. The Blue Herron of Carpenters Lake

Maceo

Stephanie A.

includes taxes & fees

28 Sept - 29 Sept

A stone fireplace with a Christmas tree and decorations, a white sofa, and a window with a view.

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

Lewisport

Favour R.

includes taxes & fees

29 Sept - 30 Sept

A kitchen with white cabinets, a stainless steel refrigerator, a granite countertop, and a window with a view of greenery.

13. Cozy 2-bedroom house in Owensboro KY

Owensboro

BPCAT 0.

includes taxes & fees

27 Sept - 28 Sept

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Top Gentryville Hotel Reviews

Fairfield Inn & Suites Jasper

10/10 Excellent

"Great location. Walking path along the River was nice."

The Family Oasis just 6 miles from Holiday World

10/10 Excellent

"Booked this house for our short stay for holiday world. This house isn’t extravagant by any means but just what we needed for a short stay with our family. So close to holiday world and got the best pizza from Hoosier pizza and wings!"

The Cowboys Slumber' 2 Mi to Lincoln State Park

10/10 Excellent

"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!"

Find out more about Gentryville

Gentryville Holiday Homes information

Number of reviews	258
Accommodation	49 Holiday Homes
Lowest Price	€174
Highest Price	€493

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Check prices for these dates

Our top choices for Gentryville holiday homes

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

2. Spacious 1450 sf 2 BR Private Suite w/Dog Fe

3. 5 Miles from Holiday World sleeps 11+ —Family Escape