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Compare 28 Vacation Homes in Gentryville with updated reviews, rates, and availability.

Spacious 1450 sf 2 BR Private Suite w/Dog Fe
10.0 out of 10, Exceptional, (6)
"We came in the night before our t-time and was the perfect place to relax with friends and get ready for a day of golf"
The price is ¥16,882
¥27,881 total
includes taxes & fees
Sep 28 - Sep 29
Spacious 1450 sf 2 BR Private Suite w/Dog Fe
Great new home - just for you!
9.8 out of 10, Exceptional, (29)
"We were very comfortable felt like we were at home"
Great new home - just for you!
Comfort and Charm Highly Recommended
9.4 out of 10, Exceptional, (10)
"Great place! It was spacious and clean. The host was accommodating and responded quickly to questions. We asked about a Keurig and there wasn't one on-site so the host brought one to us! There was already snacks and some food and water in the fridge so we didn't have to go out to make a food run immediately upon arrival. Kitchen was equipped with everything - cutlery, cooking utensils and pots, etc. Basic spices, coffee, etc. Plenty of blankets and pillows... very spacious. Great location. Just...
Comfort and Charm Highly Recommended
Close to the River
7.6 out of 10, Good, (5)
"Had a wonderful time."
The price is ¥9,258
¥15,726 total
includes taxes & fees
Oct 1 - Oct 2
Close to the River
Your home away from home.
Your home away from home.
Wake Up on Walnut
2.0 star property
10.0 out of 10, Exceptional, (1)
"We had an out of town job, she was very accommodating to us and our needs. Highly recommend"
Wake Up on Walnut
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
10.0 out of 10, Exceptional, (12)
"Property is nice and clean. Lots of extras for little kids."
2BR/2Bth, walking to Holiday World. Outdoor grilling area. Family Friendly!!
The Family Oasis just 6 miles from Holiday World
9.2 out of 10, Wonderful, (33)
"The place was amazing. Very nice place to stay for the weekend "
The Family Oasis just 6 miles from Holiday World
Family Style home -2 bedrooms 1 bath
9.8 out of 10, Exceptional, (65)
"We had a great time although we only spent the evenings and early mornings at the property. I met Colin (one of the owners). Very friendly and hospitable. We would highly recommend this property. If you are looking to stay here and are friendly and easy going, you will enjoy your stay very much!"
The price is ¥25,466
¥32,368 total
includes taxes & fees
Oct 2 - Oct 3
Family Style home -2 bedrooms 1 bath
Another Oasis just 6 miles from Holiday World
8.8 out of 10, Excellent, (10)
"This house was amazing! The house was way bigger then we could of imagined. My whole family came and everyone had their own space. The bedrooms and closets are huge. The best part was the outside area. The host was gracious and quick to help with any issue. We will definitely be back. "
Another Oasis just 6 miles from Holiday World
X Marks the Spot(Blue)1.5 miles from Holiday World
9.8 out of 10, Exceptional, (8)
"We stayed here to spend two full days at Holiday World with our families. There were 5 adults and 4 kids. There were plenty of kitchen items for cooking. Excellent space for that post-park resting to be up and ready for the next day! Will definitely stay again! "
X Marks the Spot(Blue)1.5 miles from Holiday World
X Marks the Spot (Purple)
10.0 out of 10, Exceptional, (8)
"We stayed here while spending the weekend at Holiday World. It is very clean and comfortable with plenty of space for the kids to run around. After a long day in the park it’s the perfect spot to go back to."
X Marks the Spot (Purple)
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.
9.0 out of 10, Wonderful, (2)
"Welcome snacks and clean house. Had a very homey feel! Secluded enough so no traffic or neighborhood noise, but still close enough to enjoy activities with the family!"
Quiet Farm setting surrounded hundreds of acres of fields. Workers welcome.
X Marks the Spot (Green)
9.6 out of 10, Exceptional, (4)
"We had a great visit and will rent here again, close to Holiday World (across the street) great for families - teens and littles had a great time. "
X Marks the Spot (Green)
X Marks the Spot(Yellow)1.5 mi. from Holiday World
9.8 out of 10, Exceptional, (11)
"Had everything we needed. Especially enjoyed the front porch and fire pit. Nice big yard for grandkids to play when not at the park. Great spot! Thanks!"
X Marks the Spot(Yellow)1.5 mi. from Holiday World
Chestnut Street Retreat
10.0 out of 10, Exceptional, (32)
"We came into town for the Red, White, and Brauen concert and booked this house to stay in. It was perfect for our needs. It was like going to grandma’s house! It was very clean, in a nice quiet neighborhood, and had comfortable beds. All we really used the property for was sleeping and bathing (always had plenty of hot water). "
Chestnut Street Retreat
Newburgh Newsie - 3BR, 2.5BA, Gym, Patio, New Construction in Amazing Location!
Newburgh Newsie - 3BR, 2.5BA, Gym, Patio, New Construction in Amazing Location!
X-Marks the Spot(Red) 1.5 miles from Holiday World
10.0 out of 10, Exceptional, (2)
"Overall, the house was a great stay to go to Holiday world. I would stay again if I went back."
X-Marks the Spot(Red) 1.5 miles from Holiday World
Eagles Nest - Eagle Adventures LLC
Eagles Nest - Eagle Adventures LLC
Cheerful 4-Bed 2.5-Bath Home
10.0 out of 10, Exceptional, (4)
"Our hosts were amazing and the house was perfect! It was well stocked with any amenities we may have forgotten. My favorite part was that Master Shower! 😍"
Cheerful 4-Bed 2.5-Bath Home
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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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Other property types in Gentryville

The Family Oasis just 6 miles from Holiday World
9.2 out of 10, Wonderful, (33)
"The place was amazing. Very nice place to stay for the weekend "
The Family Oasis just 6 miles from Holiday World
Another Oasis just 6 miles from Holiday World
8.8 out of 10, Excellent, (10)
"This house was amazing! The house was way bigger then we could of imagined. My whole family came and everyone had their own space. The bedrooms and closets are huge. The best part was the outside area. The host was gracious and quick to help with any issue. We will definitely be back. "
Another Oasis just 6 miles from Holiday World
Guest House with acreage to explore.
9.6 out of 10, Exceptional, (44)
"This place not only met expectations but exceeded them. The place was super clean and very homey. The host has very nice trail as well as a amazing fishing pond. Take full advantage of this location and too notch host "
The price is ¥17,884
¥23,235 total
includes taxes & fees
Oct 3 - Oct 4
Guest House with acreage to explore.
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.