A lake surrounded by autumn-colored trees reflecting on the water.

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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 Middletown villas

A traditional half-timbered building with a stone staircase and a well-maintained garden.

1. Spectacular Historic Mansion w/Pool&Tennis

Spectacular Historic Mansion w/Pool&Tennis
Goshen
10.0 out of 10, Exceptional, (20 reviews)
"Truly amazing house, incredible pool, easy renting experience. Would definitely be back. "
United States
Aditya U.
The price is SAR 5,996
SAR 9,907 total
includes taxes & fees
1 Nov - 2 Nov
Spectacular Historic Mansion w/Pool&Tennis
A modern house with a large deck, a swimming pool, and a forested backdrop.

2. Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks

Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks
Woodridge
9.0 out of 10, Wonderful, (2 reviews)
"Plenty of room for big groups"
United States
Julia K.
The price is SAR 9,484
SAR 15,644 total
includes taxes & fees
25 Oct - 26 Oct
Lakefront Paradise w/Pool, Hot Tub, Sauna & Kayaks
A staircase leading to a porch with a view of a house and surrounding trees.

3. Luxury School House Retreat With Pool & Sauna - 1HR from NYC

Luxury School House Retreat With Pool & Sauna - 1HR from NYC
New Hampton
10.0 out of 10, Exceptional, (23 reviews)
"House was great, conveniently located to ski mountain, Hunter was a pleasure to work with, house was clean and had so many amenities for our family! Highly recommend! "
United States
Jennifer P.
The price is SAR 2,870
SAR 5,062 total
includes taxes & fees
27 Oct - 28 Oct
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
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 Middletown Hotel Reviews

Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

8/10 Good
"Was under construction, room was clean and comfortable."
Gary 4-night trip
Posted 11 hours ago
Ramada by Wyndham Newburgh/West Point

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