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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Middletown villas

A staircase leading to a porch with a view of a house and surrounding trees.

1. 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 2,871
SAR 5,063 total
includes taxes & fees
20 Oct - 21 Oct
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
A traditional half-timbered building with a stone staircase and a well-maintained garden.

2. 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 5,997
SAR 9,886 total
includes taxes & fees
15 Nov - 16 Nov
Spectacular Historic Mansion w/Pool&Tennis
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

Best Western Hunt's Landing Hotel Matamoras/Milford

Best Western Hunt's Landing Hotel Matamoras/Milford

10/10 Excellent
"Easy access from the highway. Friendly staff. Great value."
Bill 1-night trip
Posted 4 hours ago
Best Western Hunt's Landing Hotel Matamoras/Milford

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