A large steel bridge spanning a river, surrounded by trees and buildings.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Middletown villas

Exterior

Tranquil 5-bedroom house

Tranquil 5-bedroom house
Monticello
10.0 out of 10, Exceptional, (2 reviews)
"This house was a home run for our week-long stay. It was clean, comfortable, and exactly as described in the listing. The check-in process was seamless and communication with the host was great. Five stars all around, we would definitely stay here again!"
United States
Uri J.
The price is AED 1,765
AED 3,445 total
includes taxes & fees
28 Jun - 29 Jun
Tranquil 5-bedroom house
Property grounds

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, (19 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 AED 2,810
AED 4,790 total
includes taxes & fees
30 Jun - 1 Jul
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
Exterior

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!

Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
Monticello
9.6 out of 10, Exceptional, (39 reviews)
"Spacious house, attentive host, wonderful winter getaway for 12 family members"
United States
Lisa M.
The price is AED 3,306
AED 6,435 total
includes taxes & fees
12 Jul - 13 Jul
Hemlock Estate: Indoor Hot Tub, Heated Pool, Game Room; Spacious, Ski & More!
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

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

8/10 Good
"The rooms were large, staff was friendly and complimentary breakfast had a large variety of food."
Susan 1-night trip
Posted 2 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

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