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

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 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 1,669
AED 3,325 total
includes taxes & fees
23 Jun - 24 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 4,955 total
includes taxes & fees
23 Jun - 24 Jun
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
Outdoor spa tub

11BR Retreat w Pool & Game Room

11BR Retreat w Pool & Game Room
Chester
11BR Retreat w Pool & Game Room
Terrace/patio

Catskills Retreat W/Hot Tub & Gym

Catskills Retreat W/Hot Tub & Gym
Monticello
The price is AED 15,265
AED 21,256 total
includes taxes & fees
2 Jul - 3 Jul
Catskills Retreat W/Hot Tub & Gym
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

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

8/10 Good
"Very decent property for the price level. Loud neighborhood, though Room was great!!!"
Miguel Eduardo 4-night trip
Posted less than an hour ago
Overlook Lodge at Bear Mountain

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