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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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 £954
includes taxes & fees
10 Nov - 11 Nov
Luxury School House Retreat With Pool & Sauna - 1HR from NYC
A large, multi-story house with a prominent stone chimney, multiple windows, 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 £1,879
includes taxes & fees
10 Nov - 11 Nov
Spectacular Historic Mansion w/Pool&Tennis
A spacious wooden-roofed room with a large table and chairs, large windows, and a view of trees.

3. Spacious 8BR Catskills Cabin w/ Game Room & Deck

Spacious 8BR Catskills Cabin w/ Game Room & Deck
Rock Hill
10.0 out of 10, Exceptional, (1 review)
The price is £1,543
includes taxes & fees
2 Dec - 3 Dec
Spacious 8BR Catskills Cabin w/ Game Room & Deck
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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Learn more about Middletown

Just an hour from NYC, this historic Hudson Valley town offers scenic hikes along the Heritage Trail and apple picking at local orchards. Explore the interactive exhibits at the National Soaring Museum, then catch a performance at the beautifully restored Paramount Theatre built in 1930.

See all hotels in Middletown
A lake surrounded by autumn-colored trees reflecting on the water.

Top reviews in Middletown

A hotel entrance with a covered walkway, a prominent sun logo, and a modern facade.
La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen

La Quinta Inn & Suites by Wyndham Middletown-Goshen
Middletown

10/10 Excellent

This hotel deserves to be a 4* not a 2* it is exceptionally clean the staff are lovely & attentive The beds are comfortable The WiFi is strong The breakfast is great Fab location Plenty of shops and restaurants around Nice and peaceful Great parking We had a fab stay thank you to the great staff
United Kingdom
Billy
Reviewed November 26, 2024
La Quinta Inn & Suites by Wyndham Middletown-Goshen

Frequently Asked Questions

Why book your villa in Middletown with Expedia?

Expedia makes it a breeze to find your dream villa in Middletown. Taking the kids on holiday? Take advantage of our filters to look for stays with a pool or free WiFi. If you need to stick to a budget, choose how much you'd like to spend and the star rating of the property. We'll help you find a perfect place that matches your style and taste.

How can I find cheap villas in Middletown?

With Expedia's handy filter tool, locating cheap villas in Middletown is a piece of cake. To find accommodation that are gentle on your bank balance, tailor your search results by amenities, budget and star rating.

What is there to do near my villa in Middletown?

The best travel accessory is a well-planned schedule. Orange County Fair Speedway is a good place to kick-start your sightseeing in Middletown.