65+ Private Villas and Holiday Rentals in Middletown |
  1. USA
  2. New York
  3. Newburgh
  4. Middletown

Middletown Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Middletown

Discover more than 65 vacation rentals available in Middletown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Middletown.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Middletown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Middletown. On average, places to stay near Middletown offer 585.02 ft², with nightly prices averaging GB £196.

With Casai, finding and comparing holiday rentals in Middletown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Show more
Show less

Top Accommodation Types in Middletown

Type Count
Vacation Homes 20
Holiday Apartments 16
Cottages 3

Use these Quick Filters to Find a Holiday Rental in Middletown

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Middletown.

Weather in Middletown, NY

View the weather forecast for Middletown before booking your Middletown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Middletown, NY

Casai offers a large selection of top attractions around Middletown . Research things to do on your vacation before you visit Middletown.


Paramount Theatre
Orange County Fairgrounds
Galleria at Crystal Run
Orange County Fair Speedway
Orange Regional Medical Center
Woodbury Common Premium Outlets
Mountain Creek Ski Resort
Bear Mountain State Park
United States Military Academy
Crystal Springs Golf Resort
Resorts World Catskills
Delaware Water Gap National Recreation Area
Mountain Creek Waterpark
Monticello Casino and Raceway
State University of New York-New Paltz
Dia Beacon
Storm King Art Center

Other Places to Stay in Middletown, NY


Howells 92 Properties
Orange County Fair Speedway 76 Properties
Mechanicstown 75 Properties
Paramount Theatre 75 Properties
Orange County Fairgrounds 72 Properties
Scotchtown 63 Properties
Orange Regional Medical Center 62 Properties
Washington Heights 61 Properties
Galleria at Crystal Run 61 Properties
Wallkill 59 Properties

Frequently Asked Questions About Middletown?

What are the top holiday rentals in Middletown?

With numerous options available in Middletown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Middletown:

Which holiday homes in Middletown are best for families?

If you're searching for a family-friendly holiday home in Middletown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Middletown:

How many Casai.uk holiday rentals are available in Middletown?

As of 2025, Casai boasts over 65 properties listed in the Middletown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Middletown.


People Also Ask

There are 65 Middletown, NY Holiday Rentals

Recently Booked Holiday Rentals in Middletown