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Middletown Hotels, Resorts, and Rentals

About Middletown Vacation Rentals

There are more than 66 places to stay in Middletown that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Middletown.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Middletown, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Middletown. Places to stay near Middletown are 576.16 ft² on average, with prices averaging US $261 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Middletown with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Middletown

Type Count
Vacation Homes 20
Holiday Apartments 16
Cottages 3
B&B 1

Use these Quick Filters to Find a Vacation Rental in Middletown

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay 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

Stay Near Middletown's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Middletown's top attractions, neighborhoods, and points of interest.


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

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


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

Complexes around Middletown, NY


Microtel Inn 3 Properties

Frequently Asked Questions About Middletown?

What are the top hotels or resorts in Middletown?

You have a lot of choices in or near Middletown. If you need a hotel in the Middletown area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Middletown:

How many vacation rentals have private pools in Middletown?

There are 1 accommodation options with private pools in or near Middletown. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

How many hotels, resorts, or rentals are available in Middletown?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 66 in the Middletown area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Middletown.


People Also Ask

There are 22 hotels in Middletown and 36 rentals

Recently Booked Hotels, Resorts, or Rentals in Middletown