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Middletown Vacation Rentals and Hotels

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We have over 300 properties in the Middletown, New York area.
Please browse our top 30 properties below
Vacation Rentals in the Middletown/New Paltz area. (25 miles away)
Village of New Paltz condo #1621 From $75/night
1-2 Beds 1 Baths Sleeps 2-3 Condo 4 photos
Located in the heart of the Village of New Paltz on the historic Huguenot St. Walk to SUNY, Huguenot Stone Houses, local cafes, bars and restaurants. Gateway to oudoors hiking, skiing, swimming, mountain biking. Enjoy stunning sunsets with seasonal river/Mohonk views. Most desirable condominium complex ...
Vacation Rentals in the Middletown/Hunter area. (54 miles away)
Hunter Mountain Rentals at Hunter Mountain #2305 From $2,200/month
1-2 Beds 1-2 Baths Sleeps 2-8 Condo 4 photos Real-Time Calendar
One bedroom unit with 2 beds or 2 bedroom unit with 4 beds, kitchen, living room, cable tv and fireplace; or room with 2 beds and private entrance/private bath; located on Hunter Mountain, 1000 feet from Hunter One ski slope, Hunter, in the Catskill Mountains. Ski, hike, bike, snowmobile, horseback, ...
Vacation Rentals in the Middletown/Manhattan area. (56 miles away)
New York Luxury Vacation Rental Apt #2662 From $300/night
2 Beds 2 Baths Sleeps 6 Apartment 4 photos Pet Friendly
An Apartment that's family friendly, that families would love because of the huge savings they get by staying here. A beautiful two bedroom APT. that comes with a whirlpool bath at prices that are totally cool. Private,secure, clean, crisp cool, family friendly APT. with a hydrotherapy whirlpool bath. ...
Vacation Rentals in the Middletown/New York area. (56 miles away)
MANHATTAN MIDTOWN DESIGNER LUXURY CONDO #2087 From $1,750/week
2 Beds 1 Baths Sleeps 6 Condo Pet Friendly
What to expect: In this environment the emphasis is placed on fitness and health. Guests may borrow health-and-fitness books, tapes, and music CDs from a complimentary Wellness Library. Fitness magazines are included in your suite. Amenity highlights: The independently operated Oasis Day Spa offers ...
Vacation Rentals in the Middletown/Gouldsboro area. (61 miles away)
Cozy Lakeview Home #2162 From $100/night, $500/week, $3,000/month
3 Beds 1 Baths Sleeps 8 Private Home B&B 4 photos Real-Time Calendar
A Cozy Lakeview Home 3 bedroom and 1 bath corner ranch across from the main lake conveniently located off rt380 a few miles off of route 80. A full house full of amenities and community rights, full back yard, deck, on 1/2 acre wooded lot.
 
Hotels in the Middletown area.
 
Courtyard by Marriott Middletown From $134.00/nt   A 3 Star Hotel! 3 Star Hotel
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The Courtyard Middletown is located approximately a mile from Galleria Mall and 72 miles from LaGuardia International Airport.
 
Super 8 Middletown From $51.00/nt   A 2 Star Hotel! 2 Star Hotel
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At the foothills of the Catskill Mountains, Super 8 Middletown is located approximately 60 miles north of New York City and 38 miles west of Dutchess County
 
Howard Johnson Hotel Middletown From $62.68/nt   A 2 Star Hotel! 2 Star Hotel
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Nestled in the beautiful Hudson Valley at the foothills of the Catskill Mountains, Howard Johnson Middletown is immediately adjacent to Route 17 at Exit
 
Holiday Inn Middletown From $92.66/nt   A 3 Star Hotel! 3 Star Hotel
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This property, located 25 miles from the Catskill Mountains, is approximately 19 miles from Stewart International Airport and 65 miles from Newark International
 
Hampton Inn Middletown From $103.20/nt   A 2 Star Hotel! 2 Star Hotel
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The Hampton Inn® hotel in Middletown is smack-dab in the, well, middle, of every place the guest want to see in New York's famed Hudson Valley.
 
Courtyard by Marriott Middletown From $134.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
The Courtyard Middletown is located approximately a mile from Galleria Mall and 72 miles from LaGuardia International Airport.
Hotels in the Middletown/New Hampton area. (8 miles away)
 
Days Inn Middletown New Hampton From $51.20/nt   A 2 Star Hotel! 2 Star Hotel
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This Days Inn is located approximately four miles from Galleria Mall and 30 miles from Stewart International Airport.
Hotels in the Middletown/Port Jervis area. (8 miles away)
 
Days Inn Port Jervis From $55.20/nt   A 3 Star Hotel! 3 Star Hotel
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The Comfort Inn Port Jervis is located right where the states of New York, New Jersey and Pennsylvania meet.
Hotels in the Middletown/Montgomery area. (10 miles away)
 
Super 8 Montgomery/ Maybrook Area From $42.51/nt   A 1 Star Hotel! 1 Star Hotel
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Super 8 Montgomery is located approximately eight miles from Middletown and 78 miles from LaGuardia International Airport.
Hotels in the Middletown/Wurtsboro area. (11 miles away)
 
Days Inn Wurtsboro From $106.26/nt   A 2 Star Hotel! 2 Star Hotel
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Days Inn Wurtsboro is 10 miles from Galleria Mall and downtown and approximately two miles from Wurtsboro Airport.
Hotels in the Middletown/Central Valley area. (17 miles away)
 
Hampton Inn Harriman Woodbury Central Valley From $118.16/nt   A 2 Star Hotel! 2 Star Hotel
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The Stewart International Airport is just 15 miles North of the Hampton Inn Harriman Woodbury. There are great wineries, apple, pumpkin picking and state
 
Americas Best Value Inn Central Valley From $68.00/nt   A 1 Star Hotel! 1 Star Hotel
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This hotel is located within walking distance of Woodbury Common Outlets, the oldest outlet mall in America, and approximately 42 miles from Westchester
Hotels in the Middletown/Monticello area. (18 miles away)
 
Super 8 Monticello From $68.00/nt   A 2 Star Hotel! 2 Star Hotel
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Super 8 Monticello is located less than one mile from Route 17, minutes from Monticello Racino, and approximately 40 miles from Newburg Stewart Airport.
 
Best Western Monticello From $95.00/nt   A 2 Star Hotel! 2 Star Hotel
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The Best Western Monticello is conveniently located less than one mile from several local attractions including the Monticello Raceway, across the street
Hotels in the Middletown/New Windsor area. (19 miles away)
 
Homewood Suites by Hilton New Windsor From $111.20/nt   A 3 Star Hotel! 3 Star Hotel
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The Homewood Suites by Hilton® Newburgh-Stewart Airport hotel is located within Stewart International Airport, two minutes from the main terminal
 
Windsor Motel New Windsor From $61.00/nt   A 2 Star Hotel! 2 Star Hotel
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Windsor Motel is located in the heart of the Scenic Hudson Valley in the Town of New Windsor, NY.
 
Econo Lodge Near Stewart International Airport New Windsor From $66.99/nt   A 2 Star Hotel! 2 Star Hotel
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Econo Lodge West Point is located approximately 10 miles from West Point and 62 miles from LaGuardia International Airport.
 
Days Inn Newburgh West Point S New Windsor From $56.76/nt   A 2 Star Hotel! 2 Star Hotel
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Overlooking Washington Lake, the Days Inn Newburgh is located approximately two miles from Stewart International Airport and offers complimentary transportation.
Hotels in the Middletown/Newburgh area. (19 miles away)
 
Hilton Garden Inn Newburgh From $125.00/nt   A 3 Star Hotel! 3 Star Hotel
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Nestled in the heart of the Hudson Valley, the Hilton Garden Inn Newburgh/ Stewart Airport New York is the perfect getaway from city life whether it is
 
Super 8 Newburgh West Point Stewart Intl Airport From $46.76/nt   A 2 Star Hotel! 2 Star Hotel
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The Super 8 Motel is located just five miles northeast of the Stewart International Airport.
 
Howard Johnson Newburgh From $50.96/nt   A 2 Star Hotel! 2 Star Hotel
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The two-diamond Howard Johnson Inn Newburgh is located in the heart of the majestic Hudson Valley, minutes from West Point Military Academy.
 
Ramada Newburgh West Point From $79.00/nt   A 3 Star Hotel! 3 Star Hotel
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This moderately priced hotel offers accommodations approximately seven miles from the Stewart International airport.
 
Comfort Inn Newburgh From $99.99/nt   A 2 Star Hotel! 2 Star Hotel
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Comfort Inn Newburgh is located approximately 15 miles from Lake Minnewaska and 72 miles from LaGuardia International Airport.
 
Hampton Inn Newburgh/west Point From $111.20/nt   A 2 Star Hotel! 2 Star Hotel
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The Hampton Inn Newburgh two miles from the Stewart International airport and is conveniently located near to the Military Academy at West Point, vineyard
 
Courtyard by Marriott Newburgh Stewart Airport From $149.00/nt   A 3 Star Hotel! 3 Star Hotel
Overview | Map | Hotel
Nestled in the heart of the Hudson Valley, we are just minutes from Stewart International Airport, West Point Military Academy and Woodbury Commons Premium
We have over 300 properties in the Middletown, New York area.
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