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Vacation Rentals in Middletown, NY and nearby

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    1 / 13
    Middletown
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    The following rentals are within 25 kilometres of Middletown, New York.

    1 / 43
    5 of 5 bubbles (1) Excellent
    Pine Bush
    5 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    1 / 30
    5 of 5 bubbles (1) Excellent
    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 23
    Pine Bush
    6 Bedrooms, 8 Bathrooms, Sleeps 18 | Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This incredible, newly-built home is nestled on three sides by private old growth forest with a meadow on the southern side for maximum solar gain in winter. Large white oak trees hug the southern side providing natural cooling shade in summer. The radiant floor heat along with other energy... View all property information
    Location Information
    Pine Bush, Catskill Region 12566
    1 / 20
    Wurtsboro
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Washer
    • Wi-Fi
    • Housekeeping...
    • Grill
    • Patio
    • Central Heating
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Family Friendly and/or Romantic Getaway home at the foot of the Catskills Mountains in the quaint village of Wurtsboro, 90 minutes from NYC. 3 bedroom property on 3 acres - private creek, giant trampoline, swing and slide set, hammock and lots and lots of space!! Ideally located near many... View all property information
    Location Information
    Wurtsboro, Catskill Region 12790
    1 / 25
    Johnson
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • Parking
    • Outdoor Dining Area
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Come escape the hustle and bustle of city life at this secluded Wawayanda vacation rental home. Nestled on 62 private acres, surrounded by woods dappled in sunlight and beautiful nature, this property offers plenty of peace and quiet and will serve as a tranquil setting for your next retreat to New... View all property information
    Location Information
    Johnson, New York 10940
    1 / 22
    Washingtonville
    3 Bedrooms, 4 Bathrooms, Sleeps 20 | Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    • Grill
    • Internet Access
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    The perfect vacation home nestled in storybook woods just 60 miles from New York City. Find yourself surrounded by luxury within and lush greenery without. Spacious yet cozy, fully-furnished rooms are ideal for relaxation: TV and home entertainment system, kitchen with breakfast area, formal... View all property information
    Location Information
    Washingtonville, New York 10992
    1 / 20
    Port Jervis
    5 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Central Heating
    • Terrace
    • Washer
    • Patio
    • Secure Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Built in 1815 this lovingly renovated house is your home away from home Oldest house in the area this house is perfect for families that want to get away from the city and relax. Wood burning stove, big eat in kitchen, separate playroom and living room. 5 bedrooms to choose from: one double... View all property information
    Location Information
    Port Jervis, New York 12771
    1 / 5
    5 of 5 bubbles (1) Excellent
    Monroe
    Private Room, 3 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • DVD Player
    • Porch
    • Shared Garden
    • Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Caren House Bed and Breakfast is located 3 miles from Woodbury Commons Premium Outlets in Harriman, NY. We provide transportation to and from the Commons. We are also close to West Point Military Academy, a Jack Nicklaus Golf Course, the Applachian Trail, wineries, Orange County Choppers. We are... View all property information
    Location Information
    Monroe, New York 10950
    1 / 50
    Monroe
    7 Bedrooms, 5 Bathrooms, Sleeps 27 | Quick View
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    • Patio
    • Washer
    • Mountain Views
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Unique and historic 7,000 sq. ft. mansion, hand built by craftsmen in 1859.... ~ 1 year before Abraham Lincoln became president ~ 2 years before the start of the civil war ~ The same year that Dickens published "A Tale of Two Cities" and Darwin published "On the Origin of Species". Just a short... View all property information
    Location Information
    Monroe, New York 10926
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    1 / 5
    5 of 5 bubbles (2) Excellent
    Matamoras, PA
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Air Conditioning
    • Waterfront
    • Outdoor Dining Area
    • Satellite TV
    • Mountain Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Very private 3+ acre property with two bedrooms, 1 bath and a 400 square foot Great Room. Wood covered walls, lots of windows, expensive leather furniture, unique art throughout, cable TV with ProLogic sound system, Wi-Fi. Two miles into town. There are many restaurants and stores and a brand new... View all property information
    Location Information
    Matamoras, Pocono Mountains Region 18336
    1 / 22
    Port Jervis
    Private Room, 1 Bathroom, Sleeps 7 | Quick View
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    Amenities & Details
    • DVD Player
    • Waterfront
    • Patio
    • Secure Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Private 100 meters River access w fishing, swimming, boating or rafts...hiking trails, outdoor lounging w firepit, +++ Great for 1-2-3-4 ppl. Special rates for large groups. Contact us for more details... Cabin, camper, tent areas available too. Close to antiques shoppes, golf, great lil town w... View all property information
    Location Information
    Port Jervis, New York 12771
    1 / 26
    4.5 of 5 bubbles (3) Very good
    Otisville
    7 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Porch
    • Satellite TV
    • Internet Access
    • Waterfront
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This 7 bedroom 1920s Farmhouse style home has a dream wrap around, screened in porch which is 100 feet from the lake. Art deco wall sconces, a wood beam salon ceiling, and an open face wood stove set against an old stone fireplace add character to this rustic,charming old fashioned 1920s home. The... View all property information
    Location Information
    Otisville, New York 10963
    1 / 21
    Cragsmoor
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Air Conditioning
    • Washer
    • DVD Player
    • Satellite TV
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 bedrooms, 2 full bathrooms, sleeps maximum of 8 people. This enchanting Shawangunk Mountain house sits on a forested mountain top in the cliff-side bohemian community of Cragsmoor, NY. The property is within walking distance to Sam's Point Preserve entrance to Shawangunk hiking trails and the... View all property information
    Location Information
    Cragsmoor, New York 12420
    1 / 14
    Rock Hill
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Garden
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful lakefront home on private highly desired Wanaksink Lake. Home has three bedrooms, one full bath, living area and full kitchen. Home looks right out onto beautiful lake. Three kayaks and a dingy boat available for your enjoyment. Hiking, biking, fishing, swimming, ice fishing all right... View all property information
    Location Information
    Rock Hill, New York 12775