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West Point Holiday Homes

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    Don't let other travellers get your favourite West Point area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 22 Rentals in West Point
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    Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St1 / 24
    (5)Excellent
    West Point
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    The following rentals are within 15 kilometres of West Point.
    Castle By The Lake1 / 18
    (5)Excellent
    Putnam Valley
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Beautiful 4 br in historic Cold Spring!1 / 24
    (4)Excellent
    Cold Spring
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    ROMANTIC GETAWAY COTTAGE ON WATER1 / 19
    (2)Very good
    Beacon
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2019
    Very relaxing weekend. Cottage was clean and fully equipped with everything needed. Quiet and relaxing next to the lake.
    Reviewed 7 April 2019
    Loved proximity to town and quiet evenings. Good restaurants and great town to walk and shop for clothes and goods. Master bedroom was spacious and very clean sheets and pretty...
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    About this property
    On a quiet dead end street leading to an abandoned bridge over Fishkill Creek, this idyllic brick period charmer has a quaint Mansard roof and dormered windows. Antique carriage lamps adorn the facade. Exposed wood beams and hardwood floors throughout. Exquisite attention to detail is what makes...
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    Location Information
    Beacon, New York 12508
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Garrison
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A majestic private setting, cozy & chic cabin, a beautiful country home, minutes from the Garrison train station, West Point and 75 min to NYC. The town of Garrison borders Cold Spring, NY, offering a selection of restaurants as well as a myriad of hiking and trails. Beacon and Peekskill are a...
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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
    Keith's Classic Film Retreat1 / 11
    (2)Very good
    Newburgh
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Waterfront
    • Air Conditioning
    • Patio
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2017
    We stayed at Keith's place for two nights while visiting West Point. Beautiful home, lovingly decorated with antiques and in an Old Hollywood theme. Keith was very gracious. He...
    Reviewed 14 July 2016
    This place was beautifully decorated, and the bedroom was really nice and spacious with a great mattress. We only stayed one night for a wedding so didn't explore the area much...
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    About this property
    I am offering a 1912 lovely foursquare home overlooking historic Downing Park and pond ( second floor has 2 bedrooms available both share private bath.... dinning room available). Home has most of it's original details. Home is filled with original artwork and Hollywood memorabilia. Newburgh is...
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    Location Information
    Newburgh, New York 12550
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
    50 Mins from  Manhattan River view1 / 19
    (4)Excellent
    Cornwall on Hudson
    5 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2017
    We rented this for West Point Graduation and had 13 people staying at the house. Great layout made for plenty of room for all & places to gather. We couldn't have asked for...
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    About this property
    We are 60 minutes from Manhattan ..yet totally secluded . Heated in ground swimming pool Lots of historic things to see here . Also can rent kayaks to cruise the River 20 Minutes from Woodbury Commoms world famous out let stores. Huge fire place and skiing near by. Walking distance to places...
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    Location Information
    Cornwall on Hudson, Cornwall 12520
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 17
    Putnam Valley
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Terrace
    • DVD Player
    • Secure Parking
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lakefront paradise has waterfront views that will leave you breathless. It is rated five star by Baron Realty and Fulline Home Research. The property is located one hour north of Manhattan off the Taconic Parkway or 15 min. east of the Garrison, New York Metro North train station on the...
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    Location Information
    Putnam Valley, New York 10579
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly created spacious 1 Bedroom apartment in historic Fort Montgomery NY. Minutes to West Point, Bear Mountain and many other historic sites. Nestled in the heart of the Hudson highlands we are situated amongst some of the Hudson valley's most scenic and historic sites in NY State. Access is easy...
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    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Garrison
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Sauna
    • Washer
    • Hot Tub
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do you have a special Birthday ? Anniversary? How about a work retreat ? or do you want a break from the concrete jungle ? This charming 1910 farmhouse is perfect for resting, relaxation, restoring. It is fantastic for preparing meals as a group and having a decadent dinners with close friends...
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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Cold Spring
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come relax and refresh and recharge in our little slice of heaven just an hour and a half north of the city, outside the bucolic town of Cold Spring on the Hudson. We built it in 1995 on five acres of woodland, nestling the house in the hillside with the adjacent pool in a woodland glade, and a...
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    Location Information
    Cold Spring, New York 10516
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Putnam Valley
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an exclusive Tentrr site. Tentrr partners with farmers, ranchers, and other property owners to offer unique outdoor accommodations on beautiful private land. Each Tentrr Signature site includes a 10'x12' safari-style canvas tent on a raised platform, and you'll find a queen-size single or...
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    Location Information
    Putnam Valley, New York 10524
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Garrison
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect weekend getaway within one hour of NYC. Easily accessible by Metro North. Within walking distance of train. We cater to corporate retreats, birthdays, bachelorette, production location + more. Many amenities: pool, full gym, sauna, hot tub, steam room relaxation guaranteed ! Welcome...
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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
    Base Camp - Dutch Colonial Estate
    Beacon
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private getaway at the base of Mt. Beacon. Easy access to hiking trails and walking distance to downtown Beacon. Views of the Hudson Valley from the front exposure, and mountains to the rear. Large airy bedroom with a beautiful tiled bath. The Space The maid's wing of our brick Dutch colonial...
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    Location Information
    Beacon, New York 12508
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Newburgh
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a beautiful neat stable home, smoke free for a big family even children is able, must leave house the way we left it, neat and clean environment. You will be provided with free food as well, clean sheets, clean rest room, free pool area in the backyard with an indoor jacuzzi you will love it...
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    Newburgh, New York 07666
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 3
    Central Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tracing back to the 1770s American Revolution era, with additions built in 1849 and continual renovations since, our home is filled with a historic ambiance and classic interior designs. The guest rooms have elegant wallpapers, rustic wood floors, and traditional fireplaces that bring you back in...
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    Location Information
    Central Valley, New York 10917
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Cortlandt Manor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Porch
    • Grill
    • Mountain Views
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is an independent room with separate access. The room is fully furnished with a queen bed, breakfast table, couch, Cable TV and internet. The room also has a separate kitchen and a shared laundry. The guests are allowed to cook with an electric /induction stove.Two miles from Annesville creek...
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    Cortlandt Manor, Cortlandt 10567
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Garrison
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy access to train, hiking, recreation, river Charming 2 bedroom cottage Easy access to New York City as well as recreational areas in the region. Beautiful environs, lots of trees, birds, mostly quiet. Home bright with daylight Air conditioned 10 minutes from Cold Spring 20 minutes to Beacon
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    Garrison, New York 10524
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Garrison
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat yourself to a getaway in the charming Hudson Valley! This 2-bedroom, 1.5-bath Garrison vacation rental was originally constructed in 1929 and recently renovated to include an array of modern amenities and comforts. The ‘Yulin Cottage’ boasts a secluded, cozy atmosphere on 1 acre of land...
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    Garrison, New York 10524
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Fort Montgomery
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Waterfront
    • Balcony
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let your worries float away in the Hudson River as you relax at this vacation rental! This 3-bed, 2-bath home is perfect for your next weekend getaway, boasting 2 floors of living space, a charming sunroom, and outdoor space with water access, a concrete pier, boat drop off, and view of Bear...
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    Fort Montgomery, New York 10524
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Garrison
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy this modern ranch style country house and all its luxurious amentities, sitting on 4 private acres, along with an adjacent cottage. A perfect getaway for 2 couples or families. The great outdoors are right there, with hiking trails near by, a stream running down the property, a firepit,...
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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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