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Washingtonville Vacation Rentals

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    All 30 Rentals in Washingtonville
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    The following rentals are within 15 miles of Washingtonville.
    Stony Mountain House1 / 43
    (3)Very good
    Pine Bush
    5 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Pine Bush
    6 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    Earth Berm House at Terra Casa Retreat Center1 / 11
    (5)Very good
    Plattekill
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Keith's Classic Film Retreat1 / 12
    (2)Very good
    Newburgh
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Patio
    • Secure Parking
    • Hot Tub
    • Private Yard
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 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 July 14, 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 ( private second floor with bedrooms and bath.... dinning room available). Home has most of it's original details. Home is filled with original artwork and Hollywood memorabilia. Newburgh is the second largest...
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    Newburgh, New York 12550
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • 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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    Location Information
    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    • Air Conditioning
    • Grill
    • Porch
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 27, 2017
    The house is situated in attractive gardens in a quiet area that is still very accessible to the shops and restaurants of Cold Spring. It is spacious comfortable and unusually...
    Reviewed July 30, 2016
    The house is unusually spacious, comfortable and very well equipped situated in a quiet location a few minutes walk from the main street but with a nearby supermarket. Our...
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    About this property
    Picture perfect 4 bedroom home in the heart of beautiful Cold Spring village! This house is perfect for West Point families, wedding guests, and summer and autumn vacationers who want to explore the scenic and historic Hudson Highlands. You don't need to have a car to enjoy a few days in the...
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    Cold Spring, New York 10516
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    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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    Garrison, New York 10524
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    50 Mins from  Manhattan River view1 / 19
    (4)Excellent
    Cornwall on Hudson
    5 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • Waterfront
    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 3, 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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    Cornwall on Hudson, Cornwall 12520
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 17
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    Beacon
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Waterfront
    • Grill
    • Cable/satellite TV
    • Porch
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Beacon, New York 12508
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    Cold Spring
    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Private Yard
    • 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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Caren House Bed and Breafast1 / 5
    (1)Excellent
    Monroe
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Porch
    • Shared Yard
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Monroe, New York 10950
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Beacon Nook, escape from the big city1 / 33
    (6)Excellent
    Beacon
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Central Heating
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 5, 2018
    Thanks so much for providing such a warm and wonderful place to stay while in Beacon. The location is perfect close to restaurants and cute little shops. The house and...
    Reviewed December 5, 2018
    This is a beautiful and light filled home in charming Beacon. Theresa and Dave have the best recommendations on what to do in the area. The place is absolutely filled with love...
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    About this property
    Enjoy an entire house in Beacon- spacious and newly refurbished preserving the classic 1950s mid century style. The front porch is great for morning coffees and the backyard is fenced in. Walking to the Metro North train station and Main Street. Beacon offers so much to do - hiking through the...
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    Location Information
    Beacon, New York 12508
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Colonial Style ‘Warwick Retreat’ - 1 Hour to NYC!1 / 27
    (1)Excellent
    Greenwood Lake
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Mountain Views
    • Patio
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 30, 2018
    Our stay at the Warwick Retreat was great! The house had everything we possibly could have needed and more. Every room was neat and quite nicely decorated. Especially loved the...
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    About this property
    Experience the quieter side of New York when you stay at this 4-bedroom, 2.5-bathroom vacation rental house in Warwick! Situated on 4 acres of land, this colonial style home boasts 2,400 square feet and comfortably sleeps up to 12 guests with room for 2 more. Enjoy the peace and quiet of the...
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    Location Information
    Greenwood Lake, New York 10950
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Garrison
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • 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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    Garrison, New York 10524
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Orchard Hill Estate: Retreat, Reunions, Near West Point,Close to NYC, Hot tub,1 / 54
    (4)Excellent
    Monroe
    7 Bedrooms, 5 Bathrooms, Sleeps 25 Quick View
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    • Washer
    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2018
    Abbe, Jeff & Shana were wonderful hosts! We held a family reunion at their property with 28 overnight guests + 2 toddlers and had a fabulous time. All three members of this...
    Reviewed May 3, 2018
    We stay at Orchard Hill Estates and were able to have our entire wedding at the home from start to finish. The property is very well kept, clean and spacious. The owners are...
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    About this property
    Orchard Hill Estate is a gem with breathtaking views of spectacular sunrises and sunsets. There is plenty of space, allowing you to relax in style with your friends and family for the holidays or a getaway. Excellent for company and corporate retreats.Events and weddings can be held for an...
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    Location Information
    Monroe, New York 10926
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 25
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    Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St1 / 12
    (4)Excellent
    West Point
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Mountain Views
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2018
    Great house with way more than we needed including luxury bedding far more comfortable than most hotels. Wonderful and cooperative hosts along with great communication...
    Reviewed July 8, 2018
    Anytime we can stay here while visiting USMA we most certainly will do so. The accommodations were fantastic as well as the location. Heather and Dan are wonderful hosts and...
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    About this property
    This charming historic home is located only 2 blocks from Thayer Gate at the United States Military Academy at West Point, a half block from Main Street shops and restaurants, and 3 blocks from the West Point Visitors Center and Museum. We are a Vivint Smart Home, offering keyless access and 24/7...
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    West Point, New York 10928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    Blooming Grove
    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Secure Parking
    • Air Conditioning
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is the one-of-a-kind property you've been waiting for! A secluded contemporary home on 6 stunning acres! If you're looking for privacy without being far from the highway and amenities, this peaceful and inviting everyday home or weekend retreat is for you. Perfect for nature-lovers, you’ll...
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    Blooming Grove, New York 10950
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    Highland Falls
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome! This gorgeous, JUST built home in Highland Falls is the perfect luxurious getaway only minutes from all the excitement the city has to offer. This house is a new build, so literally everything from floor to ceiling is brand new including top of the line appliances. Brand new photos coming...
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    Highland Falls, New York 10928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Highland Falls
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome! This gorgeous, JUST built home in Highland Falls is the perfect luxurious getaway only minutes from all the excitement the city has to offer. This house is a new built, so literally everything from floor to ceiling is brand new including top of the line appliances. **While this is a new...
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    Location Information
    Highland Falls, New York 10928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Garrison
    5 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Yard
    • 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
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Highland Falls
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome! These gorgeous, JUST built homes in Highland Falls is the perfect luxurious getaway only minutes from all the excitement the city has to offer. Both homes are new builds, so literally everything from floor to ceiling is brand new including top of the line appliances. **While this is a...
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    Highland Falls, New York 10928
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    Warwick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Private Yard
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    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book now for summer fun! The Cottage at Millpond Falls is an idyllic getaway, perfect for couples, writers, artists, or honeymooners. Relax in this restored cottage overlooking a beautiful waterfall in a private setting. Fall asleep or meditate to the sound of rushing water. Close to Appalachian...
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    Warwick, New York 10990
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Newburgh
    3 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Air Conditioning
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 3
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    Base Camp - Dutch Colonial Estate
    Beacon
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    • Mountain Views
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    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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    Beacon, New York 12508
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Central Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    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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    Central Valley, New York 10917
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pine Bush
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Terrace
    • Washer
    • DVD Player
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the ultimate Hudson Valley retreat when you stay at this 4-bedroom, 3-bathroom vacation rental house in Pine Bush! The property is situated on 6 private acres of land and boasts an extensive 3,500 square feet of living space, making it ideal for large families or groups of up to 10...
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    Location Information
    Pine Bush, Catskill Region 12566
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Monroe
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
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    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This vacation rental home in Monroe is perfect for a family getaway! With 4 bedrooms and 3 bathrooms, the space can sleep 14 meaning you can even invite a few friends along. The furnished deck looks over the spacious yard and is an excellent place to spend your time. Each room is warm and inviting...
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    Location Information
    Monroe, New York 10950
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    Garrison
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Wi-Fi
    • Cable/satellite TV
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    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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    Location Information
    Garrison, New York 10524
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Salisbury Mills
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Wi-Fi
    • Washer
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're looking for a place to escape the hubbub of everyday life and relax with your loved ones, look no further than this serene 3-bedroom, 2.5-bathroom vacation rental house which sleeps 6 in Hudson Valley! Boasting a private swimming pool and sauna, along with an incredible location close to...
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    Salisbury Mills, New York 12553
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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