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Lake Peekskill Vacation Rentals

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    All 30 Rentals in Lake Peekskill
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    The following rentals are within 15 miles of Lake Peekskill.
    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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    Our Rockbound Highland Home * 2 Blocks to West Point * 1/2 Block to Main St1 / 12
    (3)Excellent
    West Point
    3 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    Castle By The Lake1 / 15
    (3)Excellent
    Putnam Valley
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Garrison
    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    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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    Mount Kisco
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the end of a quiet, semi-private road, this delightful Country Retreat offers a tranquil and serene experience for your vacation stay. The lush trees will embrace you and provide a sense of seclusion, yet the wide-open space allows for wandering eyes to breathe in the stunning views of...
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    Mount Kisco, Westchester County 10549
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Pomona
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'THE HILLTOP' NOT READY FOR SUMMER'S END?? EXTEND YOUR SUMMER SEASON AT 'THE HILLTOP' POOL OPEN TIL END OF SEPT W/ WARM WATER!!!! BOOK YOUR WEEKEND/WEEKLY SEPT STAY NOW Rockland County 6000 sq ft Country Estate with Modern Flair on 1 acre of secluded grounds. This...
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    Pomona, New York 10970
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
    • Cable/satellite TV
    • Wi-Fi
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    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
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    Lakewood Estate; Private & tranquil- less than one hour to NYC, sleeps up to 241 / 11
    (2)Excellent
    Croton on Hudson
    8 Bedrooms, 7 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 28, 2017
    This site was truly amazing. The accommodations were beyond expectations. The home has a very friendly warm feeling. There were seventeen of us and each party had their own...
    Reviewed November 28, 2017
    We were looking for a house that would be large enough for our family and we booked Greta's place. The house was fantastic! It had 8 unique bedrooms each with period furniture...
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    About this property
    Secluded and private on over 100 protected acres, this historically significant 1800's estate boasts a good amount of extras. Private tennis court, hiking trails, fishing, golf course (4 miles away), and your own farmhouse. Meticulously maintained, each room is tastefully decorated and immaculate....
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    Croton on Hudson, Westchester County 10520
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 24
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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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    • Mountain Views
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Parking
    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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    Carmel
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Waterfront
    • Grill
    • Hot Tub
    • Central Heating
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    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Secluded and serene lake house located located in private community at the end of a private road (second to last house on the block) within the Carmel Hamlet with indoor spa room, wood-burning fireplace in the front living room and a gas fireplace which is located in the large den. The gas fire...
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    Carmel, New York 10512
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    New City
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully renovated gorgeous large two bedroom apartment, in an elevator building, featuring one room with a queen and a full size bed size in the other bedroom one full one twin . It features a high quality sofa beds, hard wood floors, large windows and a dining area for four. The living area, with a...
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    New City, New York 10065
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    North Salem
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Balcony
    • Patio
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This gracious and well appointed Coach House has been beautifully renovated. The Light and Airy Two Floor cottage is situated on the property of an historic home, and offers a Pool, mature gardens, riding and hiking trails. It's near excellent fishing spots. Dine al fresco on your private patio!...
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    North Salem, Westchester County 10560
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 5
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    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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    Putnam Valley, New York 10579
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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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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    Carmel
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Washer
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Secluded lakefront cottage w/ private dock on China Pond in the Sedgewood Club One hour drive from Upper Westside. Enjoy swimming and fishing in pristine spring fed waters (no motorboats). Private golf course (no tee times) and clay tennis courts available on Club premises. Charming Adirondack...
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    Carmel, New York 10512
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    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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    Beacon, New York 12508
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beacon Nook, escape from the big city1 / 33
    (2)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 July 25, 2018
    We recently took our family on a quick getaway weekend to up Beacon, NY. The Beacon Nook had a little something special for everyone in the family. Spacious and comfortable...
    Reviewed July 22, 2018
    Beacon Nook is a lovely mix of brand new and original charm. It's very clean and spacious enough for our party of 8. Love the location, the shops, the river, the restaurants...
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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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    Beacon, New York 12508
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chappaqua
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Parking
    • Balcony
    • Air Conditioning
    • Internet Access
    • Shared Yard
    • Outdoor Dining Area
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage at Stone Croft is a quick train ride to Manhattan, but looks out on woods and a stream. The cottage is like a two story suite with a full kitchen. There is a queen bed in the main bedroom and a queen sofa bed upstairs. A great place for families and kids. There is a dishwasher,...
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    Chappaqua, Westchester County 10514
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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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
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    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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    Highland Falls, New York 10928
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    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
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    Garrison
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Yard
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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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    Garrison, New York 10524
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    Cold Spring, New York 10516
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Mountain Views
    • Grill
    • Balcony
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The apartment is attached to the main house with a separate,private entrance. The apartment exits onto a patio next to the pool. It has a living room, bathroom and kitchen. Fully furnished. It is located on 3 acres of lawn and woodland. It is quiet. We are 48 minutes by train from mid...
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    Croton on Hudson, Westchester County 10520
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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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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    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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    New City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful private bedroom which is self contained.The bathroom is large with 2 sinks.It is a shared bathroom with 1 other room..There is a fridge ,microwave and coffee maker and kettle.Free Wifi.Free towels,Free line free satellite Tv..Everything you need for a comfortable stay at an affordable...
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    New City, New York 10035
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Central Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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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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    New City
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
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    Pet friendly
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    Smoking allowed
    About this property
    A residence-style Boutique Hotel, the Manhattan Club provides endless possibilities for the enjoyment of its guests. The Manhattan Club introduces a unique experience; blending a vacation ownership retreat with a luxury suite hotel. Centrally located in midtown Manhattan, it is convenient to many...
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    Location Information
    New City, New York 10019
    Condo/Apartment - 1 Bathroom, Sleeps 4
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