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Monroe Holiday Rentals

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    Don't let other travellers get your favourite Monroe area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 22 Rentals in Monroe
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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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    Caren House Bed and Breafast1 / 5
    (1)Excellent
    Monroe
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 25 kilometres of Monroe.
    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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    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Mountain Views
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 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...
    Reviewed 25 June 2018
    We were lucky enough to get this place as a short term rental. The owners are amazing! The place can’t be beat! Beds are comfy with high end linens and pillows. Spacious with...
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    Lakehouse with Stunning Views 1 hour from NYC!!1 / 32
    (2)Very good
    Greenwood Lake
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Waterfront
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 February 2017
    I want to start off saying this is a neatly kept, large and roomy home. It is worth booking, because it is on nice waterfront property, and is close to Warwick, which is a cute...
    Reviewed 30 January 2017
    Our party of 12 had a great time. The house is clean and fully stocked with everything you will need. There are amazing views from the living room and many of the bedrooms. The...
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    About this property
    Incredible lake house, rented every weekend for the past two years with rave reviews! Incl. outdoor hot tub, private beach for swimming, multiple decks and patios for hosting, canoe, kayak and paddleboard available for free use! All mod cons with 6 bedrooms and a bathroom on each floor! Book...
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    Greenwood Lake, New York 10925
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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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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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    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
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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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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Washer
    • Patio
    • Grill
    • Parking
    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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    Cornwall on Hudson, Cornwall 12520
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 17
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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
    Suitability
    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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    Location Information
    New City, New York 10065
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Warwick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • 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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    Location Information
    Warwick, New York 10990
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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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
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Fort Montgomery, New York 10922
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Greenwood Lake
    5 Bedrooms, 4 Bathrooms, Sleeps 15 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Hot Tub
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tara House is a lakefront home that offers quality accommodations, lakefront property that is handicapped accessible and perfect for your family reunion, college reunion or any other get together for up to 15 people. The Tara House is one hour from NYC, 15 minutes from Woodbury commons, 30 minutes...
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    Location Information
    Greenwood Lake, New York 10925
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 15
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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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    Amenities & Details
    • Waterfront
    • Patio
    • Secure Parking
    • Hot Tub
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 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 ( 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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    Location Information
    Newburgh, New York 12550
    Private Room - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Highland Falls
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Washer
    • Parking
    • Air Conditioning
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    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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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 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 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
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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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    Location Information
    Garrison, New York 10524
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    New City
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Central Heating
    Suitability
    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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    Location Information
    New City, New York 10035
    Private Room - 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
    • 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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    Location Information
    Newburgh, New York 07666
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 3
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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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    Location Information
    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
    • Air Conditioning
    • Internet Access
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    Pet friendly
    Kid friendly
    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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