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Bear Mountain Holiday Rentals

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    Don't let other travellers get your favourite Bear Mountain area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 15 Rentals in Bear Mountain
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    The following rentals are within 15 kilometres of Bear Mountain.
    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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    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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    Relaxing Modern Retreat1 / 18
    (8)Very good
    Lake Peekskill
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pomona
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • 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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    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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    Pomona
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Internet Access
    • Parking
    • Mountain Views
    • Private Garden
    • Housekeeping Included
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy cabin, with outdoor fire pit, bordering up with Harriman State Park. This is an ideal location for all those nature and hike lovers. There is a stream that flows in the back of the property that comes from the surrounding mountains, with a close entrance to one of the parks hiking trails. This...
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    Pomona, New York 10980
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    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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    Orchard Hill Estate: Retreat, Reunions, Near West Point, NYC, Hot tub, ski relax1 / 58
    (2)Very good
    Monroe
    7 Bedrooms, 5 Bathrooms, Sleeps 23 Quick View
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    Amenities & Details
    • 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 19 February 2018
    We had a great weekend at this wonderful property. Despite having a large group (including babies and pups) the home was both spacious and comfortable. Shana and Abbe were...
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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. Events and weddings can be held for an additional charge (ask about wedding packages and...
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    Location Information
    Monroe, New York 10926
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 23
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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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    Amenities & Details
    • Internet Access
    • DVD Player
    • Porch
    • Shared Garden
    • 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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    Monroe, New York 10950
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Croton on Hudson
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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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    Croton on Hudson
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Waterfront
    • Mountain Views
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For the adventurers who want to go camping, but don't want to buy hundreds of dollars worth of expensive equipment and might not have the vehicle to carry it all! Everything you will ever need for an amazing camping experience is provided for you! It will all be set up prior to your arrival and...
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    Location Information
    Croton on Hudson, Westchester County 10520
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Fort Montgomery
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Cortlandt Manor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • 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
    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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    Garrison, New York 10524
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 15
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    Central Valley
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    Suitability
    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
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