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Cherry Plain
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Holiday Homes in Cherry Plain

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    Don't let other travellers get your favourite Cherry Plain area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 42 Rentals in Cherry Plain
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    Cherry Plain
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    The following rentals are within 15 kilometres of Cherry Plain.
    2200sf Country House on 16 Acres-2 Miles to Jiminy1 / 14
    (3)Very good
    Hancock, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Hancock, MA
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Whitman Woods - A Berkshire Vacation1 / 26
    (1)Excellent
    Hancock, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 August 2018
    Whitman Woods is an amazing house for families to get away from it all. We did an overnight in this house while visiting Pittsfield to watch a couple musicals. The house is...
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    About this property
    The vacation house at Whitman Woods offers privacy with proximity to excellent skiing at Jiminy Peak and to many cultural attractions of the Berkshires, 'America's Premier Cultural Resort', including Williamstown Theater Festival, the Clark Art Museum, Hancock Shaker Village and Tanglewood. For...
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    01237, Hancock, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Berkshire Blueberry Lodge LLC - Near Jiminy Peak1 / 22
    (7)Very good
    Stephentown
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Mountain Views
    • Wi-Fi
    • Grill
    • DVD Player
    • Outdoor Dining Area
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 September 2016
    My siblings and I (8 adults total) spent a wonderful weekend at the Blueberry Lodge. Most of our time was spent at the lodge except for an afternoon and evening attending the...
    Reviewed 8 March 2016
    My girlfriends and I have been going on yearly ski trips primarily in NH, VT, and ME for the past 29 years. This year we decided to try the Berkshires, for some place different...
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    About this property
    Countryside setting with a fantastic view of the Berkshires and centrally located. 10 minutes to Jiminy Peak ski area, 30 minutes to Tanglewood, 25 minutes to Stockbridge, 20 minutes to Mt. Greylock, 25 minutes to Williamstown theater. the lodge has a 400 square foot grand room for parties,...
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    12168, Stephentown, New York
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
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    01237, Hancock, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
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    01237, Hancock, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Parking
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
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    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Cable/satellite TV
    • Parking
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
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    Location Information
    01237, Hancock, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Air Conditioning
    • Terrace
    • DVD Player
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Terrace
    • Parking
    • Air Conditioning
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Hot Tub
    • Parking
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Balcony
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Wi-Fi
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hancock, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Hot Tub
    • Balcony
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Commanding a stunning view of the Jiminy Peak ski area, your luxury resort home at Vacation Village will also serve as your gateway to all that the Berkshires has to offer. The area has been a center for dance and the fine arts since the turn of the century. Hear the Boston Symphony at their summer...
    View all property information
    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Hancock, MA
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Sauna
    • Wi-Fi
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Complete your Berkshires retreat with a stay in the spacious Studios, perfect for romantic couples and small families. Suites feature plush bedding, additional sleeper sofa and fully equipped kitchen for all your dining needs. Minimum age to check in is 21 Daily housekeeping is not included and...
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    01237, Hancock, Berkshires
    Holiday Rental House - 1 Bathroom, Sleeps 4
    Williamstown, MA
    4 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Outdoor Dining Area
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Washer
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lots of space, great yard, walk to everything: restaurants, museums, Williams College, theater, night life, etc. Plus, nearby ski and tubing areas. This beautifully maintained historic House On Main Street was known as the Victorian Tourist & Antique House in a by-gone era. It was originally...
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    01267, Williamstown, Berkshires
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 16
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let this newly-renovated Hancock condo be your home base for a New England escape! Nestled along the scenic border between New York and Massachusetts in the Jiminy Peak Mountain Resort, this vacation rental for 10 offers 2 bedrooms, 2 baths, and a new loft. The interior has been extensively...
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    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
    Petersburg
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This old style home, in a exquisite forest setting, atop a moutain, in upstate New York, with a lake, is the perfect vacation, during the summer to fall seasons; with its stunning views and nearby destinations. Miles from; Vermont, New Hampshire and Massachusetts; make this home a perfect place...
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    12138, Petersburg, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    PanoramicView1000 sq ft Guest Quarters Berkshires1 / 16
    (2)Excellent
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Internet Access
    • Patio
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2015
    This is a lovely rental in the heart of the Berkshires. Each morning you wake up to aview of Jiminy Peak and the sounds of bird life. Tom and Susan are wonderful innkeepers and...
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    About this property
    Low long term rates. Call $2500/mo for 3 months. Free Electric Vehicle Charging Station! (240V 40A no J1772) Thanksgiving Special - Nov 24 - Dec 1 - $500 Christmas Special - Dec 20 - Dec 27 - $800 Ski Season Dec 1 - Mar 31 $8000 April $50/nt Summer Cultural May 26, 2014 - Seot 2, 2014 $7500 Summer...
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    01237, Hancock, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Stephentown
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    other traveller has booked this property
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Outdoor Dining Area
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story cape that can sleep up to 12 people on 50 acres. Fully equipped kitchen, laundry area and dining & living room that faces the Berkshire Mountains. Relaxingy deck with barbecue. Walking trails and swimming pond make it a perfect getaway place. Wifi, a/c tv Near all Berkshire attractions,...
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    Location Information
    12168, Stephentown, New York
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Golden Triangle in the Berkshires1 / 4
    (1)Very good
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • DVD Player
    • Washer
    • Air Conditioning
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2013
    Aside from the excessive amount of men's shirts in the closets (closets and drawers had not been emptied so storage space was minimal), the full trash bins and dirty dishes...
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    About this property
    Cozy ranch home 3 miles away from Jiminy Peak Ski Resort. Near MASS MOCA, Clark Art Institute, Williams College Contemperary Museum of Art, Williamstown Theatre Festival, Tanglewood, shopping, golf courses. Wrap around deck with beautiful mountain views. Family room with full wet bar & flat screen...
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    01237, Hancock, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Williamstown, MA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Shared Indoor Pool
    • Terrace
    • Air Conditioning
    • Internet Access
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thanksgiving week Berkshire Luxury condo/4 1Bedroom, 1Bath, Living Room with fireplace & Kitchen Available November 20-27 Thanksgiving week Between Mt. Greylock, Pittsfield, Great Barrington, Stockbridge, Krupalu, Tanglewood, Jacob's Pillow, The Mount, NOrman Rockwell Museum, Daniel Chester French...
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    01267, Williamstown, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Stephentown
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Parking
    • Washer
    • Mountain Views
    • Private Garden
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect weekend retreat or short term furnished rental close to all Berkshire, MA amenities and Jiminy Peak Mountain Resort, museums, theatre, restaurants, shopping and more! 20 Minutes to Williamstown, 25 to Pittsfield, 30 to Albany. Home is efficient, easily maintained in an adorable 1870's...
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    12168, Stephentown, New York
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Hancock, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Grill
    • Sauna
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Condo in Beaver Pond, Hancock, Mass. Three bedrooms, loft, 2 baths, living room, kitchen with dining area, deck w/grill. Near Clark Art Museum, MassMoca. Williams College with schedule of sports open to the public: swimming, tennis, squash, basketball, skating and fitness room. Indoor...
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Air Conditioning
    • Sauna
    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Housekeeping Included
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover an unparalleled vacation destination at Wyndham Bentley Brook. This premier Hancock, MA vacation resort is located at the foot of the ski slopes of Jiminy Peak Mountain Resort. After a full day of skiing, snowboarding, hiking and partaking in other seasonal activities, return to your...
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vacation Village in the Berkshires accommodations feature spacious floor plans for maximum comfort. Kitchen, living and dining room in each suite are integrated for entertaining and enjoyment. Designated suites meet Americans with Disabilities Act (ADA) requirements. Unit Features Individual...
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Hancock, MA
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Patio
    • Grill
    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
    12168, Hancock, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Petersburg
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Terrace
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home to the 'Fox Hollow Music Festival' from 1968 - 1980, The Lodge is rich in history & beauty. Built in 1970 and named 'The Lodge', it was used as a rehearsal space by Festival musicians, and its magnificent parquet floor hosted many dance performances. It was originally one, gigantic, open...
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    Location Information
    12138, Petersburg, New York
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    Jiminy Peak Ski Resort-Country Village's Best Unit1 / 6
    (1)Very good
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
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    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2018
    I recently stayed at these cabins and I was very satisfied with it. It’s a fairly spacious cabin with everything one would need to be comfortable including a wood burning...
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    About this property
    Two Bedroom Ski Condo at base of Jiminy Peak. Renovated kitchen, fireplace, deck and a large livingroom with vaulted ceilings. Rent from the owner and save.
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Williamstown, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Central Heating
    • Mountain Views
    • Ocean Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Patricia's house is a charming and cozy New England cape home situated in Williamstown on beautiful Bridge's Pond. Minutes from Jiminy Peak, Mt. Greylock, other ski resorts, Mass MoCA, Clark Institute, and other local art institutes. Moments from Williams College great during graduation and theater...
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    Location Information
    01267, Williamstown, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Hancock, MA
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Indoor Pool
    • Secure Parking
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    I have qty 2 units available .$1400 each Dec 22 through Dec, 29th-2017 $2650 for both units . Wyndham Bentley Brook / Jimminy Peak Ski Resort ,features indoor and outdoor swimming pools and hot tubs, two fitness centers, sauna, game room, three tennis courts and a picnic/BBQ area, downhill skiing,...
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    Location Information
    01237, Hancock, Berkshires
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Hancock, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An intimate cabin, small-town charm, and high adventure await your arrival! Located in Hancock, this 3-bedroom, 2-bath vacation rental provides a basecamp for a plenitude of outdoor recreational opportunities, whether it be skiing at Jiminy Peak or adventuring in Ramblewild Adventure Park. Discover...
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    Location Information
    01237, Hancock, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Hancock, MA
    4 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bring along the whole crew for a stay at this Lanesborough home! With 4 bedrooms and 2.5 bathrooms, this vacation rental easily accommodates a group of 20 in its well-appointed 2,070-square-foot interior, featuring new appliances, comfortable furniture, and a game room. To top it off, Jiminy Peak...
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    Location Information
    01237, Hancock, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 20
    Averill Park
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A peaceful Upstate retreat awaits at this beautiful vacation rental. With 1 bedroom and 1 bathroom - featuring brand new heated floors - this cottage sleeps 4 guests and lies just steps from the Crooked Lake waters. Exposed beam cathedral ceilings, contemporary furnishings, and modern amenities set...
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    Location Information
    12018, Averill Park, New York
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Stephentown
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Balcony
    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy cottage is perfect for a small group of friends or a family getaway in the beautiful Berkshires. We're on 120 acres of private woods but only 7 miles from Jiminy Peak. The main space features a cathedral ceiling in the open living/dining area, with a glass-front woodstove for chilly...
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    Location Information
    12168, Stephentown, New York
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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