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Vacation Rentals near Bard College at Simon's Rock

84 Alford Road, Great Barrington, Massachusetts 1230
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    All 42 Rentals in Great Barrington
    Berkshires: Romantic Cottage with spectacular view1 / 18
    (24)Excellent
    Great Barrington
    1.1 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Lakefront Berkshires Ski/Summer House, Great Views1 / 17
    (4)Very good
    Great Barrington
    2.8 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Gem of the Berkshires, walk to downtown & lake.1 / 30
    (4)Excellent
    Great Barrington
    0.8 miles from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Shaker Hill1 / 27
    (2)Average
    Great Barrington
    3.9 miles from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Porch
    • Grill
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    • Mountain Views
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    Reviewed September 11, 2014
    This is a very large house, more than adequate in size for a group of ten people. It has a big yard and a spectacular view of the mountains, especially from an upstairs window...
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    About this property
    Shaker Hill is a quirky rambling farmhouse located less than 3 hours from NYC and Boston. Hidden away down a 400’ unpaved driveway on 30 acres of fields and forest in the heart of the Berkshires, Shaker Hill is totally private and surrounded by 30 acres of rolling fields, diverse wetlands,...
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Cozy and clean in Gt Barrington- available for October1 / 14
    (1)Very good
    Great Barrington
    0.7 miles from Bard College at Simon's Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Our home is located in Great Barrington, given the title of the #1 Best Small Town in America by Smithsonian Magazine. There are many great restaurants, shopping, the Mahaiwe theater, a cineplex, golf, natural foods Co-op, a State Forest, yoga studio, and more. There are about twelve (12!) hiking...
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    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Great Barrington
    1.6 miles from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    In 2016 Smithsonian Magazine deemed Great Barrington, 'The Best Small Town in America.' Manor Lane is a private French Country Estate located only 5 minutes from the heart of the Berkshires. Situated 10 minutes to both Butternut and Catamount ski mountains and 25 minutes to Tanglewood. Manor Lane...
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Great Barrington
    0.8 miles from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    This updated home has a luxurious feel! Close proximity to downtown Great Barrington is convenient and allows for easy access to the world's cultural epicenter. Located on a dirt road in a gentle neighborhood. About 1/2 mile from Lake Mansfield. Dehon road cuts over to the lake! The upgraded...
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Great Barrington
    3.7 miles from Bard College at Simon's Rock
    7 Bedrooms, 8 Bathrooms, Sleeps 15 Quick View
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    About this property
    This charming former tavern and stage coach inn makes the perfect 4 season getaway for large group gatherings, family reunions, weddings or any occasion. Enjoy everything the Berkshires has to offer from the shops and restaurants in Great Barrington, skiing at Butternut Ski resort, and music and...
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    Great Barrington, Berkshires
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 15
    The Hemlock House - 1.5 miles to GB and 4 miles to Ski Butternutt1 / 28
    (5)Excellent
    Great Barrington
    0.9 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Minutes from downtown Great Barrington, Convenient location1 / 14
    (17)Excellent
    Great Barrington
    2.7 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    HOT TUB, FIREPLACE, BEAUTIFUL, COMFORTABLE, WALK TO RESTAURANTS, WEEKEND RATES!1 / 24
    (12)Excellent
    Great Barrington
    1.3 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Open Field House with a View! Dog friendly1 / 23
    (3)Very good
    Great Barrington
    1.8 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Great Barrington
    4.3 miles from Bard College at Simon's Rock
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
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    Great Barrington, Berkshires
    Rental Home - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Berkshires, Ma. Close to Tanglewood, Jacob's PIllow, Berkshire Theater1 / 13
    (8)Excellent
    Great Barrington
    1.7 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Great Barrington
    6.1 miles from Bard College at Simon's Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    A Beautiful Cabin In The Heart Of The Berkshires1 / 25
    (12)Excellent
    Great Barrington
    4.8 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Luxurious Modern on 4 acres - sleeps 8-121 / 23
    (6)Excellent
    Great Barrington
    2.6 miles from Bard College at Simon's Rock
    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 12
    Family Home With Big Yard On The Hill, Short Walk To Downtown And Lake Mansfield1 / 21
    (11)Excellent
    Great Barrington
    0.9 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Simply Elegant Log Home Only 3 Minutes From Butternut! Recently renovated!1 / 14
    (8)Excellent
    Great Barrington
    4.6 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    A Four Seasons Woodland Lodge1 / 46
    (1)Excellent
    Great Barrington
    2.8 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
    • Housekeeping Included
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Great Barrington - The Cottage at Windflower Inn - Low Price - Close to Skiing1 / 11
    (2)Very good
    Great Barrington
    3.3 miles from Bard College at Simon's Rock
    Studio, 3 Bathrooms, Sleeps 9 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bathrooms, Sleeps 9
    Sold out for the summer.    Booking for fall, winter &  all '21! Room for 12!1 / 29
    (35)Excellent
    Great Barrington
    1.3 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Beautiful Berkshire Retreat1 / 24
    (14)Excellent
    Great Barrington
    4.4 miles from Bard College at Simon's Rock
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Great Barrington Retreat for All Seasons!1 / 38
    (49)Excellent
    Great Barrington
    0.6 miles from Bard College at Simon's Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Stunning Renovated Victorian1 / 50
    (16)Excellent
    Great Barrington
    0.9 miles from Bard College at Simon's Rock
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    Great Barrington Getaway1 / 10
    (3)Very good
    Great Barrington
    1.2 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Rustic modern house in Great Barrington near town, lake, Tanglewood and ski!1 / 22
    (3)Excellent
    Great Barrington
    1.2 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Berkshire Mountain Cottage: in the Heart of the Berkshires1 / 45
    (34)Excellent
    Great Barrington
    3.3 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    2 bedroom Riverhouse in the Heart of the Berkshires1 / 24
    (26)Excellent
    Great Barrington
    2.8 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 Mile from Butternut! Close to Lakes, Appalachian Trail, Restaurants, Theatre.1 / 38
    (20)Excellent
    Great Barrington
    4.2 miles from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Rental Home - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    Charming, Newly Renovated Home Close to All Berkshire Attractions1 / 11
    (14)Excellent
    Great Barrington
    1.8 miles from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Beautiful Berkshire Farm House on 160+ Acres1 / 32
    (16)Excellent
    Great Barrington
    4.0 miles from Bard College at Simon's Rock
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Great Barrington, Berkshires
    Rental Home - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Charming Housatonic Village Cape1 / 28
    (14)Excellent
    Great Barrington
    3.2 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    KNOB HILL, GREAT BARRINGTON, MA1 / 22
    (22)Excellent
    Great Barrington
    0.9 miles from Bard College at Simon's Rock
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Romantic Berkshires Cottage - Stunning Views, Pool1 / 15
    (7)Excellent
    Great Barrington
    1.0 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Great Barrington, Berkshires
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Barn Apartment in Gorgeous Stonybrook Farm1 / 13
    (3)Very good
    Great Barrington
    3.4 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Great Barrington, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Lake Community - Near Town, Attractions -  2020 MA Residents Only1 / 17
    (24)Excellent
    Great Barrington
    5.8 miles from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    The following rentals are within 10 miles of Great Barrington.
    RiverSong Suite In The Berkshires1 / 52
    (15)Excellent
    North Egremont
    3.1 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
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    • Waterfront
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    • Mountain Views
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    Reviewed June 22, 2019
    We were visiting friends in Great Barrington and found this wonderful place.It is right on a small river with lovely grounds. The hosts were very helpful.
    Reviewed August 19, 2018
    We eagerly anticipated our stay at RiverSong. Based on the plethora of five-star reviews we expected near-perfection. While we loved the atmosphere, fabulous comfortable bed...
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    About this property
    Located in the Berkshire mountains on more than 5 acres surrounded by 29 acres of conservation land. Featuring beautiful views of meadows, mountains and farm land bordering the crystal clear Green River (great trout fishing).Only 10 minutes from Great Barrington's Main Street stores, resturaunts,...
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    Location Information
    North Egremont, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    North Egremont
    3.1 miles from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our nearly new home we call RiverSong is on 5.5 acres surrounded by almost 30 more conservation land of meadow and farmland. The pristine Green River is right in our back yard with a wonderful swimming hole. Our Penthouse room is on the upper level of our home. A Bright and spacious king size...
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    Location Information
    North Egremont, Berkshires
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Newly Renovated Colonial on the River! Sleeps 5-61 / 20
    (1)Excellent
    Stockbridge
    4.0 miles from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Waterfront
    • Central Heating
    • Cable/satellite TV
    • Porch
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blue House on the Bend Newly renovated historic eyebrow colonial located on an idyllic bend of the Housatonic river comfortably accommodates 5 or 6 people. Built around 1820, the Blue House on the Bend has been updated and outfitted for modern day convenience but retains its charm and unique...
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    Location Information
    Stockbridge, Berkshires
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    West Stockbridge
    3.9 miles from Bard College at Simon's Rock
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We offer two bedrooms accessible via a private staircase in our recently renovated Victorian farm house located on two beautifully landscaped acres with seasonal gardens and adjoining woods and fields. Each bedroom sleeps 2; they can be booked individually or together at $105/bedroom/night. We...
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    Location Information
    West Stockbridge, Berkshires
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Lakefront Berkshires Retreat w/ Deck, Dock & Boat!1 / 26
    (1)Average
    Housatonic
    3.0 miles from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 27, 2019
    My family liked the decor, had space to sleep with all our kids, and was close to great small towns in the Berkshires. The house was clean, had plenty of hot water and laundry...
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    About this property
    Leave your busy schedule behind for a life of leisure at this vacation rental hideaway. This 4-bedroom, 2-bath home is complete with woodsy-style decor, contemporary furnishings, and space for 10. It's truly a sportsman's paradise - tucked away in the woods on Round Pond, where you can hike, fish,...
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    Location Information
    Housatonic, Berkshires
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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