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Holiday Rentals near Bard College at Simon's Rock

84 Alford Road, Great Barrington, Massachusetts 1230
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    Travellers to Great Barrington are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 42 Rentals in Great Barrington
    Berkshires: Romantic Cottage with spectacular view1 / 18
    (24)Excellent
    1.8 kilometres 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
    4.5 kilometres 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
    1.3 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Eco-friendly cozy home in Gt. Barrington1 / 14
    (1)Very good
    1.1 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Garden
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    Pet friendly
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
    0.6 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 7
    Minutes from downtown Great Barrington, Convenient location1 / 14
    (32)Excellent
    4.3 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Deluxe Home w/ Pool on The Hill1 / 49
    (11)Excellent
    1.7 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    CHIC UPDATED DOWNTOWN Great Barrington, Sleeps 141 / 19
    (21)Excellent
    1.7 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 14
    HOT TUB, FIREPLACE, BEAUTIFUL, COMFORTABLE, WALK TO RESTAURANTS, WEEKEND RATES!1 / 24
    (12)Excellent
    2.1 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    NEW LISTING SPECIAL! SAVE 10%! Impeccable House Minutes from Downtown Great Barr1 / 20
    (3)Very good
    1.4 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pretty Farmhouse w/ AGA Cooker - 2 Master Suites - 3 Miles to Great Barrington1 / 17
    (13)Excellent
    4.0 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    4.1 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Renovated house on the Hill.  Walk everywhere!1 / 20
    (1)Very good
    1.5 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Simply Elegant Log Home Only 3 Minutes From Butternut! Recently renovated!1 / 14
    (9)Excellent
    7.5 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Classic Berkshire Cottage in Sun-Drenched Meadow1 / 25
    (1)Excellent
    5.0 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    COZY LOG HOME* fireplace, skiing,fall foliage Hiking, Berkshires*1 / 24
    (59)Very good
    3.6 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 8
    Lakefront Berkshires Retreat w/ Deck, Dock & Boat!1 / 26
    (23)Average
    4.9 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
    A Four Seasons Woodland Lodge1 / 46
    (3)Very good
    4.6 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Sauna
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    New to Market Renovated Home, 5 min walk to town1 / 31
    (6)Excellent
    2.1 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The perfect getaway: 5 bd, 3 ba, 3 acres. Booking for fall, winter & 2021!1 / 29
    (87)Excellent
    2.1 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    Stunning Renovated Victorian1 / 50
    (31)Excellent
    1.5 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
    7.5 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Location Location! Comfort and Privacy So Close to Downtown1 / 25
    (54)Excellent
    2.4 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Idyllic Berkshire Get Away: Balance of relaxation and convenience1 / 17
    (17)Very good
    1.8 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 bedroom Riverhouse in the Heart of the Berkshires1 / 24
    (41)Excellent
    4.6 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Modern Victorian on the Hill1 / 41
    (8)Excellent
    2.0 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Downtown GB apartment walk to shops and restaurants1 / 30
    (57)Excellent
    2.2 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Great Barrington, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautiful Berkshire Farm House on 160+ Acres1 / 34
    (31)Excellent
    6.5 kilometres from Bard College at Simon's Rock
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Charming Housatonic Village Cape1 / 28
    (21)Excellent
    5.2 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Great Barrington apartment, Short walk to downtown1 / 26
    (50)Excellent
    1.8 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Great Barrington, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Beautiful house on 'The Hill' just minutes from Lake Mansfield and Town.1 / 17
    (1)Excellent
    1.4 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    1.7 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    NEW! Serene Great Barrington Cottage w/ Fire Pit!1 / 26
    (10)Excellent
    4.5 kilometres from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    NEW SECLUDED 3 BEDROOM COUNTRY CASTLE1 / 28
    (16)Excellent
    3.1 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    A great escape; secluded but close to all - contemporary home, mountain views1 / 35
    (2)Excellent
    6.9 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Upscale Country Cottage1 / 21
    (5)Excellent
    3.5 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Monthly Discount  for Ski Season Rental at Lakefront House in Great Barrington1 / 17
    (16)Excellent
    4.9 kilometres from Bard College at Simon's Rock
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Barn Apartment in Gorgeous Stonybrook Farm1 / 13
    (21)Very good
    5.5 kilometres 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
    Romantic Berkshires Cottage - Stunning Views, Pool1 / 20
    (11)Excellent
    1.7 kilometres from Bard College at Simon's Rock
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Lake Community - Near Town, Attractions1 / 17
    (27)Excellent
    9.4 kilometres from Bard College at Simon's Rock
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Great Barrington, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Newly Renovated Colonial on the River! Sleeps 5-61 / 20
    (1)Excellent
    6.5 kilometres from Bard College at Simon's Rock
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    7.4 kilometres from Bard College at Simon's Rock
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Balcony
    • Central Heating
    • Terrace
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, spacious, comfortable, light filled contemporary home, set back from the road on 5 private acres, truly a nature lover's delight. 3 large BR's. Master Bedroom has cathedral ceiling, huge walk in closet and jacuzzi tub in the bathroom. AC throughout. Gourmet kitchen & open floor plan...
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    Location Information
    Housatonic, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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