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Holiday Homes near Berkshire Community College

1350 West St, Pittsfield, Massachusetts 1201
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    Pittsfield is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 49 Rentals in Pittsfield
    Lovely ranch home getaway in Berkshire County1 / 30
    (6)Excellent
    6.4 kilometres from Berkshire Community College
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    8.5 kilometres from Berkshire Community College
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    1.8 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    5.5 kilometres from Berkshire Community College
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
    6.0 kilometres from Berkshire Community College
    6 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 8
    5.2 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    7.6 kilometres from Berkshire Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Hidden Oasis in the Berkshire Mountains1 / 30
    (2)Excellent
    7.2 kilometres from Berkshire Community College
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    5.8 kilometres from Berkshire Community College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    4.6 kilometres from Berkshire Community College
    8 Bedrooms, 3 Bathrooms, Sleeps 25 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 25
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    5.0 kilometres from Berkshire Community College
    3 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 3
    5.6 kilometres from Berkshire Community College
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    5.5 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Beautiful Waterfront home with deep water dock on Onota Lake1 / 27
    (64)Excellent
    3.4 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
    7.3 kilometres from Berkshire Community College
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    6.1 kilometres from Berkshire Community College
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    5.3 kilometres from Berkshire Community College
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    A Beautiful Log Cabin In The Woods, On A Lake (Pontoosuc), Yet Near Everything1 / 22
    (74)Excellent
    6.9 kilometres from Berkshire Community College
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Renovated Colonial in the Heart of The Berkshires1 / 30
    (5)Excellent
    7.5 kilometres from Berkshire Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
    5.1 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spacious Berkshire Summer Rental, Private Dock on Lake 3 BR/2b1 / 21
    (7)Excellent
    5.6 kilometres from Berkshire Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Skiing: Property Is In A Ski Resort
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    SAFE AND COZY BERKSHIRES GETAWAY1 / 13
    (5)Excellent
    6.0 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    5.7 kilometres from Berkshire Community College
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    5.1 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    6.1 kilometres from Berkshire Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    5.6 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    9.6 kilometres from Berkshire Community College
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Terrace
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    7.0 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    4.6 kilometres from Berkshire Community College
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    4.5 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Berkshire Pontoosuc Lake Beauty Too-Brand new construction on the lake1 / 30
    (72)Excellent
    6.0 kilometres from Berkshire Community College
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
    A Private 1940s Elegant Estate, renovated to Modern-Day Luxury - Tanglewood1 / 30
    (23)Excellent
    2.5 kilometres from Berkshire Community College
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
    6.6 kilometres from Berkshire Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Cozy Berkshire cottage with fireplace.1 / 30
    (2)Excellent
    5.4 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    6.2 kilometres from Berkshire Community College
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Tranquil Lake House Getaway on Onota Lake1 / 30
    (50)Excellent
    1.6 kilometres from Berkshire Community College
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    6.2 kilometres from Berkshire Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    5.9 kilometres from Berkshire Community College
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Central Berkshire Bungalow, Long Term Availability1 / 30
    (3)Excellent
    7.7 kilometres from Berkshire Community College
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Richmond Pond Beauty1 / 30
    (7)Excellent
    5.6 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Lakeside Home With Pool-Completely Renovated1 / 30
    (6)Excellent
    5.6 kilometres from Berkshire Community College
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
    Historic Red Schoolhouse featured in the 2015 Home & Garden TV Special1 / 26
    (9)Excellent
    5.7 kilometres from Berkshire Community College
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    10.3 kilometres from Berkshire Community College
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Dancing Horse Lodge1 / 15
    (3)Very good
    5.4 kilometres from Berkshire Community College
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    7.0 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pittsfield, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    5.5 kilometres from Berkshire Community College
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Kid friendly
    Smoking allowed
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    Pittsfield, Berkshires
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Summer in the Berkshires at Family Friendly Hygge House1 / 30
    (5)Excellent
    6.0 kilometres from Berkshire Community College
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Pittsfield, Berkshires
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Modern 4 bedroom lakefront house in The Berkshires.1 / 30
    (8)Excellent
    5.9 kilometres from Berkshire Community College
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Waterfront
    • Skiing: Property Is In A Ski Resort
    • Patio
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2021
    This is a sparkling clean, beautiful property with absolutely everything we needed for a 3-night stay with 8 adult family members. We especially loved the light-filled rooms...
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    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Berkshire Lake House vacation home1 / 30
    (10)Very good
    6.5 kilometres from Berkshire Community College
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Pittsfield, Berkshires
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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