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Search for vacation rental homes in Berkshires

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  1. Charming Berkshires lakefront house near Jiminy Peak with beautiful views — Property 122780

    Vacation House rental in Berkshires area
    • House
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • lake, mountain
    • garden
    Thanksgiving and Early Winter special!
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $450 - $1517 per property per week

  2. Idyllic Berkshire Get Away: Balance of relaxation and convenience — Property 237215

    Vacation House rental in Great Barrington area
    • House
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • town
    • garden
    Rates (shown in USD)
    $700 per property per week

  3. The Perfect Berkshire Cottage in Great Barrington, MA — Property 237389

    Vacation Cottage rental in Great Barrington area
    • Cottage
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • mountain, town
    • garden
    Rates (shown in USD)
    $500 - $700 per property per week

  4. Black Brook Cabin
    Get ready for the snow! Just 15 minutes to Berkshire East Ski Resort! — Property 167483

    Vacation Cabin rental in Savoy area
    • Cabin
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • mountain, river
    • garden
    Rates (shown in USD)
    $900 - $1000 per property per week

  5. Newly Renovated Stone Cottage; Walk to Williamstown — Property 238090

    Vacation Cottage rental in Williamstown area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • mountain, town
    • air-conditioning
    Rates (shown in USD)
    $900 - $1300 per property per week

  6. Lake Home on Stockbridge Bowl — Property 232583

    Vacation House rental in Stockbridge area
    • House
    • 2 bedrooms , sleeps 6
    • 3 bathrooms
    • lake, rural
    • air-conditioning
    Rates (shown in USD)
    $900 - $2350 per property per week

  7. Log Home Nestled in the Woods — Property 162300

    Vacation Chalet rental in Monterey area
    • Chalet
    • 4 bedrooms , sleeps 7
    • 2 bathrooms
    • mountain, rural
    • balcony
    Rates (shown in USD)
    $1400 - $1650 per property per week

  8. Right Between Tanglewood and Town! Available for the Holidays — Property 195051

    Vacation House rental in Lenox area
    • House
    • 4 bedrooms , sleeps 8
    • 2 bathrooms
    • pets considered
    • air-conditioning
    Rates (shown in USD)
    $1050 - $1500 per property per week

  9. Wisteria Cottage Becket
    Sip wine by a warm fire Find Romance, Relaxation, in this Cozy Log cabin — Property 131221

    Vacation Cabin rental in Becket area
    • Cabin
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • lake, mountain
    • TV
    Rates (shown in USD)
    $850 per property per week

  10. Lovely Lenox Colonial with mountain views yet one mile from center of town — Property 174313

    Vacation House rental in Lenox area
    • House
    • 4 bedrooms , sleeps 9
    • 2 bathrooms
    • 1 half bathroom
    • mountain, rural
    • jacuzzi
    Rates (shown in USD)
    $3500 per property per week

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