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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. Beautiful Spacious Wooded Home — Property 319198

    Vacation House rental in Becket area
    • House
    • 4 bedrooms , sleeps 12
    • 2 bathrooms
    • 1 half bathroom
    • TV
    • DVD
    CHRISTMAS WEEK SPECIAL
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $1200 per property per week

  3. Jiminy Peak Mountainside Condo — Property 224073

    Vacation Condo rental in Hancock area
    • Condo
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • mountain, resort
    • pool
    Rates (shown in USD)

  4. Amazing Spring Savings! Enjoy Lake Buel while staying in our new 2 bedroom home — Property 148393

    Vacation House rental in Great Barrington area
    • House
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • beach, lake
    • pets considered
    Rates (shown in USD)

  5. 1827 House
    Perfect for country site lovers RENT part of Historic House mthly or weekends — Property 234621

    Vacation Apartment rental in Stockbridge area
    • Apartment
    • 1 bedroom , sleeps 3
    • 1 bathroom
    • rural
    • garden
    Rates (shown in USD)
    $750 - $850 per property per week

  6. Mill Brook House
    Mill Brook House by the Bissell Bridge — Property 144555

    Vacation House rental in Charlemont area
    • House
    • 1 bedroom , sleeps 6
    • 1 bathroom
    • mountain, river
    • garden
    Rates (shown in USD)
    $650 - $700 per property per week

  7. Amazingly big beautiful home nestled in the heart of the Berkshire Mountains — Property 201680

    Vacation House rental in Pittsfield area
    • House
    • 6 bedrooms , sleeps 13
    • 3 bathrooms
    • lake, mountain
    • garden
    Rates (shown in USD)
    $1200 per property per week

  8. Book for WINTER SKI SEASON **Special ALL Season Rate** — Property 135954

    Vacation Cottage rental in Great Barrington area
    • Cottage
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • mountain, river
    • garden
    Rates (shown in USD)
    $600 - $650 per property per week

  9. Magical and luxurious home!
    Special Prices for the Fall and Early Winter Seasons for this luxurious home. — Property 136689

    Vacation House rental in Great Barrington area
    • House
    • 4 bedrooms , sleeps 10
    • 3 bathrooms
    • mountain, rural
    • garden
    Rates (shown in USD)
    $750 - $2200 per property per week

  10. Cozy Farmhouse, walk to campus and downtown — Property 228968

    Vacation Farmhouse rental in Williamstown area
    • Farmhouse
    • 3 bedrooms , sleeps 5
    • 1 bathroom
    • 1 half bathroom
    • mountain, town
    • garden
    Rates (shown in USD)
    $950 - $1300 per property per week

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