Search for vacation rental homes in Berkshires

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  1. Luxurious Secluded Hilltop Carriage House — Property 100299

    Vacation House rental in Berkshires area
    • House
    • 3 bedrooms , sleeps 10
    • 2 bathrooms
    • mountain, river
    • air-conditioning
    Rates (shown in USD)
    $1750 - $2500 per property per week

  2. Brand New, Beautiful, Four Season Berkshire Cottage by the beach — Property 142178

    Vacation Cottage rental in Stockbridge area
    • Cottage
    • 3 bedrooms , sleeps 7
    • 1 bathroom
    • 1 half bathroom
    • beach, lake
    • air-conditioning
    Rates (shown in USD)
    $1250 - $3200 per property per week

  3. Time to book for the summer to pick the best week for your family — Property 101843

    Vacation Estate rental in Great Barrington area
    • Estate
    • 5 bedrooms , sleeps 11
    • 2 bathrooms
    • mountain, town
    • swimming pool
    Rates (shown in USD)
    $1850 - $2050 per property per week

  4. Charming, Berkshires Ski/Lakehouse Just 3 Miles To Great Skiing @Butternut.. — Property 109882

    Vacation House rental in Great Barrington area
    • House
    • 3 bedrooms , sleeps 5
    • 1 bathroom
    • 1 half bathroom
    • lake
    • washing machine
    Rates (shown in USD)
    $2000 per property per week

  5. Stunning Jiminy Peak mountainside home in family friendly Berkshires — Property 163225

    Vacation House rental in Hancock area
    • House
    • 6 bedrooms , sleeps 16
    • 4 bathrooms
    • mountain, resort
    • swimming pool
    Rates (shown in USD)
    $2500 - $4550 per property per week

  6. Quiet country setting — Property 183299

    Vacation House rental in Cheshire area
    • House
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • rural
    • accept credit card
    Rates (shown in USD)
    $900 per property per week

  7. Beautiful, spacious Lenox Colonial with pastoral mountain views — Property 174219

    Vacation House rental in Lenox area
    • House
    • 4 bedrooms , sleeps 10
    • 4 bathrooms
    • 1 half bathroom
    • mountain, rural
    • air-conditioning
    Rates (shown in USD)
    $2000 - $3250 per property per week

  8. Peaceful Lenox Home in Park Like Setting, Walk to Village — Property 134325

    Vacation House rental in Lenox area
    • House
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • mountain, village
    • air-conditioning
    Rates (shown in USD)
    $2500 per property per week

  9. Beautiful Mountain Escape! Near major ski resorts, hiking, lakes & foliage!! — Property 128679

    Vacation House rental in Williamstown area
    • House
    • 4 bedrooms , sleeps 10
    • 4 bathrooms
    • 1 half bathroom
    • mountain, village
    • accept credit card
    Rates (shown in USD)
    $2750 per property per week

  10. Cozy Berkshires Ski Cottage 7 miles from Jiminy Peak — Property 172656

    Vacation Cottage rental in Hancock area
    • Cottage
    • 3 bedrooms , sleeps 7
    • 1 bathroom
    • 1 half bathroom
    • mountain, rural
    • washing machine
    Rates (shown in USD)

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