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Search for vacation rental homes in Berkshires

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  1. Charming Waterfront Cottage in the Berkshires (4-night per of 8/31-9/4 $400) — Property 124600

    Vacation Cottage rental in Berkshires area
    • Cottage
    • 3 bedrooms , sleeps 6
    • 1 bathroom
    • lake, waterfront
    • pets considered
    Rates (shown in USD)
    $600 - $1000 per property per week

  2. Bentley Brook - NOW SOLD OUT!!
    Luxurious 2 Bedroom Deluxe at Bentley Brook - NOW SOLD OUT!! Check back later. — Property 176617

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

  3. The Pines At Bousquet Mt
    Gorgeous Townhome in The Berkshires Best Location — Property 232564

    Vacation Townhome rental in Pittsfield area
    • Townhome
    • 4 bedrooms , sleeps 8
    • 3 bathrooms
    • 1 half bathroom
    • mountain
    • pool
    Rates (shown in USD)
    $1500 - $2700 per property per week

  4. Cozy Cottage for a Relaxing Vacation — Property 124984

    Vacation House rental in Otis area
    • House
    • 3 bedrooms , sleeps 7
    • 3 bathrooms
    • mountain, rural
    • balcony
    Rates (shown in USD)
    $800 per property per week

  5. Luxury Lenox home near Tanglewood & Jacobs Pillow & all Berkshire attractions — Property 230771

    Vacation House rental in Lenox area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • mountain, town
    • internet access
    Rates (shown in USD)
    $1600 per property per week

  6. Unique Condo, Quiet Neighborhood, Walk to Lenox Center — Property 134366

    Vacation Condo rental in Lenox area
    • Condo
    • 2 bedrooms , sleeps 6
    • 2 bathrooms
    • air-conditioning
    • internet access
    Rates (shown in USD)
    $750 per property per week

  7. Beautiful Bungalow Beside Babbling Brooks — Property 111135

    Vacation House rental in Becket area
    • House
    • 3 bedrooms , sleeps 8
    • 2 bathrooms
    • 1 half bathroom
    • lake, mountain
    • garden
    Rates (shown in USD)

  8. Charming 2BR Berkshire riverfront cottage in serene wooded setting — Property 162702

    Vacation Cottage rental in New Marlborough area
    • Cottage
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • 1 half bathroom
    • mountain, river
    • pets considered
    Rates (shown in USD)
    $1600 per property per week

  9. Bird Watchers Delight! Country Get-Away w/Pond! — Property 150566

    Vacation House rental in Lee area
    • House
    • 5 bedrooms , sleeps 10
    • 2 bathrooms
    • 1 half bathroom
    • lake, mountain
    • garden
    Rates (shown in USD)
    $2300 - $2450 per property per week

  10. Beautiful Private Log Cabin with Panoramic Mountain Views — Property 227390

    Vacation Cabin rental in Sheffield area
    • Cabin
    • 3 bedrooms , sleeps 6
    • 2 bathrooms
    • mountain, rural
    • internet access
    Rates (shown in USD)
    $1500 per property per week

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