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Search for vacation rental homes in Gloucester - Annisquam

  1. A Sunset Serenade
    Stunning Studio with Deck Overlooking Scenic Harbor — Property 120975

    Vacation Studio rental in Gloucester - Annisquam area
    • Studio
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • beach, waterfront
    • air-conditioning
    $850/Mo. Winter Rental-Stunning Studio
    S P E C I A L    O F F E R
    Rates (shown in USD)
    $213 - $750 per property per week
  2. On the Cove - Beautiful Apartment Directly on Lanes Cove — Property 122459

    Vacation Apartment rental in Gloucester - Annisquam area
    • Apartment
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • near the ocean, village
    • internet access
    Rates (shown in USD)
  3. Ledge House near ocean in Gloucester, MA — Property 237496

    Vacation House rental in Gloucester - Annisquam area
    • House
    • 4 bedrooms , sleeps 6
    • 1 bathroom
    • 1 half bathroom
    • beach, near the ocean
    • tennis court
    Rates (shown in USD)
    $300 - $1500 per property per week
  4. Quiet, modern apartment on Good Harbor Beach (Gloucester, MA) — Property 113120

    Vacation Apartment rental in Gloucester - Annisquam area
    • Apartment
    • 2 bedrooms , sleeps 6
    • 1 bathroom
    • beach, near the ocean
    • garden
    Rates (shown in USD)
    $288 - $1250 per property per week
  5. Wingaersheek Beach (Private Section) Bungalow - — Property 108307

    Vacation House rental in Gloucester - Annisquam area
    • House
    • 3 bedrooms , sleeps 10
    • 1 bathroom
    • beach, near the ocean
    • DVD
    Rates (shown in USD)
  6. Lanes Cove Apartment
    New, Trendy and Affordable for Weekly Vacations — Property 246498

    Vacation Apartment rental in Gloucester - Annisquam area
    • Apartment
    • 1 bedroom , sleeps 4
    • 1 bathroom
    • near the ocean, town
    • garden
    Rates (shown in USD)
    $200 - $850 per property per week
  7. Cape Ann, Annisquam 4 bedroom house with panoramic ocean views from every room. — Property 134469

    Vacation House rental in Gloucester - Annisquam area
    • House
    • 4 bedrooms , sleeps 11
    • 1 bathroom
    • 1 half bathroom
    • beach, near the ocean
    • garden
    Rates (shown in USD)
    $1500 - $2900 per property per week
  8. Luxury 1900's romantic retreat steps from the beach - Book Now for Fall!! — Property 140506

    Vacation Cottage rental in Gloucester - Annisquam area
    • Cottage
    • 1 bedroom , sleeps 2
    • 1 bathroom
    • beach, near the ocean
    • garden
    Rates (shown in USD)
    $275 - $925 per property per week
  9. Charming 1900's historic, colonial escape just steps from the beach — Property 238293

    Vacation House rental in Gloucester - Annisquam area
    • House
    • 2 bedrooms , sleeps 4
    • 1 bathroom
    • beach, near the ocean
    • air-conditioning
    Rates (shown in USD)
    $375 - $1200 per property per week
  10. Rocky Neck Studio Apartment in Gloucester — Property 264908

    Vacation Studio rental in Gloucester - Annisquam area
    • Studio
    • studio , sleeps 2
    • 1 bathroom
    • near the ocean, town
    • internet access
    Rates (shown in USD)

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