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Massachusetts Luxury Vacation Rentals
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Windswept - Stunning Ocean Front! Luxury Home! on Nauset Beach with Two Master Bedroom Suites Property 29725
  • East Orleans
  • House (single)
  • 4 bedrooms
  • Sleeps 10
  • 3.5 bathrooms
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Captain's House on Edgartown Harbor - 2 Week Minimum Property 32055
  • Edgartown
  • House (single)
  • 5 bedrooms
  • Sleeps 1 King 1 Qu
  • 3 bathrooms
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Luxurious Nantucket Vacation Home Property 22756
  • Nantucket
  • House (single)
  • 7 bedrooms
  • Sleeps 17
  • 9.5 bathrooms
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Fabulous Waterview of Menemsha Pond Property 32047
  • Chilmark
  • House (single)
  • 3 bedrooms
  • 2.5 bathrooms
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Serendipity - Enjoy Cape Cod in this Luxury home with Private Beach & Dock without leaving the property Property 29726
  • Dennis
  • House (single)
  • 4 bedrooms
  • Sleeps 10
  • 3 bathrooms
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Wonderful Nantucket Home Property 31395
  • Nantucket
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 2 bathrooms
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  • July-August
    $3,500

  • Sept-Dec
    $2,000


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Katama Bay Waterview Property 32050
  • Edgartown
  • Cottage
  • 4 bedrooms
  • 3 bathrooms
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Edgartown Waterfront with Dock Property 32054
  • Edgartown
  • House (single)
  • 3 bedrooms
  • Sleeps 8
  • 3 bathrooms
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NF297 - Incredible North Falmouth Luxury Vacation Home - Exclusive Vineyard Heights Property 31363
  • Falmouth
  • House (single)
  • 6 bedrooms
  • Sleeps 14
  • 6.5 bathrooms
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WT 102 MAGNIFICENT BEACHFRONT- MAGNIFICENT PRIVATE BEACHFRONT ESTATE,ASSOCIATION BEACH,TENNIS. Property 18316
  • West Tisbury
  • House (single)
  • 8 bedrooms
  • Sleeps 18
  • 5 bathrooms
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Located in a quiet neighborhood with association tennis, abutting bike path and close to Farm Neck Golf Property 27266
  • Oak Bluffs
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 3 bathrooms
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Blue Waters - Executive Waterfront Estate with Heated Pool & Handicap Access with an Elevator Property 29723
  • East Orleans
  • House (single)
  • 6.5 bathrooms
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AQ603- Contemporary On The Cliffs Waterview with Private Beach Property 21595
  • Aquinnah
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 2 bathrooms
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Aq601- Aquinah Waterview Vacation Home! Property 21587
  • Aquinnah
  • House (single)
  • 6 bedrooms
  • Sleeps 9-11
  • 3.5 bathrooms
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Unbelievable views of Nantucket Sound from this waterfront property. Just steps away from a wonderful sandy beach. Lovely spot to enjoy your vineyard Property 27272
  • Oak Bluffs
  • House (single)
  • 4 bedrooms
  • Sleeps 10
  • 2 bathrooms
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Property 32983
  • Nantucket
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 4 bathrooms
Rates Show More Rates
  • July - August
    $5,500

  • September - December
    $3,500


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OB527- What a spot!!! Oceanfront on Nantucket Sound. Property 27271
  • Oak Bluffs
  • House (single)
  • 6 bedrooms
  • Sleeps 11
  • 2 bathrooms
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ED 316- Fabulous Waterfront Home With Dock, Private Sandy Beach & Outstanding Views Of The Harbor Property 18324
  • Edgartown
  • House (single)
  • 6 bedrooms
  • Sleeps 12
  • 4 bathrooms
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In A Neighborhood Of Quietude And Charm Property 15595
  • Edgartown
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 2 bathrooms
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VH410- Makonikey four bedroom home with-in walking distance to association beach. Property 27275
  • Vineyard Haven
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 4 bathrooms
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ED304- COZY COTTAGE NESTLED ON EDGARTOWN GREAT POND Property 21591
  • Edgartown
  • Cottage
  • 1 bedrooms
  • Sleeps 2
  • 1 bathrooms
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WT 101 SEVEN GATES FARM- WONDERFUL FIVE BEDROOM HOME IN PRIVATE AREA, ASSOCIATION BEACH,TENNIS Property 18310
  • West Tisbury
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 4 bathrooms
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Wowing waterviews of Stage Harbor- Amazing Cape Cod Ocean View Vacation Home Property 14831
  • Chatham
  • with Guest House
  • 5 bedrooms
  • Sleeps 12
  • 5 bathrooms
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Chappy on the Beach - Chappaquiddick Property 15592
  • Chappaquiddick
  • Cottage
  • 3+ bedrooms
  • Sleeps 9
  • 2 bathrooms
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Thaxter Lane Ten - Edgartown Property 15593
  • Edgartown
  • House (single)
  • 4 bedrooms
  • Sleeps 3 Queen, 3
  • 3 bathrooms
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ED 314- Architect Designed Country Home Nestled On 20 Acres W/Access To The Great Pond Property 18323
  • Edgartown
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 5 bathrooms
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Beautiful Restored In-Town Vineyard Haven Harborfront Property 27296
  • Vineyard Haven
  • House (single)
  • 4 bedrooms
  • Sleeps 7
  • 3 bathrooms
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Nantucket Town Custom House on Hill with Great Attention to Detail Property 31289
  • Nantucket
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 4 bathrooms
Rates Show More Rates
  • June-
    $4,000

  • June
    $5,500


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Chilmark 5 Bedroom Home - Spring Point Water View Property 32045
  • Chilmark
  • House (single)
  • 5 bedrooms
  • 4 bathrooms
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WT118- Fabulous 5 bedroom home with-in walking distance to Lambert's Cove Beach and Seth's Pond Property 27304
  • West Tisbury
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 3 bathrooms
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Wonderful summer home overlooking the golf course at Mink Meadows. Property 27298
  • Vineyard Haven
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 3 bathrooms
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Edgartown Village Home with Dock and Pool Property 32051
  • Edgartown
  • House (single)
  • 8 bedrooms
  • Sleeps 15
  • 6 bathrooms
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A Classical Luxurious Berkshire Mansion in Lenox Property 44673
  • Lenox
  • Villa
  • 6 bedrooms
  • 6.5 bathrooms
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