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Vacation Rentals in Chilmark

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Martha's Vineyard - Chilmark cottage – Property 246898

  • Chilmark rental - cottage, 2 bedrooms, sleeps 4, 1 bathroom, beach, near the ocean, garden
  • $750 - $1,300/week
  • Calendar Last Updated On: Nov 7, 2009
Cottage with fireplace, galley kitchen, 2 bedrooms (queen & double), 1 bath. Deck, hammock, outside shower, stone walls. Small but ideal for couple or family with 1...

Charming cape on Upper Chilmark Pond and Lucy Vincent Beach – Property 224786

  • Chilmark rental - house, 3 bedrooms, sleeps 7, 2 bathrooms, beach, waterfront, internet access
  • $7,000 - $12,500/week
  • Calendar Last Updated On: Nov 6, 2009
Amazing views from this comfortable well maintained waterfront 3 BR home on Chilmark Pond. Boat across the pond to gorgeous private sandy association ocean beach...

Stunning Views and Sunsets – Property 182266

  • Chilmark rental - cottage, 3 bedrooms, sleeps 8, 3 bathrooms, beach, waterfront, garden
  • $2,600 - $5,300/week
  • Calendar Last Updated On: Nov 6, 2009
Great beach house on Menemsha Pond. Expansive views of the pond, Vineyard Sound, the Elizabeth Islands. Deer, osprey, cormorants are among the wildlife crossing the...

Waterfront: Ten acres in Quansoo With QBA Beach Key-Main & Guest Houses – Property 107871

  • Chilmark rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, rural, waterfront, internet access
  • Calendar Last Updated On: Nov 4, 2009
SUMMER 2010 RATES FOR JULY AND AUGUST NOW POSTED! The house and guest house are located behind the locked gate for the Quansoo Beach Association, in the secluded and...

Spacious, Conveniently Located Saltbox in Chilmark - – Property 106032

  • Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, internet access
  • $1,000 - $2,950/week
  • Calendar Last Updated On: Nov 3, 2009
This spacious, comfortably furnished home is conveniently located between Chilmark and West Tisbury. The master bedroom and a bath are downstairs; three bedrooms and...

Chilmark Waterview Compound w/ Pool – Property 219166

  • Chilmark rental - house, 5 bedrooms, sleeps 13, 3 bathrooms, beach, near the ocean, pool
  • Calendar Last Updated On: Nov 3, 2009
This private ocean view family compound on five acres, features a huge indoor-pool and five bedroom main house with an optional, separate guest house which is ideal...

Sea Watch – Property 204164

  • Chilmark rental - house, 5 bedrooms, sleeps 12, beach, near the ocean, jacuzzi
  • Calendar Last Updated On: Nov 3, 2009
This five-bedroom/four-bath home is located in Chilmark. It features water views of the Atlantic Ocean, a very private setting on over five acres, and beautiful...

Beetlebung Cottage – Property 218759

  • Chilmark rental - cottage, 2 bedrooms, sleeps 6, 1 bathroom, 1 half bath, beach, river, garden
  • Calendar Last Updated On: Nov 3, 2009
This newly built two bedroom, one and a half bath house with loft, sleeps six plus people. It is located 'up-island' on five acres in a very private setting with a...

Log Cabin – Property 204169

  • Chilmark rental - cottage, sleeps 6, beach, river, garden
  • Calendar Last Updated On: Nov 3, 2009
This modern two-bedroom/one-bath home with a large sleeping loft sleeps six-plus people. It's located 'up island' on four acres in a very private setting, accessible...

Private, Chilmark, Architect Designed & Owned, serene – Property 239624

  • Chilmark rental - house, 3 bedrooms, sleeps 8, 3 bathrooms, near the ocean, rural, garden
  • $2,500 - $3,850/week
  • Calendar Last Updated On: Nov 2, 2009
Elegant, architect designed 3 bedroom, 3 bathroom, 360 degree wrap around veranda, gourmet kitchen, tastefully furnished and appointed, exquisitely detailed and...

Waterview, Air-Conditioned, totally private setting w/ large yard – Property 133117

  • Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, garden
  • Calendar Last Updated On: Oct 24, 2009
With a distant sweeping waterview, full privacy, and a total renovation, this property offers accommodations well above the norm.

Waterview, Newly Renovated Tri-Level – Property 121220

  • Chilmark rental - house, 4 bedrooms, sleeps 9, 3 bathrooms, near the ocean, rural, internet access
  • Calendar Last Updated On: Oct 24, 2009
This charmingly renovated home offers water views and a very large private yard. There are 3 levels; the upper level consisting of the master bedroom with a full...

Chilmark Cottage and studio, 5 acre privacy, wireless internet – Property 120447

  • Chilmark rental - cottage, 3 bedrooms, sleeps 6, 1 bathroom, 1 half bath, near the ocean, rural, pets considered
  • Calendar Last Updated On: Oct 25, 2009
This sunny Chilmark cottage offers total privacy on your own 5 acres. Located off a small private road, we are minutes to the Chilmark Store, the library, and the...

Air-Conditioned, Vineyard and St.Bart's Blend, completely private setting – Property 134537

  • Chilmark rental - house, 3 bedrooms, sleeps 6, near the ocean, rural, garden
  • Calendar Last Updated On: Oct 26, 2009
This delightful property epitomizes the true meaning of Island Style.The custom-crafted attention to detail, coupled with unique architectural design, immediately...

Key to Black Point Beach, 5-acre privacy, located in Quansoo – Property 120243

  • Chilmark rental - house, 4 bedrooms, sleeps 8, beach, rural, garden
  • Calendar Last Updated On: Oct 28, 2009
This contemporary architectural gem is shaped as a partial arc, allowing maximum privacy. On the ground floor are all 4 bedrooms, the dining room, the kitchen, and 2...

Menemsha Harbor, Magical Cottage with Panoramic Sunset and Water Views – Property 133101

  • Chilmark rental - cottage, 3 bedrooms, sleeps 4, 1 bathroom, 1 half bath, beach, near the ocean, TV
  • Calendar Last Updated On: Oct 24, 2009
This coveted property is one of the 6 houses on the knoll overlooking Menemsha Basin, Vineyard Sound, and the Elizabeth Islands.

Private beach, tennis courts, kayaks, very charming – Property 165500

  • Chilmark rental - studio, 1 bedroom, sleeps 2, beach, near the ocean, tennis court
  • $900 - $1,000/week
  • Calendar Last Updated On: Oct 24, 2009
Private studio in beautiful Chilmark with private beach on the Atlantic. Tennis courts, kayaks available for use at no additional charge.

Charming Yankee Barn in Martha's Vineyard pristine Chilmark area – Property 116157

  • Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, rural, pets considered
  • Calendar Last Updated On: Oct 21, 2009
This charming Yankee barn is located at the end of a country dirt road in the mid-island town of pristine Chilmark. Decorated with antique and art accents, and...

House Rental, Chilmark, Mass. - Menemsha Pond Views with Private Beach Access – Property 259557

  • Chilmark rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, beach, near the ocean, garden
  • $3,500/week
  • Calendar Last Updated On: Oct 15, 2009
Near ocean and vineyard sound beaches, lots of decks with Menemsha pond and field views. Walk to Menemsha fishing village. Cable TV-Internet, DVD, private beach...

Sunny, hilltop home with treetop view – Property 187239

  • Chilmark rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, near the ocean, resort, air-conditioning
  • $3,000 - $3,500/week
  • Calendar Last Updated On: Oct 11, 2009
Our home is an open design of kitchen, dining, living areas built in 1993 with all modern amenities... Light and sunny, comfortable and private.
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