Vacation Rentals in Chilmark
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Waterfront Property: Ten acres in Quansoo With Key-Main & Guest Houses – Property 107871
- Chilmark rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, rural, waterfront, washing machine
- Calendar Last Updated On: Oct 2, 2008
The house and guest house are located behind the locked gate for the Quansoo Beach Association, in the secluded and still rural Quansoo area of Chilmark.
Stunning Views and Sunsets – Property 182266
- Chilmark rental - cottage, 3 bedrooms, sleeps 8, 3 bathrooms, beach, waterfront, washing machine
- $2,800/week
- Calendar Last Updated On: Sep 29, 2008
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...
Private beach, tennis courts, kayaks, very charming – Property 165500
- Chilmark rental - studio, sleeps 2, beach, near the ocean, air-conditioning
- $800/week
- Calendar Last Updated On: Sep 27, 2008
Private studio in beautiful Chilmark with private beach on the Atlantic. Tennis courts, kayaks available for use at no additional charge.
Sunny, hilltop home with treetop view – Property 187239
- Chilmark rental - house, 3 bedrooms, sleeps 6, 1 bathroom, near the ocean, resort, air-conditioning
- Calendar Last Updated On: Sep 21, 2008
Our home is an open design of kitchen, dining, living areas built in 1993 with all modern amenities... Light and sunny, comfortable and private.
Spacious, Conveniently Located Saltbox in Chilmark - – Property 106032
- Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, washing machine
- Calendar Last Updated On: Sep 16, 2008
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 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, washing machine
- $1,650/week
- Calendar Last Updated On: Aug 25, 2008
This sunny Chilmark cottage offers total privacy on your own 5 acres. Located off a small private road, we are near to the Chilmark Store, the library, and the...
5 Acre Privacy, Key to Black Point Beach- – Property 120243
- Chilmark rental - house, 4 bedrooms, sleeps 8, beach, rural, washing machine
- $2,500 - $3,000/week
- Calendar Last Updated On: Aug 13, 2008
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...
Desirable Chilmark Location Sweeping Ocean Views Private Beach – Property 194085
- Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, beach, near the ocean, washing machine
- $3,000/week
- Calendar Last Updated On: Jul 24, 2008
Enjoy panoramic views of Vineyard Sound & secluded association beach from this contemporary home with open floor plan. Groomed walking trails, association tennis, 5...
Private Air-Conditioned Retreat with water views – Property 133117
- Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, near the ocean, rural, air-conditioning
- $2,000 - $2,500/week
- Calendar Last Updated On: Jul 22, 2008
With a distant sweeping waterview, full privacy, and a total renovation, this property offers accommodations well above the norm.
Waterview, Private, Newly Renovated Tri-Level – Property 121220
- Chilmark rental - house, 4 bedrooms, sleeps 9, 3 bathrooms, near the ocean, rural, washing machine
- Calendar Last Updated On: Jul 22, 2008
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...
Former Schoolhouse, Large Yard, Scenic & Quiet – Property 123972
- Chilmark rental - house, 3 bedrooms, sleeps 7, near the ocean, town, air-conditioning
- Calendar Last Updated On: Jul 14, 2008
Historic former ('Cape Higgin') Schoolhouse; on North Road in Chilmark, right after W. Tisbury & Tea Lane (Revolutionary War landmark); sleeps 7 in 5 beds, 3...
Magical Beachfront Martha's Vineyard Cottage – Property 154974
- Chilmark rental - cottage, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, internet access
- $5,000 - $10,000/week
- Calendar Last Updated On: Jul 2, 2008
Magical artist renovated 1920's Vineyard cottage on the ocean with spectacular views. Upscale, beautifully decorated with both charm and comfort.
Striking Contemporary with Views of the Sound – Property 116899
- Chilmark rental - house, 4 bedrooms, sleeps 16, 4 bathrooms, washing machine, internet access
- Calendar Last Updated On: Jun 16, 2008
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four wooded acres of land.
Lovely House with Deep Water View – Property 106127
- Chilmark rental - house, 4 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, near the ocean, air-conditioning
- Calendar Last Updated On: Jun 15, 2008
This is a lovely house, looking over Lucy Vincent Beach, Squibnocket and Nomans Island. The water view is wonderful from the deck as well as from the living room,...
Secluded Contemporary; Private, Quiet, Tranquil – Property 106205
- Chilmark rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, near the ocean, rural, washing machine
- $2,200 - $2,700/week
- Calendar Last Updated On: Jun 9, 2008
Charming, peaceful three-bedroom house nestled amid woods on quiet, private four-acre property off historic Tea Lane. Accommodations include two master bedrooms,...
Stone Walls, Flowery Meadows, Ocean View, renovated – Property 119314
- Chilmark rental - house, 3 bedrooms, sleeps 5, 1 bathroom, 1 half bath, near the ocean, rural, washing machine
- $2,000 - $2,800/week
- Calendar Last Updated On: Jun 5, 2008
Summer cottage, cathedral ceilings, fireplace. monumental stone walls, flowery meadows, view of Lucy Vincent Beach and waters beyond, tall pines behind with a back...
Spacious, Sunny, Private Chilmark Home – Property 136112
- Chilmark rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, internet access, linens provided
- $2,000 - $3,500/week
- Calendar Last Updated On: May 4, 2008
This spacious, comfortable, well-equipped home is located in a quiet neighborhood off North Road in Chilmark. It features 3 acres of woods and fields with...
Charming Yankee Barn in Martha's Vineyard pristine Chilmark area – Property 116157
- Chilmark rental - house, 5 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, beach, rural, washing machine
- Calendar Last Updated On: Mar 4, 2008
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...
Chilmark Summer Home – Property 114834
- Chilmark rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, 1 half bath, near the ocean, village, washing machine
- Calendar Last Updated On: Feb 3, 2008
Fabulous Menemsha location. Short walk to the village for sunsets & ice cream. This 3 bedroom classic shingled summer house has been completely renovated &...
Large Family Home in Exclusive Prospect Hill – Property 106129
- Chilmark rental - house, 5 bedrooms, sleeps 11, 4 bathrooms, beach, washing machine
- $5,000 - $7,000/week, per person
- Calendar Last Updated On: Jan 29, 2008
Large antique-filled home in Chilmark. This five bedroom four bath family home is set on four acres of lawn and woods in exclusive Prospect Hill.

























