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Vacation Rentals in Chilmark
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Secluded Chilmark summer house with sweeping Atlantic views – Property 164828
- Chilmark rental - house, 5 bedrooms, sleeps 8, 3 bathrooms, near the ocean, rural, washing machine
- $3,500 - $4,990/week
- Calendar Last Updated On: May 14, 2008
Come enjoy this unique summer home, perched on a secluded hilltop with stunning 180 degree views of the Atlantic Ocean. The multi level interior is airy and bright...
Magical Beachfront Martha's Vineyard Cottage – Property 154974
- Chilmark rental - cottage, 3 bedrooms, sleeps 8, 2 bathrooms, beach, waterfront, internet access
- $3,000 - $15,000/week
- Calendar Last Updated On: May 13, 2008
Magical artist renovated 1920's Vineyard cottage on the ocean with spectacular views. Upscale, beautifully decorated with both charm and comfort.
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
- $1,800 - $2,800/week
- Calendar Last Updated On: May 12, 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...
Sunny, hilltop home with treetop view – Property 187239
- Chilmark rental - house, 3 bedrooms, sleeps 6, 1 bathroom, near the ocean, resort, air-conditioning
- $2,900 - $3,500/week
- Calendar Last Updated On: May 12, 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.
Classic Chilmark Home --Six Bedrooms, Sunny Deck, Can Accommodate Two Families – Property 162857
- Chilmark rental - house, 6 bedrooms, sleeps 12, 2 bathrooms, beach, rural, washing machine
- $2,300 - $3,700/week
- Calendar Last Updated On: May 8, 2008
Classic, fully updated Vineyard home on three acres, in a quiet location, surrounded by farms and conservation land, just a few minutes to Menemsha and Lucy Vincent...
Private beach, tennis courts, kayaks, very charming – Property 165500
- Chilmark rental - studio, 1 bedroom, sleeps 2, 1 bathroom, beach, near the ocean, air-conditioning
- $800/week
- Calendar Last Updated On: May 11, 2008
Private studio in beautiful Chilmark with private beach on the Atlantic, tennis courts, kayaks available for use at no additional charge.
Circa 1719 Charming Farmhouse – Property 156799
- Chilmark rental - farmhouse, 3 bedrooms, sleeps 7, 3 bathrooms, near the ocean, rural, washing machine
- $2,900/week
- Calendar Last Updated On: May 5, 2008
Country Kitchen opens to large Dining Room, Living Rm with fireplace, Sun Rm w/high speed internet access and view of flower gardens, 3 Bedrooms/2 additional...
Spacious, Sunny, Private Chilmark Home – Property 136112
- Chilmark rental - house, 4 bedrooms, sleeps 10, 3 bathrooms, internet access, linens provided
- $2,000 - $5,000/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...
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: May 1, 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.
Secluded Contemporary; Private, Quiet, Tranquil; August ferry tix included! – Property 106205
- Chilmark rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, near the ocean, rural, washing machine
- $1,990 - $2,700/week
- Calendar Last Updated On: Apr 26, 2008
Charming, peaceful three-bedroom house nestled amid woods on quiet, private four-acre property off historic Tea Lane. Accommodations include two master bedrooms,...
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: Apr 24, 2008
Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four wooded acres of land.
5 Acre Privacy, Key to Black Point Beach- – Property 120243
- Chilmark rental - house, 4 bedrooms, sleeps 8, beach, rural, washing machine
- $2,500 - $4,000/week
- Calendar Last Updated On: Apr 21, 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...
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 - $3,600/week
- Calendar Last Updated On: Apr 21, 2008
With a distant sweeping waterview, full privacy, and a total renovation, this property offers accommodations well above the norm.
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
- $1,350 - $2,350/week
- Calendar Last Updated On: Apr 21, 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...
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: Apr 21, 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...
Elegant Chilmark country home situated on 8 private acres – Property 186630
- Chilmark rental - house, 4 bedrooms, sleeps 7, 3 bathrooms, rural, air-conditioning
- $6,500/week
- Calendar Last Updated On: Apr 11, 2008
Private location, and yet minutes to the beach, walking trails, and neighborhood farm. Impeccable, bright contemporary home with open floor plan, hard wood floors,...
Stunning Views and Sunsets – Property 182266
- Chilmark rental - cottage, 3 bedrooms, sleeps 8, 3 bathrooms, beach, waterfront, washing machine
- $2,800 - $4,800/week
- Calendar Last Updated On: Apr 6, 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...
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
- $1,450/week
- Calendar Last Updated On: Apr 6, 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,...
Former Schoolhouse, Large Yard, Scenic & Quiet – Property 123972
- Chilmark rental - house, 3 bedrooms, sleeps 5, near the ocean, town, air-conditioning
- Calendar Last Updated On: Mar 25, 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...
Secluded Natural Chilmark House – Property 117303
- Chilmark rental - house, 2 bedrooms, sleeps 8, 1 bathroom, near the ocean, rural, washing machine
- $475 - $1,500/week
- Calendar Last Updated On: Mar 21, 2008
Located at end of a dead-end dirt road on 1.5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar.

























