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$286

4 BR / 2 BA / Sleeps 8

CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS - Chilmark vacation rentals
1 / 8

$286

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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS

Chilmark house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

C-H-A-R-M-I-N-G is the only word to describe this privately set little contemporary with a big heart, tucked right into the woods in Spring Point. Lovely view of the Sound over the tree tops from the full length inside comfort of screened-in porch. Convenient kitchen opens into living and dining area. Nicely …
  • Ocean or water views
  • Internet Access
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$214

2 BR / 1 BA / Sleeps 4

THE POND HOUSE ON STONEWALL BEACH - CHIL JJAF-95GH - Chilmark vacation rentals
1 / 23

$214

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THE POND HOUSE ON STONEWALL BEACH - CHIL JJAF-95GH

Chilmark house
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Luxurious beachfront living in Chilmark with sweeping water views of Stonewall Beach, Squibnocket Ridge, and Stonewall Pond. The Pond House sits directly on the intersection of Stonewall Beach and Pond, with water views throughout the house and across the large wraparound deck. Walls of windows and French doors frame …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$571

3 BR / 3 BA / Sleeps 8

Chilmark Waterview With Beach And Tennis! (Chilmark--Waterview-With-Beach-And-Tennis!--CH216) - Chilmark vacation rentals
1 / 20

Details

Fabulous Chilmark home offers two levels of living sapce. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half bath, a master suite with private bath with …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$453

4 BR / 2 BA / Sleeps 6

LEWDG - Waterfront, Waterview, Walk to Beach, Hi Speed Internet, WiFi - Chilmark vacation rentals
1 / 24

$453

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LEWDG - Waterfront, Waterview, Walk to Beach, Hi Speed Internet, WiFi

Chilmark house
4 BR / 2 BA / Sleeps 6 | Quick view

Details

Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. Amenities and Features include... Waterfront, Waterview, Walk to…
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$428

5 BR / 2 BA / Sleeps 9

Spacious Menemsha Waterview Rental (Spacious-Menemsha-Waterview-Rental-CH203) - Chilmark vacation rentals
1 / 19

$428

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Spacious Menemsha Waterview Rental (Spacious-Menemsha-Waterview-Rental-CH203)

Chilmark house
5 BR / 2 BA / Sleeps 9 | Quick view

Details

Reverse Contemporary Five Bedroom home just minutes to Menemsha. There are open living spaces with living room , dining room and kitchen that open to deck with waterviews of the North Shore. Just a short drive to famous Lucy Vincent Beach, Chilmark Store, library and Community Center. Walk to a Menemsha Beach on a …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,214

6 BR / 4 BA / Sleeps 10

BRESP - Waterview, Association Beach - Chilmark vacation rentals
1 / 23

$1,214

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BRESP - Waterview, Association Beach

Chilmark house
6 BR / 4 BA / Sleeps 10 | Quick view

Details

Contemporary Home commands one of Martha's Vineyard's most spectacular views overlooking the Elizabeth Islands and Vineyard Sound. Breathtaking sunsets. Outdoor patios and deck and multiple living areas provide many options for family gatherings or quiet times. Amenities and Features include... Waterview, …
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$900

5 BR / 4 BA / Sleeps 12

1 / 30

$900

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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Chilmark house
5 BR / 4 BA / Sleeps 12 | Quick view

Details

Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the east and west houses …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly

PreviousNext property

$278

3 BR / 2 BA / Sleeps 6

1 / 15

$278

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PERRG - A/C, WiFi

Chilmark house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... A/C, WiFi Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, porch - screened, outside shower - enclosed, vacuum, outdoor furniture, ironing board.
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$642

3 BR / 2 BA / Sleeps 6

1 / 18

$642

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WILGG - Quansoo (with private beach key), Central Air, Waterview, Waterfront

Chilmark house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, Waterfront Additional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower - enclosed, private beach - association, …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,036

4 BR / 3 BA / Sleeps 8

1 / 24

$2,036

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COMPLEX IN A BEAUTIFUL SETTING-MAIN HOUSE &BARN w/POOL,HOT TUB,TENNIS

Chilmark house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

A complete complex in a beautiful, peaceful setting: main house and barn with built-in pool, hot tub, private tennis court and pond. One can walk to a lovely North Shore beach. This complex is surrounded by roses and perennials. Also, beach stickers for Lucy Vincent and Squibnocket are provided. Large kitchen supplied…
  • Hot Tub/Jacuzzi
  • Fireplace
  • Grill
  • Linens Provided
  • Towels Provided
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,214

5 BR / 4 BA / Sleeps 8

1 / 13

$2,214

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TRANQUIL HOME OVERLOOKNG THE OCEAN. ADD A BEACH AND WHAT COULD BE BETTER

Chilmark house
5 BR / 4 BA / Sleeps 8 | Quick view

Details

Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Additional amenities include: coffee maker, outdoor shower, lobster pot, food processor, cd player, wine glasses, washer & dryer, ironing board.
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Grill
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

4 BR / 2 BA / Sleeps 8

1 / 18

$643

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Beautiful, secluded home in Chilmark.

Chilmark house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

A fascinating, lovely classic Eliot Noyes (architect) contemporary in a private setting with spectacular views off the water looking toward Lucy Vincent beach and East towards West Tisbury. There is a great room (with dining, and living room and kitchen) with decks on either side (4-10 feet off the ground with two …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

4 BR / 3 BA / Sleeps 8

1 / 8

$643

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ENJOY OCEAN VIEWS FROM THIS CHILMARK HOME

Chilmark house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Unique combination of 1940's camp-style home and new (2007) two-story addition. Beautiful Ocean views from all floors, two decks, two living rooms and wonderful prevailing SW breezes. Five minute walk to Ocean Beach adjacent to Lucy Vincent Beach. Access to private Able's Hill Association beach and 3 tennis courts. …
  • Ocean or water views
  • Internet Access
  • Porch
  • Grill
  • Linens Provided
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,000

5 BR / 6 BA / Sleeps 10

1 / 13

$2,000

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WATERFRONT VINEYARD CONTEMPORARY HOME LOCATED ON TISBURY GREAT POND

Chilmark house
5 BR / 6 BA / Sleeps 10 | Quick view

Details

Vacation in Chilmark near the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom main house with a detached guest suite. Open living / dining/ kitchen area with cathedral ceilings and exposed beams overlooking a luxurious setting by the …
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,071

6 BR / 5 BA / Sleeps 10

1 / 17

$1,071

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ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND

Chilmark house
6 BR / 5 BA / Sleeps 10 | Quick view

Details

Spacious, 10 room, architectual award-winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has marvelous water views and the sunsets are spectacular! Its charming interior includes a Living Room with vaulted ceilings,fireplace and bar;large, fully …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

3 BR / 3 BA / Sleeps 6

1 / 25

$500

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HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

Chilmark house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

A quiet oasis tucked away on Blueberry Ridge, the Hillside Hideaway enjoys a tranquil country setting with rolling meadows, and thoughtfully designed outdoor landscaping with patios and outdoor living spaces set amid nicely manicured grounds and gardens. Inside, the house is designed to enjoy the serene setting as …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

5 BR / 4 BA / Sleeps 9

6 Reviews

$643

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Stunning Multi-Generational 5 BR Ocean View Home!

Chilmark house
5 BR / 4 BA / Sleeps 9 | Quick view
Excellent6 Reviews

Details

Reviews

(6)

This comfortable contemporary home located up-island in Chilmark, includes a key to a private beach, Blackpoint, and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the common areas bring the outdoors inside with spectacular sunshine and …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Peaceful Beauty

Left on Jun 14, 2010 for a stay in May 2009

This home sits serenely on a small hill surrounded by fields. The floor plan is open and airy, with sunlight filling the rooms. Furnishings are comfortable. I especially love the gourmet kitchen and the view of the ocean from the living room. The lower level sleeping area is perfect for the kids, with the two master bedrooms on the main floor nice sized. The house is well appointed and organized…

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$227

2 BR / 1 BA / Sleeps 3

1 / 12

$227

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MARTHA'S VINEYARD - AUGUST. Menemsha, Chilmark

Chilmark cottage
2 BR / 1 BA / Sleeps 3 | Quick view

Details

Great location. Menemsha Village. 2 bedroom cottage. Sunny interior. 1 bath, plus outdoor shower. Storage barn, cable tv, High Speed internet, washer. Walk to beach, harbor, dock, stores, restaurants. Currently available August only. $1595 per week. 2 wk minimum. Maximum occupancy 2 adults, 1 child. No pets. …
  • Internet Access
  • Washing Machine
  • A/C or climate control
  • Books
  • Grill
  • Suitable for children - ask

PreviousNext property

$357

4 BR / 5 BA / Sleeps 8

1 Reviews

$357

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ATLANTIC OCEAN BREEZES, GLORIOUS VIEWS!

Chilmark house
4 BR / 5 BA / Sleeps 8 | Quick view
Excellent1 Reviews

Details

Reviews

(1)

A boutique hotel experience in an unrivaled setting at the end of a one mile single lane road. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation conservation preserve. This home has a wonderful view toward Squibnocket Beach, a mile away, and the Squibnocket Peninsula, with…
  • Waterfront
  • Ocean or water views
  • Wireless Internet
  • Fireplace
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Fabulous stay

Left on Jun 16, 2014 for a stay in March 2014

We stayed at this gorgeous home with a large family group in March. Fortunately for us, the weather was ideal. We had a lovely stay - everything at the house was wonderful and everyone loved being at this home and on the Vineyard for a winter vacation. The house is spacious, comfortable and very beautiful. The property is private.

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$686

3 BR / 3 BA / Sleeps 6

1 / 16

$686

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THE ESSENCE OF THE ISLAND WIITH ASSOCIATION BEACH

Chilmark house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Beautifully restored, maintained, and furnished, this 1740 Island farmhouse is situated on 80 private acres of glorious Chilmark hills overlooking Menemsha Pond and includes a small private association beach on Menemsha Pond to wend your way down to. A little bit of heaven on earth! Additional amenities include: …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Patio
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,471

5 BR / 5 BA / Sleeps 10

1 / 29

$1,471

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WINGR

Chilmark house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Take me home country road....to the place I belong......Wingate Roost is home............and down a beautiful country road. Set among the hills of Squibnocket with views of the pond and the Atlantic this unpretentious home will envelope you in its understated elegance. Windows everywhere let the light and the hypnotic…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Phone / Internet
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,750

4 BR / 3 BA / Sleeps 8

1 / 20

$3,750

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4 Bedroom on 5 Acres of Woodlands with Fresh Eggs and Chickens

Chilmark house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Set on 5 acres of woods and meadow. A small farm setting with chickens and pigs and a garden for you to enjoy. Be a farmer for a week, without the work! Our hens lay eggs that you can collect every morning. The pigs love your dinner scraps and we invite you feed them if you wish. The animals are contained in very …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

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$392

3 BR / 2 BA / Sleeps 6

1 / 16

Details

Charming Chilmark cottage with panoramic South Shore waterviews. A five minute stroll to South surf beach. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. Seaside cottage charm has been maintained throughout with tung and groove walls, hardwood …
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$885

4 BR / 2 BA / Sleeps 6

1 / 9

$885

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PARKE - Magnificent Ocean Views, Private Association Beach Rights

Chilmark house
4 BR / 2 BA / Sleeps 6 | Quick view

Details

Black Smith Valley. Classic Cape overlooking acres of pastoral meadows and across Squibnocket Pond to open ocean. Immaculate home accented with country antiques and comfortable beds with linens provided. Walk to Squibnocket Beach or drive to Lucy Vincent Beach or make use of the private association beach in Aquinnah …
  • Waterfront
  • Ocean or water views
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,428

4 BR / 2 BA / Sleeps 9

1 / 33

$1,428

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HORNP - Squibnocket Farm Waterfront, Private Beach,

Chilmark house
4 BR / 2 BA / Sleeps 9 | Quick view

Details

Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ocean beyond. The refined interior offers open living spaces, large dining area and only the finest…
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$382

3 BR / 3 BA / Sleeps 6

1 / 18

$382

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ITALA - North Slope Custom Home, Large Wrap Around Deck, WiFi

Chilmark house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Contemporary Post and Beam home, private location, bounded by large oaks and stone walls. Enjoy this impeccably maintained 3 bedroom, 3 bath home. Custom designed and featuring a chef's kitchen. The cathedral ceiling great room is open to the spacious dining and kitchen area. Custom features include exposed wood beams…
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$603

3 BR / 2 BA / Sleeps 6

1 / 26

$603

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LEWID - Menemsha Waterfront, Magnificent Views and Private Location, WiFi

Chilmark house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

This quintessential Chilmark home has been impeccably maintained and continuously updated. The dining and living areas open to a wrap around deck. Enjoy spectacular water views and sunsets from just about every room in the house. Stroll to the beach and Menemsha village where you will find the fish market, village …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,528

5 BR / 5 BA / Sleeps 10

1 / 34

Details

Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop this gorgeous summer home enjoys sweeping 300 …
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$2,957

0 BR / 3 BA / Sleeps 10

1 / 38

Details

Expansive views of Chilmark Pond and the Atlantic Shoreline. Deeded access to pond, dock and private ocean beach (please inquire for more information). Newly completed 5400 square foot luxury home with ... multiple decks overlooks the masterfully landscaped grounds, stone walls, and ocean views beyond. Main level …
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$735

1 BR / 2 BA / Sleeps 3

1 / 14

$735

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YEOM1 - Waterview, Walk to Private Association South Shore Beach

Chilmark house
1 BR / 2 BA / Sleeps 3 | Quick view

Details

"The Little House" on the beach. Two minute stroll to South surf beach. Incredible views from sunrise to sunset. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. This wonderful cottage is a one of a kind. A pet will be considered on a case by case …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$542

4 BR / 3 BA / Sleeps 6

1 / 29

Details

This incredible home is furnished with one of a kind artisan wood and textile pieces, as well as Donghia soft seating and is filled with art, vintage stain glass, antiques, and one of kind artisan furniture. The ocean view is spectacular from the great room (living room, dining area and kitchen, two bedrooms (master …
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$407

5 BR / 2 BA / Sleeps 10

1 / 32

Details

Beautiful newly remodeled and newly furnished 4 bedroom home with private pool. Landscaping bordering the house and pool will be enhanced and ready for summer 2015, work to begin in April. Ten minute drive from the house to Menemsha village or Lucy Vincent beach. The house features a cook's kitchen with Silestone …
  • Internet Access
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,142

4 BR / 3 BA / Sleeps 8

1 / 23

$1,142

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Chilmark Picturesque Panorama (Chilmark-Picturesque-Panorama-CH224)

Chilmark house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Panoramic Views of South Shore from across the Allen Farm to Noman's Land and beyond. This carefully designed and decorated home sets you in beauty and comfort. The deck features a gazebo. The yard is carefully landscaped and tended with trees strategically planted to offer privacy between the main house and the guest…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$357

4 BR / 4 BA / Sleeps 8

1 / 21

$357

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CHILMARK RETREAT: MODERN STYLING, PRIVATE SETTING - CHIL MMAD-20

Chilmark house
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Privately tucked away in the rolling hills of the historic Tea Lane area, surrounded by conservation land, the newly renovated Chilmark Retreat features a sleek modern style, with a sunny, open floor plan. There are sharp designer touches throughout, mixed with monochromatic shades of white and other muted tones, from…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$857

6 BR / 2 BA / Sleeps 11

1 / 35

Details

Style, warmth, and comfort define this delightful farm house in Menemsha with a water view to the Vineyard Sound. The property is spacious and private. There is a tennis court shared by the occupants of the neighboring barn. The house comes with a key to a beach in Aquinnah on Moshup trail and a shared key to Quansoo …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,071

4 BR / 3 BA / Sleeps 8

1 / 23

Details

This Chilmark contemporary home offers views over Chilmark Pond to the South Shore. There are four bedrooms three full baths an open floor plan that includes a kitchen, living room and dining room that open up to decks and additional living space. Includes canoe to take over the pond to beautiful south shore beach. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,571

5 BR / 4 BA / Sleeps 10

1 / 16

Details

Contemporary, private, exquisite home set right on Tisbury Great Pond. Drive to Quansoo or kayak right from the house. Large, gorgeous gourmet kitchen, spacious living room with stylish fire place, large screened porch, water views through the trees all contribute to the heightened appeal of this property. The guest …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,785

5 BR / 5 BA / Sleeps 10

1 / 29

$1,785

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QUANSOO WATERFRONT COMPOUND WITH GUEST COTTAGE - CHIL EBRA-61

Chilmark house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Tucked away in the prestigious Quansoo area of Chilmark, this architect-designed compound sits peacefully on the shores of the Tisbury Great Pond. There are sophisticated touches inside and out, with a Main House, Guest House, and key access to Quansoo Beach. The Main House is centered around a two-story Great Room …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$500

3 BR / 2 BA / Sleeps 8

1 / 35

$500

Inquire

HILL HOUSE ON STONEWALL POND - CHIL RALD-140

Chilmark house
3 BR / 2 BA / Sleeps 8 | Quick view

Details

Hill House sits atop a bluff along the shores of Stonewall Pond with panoramic water views of the Pond and Stonewall Beach, as well as views over Quitsa Pond in the other direction. There is also access to Stonewall Beach, one of Chilmark's most prestigious private association beaches. Hill House is all about the view…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$785

3 BR / 3 BA / Sleeps 6

1 / 23

$785

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THE MEADOW FARMHOUSE AT MENEMSHA POND - CHIL LMCC-23

Chilmark house
3 BR / 3 BA / Sleeps 6 | Quick view

Details

This historic farmhouse is quietly tucked away above Menemsha Pond with sweeping sunset and water views of The Pond and Menemsha Harbor. The tranquil setting is classic Chilmark with rolling hills and stonewalls, plus a private association beach just a short stroll away on Menemsha Pond. Three-hundred year old Meadow …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,857

6 BR / 6 BA / Sleeps 12

1 / 28

$2,857

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VISTA POINT: STUNNING ARCHITECTURAL DESIGN ON THE NORTH SHORE - CHIL DROT-69

Chilmark house
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Vista Point combines a truly magical mix of a spectacular, waterfront location, with equaling stunning architectural design. Sitting high atop a north shore ridge in Chilmark, the views stretch west from the Aquinnah cliffs and lighthouse, north to the Elizabeth Islands, and east toward Lambert's Cove Beach. Drawing …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$357

4 BR / 5 BA / Sleeps 8

1 / 36

Details

Featuring one of the most stunning water views and waterfront locations in Chilmark, The Beach House At Stonewall is just that. Stonewall Beach is directly at the property's edge. There is a private beach, and south-facing views of Stonewall Beach & Pond, Squibnocket Point, and on out to No Man's Land. Sitting atop a …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,471

5 BR / 5 BA / Sleeps 10

1 / 40

$1,471

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THE ROOST AT SQUIBNOCKET FARM - CHIL RHOR-17

Chilmark house
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Aptly named for its stunning perch in prestigious Squibnocket Farm on the shores of Squibnocket Pond, The Roost features panoramic water views that stretch from the far southwestern shoreline of Martha's Vineyard, across Chilmark's Squibnocket and Stonewall Beaches, and continue along the Island's entire south shore …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$428

4 BR / 3 BA / Sleeps 8

1 / 24

$428

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LENOM HOUSE AT STONEWALL POND - CHIL RALD-138A

Chilmark house
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Enjoy sweeping water views across Stonewall Pond and Beach, as well as access to the private ocean beach at prestigious Stonewall Beach. Lenom House is tucked away between Stonewall and Quitsa Ponds, with dramatic water views of both well known Chilmark Ponds, plus the south shore and Stonewall Beach. The open first …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,785

7 BR / 4 BA / Sleeps 9

1 / 31

$1,785

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SEVEN GATES FARM WATERFRONT: CLASSIC CHILMARK CAPE - CHIL CFUL-35

Chilmark house
7 BR / 4 BA / Sleeps 9 | Quick view

Details

Serenely tucked away on the rolling hills and meadows of prestigious Seven Gates Farm, this Classic Chilmark home sits directly on the north shore with stunning water views of Vineyard Sound and the Elizabeth Islands, with its own curving coastline of Seven Gates beach. There is vintage charm throughout this seven …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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