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$329

4 BR / 2 BA / Sleeps 8

Secluded Chilmark (Secluded-Chilmark-CH208) - Chilmark vacation rentals
1 / 4

$329

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Secluded Chilmark (Secluded-Chilmark-CH208)

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

Details

Secluded location on a cul de sac overlooking a private meadow with spreading oak trees. The traditional exterior welcomes you to our spacious contemporary. the main living area features a great room with fireplace which opens to a dining room and kitchen with an island eating bar. Off the great room is the main deck …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,357

4 BR / 3 BA / Sleeps 8

Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands - Chilmark vacation rentals
1 / 15

$1,357

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Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands

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

Details

Beautiful, custom 4-bedroom house in an exclusive neighborhood with private association beach and tennis court. Spacious, comfortable living and dining room with cathedral ceilings, open to kitchen and upstairs loft with office. TV/sitting room nook off dining room. Expansive deck with stunning north shore water views…
  • Ocean or water views
  • Internet Access
  • Clothes Dryer
  • A/C or climate control
  • Deck
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$314

4 BR / 3 BA / Sleeps 8

CHARMING COUNTRY HOME IN CHILMARK - Chilmark vacation rentals
1 / 18

$314

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CHARMING COUNTRY HOME IN CHILMARK

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

Details

Tastefully furnished and decorated with antiques and art. This upscale Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by southern light; has sliders out to a…
  • Internet Access
  • Deck
  • Grill
  • Linens Provided
  • Dishwasher
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$593

4 BR / 2 BA / Sleeps 8

1 Reviews

$593

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GOLUH - Wifi, A/C in Master

Chilmark house
4 BR / 2 BA / Sleeps 8 | Quick view
Very Good1 Reviews

Details

Reviews

(1)

Owner Transfer Ferry Tickets - Please Inquire Situated on a cul-de-sac overlooking a private meadow with spreading oaks ensures privacy. The screened porch, meadow bench, hammock and second floor deck off the master bedroom provide quiet spots to get away. Amenities and Features include... Wifi, A/C in Master …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Vineyard vacation

Left on Aug 11, 2014 for a stay in August 2014

Great vacation. Home was clean, property is private and quiet and as always, very comfortable. Convenient location for our family vacation needs. Lack of recycling at house was the only down side. Hopefully will be made available in the future.

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$1,715

4 BR / 2 BA / Sleeps 8

VONMS - Peaceful Chilmark Retreat, Pool, Tennis Courts, Gorgeous Acreage, Some A/C, WiFi - Chilmark vacation rentals
1 / 32

Details

7 acre Luxury Chilmark Estate in an Idyllic setting of stone walls, perennial gardens and orchards. Private pool and hot tub surrounded by a large deck and bordered by tiered rose gardens. A regulation tennis court is set a short walk across the meadow. There is a beautiful natural pond on the property home to ducks …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$493

4 BR / 2 BA / Sleeps 8

Charming Chilmark Guest House (Charming-Chilmark-Guest-House-CH225) - Chilmark vacation rentals
1 / 15

$493

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Charming Chilmark Guest House (Charming-Chilmark-Guest-House-CH225)

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

Details

Perched high above the surrounding terrain, this affordable Chilmark rental offers sweeping views of the ocean and upisland all the way to Aquinnah. See the sunsets from the deck. It is spacious with 4 bedrooms to accommodate family and friends. See Chilmark rental #CH224 for family reunions or larger parties. Great …
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

4 BR / 2 BA / Sleeps 8

1 / 23

Details

Located on Flanders Lane, this house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Walk to watch sunsets in Menemsha or dine in one of the places to eat there or take in a day at the beach. Additional amenities include: beach chairs, dock/boat-slip, coffee maker, bakeware, …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$857

6 BR / 4 BA / Sleeps 12

1 / 20

$857

Inquire

Chilmark Vacation Home with Lovely Views and Pool

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

Details

Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two-car garage, bunkhouse; tennis court and in-ground heated lap pool located on Menemsha Inn Road in the Town of Chilmark. The dwelling is a charming …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$286

4 BR / 2 BA / Sleeps 8

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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$858

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

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$1,072

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

$1,143

4 BR / 3 BA / Sleeps 8

1 / 23

$1,143

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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

$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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$429

5 BR / 2 BA / Sleeps 9

1 / 19

$429

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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

PreviousNext property

$571

4 BR / 3 BA / Sleeps 8

1 / 5

$571

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Gracious and Spacious Chilmark Home with a Pool

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

Details

A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Relax in the pool ~ it's heated! The "play" pool is 4 feet deep. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the nicest parts of the island. The house has a flowing …
  • Wireless Internet
  • Fireplace
  • A/C or climate control
  • Deck
  • Linens Provided
  • Suitable for children - ask
  • 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

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

$2,215

5 BR / 4 BA / Sleeps 8

1 / 13

$2,215

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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

$150

4 BR / 2 BA / Sleeps 8

1 / 11

$150

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SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING

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

Details

This spacious and comfortably furnished contemporary Cape is conveniently located between Chilmark and West Tisbury. The master bedroom and bath are downstairs; three bedrooms and a bath are upstairs off the loft that overlooks the living and dining rooms. The living and dining rooms have a cathedral ceiling, wood …
  • Wireless Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - over five
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,572

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

$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

PreviousNext property

$786

5 BR / 3 BA / Sleeps 10

1 / 19

Details

This colorful and spacious home has room for a large family or a smaller one with guests. On breezy days, lounge in the sun on the back deck protected from the wind. Take in the sunsets from the back deck, sunrises from the kitchen deck. The house comes with boogie boards and beach toys, beach chairs, chaises lounges…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$357

4 BR / 5 BA / Sleeps 8

1 Reviews

$357

Inquire

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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$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

PreviousNext property

$429

4 BR / 3 BA / Sleeps 10

1 / 23

$429

Inquire

PINE RIDGE FARM: COUNTRY CAPE WITH GUEST COTTAGE - CHIL EHIN-05

Chilmark house
4 BR / 3 BA / Sleeps 10 | Quick view

Details

Pine Ridge Farm sits peacefully tucked away on three acres of gently rolling meadows surrounded by stone walls. At the center of the compound is a classic Royal Barry Wills cape that has been smartly designed and finely appointed. An open Great Room with Living and Dining Areas has a two-story vaulted ceiling and a …
  • 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

$390

5 BR / 3 BA / Sleeps 8

1 / 14

Details

Classic coastal cottage remodeled in 2000. Charming open and sunny interior feautres 3 bedrooms and 2 baths in the main house. 2nd level Master bedroom opens onto private deck with views of Menemsha Harbor. Seperate guest cottage has Qeen bedroom and a full bath. Outdoor spaces for your vacation enjoyment include a …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$736

5 BR / 4 BA / Sleeps 8

1 / 31

$736

Inquire

MICHA - Chilmark Hilltop Luxury Home, A/C, Wifi Internet

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

Details

MVVR EXCLUSIVE: Spectacular 5 bedroom, 4.5 bath retreat. Lovely distant waterviews overlooking the South Shore. Hilltop setting with privacy and a five minute drive to Lucy Vincent Beach. This spacious custom home has been decorated by one of the island's premier professionals. A combination of contemporary …
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$472

4 BR / 3 BA / Sleeps 8

1 / 24

Details

Owner Transfer Ferry Tickets - Please Inquire Gorgeous Views of Stonewall Pond from this immaculate 4 bedroom three bath home. Cathedral ceilings add to the spacious feeling of this contemporary home and the open kitchen, living and dining areas provide the perfect space for your summer vacation. There is a spacious …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,029

4 BR / 3 BA / Sleeps 8

1 / 24

Details

Outstanding private rental home nestled on 7.2 private acres in the seaside community of Chilmark on the Island of Martha's Vineyard, features a key to Quansoo Beach, one of the most beautiful private association beaches on the island. Warmth, comfort and charm await you and your family in this air conditioned, 4500 …
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$472

5 BR / 4 BA / Sleeps 12

1 / 21

$472

Inquire

HAUCJ -

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

Details

An award winning architectural design coupled with Vineyard charm and seclusion, this house has two wings allowing for multiple family co-existance. This vacation home is open, spacious and filled with light with a wrap-around deck for sun or shade. Amenities and Features include... Additional amenities include: …
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$500

5 BR / 3 BA / Sleeps 12

1 / 11

$500

Inquire

ENRIP - Privacy, Lovely Yard, Short Drive to Lucy Vincent Beach

Chilmark house
5 BR / 3 BA / Sleeps 12 | Quick view

Details

Spacious, well furnished and equipped, comfortable home in quiet neighborhood on 3 acres. Two master bedrooms, one on each floor; pool table. Within walking distance (about 1 mile) to small North Shore beach (Great Rock Bite). Three mile drive to Lucy Vincent Beach. Amenities and Features include... Privacy, …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,215

4 BR / 3 BA / Sleeps 8

1 / 10

$1,215

Inquire

ROSSR - Chilmark, Waterview, Private Pool

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

Details

High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite you to make the most of summer living. Amenities and Features include... Chilmark, Waterview, Private …
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$486

4 BR / 2 BA / Sleeps 8

1 / 25

$486

Inquire

KOGAB - Chilmark, South Road, 3 Miles to Lucy Vincent Beach, WiFi

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

Details

Tastefully furnished and decorated with antiques and art. This Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by southern light; has sliders out to a wrap-…
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,529

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

$900

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

$886

4 BR / 2 BA / Sleeps 6

1 / 9

$886

Inquire

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

PreviousNext property

$408

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

$636

4 BR / 3 BA / Sleeps 8

1 / 18

Details

Panoramic South Shore ocean vista from this outstanding private rental home. Less than one mile to famous Lucy Vincent Beach. Owner also offers private beach rights to the south side via canoe or kayak (provided by owners.) Classic style and modern luxury combine to make this family retreat a very special rental. Part…
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,215

6 BR / 4 BA / Sleeps 10

1 / 23

$1,215

Inquire

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

PreviousNext property

$425

4 BR / 3 BA / Sleeps 8

1 / 16

$425

Inquire

TEELK - Menemsha Village Cottage, Walk to Menemsha Beach, A/C, WiFi

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

Details

Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. A large deck offers privacy and a wonderful setting for those summer barbecues. A modern well equipped kitchen opens to the large dining room, a …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

4 BR / 4 BA / Sleeps 8

1 / 23

$500

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JAFFJ - Oceanfront, Waterview, Private Beach and Tennis

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

Details

Ocean Front Splendor in an elegant and comfortable beach house. Sunrise from the ocean, sunset over the adjoining 13-acre Sheriff's Meadow Foundation conservation preserve. Walk to your private beach. New 500 square foot addition, added for summer 2008, includes ground floor Master Bedroom suite, with separate …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,429

4 BR / 2 BA / Sleeps 9

1 / 33

$1,429

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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

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$150

4 BR / 2 BA / Sleeps 8

1 / 11

Details

Immaculate 4 bedroom in a private setting yet just a 10 minute drive to town or the most beautiful Lucy Vincent Beach. Features include large deck and wifi internet. The house has an open floor plan and an additional family/tv room for your comfort. Amenities and Features include... Large Deck, Wifi, A/C, …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$665

4 BR / 2 BA / Sleeps 10

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$665

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BERWD - Waterview, Walk to Menemsha Beach

Chilmark house
4 BR / 2 BA / Sleeps 10 | Quick view

Details

Sweeping water view over Vineyard Sound to the Elizabeth Islands. Freshly renovated Cape-style, three bedrooms, with sofa beds in den and sunroom, sleeps 8-10 people. Short walk to lovely Menemsha Village, and less than two miles to Lucy Vincent's Beach. Large, landscaped treed lot of 2.3 acres on a hill. New …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$454

4 BR / 2 BA / Sleeps 6

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$454

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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

PreviousNext property

$693

4 BR / 2 BA / Sleeps 8

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$693

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HARRD - Spectacular Waterviews, Pool, WiFi

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

Details

Enjoy the in ground pool and spectacular ocean views from this casual, mostly glass hill top contemporary. Kick back and relax by the pool in an area of splendid nature. Amenities and Features include... Spectacular Waterviews, Pool, WiFi Additional amenities include: coffee maker, pets considered, lobster pot, …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$572

4 BR / 3 BA / Sleeps 8

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$572

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HILLTOP HOUSE WITH DISTANT WATER VIEWS - CHIL AMOS-95

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

Details

Sitting high atop a ridge in Chilmark, the distant ocean views from Hilltop House stretch as far as Woods Hole and the Elizabeth Islands to Menemsha. The three-acre hillside setting is both spectacular and private. The recently renovated house has two walls of glass sliding doors that frame the Living Area and Kitchen…
  • 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

$429

5 BR / 3 BA / Sleeps 10

1 / 21

$429

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SUNSET FARM ON SQUIBNOCKET POND WITH SWEEPING WATER VIEWS - CHIL WWEL-18

Chilmark house
5 BR / 3 BA / Sleeps 10 | Quick view

Details

Privately tucked away on 20 acres of rolling hills and meadows that run along the shoreline of Squibnocket Pond, this mission-style home enjoys stunning sunset and water views across the Pond, the sand dunes of the Island's most southwestern point, and on across the Atlantic Ocean out to No Man's Island. The house is …
  • 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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$1,786

7 BR / 4 BA / Sleeps 9

1 / 31

$1,786

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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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$1,472

5 BR / 5 BA / Sleeps 10

1 / 40

$1,472

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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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