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$1,429

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

PreviousNext property

$429

4 BR / 3 BA / Sleeps 10

PINE RIDGE FARM: COUNTRY CAPE WITH GUEST COTTAGE - CHIL EHIN-05 - Chilmark vacation rentals
1 / 23

$429

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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

$1,358

4 BR / 3 BA / Sleeps 8

1675 - Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands - Chilmark vacation rentals
1 / 16

$1,358

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1675 - 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
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$1,786

5 BR / 5 BA / Sleeps 10

Contemporary Waterfront in Squibnocket! (Contemporary-Waterfront-in-Squibnocket!-CH240) - Chilmark vacation rentals
1 / 16

Details

Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches,and high speed internet wifi. Additional amenities include: beach …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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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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$1,472

5 BR / 5 BA / Sleeps 10

Squibnocket Farm - Chilmark vacation rentals
1 / 39

$1,472

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Squibnocket Farm

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

Details

\"Wingate Roost\" This exquisite post and beam home sits on a high ridge in one of the most desirable areas on the Vineyard. The views are stunning in every direction, spanning over the entire length of Squibnocket Pond to the fabulous dunes of the barrier beach all the way to Noman's Land. To the east, one can see …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Pet friendly
  • 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

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$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

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$150

4 BR / 2 BA / Sleeps 8

1 / 13

$150

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714 - 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 …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - 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

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$1,029

4 BR / 3 BA / Sleeps 8

1 / 30

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

$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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$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

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$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

$593

4 BR / 2 BA / Sleeps 10

1 / 14

$593

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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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$450

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

$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

Ferry Tickets available - Please Inquire 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 barbeques. A modern well equipped …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$400

5 BR / 4 BA / Sleeps 12

1 / 21

$400

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

$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

$358

4 BR / 3 BA / Sleeps 8

1 / 25

$358

Inquire

STRAA

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

Details

CHILMARK,Black Point Beach Heaven Sand Sun Surf and an immaculate house and guest quarters too................WOW This is not a fancy posh beach house. It is a wonderful relaxing, immaculate vacation destination for you and your family. You will find peace, ocean breezes, the sound of the surf, star filled skies, moon…
  • Phone / Internet
  • Deck
  • Grill
  • Linens Provided
  • Dishwasher
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$358

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

PreviousNext property

$572

4 BR / 3 BA / Sleeps 8

1 / 22

$572

Inquire

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

$493

4 BR / 2 BA / Sleeps 8

1 / 15

$493

Inquire

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

PreviousNext property

$358

4 BR / 3 BA / Sleeps 8

1 / 38

$358

Inquire

Lovely Beach Cottage In Menemsha! (Lovely-Beach-Cottage-In-Menemsha!-CH226)

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

Details

This quintessential beach house offers proximity to Menemsha while being removed from traffic and the hustle and bustle. It comes with an updated and well equipped kitchen for dining delights with the fresh fish just around the corner. A screen porch looking out over the view. The perfect seat for spectacular sunsets…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$454

4 BR / 2 BA / Sleeps 6

1 / 24

$454

Inquire

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

$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

$429

5 BR / 2 BA / Sleeps 9

1 / 19

$429

Inquire

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

$286

4 BR / 2 BA / Sleeps 8

1 / 8

$286

Inquire

1167 - 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 deck...dine inside comfort of screened-in porch. Convenient kitchen opens into living and dining area. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$693

4 BR / 2 BA / Sleeps 8

1 / 6

$693

Inquire

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

$358

4 BR / 4 BA / Sleeps 8

1 / 23

$358

Inquire

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

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

$593

4 BR / 2 BA / Sleeps 8

1 Reviews

$593

Inquire

GOLUH - Wifi, A/C in Master

Chilmark house
4 BR / 2 BA / Sleeps 8 | Quick view
“ Very Good ” 1 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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$429

4 BR / 3 BA / Sleeps 8

1 / 24

$429

Inquire

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

PreviousNext property

$286

4 BR / 5 BA / Sleeps 8

1 Reviews

$286

Inquire

653 - ATLANTIC OCEAN BREEZES,GLORIOUS VIEWS!

Chilmark house
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 1 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
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - 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.

PreviousNext property

$1,143

4 BR / 2 BA / Sleeps 2

1 / 24

Details

Located in Menemsha down a dirt road to privacy and serenity, this house is constructed carefully and artfully. The space is light filled with cathedral ceilings in the living area grounded by a hand built fireplace. All decorations and objects have been carefully picked to accent the space with comfort and harmony. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

5 BR / 4 BA / Sleeps 9

6 Reviews

$643

Inquire

Stunning Multi-Generational 5 BR Ocean View Home!

Chilmark house
5 BR / 4 BA / Sleeps 9 | Quick view
“ Excellent ” 6 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…

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

$315

4 BR / 3 BA / Sleeps 8

1 / 22

Details

This special summer retreat affords unforgettable views, a quiet and private setting, an awesome deck to sit and watch and let it all go. Newly renovated gourmet kitchen. The hgouse has views from every room. Watch the sailboat races on Menemsha Pond, the herons, the deer and the hawks on the marsh. Walk to the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$858

6 BR / 4 BA / Sleeps 12

1 / 22

$858

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1148 - Chilmark Vacation Home with Lovely Views

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 and tennis court located on Menemsha Inn Road in the Town of Chilmark. The dwelling is a charming and spacious Cape design, …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$1,000

6 BR / 4 BA / Sleeps 10

1 / 18

Details

This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four bedrooms, and guest house, with two bedrooms, allow …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$893

4 BR / 3 BA / Sleeps 8

1 / 23

Details

Sit on the porch of this fabulous four bedroom home and take in the panoramic water views. Enjoy watching the sheep grazing around the property which is part of a working farm. Access a gorgeous south shore private beach by canoe or kayak. The home is private, comfortable and convenient to the Chilmark Community …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$475

6 BR / 2 BA / Sleeps 14

1 / 20

Details

A large rambling old family home where memories are made. The extended family can all join in a vacation full of laughter and play. The grounds are full of places for hide-and-go-seek. Privately set on Middle Road in the woods yet bathed in sunlight. The house has a string of bedrooms for all the family members to …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,472

5 BR / 5 BA / Sleeps 10

1 / 29

$1,472

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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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$358

4 BR / 4 BA / Sleeps 8

1 / 21

$358

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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

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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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$1,215

4 BR / 3 BA / Sleeps 8

1 / 10

$1,215

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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

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$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

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$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

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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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$886

4 BR / 2 BA / Sleeps 6

1 / 9

$886

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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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