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$425

4 BR / 3 BA / Sleeps 8

TEELK - Menemsha Village Cottage, Walk to Menemsha Beach, A/C, WiFi - Chilmark vacation rentals
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$425

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

4 BR / 3 BA / Sleeps 8 | Quick view

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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

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$358

2 BR / 1 BA / Sleeps 4

1 Reviews

$358

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THE BOATHOUSE ON STONEWALL POND - CHIL RALD-138B

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Unique waterfront living in the heart of Chilmark. The Boathouse sits directly on the shores of Stonewall Pond, with sweeping water views of the Pond, Stonewall Beach and the Atlantic Ocean. You also have access to Stonewall Beach -- one of Chilmark's most prestigious private association beaches. The wraparound decks …
  • 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

Details

Reviews

(1)

spiritually reviving spot with mesmerising view

Left on Dec 27, 2013 for a stay in June 2013

we have stayed in this property 3 years running in both June and July. It's the most peaceful spot imaginable (no mobile phone signal) with unending wildlife activity ( we have seen young ospreys learning how to fish (hilarious); sea otters eating their dinner right by the deck; busybody geese families; horseshoe crabs;a seal; deer and even a Labrador on a paddle board).

We have been coming …

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$500

3 BR / 3 BA / Sleeps 6

HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH - Chilmark vacation rentals
1 / 25

$500

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HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

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

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$286

4 BR / 5 BA / Sleeps 8

1 Reviews

$286

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653 - ATLANTIC OCEAN BREEZES,GLORIOUS VIEWS!

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.

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$571

3 BR / 2 BA / Sleeps 5

Fully booked for summer 2015 - Chilmark vacation rentals
1 / 11

$571

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Fully booked for summer 2015

3 BR / 2 BA / Sleeps 5 | Quick view

Details

Light and bright with floor to ceiling sliding glass doors in every room. The views over the wetland to the pond are phenomenal. A truly magical spot to watch the glow of the Menemsha Sunset. A short walk to a private sandy beach for swimming, kayaking, or sunbathing. Recent improvements include new appliances, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$572

4 BR / 0 BA / Sleeps 8

1 Reviews

$572

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#2021 Chilmark Waterfront w Dock

4 BR / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Chilmark waterfront rental home located on Quitsa Pond with views across Quitsa and Menemsha ponds out to the Elizabeth Islands. This martha's vineyard rental property offers dock, mooring along with access to small beach area just down the path on Clam Point Cove. Named appropriately, it is an ideal location for …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Chilling in Chilmark

Left on Sep 03, 2014 for a stay in August 2014

Our family thoroughly enjoyed our week at the Mayhew home in Chilmark. We rented kayaks for some boating right off the private pier, picked clams, swam off the docked and cooked out on the deck! Can't wait to go back next year.

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$172

3 BR / 0 BA / Sleeps 6

1 / 12

$172

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#2025 Delightfuf guest house with sweeping water views

3 BR / Sleeps 6 | Quick view

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Delightful Cape GUEST HOUSE situated on the grounds of a hilltop Chilmark estate. (Estate's Main House is rented separately and may be occupied). Magnificent views over Menemsha Pond. Access to Hancock Beach with adjacent parking and Menemsha Pond within walking distance. First floor has an open kitchen, dining and …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

2 BR / 0 BA / Sleeps 4

1 / 8

$286

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#2084 - Lovely Chilmark Cottage for rent

2 BR / Sleeps 4 | Quick view

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Lovely Chilmark Cottage for rent. Situated with privacy in a wooded area not too far from beaches and Alley's General Store. Enjoy peaceful mornings and evenings on the private deck while heading to the beautiful South Shore on Lucy Vincent Beach during the sunny Vineyard days. Walk into this cottage and kick back and…
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

2 BR / 1 BA / Sleeps 4

1 / 19

$286

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MEADOW HOUSE ON BLUEBERRY RIDGE - CHIL VBAR-39GH

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Quietly tucked away in a pastoral setting on Blueberry Ridge, Meadow House features a modern interpretation of a sleek barn. The home is designed to enjoy the views of the surrounding secluded meadows both inside and out. The main living space features an open design floorplan with Living and Dining Areas accented by …
  • 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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$329

4 BR / 2 BA / Sleeps 8

1 / 4

$329

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Secluded Chilmark (Secluded-Chilmark-CH208)

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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$736

5 BR / 4 BA / Sleeps 8

1 / 31

$736

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

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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$215

2 BR / 1 BA / Sleeps 4

1 / 23

$215

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

2 BR / 1 BA / Sleeps 4 | Quick view

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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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$500

5 BR / 3 BA / Sleeps 12

1 / 11

$500

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

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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$500

3 BR / 2 BA / Sleeps 8

1 / 35

$500

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HILL HOUSE ON STONEWALL POND - CHIL RALD-140

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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$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

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$593

4 BR / 2 BA / Sleeps 10

1 / 14

$593

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BERWD - Waterview, Walk to Menemsha Beach

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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$604

3 BR / 2 BA / Sleeps 6

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$604

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

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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$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

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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

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

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$572

3 BR / 2 BA / Sleeps 6

1 / 22

$572

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DIETR - Menemsha Pond Waterfront, Mooring, Wifi, Central A/C

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Steps from Menemsha Pond – look across the ever-changing surface of the water to Menemsha, the Creek, the Lobsterville dunes, Vineyard Sound and the Elizabeth Islands. Magnificent sunsets from the living room. This cathedral-ceiling Modernist masterpiece is constructed entirely of Western red cedar. Central air and …
  • 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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$736

1 BR / 2 BA / Sleeps 3

1 / 14

$736

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YEOM1 - Waterview, Walk to Private Association South Shore Beach

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

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$343

3 BR / 2 BA / Sleeps 6

1 / 24

Details

Pristine modern summer cottage with distant views of Lucy Vincent Beach, privately nestled on historic Eddy Farm, hillside, off of South Rd. This light filled home with acres of privacy is the perfect retreat for those looking for a long term summer stay in Chilmark with Lucy Vincent Beach just a couple of minutes …
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

5 BR / 4 BA / Sleeps 12

1 / 21

$400

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HAUCJ -

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

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$383

3 BR / 3 BA / Sleeps 6

1 / 18

$383

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

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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$454

4 BR / 2 BA / Sleeps 6

1 / 24

$454

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

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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$279

3 BR / 2 BA / Sleeps 6

1 / 15

$279

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PERRG - A/C, WiFi

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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$429

4 BR / 3 BA / Sleeps 8

1 / 24

$429

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LENOM HOUSE AT STONEWALL POND - CHIL RALD-138A

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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$1,429

4 BR / 3 BA / Sleeps 10

1 / 20

$1,429

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Waterfront on Quitsa Pond with Dock 116754

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Wonderful four bedroom home directly on Quitsa Pond with private deep water dock. One bedroom guest cottage included in rental. Additional amenities include: dock/boat-slip, smoke free, pets considered, lobster pot, 1st floor bedroom, 1 king bed(s), 8 dining capacity, 1 double bed(s), 4 single bed(s), ironing board.
  • Waterfront
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

2 BR / 1 BA / Sleeps 4

1 / 17

$215

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Pond House, Peaceful Waterfront Hideaway 116331

2 BR / 1 BA / Sleeps 4 | Quick view

Details

What could be a more elegant, peaceful and romantic hideaway for a week than the Pond House? It sits at the conjunction of ocean and land, pond and meadow, with a view beyond dazzling outside and a warm fire in the fireplace inside. Gourmet kitchen. Antique and comfortable furniture. Quality bedding. Toasty. Snug. …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

5 BR / 3 BA / Sleeps 9

1 / 19

$715

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Bluff House, Waterfront with Private Beach 114875

5 BR / 3 BA / Sleeps 9 | Quick view

Details

Wonderful Vineyard cape situated on one of the most gorgeous spots on the island. The views are phenomenal in any direction and the house is cozy and charming. Large stretch of gorgeous, sandy and private beach. One of the most breathtaking spots on the island! Additional amenities include: dock/boat-slip, coffee …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$786

5 BR / 3 BA / Sleeps 7

1 / 22

$786

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Top of the World Up-Island Hideaway 116377

5 BR / 3 BA / Sleeps 7 | Quick view

Details

Spectacular retreat overlooking sweeping views of Menemsha, Elizabeth Islands, Gay Head Lighthouse and Aquinnah. Wonderfully furnished interior with special features and design throughout. Beautiful stone fireplace, open living area, fully equipped kitchen, perfect for entertaining. Master bedroom offers incredible …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

4 BR / 5 BA / Sleeps 8

1 / 26

$286

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Elegant Waterfront Beach House Retreat 116330

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Sunrise from the ocean, sunset over Stonewall Pond and view towards Squibnocket Beach. Old Vineyard look and feel, an elegant and comfortable beach house with landscaped gardens. Recently built 500 sq ft addition includes ground floor MBR suite offering full amenities. Services include: cleaning 3X s/week, …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

5 BR / 0 BA / Sleeps 10

1 / 17

$358

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#2020 A grand summer house, where memories are made

5 BR / Sleeps 10 | Quick view

Details

A grand summer house on Martha's Vineyard where memories are made. This landmark, hilltop Victorian offers magnificent 270-degree views over meadows, Menemsha Pond and the North shore. Access to Hancock Beach with adjacent parking, as well as Menemsha pond within walking distance. Two spacious living rooms, front hall…
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$386

2 BR / 1 BA / Sleeps 4

1 / 22

$386

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ALDEB - Waterfront, Hi Speed Internet

2 BR / 1 BA / Sleeps 4 | Quick view

Details

Owner Transfer Ferry Tickets - Please Inquire Immaculate waterfront gem on Stonewall Pond. Breathtaking views across pond to barrier beach. Perfect for honeymoon getaway. Sleeps four - please ask agent for details. Walk or kayak to Stonewall Beach. Pets Considered. Amenities and Features include... Waterfront, Hi …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,143

4 BR / 0 BA / Sleeps 10

1 / 26

$1,143

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#2001 3+ acres overlooking the Elizabeth Islands & beyond

4 BR / Sleeps 10 | Quick view

Details

Spectacular waterviews! This Martha's Vineyard vacation rental is situated on 3+ acres overlooking the Elizabeth Islands and the Vineyard sound. On a clear day you can catch a lovely view of the Aquinnah lighthouse. The outdoor living space is truly where you want to be. Each area used for various activities such as …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$250

2 BR / 0 BA / Sleeps 4

1 / 8

$250

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#2081- Chilmark Rental w Lucy Vincent beach access

2 BR / Sleeps 4 | Quick view

Details

A perfect up-island retreat - this charming two bedroom cottage has all that you could possibly imagine, nicely updated and comfort throughout. Enjoy Chilmark's famous beaches by day, relax on the screened porch with a book before dinner -- this is the meaning of rest and relaxation! Additional amenities include: …
  • Internet Access
  • Fireplace
  • Deck
  • Grill
  • Dishwasher
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$379

3 BR / 2 BA / Sleeps 6

1 / 11

$379

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FERRC - Immaculate Chilmark Retreat, 10 minute Drive to Lucy Vincent Beach, WiFi

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Lovely 3 bedroom 2 bath home. All new kitchen and baths. Completely renovated - lots of glass for a light filled interior. This lovely home in a private setting is surrounded by mature Holly trees, Laurel and attractive native shrubs. 1 mile to Alley's General Store. 10 minute drive to Lucy Vincent Beach. Amenities …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

4 BR / 0 BA / Sleeps 10

1 / 14

$500

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#2021 Sweeping water views of Quitsa, Menemsha Pond, & more

4 BR / Sleeps 10 | Quick view

Details

Sweeping views over Quitsa and Menemsha Ponds to the Elizabeth islands and Vineyard sound. Contemporary Martha's Vineyard vacation rental in Chilmark with open kitchen, dining and living area. Natural light from picture windows and sky lights. Shared Dock access. Great property for fun in the sun with a ping pong room…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Deck
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

3 BR / 0 BA / Sleeps 8

1 / 21

$715

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#2078 Incredible Chilmark Waterviews

3 BR / Sleeps 8 | Quick view

Details

Chilmark waterview vacation rental. Driving down the wooded, rural road to this property you will see the grounds and water views open up to you as you approach. Wonderful yard with lots of space for afternoon picnics, lounging on the patio and cocktails in the evening after a great day on the beach. When entering the…
  • Ocean or water views
  • Fireplace
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,472

5 BR / 0 BA / Sleeps 10

1 / 35

$1,472

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#2073 Stunning views of Squibnocket Pond and beyond

5 BR / Sleeps 10 | Quick view

Details

Through the private gate this home is set up on the hill with stunning views of Squibnocket Pond and the South Shore of the Atlantic. With endless windows to capture the natural surroundings and decks to enjoy the sun. 5 bedrooms and 5 baths allow the entire family their own space. An open kitchen living and dining …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Deck
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

2 BR / 0 BA / Sleeps 5

1 / 9

$215

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#2006 Post & beam vacation home in a lovely rural setting

2 BR / Sleeps 5 | Quick view

Details

Post and Beam Martha's Vineyard vacation rental in a lovely rural setting in Chilmark. Two bedrooms with large decks and distant waterview of Lucy Vincent beach. Additional amenities include: wood stove, television: regular, outdoor shower: enclosed, check in time: 2:00, flipkey header: #2006 post & beam vacation …
  • Ocean or water views
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

3 BR / 0 BA / Sleeps 6

1 / 17

$715

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#2069 Stunning Chilmark property in Abel's Hill

3 BR / Sleeps 6 | Quick view

Details

Stunning Chilmark property in Abel's Hill. Convenient location with great proximity to association beach and tennis, not far from Chilmark and West Tisbury town centers. Surrounded by open rolling hills with Japanese garden and fire pit, offering great privacy. Just steps to wonderful walking trails. Truly an …
  • Internet Access
  • A/C or climate control
  • Deck
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,858

6 BR / 0 BA / Sleeps 12

1 / 14

$2,858

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#2060 Situated high up from the water with fabulous views

6 BR / Sleeps 12 | Quick view

Details

Stunning Chilmark rental home. This newly constructed contemporary home is situated high up from the water with fabulous views of the North Shore. There are numerous paths great for a hike or a run in the woods. Privacy, privacy, privacy. Great space in the main house with five bedrooms on the main level and overflow …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$929

5 BR / 0 BA / Sleeps 10

1 / 15

$929

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#2057 Elegance & style in private setting w/ key to Quansoo

5 BR / Sleeps 10 | Quick view

Details

Vacation in Chilmark on the pristine shores of the Tisbury Great Pond in this 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 fireplace. Separate…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$929

3 BR / 0 BA / Sleeps 6

1 / 14

$929

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#2083 - Beautiful Chilmark Rental

3 BR / Sleeps 6 | Quick view

Details

Peaceful Chilmark rental home offering privacy along with great proximity to West Tisbury town center and Chilmark beaches. You will feel the quiet tranquility that is so treasured in Chilmark. Lovely open space on the first floor that opens up to a large deck and patio with lovely field views. You will start to relax…
  • Internet Access
  • Fireplace
  • A/C or climate control
  • Deck
  • Grill
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,786

7 BR / 0 BA / Sleeps 10

1 / 26

$1,786

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#2079 SPECTACULAR and expansive views of the Vineyard Sound

7 BR / Sleeps 10 | Quick view

Details

SPECTACULAR and expansive views of the Vineyard Sound with 2-miles of private association beach to meander anytime your heart desires, lots of exploring or jumping from the infamous rock into the ocean below for the more adventuresome, all with Seven Gates tennis courts, trails and 2 Docks at your fingertips. Inside …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Deck
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$929

4 BR / 0 BA / Sleeps 8

1 / 25

$929

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#2050 Private 7.2 acre compound with key to Quansoo Beach

4 BR / Sleeps 8 | Quick view

Details

Located on 7.2 private acres in Chilmark, this 4500 sq. ft. home features a key to Quansoo beach, one of the most beautiful private association beaches on Martha's Vineyard Island. Professionally decorated with British West Indies style furnishings. Large gourmet kitchen includes a subzero refridgerator, wine chiller …
  • Internet Access
  • A/C or climate control
  • Deck
  • Dishwasher
  • Microwave
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$643

3 BR / 2 BA / Sleeps 6

1 / 18

$643

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

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

PreviousNext property

$429

5 BR / 2 BA / Sleeps 9

1 / 19

$429

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

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

$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
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