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$395

3 BR / 2 BA / Sleeps 6

6 Reviews

$395

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House in the Dunes

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Built in 2007, this ocean front home has a private trail through rolling sand dunes down to a white sand beach that stretches for miles. Right out front is Dog Fish Bar, a world class fishing location. Sand bars stretch for a mile right out front making for great adventuring at low tide. A great spot for swimming, …
  • Suitable for children

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Reviews

(6)

Best place to stay on the Vineyard!

Left on Apr 16, 2014 for a stay in October 2013

If your looking for a magical place to stay on the Vineyard this is the place. The views are incredible. The house is so comfortable and I slept great every night! I found myself never wanting to leave to go into town!

I find myself to be super creative when I'm at the House in the Dunes. If you need your muse to speak to you then this is the place for you!

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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

Details

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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$400

5 BR / 2 BA / Sleeps 9

HIGHC - Acres of Privacy, Expansive Deck, Screened Porch, Wifi Internet - Menemsha vacation rentals
1 / 19

$400

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HIGHC - Acres of Privacy, Expansive Deck, Screened Porch, Wifi Internet

5 BR / 2 BA / Sleeps 9 | Quick view

Details

Royal Barry Wills Cape - Elegant yet understated retreat. Features expansive decks and screened porch overlooking acres of gorgeous yard and stonewalls. This spectacular family vacation home boasts 3 bedrooms and 3 baths in the main residence and a children's/teen bunk house with 2 Singles is just a few steps across …
  • 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

3 BR / 3 BA / Sleeps 6

HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH - Menemsha 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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$593

3 BR / 2 BA / Sleeps 6

LORUA - Waterfront, Hi Speed Internet - Menemsha vacation rentals
1 / 15

$593

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LORUA - Waterfront, Hi Speed Internet

3 BR / 2 BA / Sleeps 6 | Quick view

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Coastal cottage nestled in the dunes on a private and gorgeous North Shore beach. This peaceful beach retreat is a world away and just perfect for those looking to kick back in a seaside cottage and relax in the warm summer sun. Just a short walk down your private path to private North Shore beach. This pristine …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,358

4 BR / 3 BA / Sleeps 8

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

$1,358

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1675 - Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands

4 BR / 3 BA / Sleeps 8 | Quick view

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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

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$572

5 BR / 3 BA / Sleeps 10

1 / 21

$572

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1275 - BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH

5 BR / 3 BA / Sleeps 10 | Quick view

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Beautifully maintained five bedroom traditional style post and beam house, located in a very private area with waterviews over Lobsterville Beach and the Elizabeth Islands. Additional amenities include: beach chairs, games, coffee maker, ipod dock, lobster pot, food processor, cooler, cd player, wine glasses, answer …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - 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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$500

4 BR / 4 BA / Sleeps 10

1 / 16

$500

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Cottage with Gorgeous Views of Chilmark Pond 116634

4 BR / 4 BA / Sleeps 10 | Quick view

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Vineyard cottage with gorgeous views of Chilmark Pond and beyond. Located at Quitsa Pond Overlook. Owners have verbal agreement with dock owners to use the dock for short term use on, no tie-ups. Mooring & dingy available. Wheelchair access. Additional amenities include: dock/boat-slip, coffee maker, smoke free, …
  • Waterfront
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$315

2 BR / 2 BA / Sleeps 3

1 / 23

$315

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Aquinnah - Vineyard Up-Island Spot - Waterviews

2 BR / 2 BA / Sleeps 3 | Quick view

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This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled, inviting and private, the house has multiple levels and sits on over an acre of wooded land with stone walls and a stream running through the property. Inside, the house offers wood floors throughout, a cook's kitchen and an …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Outdoor Dining Area
  • Balcony or terrace
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$600

3 BR / 2 BA / Sleeps 6

1 / 30

$600

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MCCAL - Waterview, A/C, WiFi, Menemsha Pond Access

3 BR / 2 BA / Sleeps 6 | Quick view

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Don't miss this rare opportunity to vacation in a beautifully renovated 275 year old antique New England Cape. Private beach front on Menemsha Pond is a short walk from the house. Built in the 1700's for Captain John Pease and his wife, Hannah, this 3 bedroom home is steeped in history and has been home to a famed …
  • Private Beach
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$179

2 BR / 1 BA / Sleeps 4

1 / 13

$179

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FENNB - Menemsha, Waterview, Walk to beach

2 BR / 1 BA / Sleeps 4 | Quick view

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Amenities and Features include... Menemsha, Waterview, Walk to beach Additional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, cd player, outside shower - enclosed, vacuum, outdoor furniture, ironing board.
  • 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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$320

1 BR / 1 BA / Sleeps 4

2 Reviews

$320

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Chilmark Cottage

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

Details

Reviews

(2)

This small cottage on a hill, built in the 1950's, has been updated for comfort and style while maintaining the feel of the old-time Vineyard. One bedroom, one bathroom, a computer room, and a great room that includes kitchen, living, and dining area fit comfortably into 450 square feet. Many windows let in light, …
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Porch
  • Books
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

up-island charm

Left on Mar 14, 2014 for a stay in August 2013

We love our stays here in the summer with our two kids. The cottage is cozy, but, with the studio and spacious, private yard, we are comfortable here with extended family. The beaches nearby are amazing, and having access to Lucy Vincent is essential for us. But, great as the beaches are, we often find ourselves laying around the yard all morning and enjoying the peaceful setting. Everyone …

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$215

3 BR / 2 BA / Sleeps 6

1 / 24

$215

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Aquinnah Waterview Rental (-Aquinnah-Waterview-Rental-AQ602)

3 BR / 2 BA / Sleeps 6 | Quick view

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Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville Beach. Additional …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • 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

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

5 BR / 4 BA / Sleeps 8 | Quick view

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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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$279

3 BR / 2 BA / Sleeps 6

1 / 17

Details

Contemporary home set on a quiet hilltop offers families a chance to kick back and enjoy a slower pace. This beautifully maintained home boasts two living spaces -TV/family room on the entry level and a sun filled open concept living, kitchen and dining area on the 2nd level. Each of these rooms opens to the 2nd level…
  • 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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$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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$1,029

4 BR / 3 BA / Sleeps 8

1 / 30

$1,029

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HERGT - Luxury Retreat, Ferry Tickets, Quansoo Association Beach Rights, Central Air, 4500 sq. ft.

4 BR / 3 BA / Sleeps 8 | Quick view

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

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$1,108

5 BR / 3 BA / Sleeps 8

1 / 22

Details

Open, airy contemporary set high on a hilltop with expansive waterviews. Relax and enjoy the views from the large deck or spend time with family and friends at the pool. This lovely home is tastefully and comfortably furnished. All modern amenities are provided. Peaceful, quiet, magnificent sunsets, and just a short …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • 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

1 / 26

$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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$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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$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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$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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$1,215

6 BR / 4 BA / Sleeps 10

1 / 23

$1,215

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BRESP - Waterview, Association Beach

6 BR / 4 BA / Sleeps 10 | Quick view

Details

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

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$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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$700

3 BR / 2 BA / Sleeps 6

1 / 21

$700

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Aquinnah Waterfront Rental With Private Beach! (Aquinnah-Waterfront-Rental-With-Private-Beach!-AQ606)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Walk off the deck of this wonderful beach house right onto the dunes! Enjoy swimming, fishing, sailing, snorkeling, or just relaxing the day away. At the end of the day, watch the spectacular sunsets! When Dogfish bar surfaces, collect sand dollars. Comb the beach for shells and sea glass. Live in the rhythm of the …
  • Waterfront
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • 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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$1,000

5 BR / 7 BA / Sleeps 10

1 / 34

$1,000

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THE CONTEMPORARY ON SUNSET RIDGE WITH OCEAN VIEWS - AQ CHAJ-03

5 BR / 7 BA / Sleeps 10 | Quick view

Details

This architecturally distinctive contemporary sits quietly atop an Aquinnah ridge, looking out to the south shore with sunset water views. Designed with those views in mind, many of the rooms in the home have ocean views or Gay Head lighthouse views in a more northernly direction. The main floor features an open floor…
  • 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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$672

3 BR / 3 BA / Sleeps 6

1 / 16

Details

Amenities and Features include... Light House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah Beaches Additional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, outside shower - enclosed, outdoor furniture.
  • 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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$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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$1,072

6 BR / 5 BA / Sleeps 10

1 / 21

$1,072

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229 - ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND

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
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$2,215

5 BR / 4 BA / Sleeps 8

1 / 13

$2,215

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1242 - MAGICAL & TRANQUIL HOME OVERLOOKNG THE OCEAN. ADD A BEACH AND WHAT COULD BE BETTER?!

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, lobster pot, food processor, cd player, wine glasses, crib, cassette, pillows, outside shower, blankets, ironing board.
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$643

4 BR / 2 BA / Sleeps 8

1 / 18

$643

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1470 - Relax in the Pool and Enjoy Beautiful Views from this Vineyard Home

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
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$643

4 BR / 3 BA / Sleeps 8

1 / 7

$643

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1505 - ENJOY OCEAN VIEWS FROM THIS CHILMARK HOME

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

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$2,000

5 BR / 6 BA / Sleeps 10

1 / 16

$2,000

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1522 - WATERFRONT VINEYARD CONTEMPORARY HOME LOCATED ON TISBURY GREAT POND

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
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$2,036

4 BR / 3 BA / Sleeps 8

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$2,036

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1199 - Beautiful Main House and Barn with a Pool and views over a Pond

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, hottub, 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 …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$486

4 BR / 3 BA / Sleeps 8

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$486

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286 - CHARMING COUNTRY HOME IN CHILMARK

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 accoutrements 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
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Books
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$715

4 BR / 3 BA / Sleeps 9

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$715

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1196 - Enjoy beautiful views of Vineyard Sound!

4 BR / 3 BA / Sleeps 9 | Quick view

Details

Welcome to Menemsha! Enjoy your stay in this country style four bedroom home with three full baths. First floor bedrooms include two with Queen beds and one bedroom with a full bed. The second floor bedroom is equipped with three twins for the children in your group. The linens are provided for you as an added bonus. …
  • Ocean or water views
  • Wireless Internet
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$686

3 BR / 3 BA / Sleeps 6

1 / 16

$686

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746 - THE ESSENCE OF THE ISLAND WIITH ASSOCIATION BEACH

3 BR / 3 BA / Sleeps 6 | Quick view

Details

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

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$343

4 BR / 2 BA / Sleeps 10

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$343

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1454 - STROLL DOWN TO THE POND TO COOL OFF OR GO KAYAKING ON A WARM DAY

4 BR / 2 BA / Sleeps 10 | Quick view

Details

Located in a pastoral setting on four acres of open field near the edge of Tisbury Great Pond this is a little piece of heaven. Sit on the deck with a good book and a glass of iced tea in the relative peace of a country setting, or play one of those wonderful summer lawn games, or stroll down to cooling waters of the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

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$446

3 BR / 3 BA / Sleeps 8

1 Reviews

$446

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1263 - CHARMING HOME WITH WATERVIEWS AND A LOVELY SCREEN PORCH

3 BR / 3 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Welcome to Menemsha! This 3 bedroom home is located on a 2.3 acre wooded lot in a very quiet setting with superb water views toward the Elizabeth Islands. The private yard has a wooden deck for outdoor grilling and dining. The interior is comfortable and clean. The first floor Master bedroom has a Queen bed. There are…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(1)

Best Cottage ever!

Left on Jul 01, 2013 for a stay in June 2013

If I could take this house and bring it home I would!! What a charming cottage all decorated in a nautical theme just as I expected. The cleanest place I"ve stayed so far. Loved the back deck for my dogs to stay - definitely an added bonus for us dog lovers. Walked to the beach, shops, pier - all so convenient. Visited the Menemsha Fish Market every day . Mr. Larsen is a great guy - even knew our…

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$143

2 BR / 1 BA / Sleeps 6

1 Reviews

$143

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1187 - WHAT A LOCATION! CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE

2 BR / 1 BA / Sleeps 6 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

What a location! Located in Menemsha with classic Vineyard fishing village views this cottage is the quintessential vacation home. You can walk to the beach to picnic, fish or watch beautiful sunsets and you can also walk to one of the Island's most popular seafood restaurants. It is light, airy and comfortable. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(1)

Location, location, location

Left on Oct 15, 2009 for a stay in August 2009

We had a wonderful week at the Klimm house. So much so, we are renting it again next year. The house is very cute and the fact that you can walk to the beach, the market, to The Bite - what more can you ask for? The upstairs bedrooms are very small, but we didn't spend much time there. I do wish that we had found the home in a cleaner condition. It was very dusty & musty. I did a thorough …

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$286

4 BR / 5 BA / Sleeps 8

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$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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$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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$358

4 BR / 4 BA / Sleeps 16

1 / 15

$358

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Spacious Contemporary in Wooded Hillside 114865

4 BR / 4 BA / Sleeps 16 | Quick view

Details

Spacious, contemporary Cape-style home with a wrap around deck tucked into a wooded hilllside on 3.8 acres. Distant waterviews of Cape Higon and Vineyard Sound. The overall design and layout with the 4 bedrooms and 2 lofts allows space for extended family get-togethers and special occasions. Additional amenities …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,143

7 BR / 7 BA / Sleeps 14

1 / 22

$2,143

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Magnificent, Private Up-Island Retreat 116361

7 BR / 7 BA / Sleeps 14 | Quick view

Details

1720 s Cape with new addition built in 2000, bunk house built in 2006 all on 26 acres. Within walking or biking distance to Alley s General store, Ag Hall, Library and Farmer s Market. Additional amenities include: coffee maker, smoke free, pets considered, lobster pot, food processor, 2 king bed(s), 2 queen bed(s), …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$286

4 BR / 2 BA / Sleeps 8

1 / 13

$286

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Waterfront Home on Tisbury Great Pond 116262

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Waterfront four bedroom home on the shore of Tisbury Great Pond. A huge open yard surrounds the house and runs to the pond s edge where there is a private dock shared with the landlord. The house is comfortable and well equipped. Very private, yet walk to Alleys Store for your paper and coffee! Additional …
  • 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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$1,000

4 BR / 5 BA / Sleeps 8

1 / 25

$1,000

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Dream Home with Picturesque Waterviews 116570

4 BR / 5 BA / Sleeps 8 | Quick view

Details

A masterful combination of up-island elegance and fine craftmanship, this dream house awaits you. There are picturesque water views from almost every room in this stunning home. Enjoy a glass of wine on the roof deck at sunset or take a dip in the heated pool. Pool house offers two twin beds for additional guests. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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