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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 …
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(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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$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, …
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(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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$315

3 BR / 2 BA / Sleeps 6

Spectacular Aquinnah Water View Rental! (Spectacular-Aquinnah-Water-View-Rental!-AQ605) - Gay Head vacation rentals
1 / 22

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Watch the boaters come and go, the sunset in the evening and feel the ocean breezes from this post & beam style 3 bedroom home. Open living spaces offer comfortable living that include living, dining and kitchen that open to a wide deck with Vineyard Sound views looking out toward the Elizabeth Islands. The master …
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$10,715

8 BR / 10 BA / Sleeps 16

OCEANFRONT LUXURY ESTATE WITH GUEST HOUSE, POOL AND PRIVATE BEACH - EDG WADA-58 - Gay Head vacation rentals
1 / 41

$10,715

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OCEANFRONT LUXURY ESTATE WITH GUEST HOUSE, POOL AND PRIVATE BEACH - EDG WADA-58

8 BR / 10 BA / Sleeps 16 | Quick view

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Enjoy an idyllic Vineyard vacation in this exquisite and private waterfront estate situated on 14-acres with spectacular views of and direct access to both a private 3,000-foot sandy south shore beach and Oyster Pond. Designed by noted architect Mark Hutker, the beautifully furnished and graciously appointed Main …
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$215

3 BR / 3 BA / Sleeps 6

1 Reviews

$215

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SENGEKONTACKET CAPE: CHARMING HOME ON THE BOULEVARD - EDG JDIR-101

3 BR / 3 BA / Sleeps 6 | Quick view
“ Terrible ” 1 Reviews

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Reviews

(1)

Stroll to the shores of Sengekontacket Pond from this quintessential Vineyard getaway. Featuring impeccable details and tasteful cottage-style decor, The Sengekontacket Cape will surpass your expectations at every turn. The open-designed floor plan features comfortable and tastefully appointed Living and Dining areas…
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(1)

Did not meet our expectations

Left on Oct 13, 2011 for a stay in August 2011

The home was listed as having air conditioning units, but they were removed by the owner prior to our arrival in August. The home is carpeted throughout including the basement which always makes you wonder about cleanliness. In addition, with no dehumidifier, one always wonders about moisture in an island home. In addition, the outdoor patio furniture cushions were stained and dirty. Some of …

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$258

3 BR / 2 BA / Sleeps 6

1 Reviews

$258

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THE BUNGALOW ON THE LANE: DELIGHTFUL AND PRISTINE IN THE VILLAGE - EDG KKAU-08

3 BR / 2 BA / Sleeps 6 | Quick view
“ Terrible ” 1 Reviews

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Reviews

(1)

Located on a lightly traveled road, and just a stroll from the center of historic Edgartown village, this delightful bungalow is a treasured gem. Impeccably kept, loaded with charm, and perfect for small families or friends traveling together, with great outdoor space for entertaining or relaxing. The Bungalow on the …
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(1)

Warning - you're security deposit could be taken

Left on Jun 18, 2012 for a stay in June 2010

I think that it is important for anyone considering renting this place to know that the owner of the property personally inspects the property after your departure and, I suspect, will likely find a reason to take your security deposit. After we returned home from renting the house, we were told that we had caused a small stain on the sofa and that our security deposit was being confiscated. I …

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$1,786

5 BR / 5 BA / Sleeps 10

1 / 29

$1,786

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QUANSOO WATERFRONT COMPOUND WITH GUEST COTTAGE - CHIL EBRA-61

5 BR / 5 BA / Sleeps 10 | Quick view

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Tucked away in the prestigious Quansoo area of Chilmark, this architect-designed compound sits peacefully on the shores of the Tisbury Great Pond. There are sophisticated touches inside and out, with a Main House, Guest House, and key access to Quansoo Beach. The Main House is centered around a two-story Great Room …
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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 …
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$225

2 BR / 2 BA / Sleeps 4

1 / 19

$225

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TRUMPET VINE COTTAGE - EDG JWOL-12

2 BR / 2 BA / Sleeps 4 | Quick view

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The Trumpet Vine Cottage is part of a three-house, architect-designed compound in the heart of Edgartown Village. The main house was built in the 1870's and the two cottages -- including Trumpet Vine -- were added in 2000. The compound reflects a regional styling with white clapboards and cedar shingles. Together they…
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$215

2 BR / 1 BA / Sleeps 4

1 / 26

$215

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TRUE BLUE COTTAGE - EDG WHAR-21MH

2 BR / 1 BA / Sleeps 4 | Quick view

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Point B Exclusive - This quintessential Vineyard Cottage has been renovated top-to-bottom and is stylishly appointed with classic coastal charm. It is quietly tucked away in Edgartown Village in a private setting with privet hedge, picket fence and arbor. Sophisticated interior touches include classic tougue-and-…
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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 …
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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

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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…
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$543

5 BR / 3 BA / Sleeps 10

1 / 12

$543

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STYLISH CONTEMPORARY BETWEEN VILLAGE AND BEACH - KAT CCOL-94

5 BR / 3 BA / Sleeps 10 | Quick view

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Located just one mile from Edgartown Village and less than three miles from South Beach, this wonderful family retreat is positioned for the best of Island living. Featuring spacious and open living areas and a large Gourmet Kitchen, the home is ideally suited to large families or two families traveling together. …
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$343

4 BR / 2 BA / Sleeps 8

1 / 9

$343

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Shell House, Edgartown, MA

4 BR / 2 BA / Sleeps 8 | Quick view

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Shell House is right on the Edgartown, West Tisbury Town Line near Long Point South Beach. This dramatic 2-story, round contemporary is really fun to live in. From its central main Island location you can quickly drive to all the Island's towns, and the beach at Long Point. At the foot of the paved street is access to…
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$403

3 BR / 2 BA / Sleeps 6

1 / 7

$403

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11 State Road,

3 BR / 2 BA / Sleeps 6 | Quick view

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This "up island" house is on a hill overlooking Menemsha Pond, on Martha's Vineyard, very near the famous clay cliffs. Watch the sunrise from the wall of windows in the living room. There are three bedrooms, an updated kitchen, dining area, washer and dryer. The house sits on nearly four acres. Pets are …
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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

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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: …
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$500

3 BR / 3 BA / Sleeps 6

1 / 25

$500

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HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

3 BR / 3 BA / Sleeps 6 | Quick view

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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 …
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$700

3 BR / 2 BA / Sleeps 6

1 / 21

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
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$1,000

4 BR / 3 BA / Sleeps 10

1 / 20

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Set atop a hill overlooking Menemsha, Quitsa, and Squibnocket Ponds and the Atlantic Ocean beyond, rests this stunning home. Expertly designed by the owners, sets this unique house apart. The soothing sound of a waterfall greets you as you approach the Koi-filled pond and the house. Take in the scents of the …
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$225

3 BR / 2 BA / Sleeps 6

1 / 20

$225

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HYDRANGEA COTTAGE - EDG JWOL-103

3 BR / 2 BA / Sleeps 6 | Quick view

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Part of a three-home, architect-designed compound, Hydrangea Cottage sits quietly tucked away in Edgartown Village. In addition to the hydrangeas that ring one of the two covered porches, the cottage is surrounded by perennial gardens, nicely manicured grounds, and brick patio with outdoor seating for six. Inside, …
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$215

2 BR / 1 BA / Sleeps 4

1 / 20

$215

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PORTICO COTTAGE AT LONG POINT BEACH - WT NPAU-140GH

2 BR / 1 BA / Sleeps 4 | Quick view

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Point B Exclusive - This architect-designed beach cottage is set on nearly three private acres in Long Point, perched high on a ridge overlooking its rolling hills. The Portico Cottage features a dramatic two-and-a-half story Great Room with open Living and Dining Areas with vaulted ceilings, beams, skylights, and …
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$358

4 BR / 5 BA / Sleeps 9

1 / 27

$358

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LONG POINT BEACH RETREAT - WT DFIN-59

4 BR / 5 BA / Sleeps 9 | Quick view

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Summer memories await you at this new contemporary home that feels like a luxury hotel, in every way. The Long Point Beach Retreat features a stylish monochromatic design with white, beige, and espresso colors smartly combined with antiques and fine linens. There are Long Point meadow views from every room, and lots …
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$150

3 BR / 2 BA / Sleeps 6

14 Reviews

$150

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W. Tisbury:Private, Bright, Airy retreat on 3 acr.

3 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 14 Reviews

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Reviews

(14)

Custom designed 3-bedroom, two full bath Saltbox contemporary... ideal for a family vacation, or restful retreat. There is a relaxing and airy quality throughout the house. The sky-lit kitchen is fully equipped. Finished in hardwood and tile floors on the first floor, with second floor bedrooms carpeted.... Glass, …
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(14)

Peaceful retreat! Perfect!

Left on Nov 17, 2011 for a stay in August 2011

Love this rental. Perfect for relaxation and plenty of room. We were a short drive away from all our favorite beaches and attractions. The owner was very pleasant to deal with and even sent me more pictures of the property to answer some of my questions. Hope to revisit this home soon.

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$500

4 BR / 4 BA / Sleeps 9

1 / 25

$500

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The Atlantic - Walk to Philbin Beach, Sleeps 9

4 BR / 4 BA / Sleeps 9 | Quick view

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Enjoy the Ocean views from this breezy hillside Aquinnah home. It is light and bright with lots of windows and glas sliders out to a generous deck. Two stories that sit higher, as the first level is on the second floor. A third level affords fantastic views from a sweet cocktail deck. There are 2 bedrooms and a loft…
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$250

3 BR / 3 BA / Sleeps 8

1 / 15

$250

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COUNTRY CAPE IN KATAMA - KAT CMAC-45

3 BR / 3 BA / Sleeps 8 | Quick view

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Point B Exclusive - This sunny Cape in Katama is tucked away in a quiet neighborhood about two miles from South Beach. An ideal family retreat, it features a comfortable vacation layout inside, and generous outdoor space, with farmer's porch, deck, large front and backyards, and nicely manicured landscaping. The …
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$286

2 BR / 2 BA / Sleeps 6

1 / 14

$286

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WILDFLOWER COTTAGE: ROLLING MEADOWS WITH POOL & HOT TUB - EDG BKEN-23GH

2 BR / 2 BA / Sleeps 6 | Quick view

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Set amid the rolling meadows of Watcha Path, Wildflower Cottage enjoys a bucolic, three-acree sunny setting, with a pool and hot tub, and delightful outdoor spaces. The main layout of Wildflower Cottage is a unique, two room open design of Living and Dining areas, both with vaulted ceilings. The larger of the two …
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$929

5 BR / 6 BA / Sleeps 14

1 / 18

$929

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WATCHA PATH COMPOUND: COUNTRYSIDE LUXURY LIVING WITH POOL & HOT TUBS - EDG BKEN-23

5 BR / 6 BA / Sleeps 14 | Quick view

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This three-acre estate is quietly tucked away on the rolling meadows and lightly wooded areas of Watcha Path. The bucolic setting features a main house, guest house, solar-heated pool, hot tubs at each home, nicely integrated outdoor spaces, elaborate perennial gardens and wildflower plantings. Watcha Path Compound is…
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$2,143

5 BR / 5 BA / Sleeps 14

1 / 30

$2,143

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PRIVATE THREE-ACRE COMPOUND WITH GUEST HOUSE, POOL AND HOT TUBS - EDG KHAN-34

5 BR / 5 BA / Sleeps 14 | Quick view

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Located on three-acres of flowering meadows, stone walls, and perennial gardens, sits this magical compound. In addition to a newly built solar-heated pool, the home has had extensive additions which now include a three-bedroom, three-bath Main House plus a two-bedroom, two-bath Guest House. No attention to detail has…
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$3,572

5 BR / 7 BA / Sleeps 10

1 / 20

$3,572

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THE COVE HOUSE AT HERRING CREEK FARM - KAT RHUG-27

5 BR / 7 BA / Sleeps 10 | Quick view

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Experience the ultimate in luxury island living at The Cove House. Located in prestigious Herring Creek Farm, the home features exceptional design and styling, a private pool and access to a 700-acre private South Shore beach. Additional amenities include: beach chairs, beach towels, coffee maker, electric mixer, …
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$215

3 BR / 2 BA / Sleeps 8

1 / 19

$215

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TREETOP COTTAGE: SOPHISTICATED LONG POINT BEACH HOUSE - WT NPAU-140MH

3 BR / 2 BA / Sleeps 8 | Quick view

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Point B Exclusive - Experience the essence of a relaxing and memorable Vineyard getaway at this stylish and sophisticated retreat, quietly tucked away by Long Point Beach. Decorated with a tasteful eye and a coastal-inspired palette, this unique home is a coveted favorite. The Long Point Beach House features an open-…
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$286

4 BR / 3 BA / Sleeps 8

1 / 19

$286

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LONG POINT FARMHOUSE: CONTEMPORARY NEAR THE BEACH - WT MJAM-77

4 BR / 3 BA / Sleeps 8 | Quick view

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Point B Exclusive - Quietly set in the Vineyard Meadows Farm area of Long Point, this contemporary farmhouse enjoys a bright and sunny, private location, with easy access to nearby Long Point Beach. The Long Point Farmhouse features an open first floor plan with bright Living and Dining areas with wide plank floors, …
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$322

2 BR / 3 BA / Sleeps 6

1 / 22

$322

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LUXURIOUS COTTAGE LIVING IN EDGARTOWN VILLAGE - EDG MIKA-04

2 BR / 3 BA / Sleeps 6 | Quick view

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Point B Exclusive - This quintessential village cottage has been rencently renovated from top-to-bottom, with charming cottage styling and classic architecture throughout. The first floor has an open living and dining floor plan, with two-and-a-half story vaulted ceiling in the Living Area and a second floor loft …
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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

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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 …
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$2,858

10 BR / 8 BA / Sleeps 10

1 / 29

$2,858

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ATHEARN HOUSE: HISTORIC WATERFRONT ESTATE WITH POOL AND PRIVATE BEACH - EDG AALL-01

10 BR / 8 BA / Sleeps 10 | Quick view

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Athearn House is an exquisitely furnished 18th century estate, with modern additions and comforts, set in three park-like acres at a very private waterfront location on prestigous Planting Field Way. There are eight bedrooms between the Main House and Carriage House, each with a distinctive character of its own. All …
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$286

4 BR / 3 BA / Sleeps 9

1 / 22

$286

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THE WHALE HOUSE: LONG POINT RETREAT - WT MALD-159

4 BR / 3 BA / Sleeps 9 | Quick view

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Point B Exclusive - Privately set near Long Point Beach, The Whale House is a beautifully appointed, coastal-inspired vacation home that is an ideal getaway for family and friends. The first floor includes a sun-filled open layout for easy entertaining and relaxation, and features a Living Area with gas fireplace and …
  • 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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$429

4 BR / 2 BA / Sleeps 8

1 / 26

$429

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Lovely Aquinnah Waterview Rental (Lovely-Aquinnah-Waterview-Rental-AQ604)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Down a private country road, this bright and breezy post and beam home sits on a 3-acre rolling wooded parcel. With southern views of the Atlantic Ocean, it's just a short drive or bike to Philbin and Lobsterville beaches and Gay Head cliffs. This very Vineyard house offers three levels of living space, chef's kitchen…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$400

3 BR / 2 BA / Sleeps 10

4 Reviews

$400

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Lovely Saltbox

3 BR / 2 BA / Sleeps 10 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

This house is a traditional Vineyard saltbox, on a two acre, secluded, beautifully landscaped section of West Tisbury near Lambert's Cove. It has a huge deck, that extends from the south to the west side of the house, with an outdoor shower, and cedar outdoor furniture. It is fully equipped with appliances. The house…
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(4)

Nice house in a great location

Left on Oct 01, 2009 for a stay in August 2009

My family stayed in this house for two weeks in August. The house was
clean upon our arrival with folded sets of freshly laundered linens on each
bed. There are plentiful towels, both bath and beach. All of the windows
had screens so the house is well ventilated, and for hotter days there were
powerful Vornado standing fans in the rooms.

The kitchen was well equipped with cooking gear and…

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$486

3 BR / 2 BA / Sleeps 10

1 Reviews

$486

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Private Beach Front With Mooring, Renovated!

3 BR / 2 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Private beach with mooring!Hot fishing spot known as Dogfish bar!Beautiful renovated home.1 minute walk to the beach through our deeded sand dune!Views through out this home.It has everything! Granite kitchens and baths! Seating for at least 12. Open floor plan. Hardwood floors. 3 BR 2 Full bathrooms. Sleeps 10 with 2…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great location and spacious home

Left on Jul 22, 2014 for a stay in July 2014

Open and spacious home that had an amazing backyard for our kids to run around. Ocean views and French doors that made every morning and evening inviting. We loved our stay at this home and walked to the beach every day.

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$429

5 BR / 3 BA / Sleeps 9

1 / 24

Details

Fabulous House, Fabulous Views. Attention to detail throughout. A dream gourmet kitchen. Ocean Views from all of the bedrooms. 180 degree views from Squibnocket to Aquinnah South Shores. Stunning sunsets from the west porch, sometimes referred to as the Martini deck! Brilliant sunrises from the kitchen porch. Walk to …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Pet friendly
  • 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!

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…

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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

4 BR / 4 BA / Sleeps 8 | Quick view

Details

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

PreviousNext property

$643

3 BR / 2 BA / Sleeps 6

1 / 14

$643

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SOPHISTICATED DREAM COTTAGE ON EQUESTRIAN ESTATE - WT CDOU-174

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This elegant and sophisticated cottage, which was recently renovated and is decorated with classic antiques, is set on 33 acres of bucolic farmland adjacent to Arrowhead Farm, one of the island's most prominent equestrian riding centers. Whether for a relaxing country getaway or desiring access to all of Arrowhead …
  • 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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$3,572

5 BR / 6 BA / Sleeps 10

1 / 19

$3,572

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HERRING CREEK FARM CONTEMPORARY ESTATE WITH POOL - KAT DMAL-17

5 BR / 6 BA / Sleeps 10 | Quick view

Details

This exquisite Herring Creek Farm waterfront estate is set on six private acres with a pool as well as direct access to the Edgartown Great Pond and a spectacular private association South Shore Beach. The Main House features an expansive two-story Great Room with wood paneling and beams, a massive stone fireplace and…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$500

2 BR / 2 BA / Sleeps 6

1 / 13

$500

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PERFECT GUEST HOUSE ON THREE-ACRE COMPOUND - EDG KHAN-34GH

2 BR / 2 BA / Sleeps 6 | Quick view

Details

This newly built cottage with pool is quietly tucked away on a three-acre compound, set amid wild flowers, meadows, stone patios and nicely manicured landscaping. The cottage is stylishly detailed throughout with art and antiques, a fully-equipped Chef's Kitchen, and six-person hot tub. The compound features the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$672

3 BR / 1 BA / Sleeps 6

1 / 18

$672

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BEACHFRONT BUNGALOW COTTAGE COMPOUND - VH GKIS-593

3 BR / 1 BA / Sleeps 6 | Quick view

Details

True beachfront ocean living on a barrier beach bluff with panoramic water views of Vineyard Sound in one direction, and Lake Tashmoo in the other. Designed to take advantage of these stunning east/west views, the Bungalow Cottage Compound features a two-bedroom Main Cottage and a separate Studio/Bunkhouse. The Main …
  • 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

$1,000

5 BR / 4 BA / Sleeps 10

1 / 29

$1,000

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CONTEMPORARY CHAPPY COMPOUND WITH POOL & CARRIAGE HOUSE - CHP SOLS-07

5 BR / 4 BA / Sleeps 10 | Quick view

Details

Tucked away on top of Sampson's Hill, this Contemporary Chappy Compound features a Main House with three levels of living and entertaining spaces -- including four screened porches and two media areas -- a separate Carriage House with three bedrooms, a large private yard and gardens, plus a pool with hot tub. The Main…
  • 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

$358

4 BR / 3 BA / Sleeps 8

1 / 19

$358

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EDGARTOWN CAPE WITH MODERN STYLING - EDG BCAR-14

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This centrally located Edgartown Cape has been recently renovated and nicely outfitted for island getaways. First floor features Living Room with stone fireplace, formal Dining Area, large open Gourmet Kitchen with Granite countertops, breakfast bar and stainless appliances, and a large TV/Family Room with large …
  • 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

$5,000

5 BR / 6 BA / Sleeps 10

1 / 45

$5,000

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WATERHAVEN: GRAND WATERFRONT ESTATE WITH INFINITY POOL, PRIVATE BEACH & CARRIAGE HOUSE - EDG PROS-96

5 BR / 6 BA / Sleeps 10 | Quick view

Details

Majestically tucked away on the shores of Sengekontacket Pond, Waterhaven Estate is a stunning waterfront compound surrounded by 160 acres of conservation land, designed to maximize a dramatic trio of water views simultaneously. The anchor of the views is an infinity pool that visually flows to Sengekontacket Pond and…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,858

6 BR / 6 BA / Sleeps 12

1 / 28

$2,858

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

6 BR / 6 BA / Sleeps 12 | Quick view

Details

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

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$786

3 BR / 3 BA / Sleeps 6

1 / 23

$786

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THE MEADOW FARMHOUSE AT MENEMSHA POND - CHIL LMCC-23

3 BR / 3 BA / Sleeps 6 | Quick view

Details

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