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Vacation Rentals in Aquinnah, MA

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$450
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1 / 7
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$395
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1 / 14
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3 Bedrooms, 2 Bathrooms, Sleeps 6
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$2,200
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1 / 24
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2 Bedrooms, 2 Bathrooms, Sleeps 3
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$450
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1 / 10
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4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Lovely, easy, breezy vacation home with secret garden, acres of privacy, birdsong and oceanbreezes and views will make your stay relaxing and restore your senses and refresh your body mind and soul. We offer an ECO Green house, providing only the best 100% Cotton linens and towels, energy star... View all property information
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From
$3,400
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1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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... View all property information
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4 of 5 stars Reviewed July 22, 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...
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$2,200
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$4,700
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1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$1,500
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$3,000
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1 / 24
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Great water view property in Aquinnah - this immaculate contemporary has that unique combination of a beautifully designed and constructed, year-round home, AND an outstanding view of the Sound and Elizabeth Islands. Not only is the water view property packed with many custom details, but the... View all property information
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From
$7,000
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1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$3,000
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1 / 24
5 Bedrooms, 3 Bathrooms, Sleeps 9
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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$3,000
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1 / 26
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$4,900
Per Week
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1 / 21
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$4,150
Per Week
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1 / 15
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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.... View all property information
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From
$6,000
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1 / 29
5 Bedrooms, 6 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This beautiful new custom home is situated on a private road and 4 acres overlooking expansive Atlantic Oceans views. Professionally decorated, this home features 5 bedrooms (all en suite) and 1 1/2 additional baths. The great room design hosts three distinct seating areas - seating for TV viewing,... View all property information
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From
$5,600
Per Week
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1 / 18
3 Bedrooms, 2 Bathrooms, Sleeps 5
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Located on one of the highest points on the Island. Spectacular waterviews from most every room. Acres of undisturbed privacy. This is a modernized, and beautifully detailed authentic 19th century farmhouse. Surrounded by rolling landscape, a wisteria-covered pergola and gorgeous views of the North... View all property information
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From
$3,850
Per Week
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1 / 15
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Tucked away in a grove of mature sassafras and beetlebung trees, this private oak post and beam home is situated on a high hill overlooking the Gay Head lighthouse with lovely views of the Atlantic Ocean. Completed in 2001, this home offers commercial grade gourmet kitchen appliances and antique... View all property information
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From
$6,750
Per Week
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1 / 16
4 Bedrooms, 3 Bathrooms, Sleeps 7
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Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Pristine 4 bedroom, 3-1/2 bath, tastefully furnished contemporary home situated off of Moshup Trail across the road from ocean beach. From the large porch, deck and screened porch off the master bedroom, there are spectacular sunsets and panoramic waterviews which include the famous Gay Head... View all property information
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From
$1,875
Per Week
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1 / 20
3 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Wonderful Beach house on Moshup Trail directly across from private ocean beach and short walk to Philbin Beach. Sweeping views of the ocean and lighthouse, glorious ocean sunsets from the large new deck. Sunrise views from master bedroom deck on 2nd floor. Two bedrooms are on the first floor and a... View all property information
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From
$1,950
Per Week
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1 / 17
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$7,750
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1 / 22
5 Bedrooms, 3 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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From
$2,000
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1 / 22
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
New construction, well appointed kitchen with stainless appliances, hand built stone fire place, post and beam rich with wood grains and welcoming warmth. Sit in the screen porch and watch the sunset across the lily pond. Quiet spot in the woods convenient to Moshup Trail and the Aquinnah shops.... View all property information
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From
$2,500
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1 / 22
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This beautiful home affords some views of the Vineyard Sound. You'll enjoy the best of the south end of the Island, including access to Philbin and the colorful Cliffs beaches. There's also Lobsterville and West Basin for calmer waters and hungry fishermen! This home will suit the most discerning... View all property information
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From
$3,000
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1 / 16
5 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sitting on the beach with the water of Vineyard Sound a stone's throw away, this west-facing, casual 'beach' house has glorious views of boats, birds & golden sunsets. The double decks allow for casual get togethers, outdoor dining, and afternoon naps in the sun. A glass of iced tea, a good book... View all property information
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From
$5,500
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1 / 20
7 Bedrooms, 6 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The surrounding area is a throwback to a different time as there really isn’t much going on except beautiful beaches, extraordinary sunsets, the sound of the waves crashing in the distance as you sit on the deck with the clearest night skies you’ve ever seen. Spacious & well decorated, this home is... View all property information
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$4,000
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1 / 21
5 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
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,... View all property information
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$2,500
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1 / 9
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The Guest House (see #1289 for Main House)is approximately 1400SF and includes a Master Bed and Bath with a stand up glass enclosed shower. There is an additional bedroom and bathroom with a tub. A special feature is the state of the art kitchen as well as a great family room. There is an outside... View all property information
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$8,000
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1 / 19
4 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Tucked away on an Aquinnah hillside with sweeping water views from Menemsha Harbor and Vineyard Sound to Quitsa and Menemsha Ponds, Hilltop House is designed around those views, and an equally inspiring pool compound with lush gardens and coastal-inspired pool house suite. Starting with a roof deck... View all property information
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1 / 34
5 Bedrooms, 7 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
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... View all property information
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1 / 18
5 Bedrooms, 2 Bathrooms, Sleeps 9
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Comfortable one floor living in classic contemporary home in the Lobsterville area of Gay Head (Aquinnah), the quietest, coolest town on the Island. Overlooks the Elizabeth Islands, Vineyard Sound and the North Shore. Large living room with fireplace and sliders to front deck - perfect for... View all property information
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1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Newer three bedroom, two bath home is beautifully appointed and decorated and is just 1/4 mile from Aquinnah's fabulous Philbin Beach. The house is equipped with central air conditioning and also features a large screened porch, a perfect place to relax or dine after a busy day of summer fun!... View all property information
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1 / 37
5 Bedrooms, 5 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Set atop a hill overlooking Menemsha, Quitsa, and Squibnocket Ponds and the Atlantic Ocean beyond, rests this stunning home. A masterful combination of up-island elegance, fine craftsmanship, and expert design sets this house apart. The soothing sound of a waterfall greets you as you approach the... View all property information
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1 / 12
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Down a private country road, this bright and breezy post & 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 the Gay Head cliffs. This very Vineyard house offers three levels with 2... View all property information
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1 / 15
4 Bedrooms, 2 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Lovely four bedroom, two and a half bath home located in Aquinnah.  This home has all the amenities you will need while on vacation.  Wonderful views of the ocean and the Gay Head Lighthouse.  The ground level porch has been partial enclosed, this provides a comfortable space for relaxing and... View all property information
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 6
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  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This charming three bedroom cottage is in a convenient location equidistant to all wonderful activities that Aquinnah has to offer! Enjoy the rolling surf and sugar sand dunes at Philbin Beach or put in a kayak at Red Beach and explore the shores of Menemsha Pond. Have breakfast or a lobster dinner... View all property information
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1 / 18
6 Bedrooms, 3 Bathrooms, Sleeps 11
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
'This beautifully decorated and appointed private residence has many comforts and conveniences and is one of the premier vacation rentals on Martha's Vineyard. Spectacular sunsets & ethereal views in a serene setting make this a most desirable location. It has features which others do not: CENTRAL... View all property information
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