Aquinnah Vacation Rentals, Homes, & More

1-26 of 26 Aquinnah Rentals

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Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$268 - $804
Per week:$1,875 - $5,625
Pets allowed:No
Internet:Yes

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...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$429 - $572
Per week:$3,000 - $4,000
Pets allowed:No
Internet:Yes

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 ...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$286 - $429
Per week:$2,000 - $3,000
Pets allowed:No
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 34
Bedrooms:5
Bathrooms:7
Sleeps:10
Type:Home
Per night:$1,000 - $1,215
Per week:$7,000 - $8,500
Pets allowed:No
Internet:Yes

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....

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Bedrooms:5
Bathrooms:3
Sleeps:9
Type:Home
Per night:$429 - $1,572
Per week:$3,000 - $11,000
Pets allowed:Yes
Internet:Yes

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 ...

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Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$550 - $765
Per week:$3,850 - $5,350
Pets allowed:No
Internet:Yes

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...

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Bedrooms:4
Bathrooms:3
Sleeps:7
Type:Home
Per night:$965
Per week:$6,750
Pets allowed:No
Internet:No

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 18

Aquinnah Home
3 Bedrooms / 2 Bathrooms / Sleeps 5

from

$800

/ night

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Bedrooms:3
Bathrooms:2
Sleeps:5
Type:Home
Per night:$800
Per week:$5,600
Pets allowed:No
Internet:Yes

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...

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Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$429 - $558
Per week:$3,000 - $3,900
Pets allowed:No
Internet:Yes

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...

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Bedrooms:5
Bathrooms:6
Sleeps:10
Type:Home
Per night:$858 - $1,258
Per week:$6,000 - $8,800
Pets allowed:No
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 15

Aquinnah Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$593

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$593 - $1,108
Per week:$4,150 - $7,750
Pets allowed:No
Internet:Yes

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 ...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 19

Aquinnah Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:5
Sleeps:8
Type:Home
Per night:$1,143 - $1,572
Per week:$8,000 - $11,000
Pets allowed:No
Internet:Yes

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...

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Bedrooms:4
Bathrooms:3
Sleeps:10
Type:Home
Per night:$1,000 - $1,715
Per week:$7,000 - $12,000
Pets allowed:No
Internet:Yes

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...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$700 - $1,029
Per week:$4,900 - $7,200
Pets allowed:No
Internet:Yes

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...

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Bedrooms:5
Bathrooms:3
Sleeps:8
Type:Home
Per night:$1,108
Per week:$7,750
Pets allowed:No
Internet:Yes

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,...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$279 - $408
Per week:$1,950 - $2,850
Pets allowed:No
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 24
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$215 - $400
Per week:$1,500 - $2,800
Pets allowed:No
Internet:Yes

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...

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Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$672
Per week:$4,700
Pets allowed:No
Internet:No

Amenities and Features include... Light House Rd Contemporary Retreat with Spectacular Unobstructed Waterviews over the North Shore. Sunsets, Gorgeous Aquinnah BeachesAdditional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, outside shower - ...

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Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$315 - $500
Per week:$2,200 - $3,500
Pets allowed:Yes
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 14

Aquinnah Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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 ...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 37

Aquinnah Home
5 Bedrooms / 5 Bathrooms / Sleeps 8

Bedrooms:5
Bathrooms:5
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 16

Aquinnah Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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 ...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 12

Aquinnah Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 15

Aquinnah Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

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...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 18

Aquinnah Home
5 Bedrooms / 2 Bathrooms / Sleeps 9

Bedrooms:5
Bathrooms:2
Sleeps:9
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:Yes
Internet:Yes

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 -...

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Aquinnah Massachusetts Vacation Rentals - Home
1 / 18

Aquinnah Home
6 Bedrooms / 3 Bathrooms / Sleeps 11

Bedrooms:6
Bathrooms:3
Sleeps:11
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

"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...

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