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Aquinnah, formerly called Gay Head, is the western most area of Martha's Vineyard. Aquinnah, West Tisbury, and Chilmark are often referred to as "up-island." This region is rural and unspoiled, with stone walls, farms, and vineyards.

15 Vacation Properties in Aquinnah
Sleeps

Aquinnah vacation rentals that sleep 10

Aquinnah
ID 19630
5 BR
3 baths
Sleeps 10
Aquinnah Skye Ln: Walk to Beach, WaterView, Central A/C WiFi
Aquinnah Skye Ln: Walk to Beach, WaterView, Central A/C WiFi
Distance to beach: 5-10 minute walk to Lobsterville Beach
6 reviews read reviews
Summer:
$8,000/wk
Off Season:
$8,000/wk
Aquinnah
ID 36678
4 BR
4 ½ baths
Sleeps 10
Breathtaking Waterfront Property
Breathtaking Waterfront Property
Distance to beach: 1.1 mi to Lobsterville Beach and Small private beach access on the property
Summer:
$20,000/wk
Off Season:
$16,000 - $20,000/wk

Aquinnah vacation rentals that sleep 9

Aquinnah
ID 31967
5 BR
2 baths
Sleeps 9
Panoramic Water Views, Quiet Private Up-island Location
Panoramic Water Views, Quiet Private Up-island Location
Distance to beach: 4/10 mi to Lobsterville Beach and 4/10 mi to Menemsha Pond - Red Beach
Summer:
$4,000 - $5,500/wk
Off Season:
$5,000/wk
3
Aquinnah
ID 11672
4 BR
3 baths
Sleeps 9
Hillside home overlooking Vineyard Sound
Hillside home overlooking Vineyard Sound
Distance to beach: .5 mile to Lobsterville Beach and Menemsha Pond
7 reviews read reviews
Summer:
$5,000 - $8,000/wk
Off Season:
$4,000 - $6,000/wk
3

Aquinnah vacation rentals that sleep 8

Aquinnah
ID 34177
4 BR
2 ½ baths
Sleeps 8
Water-view Aquinnah Home on 13 acres
Water-view Aquinnah Home on 13 acres
Distance to beach: 1.0 mi to Gay Head Cliffs and Beach
Summer:
$4,900 - $5,750/wk
Off Season:
$4,400 - $4,900/wk
Aquinnah
ID 35053
4 BR
2 ½ baths
Sleeps 8
Bright, Modern Home with Fabulous Outdoor Spaces, hot tub
Bright, Modern Home with Fabulous Outdoor Spaces, hot tub
Distance to beach: 1.0 mi to Lobsterville Beach and 2.0 mi to Philbin Beach
1 review read review
Summer:
$5,425/wk
Off Season:
$350 - $500/night
$3,000 - $4,900/wk
3
Aquinnah
ID 33889
3 BR
1 bath
Sleeps 8
Beachfront historical home in ''Aquinnah Paradise''
Beachfront historical home in ''Aquinnah Paradise''
Distance to beach: 2 minute walk to semi-private beach,
1 review read review
Summer:
$995/night
$7,000/wk
Off Season:
$995/night
$7,000/wk
3
Tashtego's Tree House
ID 34490
3 BR
2 ½ baths
Sleeps 8
Tashtego's Tree House
Tashtego's Tree House
Distance to beach: 1.5 mile to Gay Head Public (Moshup Beach) and 2 mile to Philbin Beach
5 reviews read reviews
Summer:
$3,200 - $3,300/wk
Off Season:
$2,700 - $3,200/wk
Aquinnah
ID 35479
3 BR
2 ½ baths
Sleeps 8
Aquinnah Summer Home
Aquinnah Summer Home
Distance to beach: 1.5 miles Lobsterville Beach and 1.2 miles Philbin Beach
Summer:
$4,000 - $5,000/wk
$20,000/mo
Off Season:
$3,000 - $4,500/wk
$3,500 - $14,000/mo
Aquinnah
ID 36194
3 BR
2 ½ baths
Sleeps 8
Kingtide Escape with Ocean Views
Kingtide Escape with Ocean Views
Distance to beach: .9 mi to Philbin Beach
Summer:
$4,000 - $5,800/wk
Off Season:
$400 - $650/night
$3,000 - $5,500/wk
$25,000/mo

Aquinnah vacation rentals that sleep 6

Aquinnah
ID 36841
3 BR
2 baths
Sleeps 6
Quiet, Secluded with Panoramic Views
Quiet, Secluded with Panoramic Views
Distance to beach: 1 mile Philbin Beach
Summer:
$4,500 - $6,000/wk
Off Season:
$4,500/wk
2
Aquinnah
ID 37030
3 BR
2 baths
Sleeps 6
Waterviews and Tranquility in Aquinnah
Waterviews and Tranquility in Aquinnah
Distance to beach: 1.5 mi to Lobsterville Beach and 2.9 miles to Philbin Beach
OWNER SPECIAL:
Prime August Weeks Available with a Discount for a 2 Week Booking!
Summer:
$6,500/wk
Aquinnah
ID 35223
3 BR
3 baths
Sleeps 6
Beautiful Aquinnah Home, Walk to Beach, Partial Ocean View
Beautiful Aquinnah Home, Walk to Beach, Partial Ocean View
Distance to beach: 1/10 or less mile to private town beach Philbin Beach and 1 mile with our permit to lobsterville, red beach Lobsterville Beach
4 reviews read reviews
Summer:
$4,650 - $4,750/wk
Off Season:
$3,500 - $4,750/wk

Aquinnah vacation rentals that sleep 5

Aquinnah
ID 35941
3 BR
2 baths
Sleeps 5
Charming Aquinnah Cottage
Charming Aquinnah Cottage
Distance to beach: 1.6 mi to Gay Head Cliffs and Beach and 1.7 mi to Lobsterville Beach
Summer:
$3,000 - $3,300/wk
Off Season:
$3,000 - $3,300/wk

Aquinnah vacation rentals that sleep 4

Aquinnah
ID 35072
1 BR
1 bath
Sleeps 4
Secluded Aquinnah Cottage
Secluded Aquinnah Cottage
Distance to beach: 1.3 mi to Philbin Beach
Summer:
$2,400 - $2,800/wk
Off Season:
$2,000 - $2,400/wk
3