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Aquinnah Vacation Rentals

info & map

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.

The native Wampanoag tribe is credited with providing this area with much history. One of the few Indian townships in Massachusetts, Aquinnah means “land beneath the >... more info and map.

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16 Vacation Properties in Aquinnah    sleeping 12, 11, 10, 8, 6, 5

Location Price Description (click blue title for more...) Sleeps BRs Baths
Aquinnah vacation rentals that sleep 12  

Aquinnah / Gay Head

Aquinnah / Gay Head Martha's Vineyard vacation rental

Summer:
$4,000 - $5,000/wk,
$10,000 - $12,000/mo,

Off Season:
$3,500 - $4,000/wk,
$10,000 - $20,000/mo,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Cooper's Spring

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 sweeping vistas of the Atlantic....

Distance to beach: 1/4 mile to Maushop Beach;1/2 mile to Philbin Bch

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly

Time active on this website: 9 years, 10 months

Property ID# 3840, Listed by: Mark Harding

12 5 3
Owner Special: Take 2 weeks in July - Save $1000! Online only 14 days in Aquinnah $8600. June rates also reduced!
Aquinnah vacation rentals that sleep 11  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

New as of 5/1/2013

Summer:
$3,800 - $7,500/wk,
$21,500 - $27,500/mo,

Off Season:
$700 - $850/night,
$3,800 - $5,500/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Aquinnah Dream Location, Stunning Water Views & Central AC

This home embodies a transcendent quality which goes beyond words to describe. It is a beautifully decorated and appointed private residence with many comforts and conveniences and is one of the premi....

Distance to beach: 7/10 mile Philbin Beach

Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet

Time active on this website: 1 month

Property ID# 23078, Listed by: Pat

11 6 4.5
Aquinnah vacation rentals that sleep 10  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$6,000 - $7,000/wk,
$24,000 - $26,000/mo,

Off Season:
$5,000 - $6,000/wk,
$17,000 - $20,000/mo,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Aquinnah Skye Post & Beam, Water Views,Walk to Beach

MORE DETAILED RATES BELOW. PLEASE SCROLL DOWN. Location: 4 Skye Lane, Aquinnah, Martha's VIneyard. Situated at the end of a private road this five bedroom custom built post and beam has views of the V....

Distance to beach: 5 minute walk to Lobsterville Beach: white sand, g

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet

Time active on this website: 2 years, 3 months

Property ID# 19630, Listed by: Lee

10 5 3

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$9,000/wk,

Off Season:
$6,000 - $7,000/wk,

Spectacular Up-Island Home with Ocean Views

This beautiful residence is situated on a private road with 4 acres of land and sweeping views of the Atlantic Ocean from most rooms. Enjoy beautiful sunsets from the decks and lovely views of the Ga....

Distance to beach: less than 1/2 mile to Philbin Beach

Key amenities: view of salt water, walk to a salt water beach, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet

Time active on this website: 6 months

Property ID# 21508, Listed by: Anne

10 5 6.5
Aquinnah vacation rentals that sleep 8  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$10,000 - $11,000/wk,

Off Season:
$1,200/night,
$8,000 - $11,000/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Lovely Up-Island Home with Swimming Pool

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 expe....

Distance to beach: 2 miles to Philbin Beach, 1 mile to Lobsterville

Key amenities: view of salt water, screened porch, deck/porch/patio, pool, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, handicap accessibility

Time active on this website: 8 years, 9 months

Guest Reviews: 11

Property ID# 6042, Listed by: Pam Foster

8 5 4.5
Owner Special: Last Week in August 9 nights for the price of 7! That over $3000 in savings!

Aquinnah, Martha's Vineyard

Aquinnah, Martha's Vineyard Martha's Vineyard vacation rental

Summer:
$3,300 - $3,900/wk,

Off Season:
$450 - $500/night,
$2,500 - $3,900/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Up-Island Charm with an Ocean View

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 ....

Distance to beach: 1.25 miles to Philbin Beach

Key amenities: view of salt water, screened porch, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly

Time active on this website: 12 years, 11 months

Property ID# 2945, Listed by: Patrick

8 4 2.5
Owner Special: 3 weeks this summer still available: July 6-20 & August 17-24.

Aquinnah, Gay Head

Aquinnah, Gay Head Martha's Vineyard vacation rental

Summer:
$2,500 - $3,500/wk,

Off Season:
$300 - $400/night,
$2,000 - $3,500/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Wonderful Up-Island House with Panoramic Water Views

This wonderful house, perched near the top of the hill on Lighthouse Road in Aquinnah/Gay Head, is available for most weeks in the summer and September. Its location and a large wrap-around deck prov....

Distance to beach: 1 mile to Philbin Beach, 1 mile to Lobsterville

Key amenities: view of salt water, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, pet-friendly

Time active on this website: 4 years, 3 months

Guest Reviews: 1

Property ID# 7861, Listed by: Karen

8 3 2
Owner Special: Aug 1st (Thurs. to Thurs) until aug.8th available...easier to get on/off Vineyard....3000/wk.

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,100 - $2,700/wk,

Off Season:
$1,800 - $2,150/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Sunny, Cozy 3 Bedroom Home with Ocean Views

This is a charming, contemporary home located on one secluded, well-landscaped acre of yard, ready for your family's vacation needs. Inside you will find 3 levels of open, sunny living space featuring....

Distance to beach: Less than 2 miles to Philbin Beach

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet, pet-friendly, handicap accessibility

Time active on this website: 3 years, 5 months

Guest Reviews: 4

Property ID# 18144, Listed by: Leslie Ekings

8 3 2
Aquinnah vacation rentals that sleep 6  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,000 - $2,300/wk,
$7,800 - $8,900/mo,

Off Season:
$800 - $1,200/wk,
$2,600 - $4,300/mo,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Pancake Hollow

This lovely home, secluded on 7 acres, features cathedral ceilings, a screened porch ideal for morning reading, and a large deck. The three bedrooms are zoned for privacy, with one on each end o....

Distance to beach: Philbin and Lobsterville beaches within 2 miles

Key amenities: screened porch, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, handicap accessibility

Time active on this website: 11 years, 10 months

Guest Reviews: 6

Property ID# 3557, Listed by: Jestina Held

6 3 3

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,000 - $2,100/wk,

Off Season:
$2,000 - $2,100/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Walk to Beautiful Island Beach from This Secluded Retreat

This comfortable, secluded vacation home offers you the chance to enjoy island living at its best. Walk to one of the Island's most beautiful beaches at a moment's notice. Grill a delicious dinner o....

Distance to beach: 5 minute walk to Moshup's Beach and the Cliffs

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly

Time active on this website: 2 years, 7 months

Property ID# 17641, Listed by: Paige

6 3 1

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,500/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Ocean View and Walk to Beach

Beautiful scenic ocean view of Noman's Land. Short walk to Gay Head Cliffs Beach and Cliffs shops. View of Lighthouse. Enjoy cool breezes from the lovely screened porch. Patio with teak furniture ove....

Distance to beach: 7 minute walk

Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet, handicap accessibility

Time active on this website: 1 year, 11 months

Property ID# 13596, Listed by: Linda

6 3 3

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,500 - $3,900/wk,

Off Season:
$2,250 - $3,000/wk,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Secluded & romantic with spectacular views, 2009 renovation

Wake up on one of the highest elevations in Aquinnah (marked as Molasha Hill in mid 1800’s coastal surveys), and watch the sun rise over the panoramic Atlantic view which extends from Squibnocket Poin....

Distance to beach: Philbin Beach (1 mi), Lobsterville Beach (1 mi)

Key amenities: view of salt water, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet

Time active on this website: 1 year, 4 months

Guest Reviews: 3

Property ID# 21097, Listed by: Susan

6 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$400 - $3,000/wk,
$12,000 - $13,000/mo,

Off Season:
$600 - $2,500/wk,
$5,000 - $11,000/mo,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Beach Cottage Walking Dist. to Lobsterville & Private Beach

This inviting beach cottage has everything you need to spend a great time on the Vineyard. It is immaculate, clean and well equipped for your enjoyment. A good sized deck out back, outdoor shower, w....

Distance to beach: 1/4 mile to Lobsterville & adjacent private beach

Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet

Time active on this website: 2 months

Property ID# 22770, Listed by: Elaine Vanderhoop

6 3 1

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,000/wk,

Off Season:
$1,800 - $4,000/wk,

Summer Island Style

A beach cottage set in the dunes amidst waving sea grasses with the scent of roses in the air. This architect-designed 4 bedroom home offers wide panoramic waterviews of the sparkling northshore with ....

Distance to beach: 1/2mile to Lobsterville Beach

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet

Time active on this website: 4 years, 7 months

Property ID# 16048, Listed by: Conroy & Company

6 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$7,500 - $8,000/wk,

Off Season:
$3,000 - $7,500/wk,

Beachside Retreat

Water views and private beach in Aquinnah. Exceptional in every way, this new, 3000 sq ft home is situated trail side overlooking the Atlantic Ocean and Noman's Island, only 200 yards from the ocean. ....

Distance to beach: Philbin Beach or private beach access 200 yards aw

Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, Wi-Fi/Internet, pet-friendly

Time active on this website: 7 months

Property ID# 22287, Listed by: Conroy & Company

6 3 3.5
Aquinnah vacation rentals that sleep 5  

Aquinnah Beach Front

Aquinnah Beach Front Martha's Vineyard vacation rental

Summer:
$3,500 - $4,900/wk,
$15,000 - $18,000/mo,

Off Season:
$150 - $4,900/wk,
$7,000 - $12,000/mo,

See a full calendar with detailed availability and pricing for this Aquinnah vacation rental.

Spectacular Beach Front Property

One-of-a-kind location!! 12 1/2 acres of privacy includes your own beach, sunsets over the water, and a hot tub on the dunes. Premier fishing spot. The house is predominantly glass on the waterfron....

Distance to beach: House is directly on the Dogfish Bar beach.

Key amenities: on a salt water beach, hot tub, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, Wi-Fi/Internet, handicap accessibility

Time active on this website: 3 years, 8 months

Guest Reviews: 2

Property ID# 3401, Listed by: Deborah

5 3 2