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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 hill.”

The Aquinnah >... more info and map.

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18 Vacation Properties in Aquinnah    sleeping 12, 10, 9, 8, 6, 5, 4

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

Aquinnah, Martha's Vineyard

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

Summer:
$5,500/week, $19,000/month,
Off Season:
$500 - $1,000/night, $2,000 - $5,000/week,

North View

Beautiful 4400 square foot vacation home with incredible North Shore views of the Elizabeth Islands. At night the view goes all the way to the South Shore of Massachusetts. Two lighthouse lights shine within view from the massive roofdeck, one from Menemsha and the other at the Aquinnah Light House....
Distance to beach: 1 Mile
Key amenities: view of salt water, deck/porch/patio, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 2 years, 5 months

Property ID# 9301, Listed by: Bob Hanlon

12 5 3.5
Aquinnah vacation rentals that sleep 10  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$9,000 - $10,000/week,
Off Season:
$7,000/week,

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 expert design sets this house apart. The soothing sound of a waterfall greets you as you approach the Ko....
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, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 6 years

Property ID# 6042, Listed by: Pam Foster

10 5 4.5
Aquinnah vacation rentals that sleep 9  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,350 - $3,250/week,
Off Season:
$1,900 - $2,350/week,

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

Martha's Vineyard Captain's Country Retreat

Best value on the Island. Martha’s Vineyard great summer rental or ideal winter getaway. This secluded 2700 sq ft red oak post and beam home is situated on four acres of beetlebung groves, oak trees and miles of country roads - only minutes from some of America's finest beaches, including the famed ....
Distance to beach: About 1.3 to three beaches
Key amenities: deck/porch/patio, outdoor shower, jacuzzi, A/C units, washer&dryer, dishwasher, linens included, cable TV, fireplace, high speed internet, pets considered
Time active on this website: 3 months

Property ID# 17128, Listed by: Dan Corjulo

9 4 3.5

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$5,500 - $6,000/week,
Off Season:
$2,000 - $4,000/week,

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

New hillside home overlooking Vineyard Sound

Set on a hill overlooking Vineyard Sound and Menemsha Pond, this lovely new contemporary yet traditional home offers privacy, water views and a short walk to to 2 beaches. Lobsterville Beach on Vineyard Sound is a prime bass and bluefishing venue. The beach at Menemsha Pond, a salt water inlet, is a....
Distance to beach: .5 mile to Lobsterville Beach and Menemsha Pond
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, pets considered, handicap accessibility
Time active on this website: 3 years, 4 months

Property ID# 11672, Listed by: Jim Wallen

9 4 3
Aquinnah vacation rentals that sleep 8  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$350 - $500/night, $2,700 - $3,500/week,
Off Season:
$350 - $500/night, $2,000 - $2,200/week,

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

Lilly Pond

Located on the Western edge of the island of Marthas Vineyard are the Gayhead Cliffs and the Gayhead Lighthouse, one of the most scenic attractions on the Island.Cheerful home with a spectacular view of the Atlantic Ocean.Large spacious yard for volleyball, or for toddlers to run around. Comfortabl....
Distance to beach: 5/10 mile to Philbin Beach private right of way
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet
Time active on this website: 9 years, 8 months

Property ID# 2054, Listed by: Alicia B. Giles

8 5 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,000 - $3,900/week,
Off Season:
$350 - $400/night, $2,500 - $3,300/week,

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 Lobsterville beaches and the Gay Head cliffs. This very Vineyard house offers three levels wit....
Distance to beach: 1.25 miles to Philbin Beach
Key amenities: view of salt water, screened porch, deck/porch/patio, outdoor shower, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 9 years, 8 months

Property ID# 2945, Listed by: Patrick

8 4 2.5
Owner Special: Ask about Vineyard long weekend getaways available this spring.

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,800 - $5,900/week,
Off Season:
$1,200 - $3,200/week,

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

Oceanview, Walk to the Beach, Pet Friendly

Magnificent ocean views from every room. Short walk to spectacular, sandy Gay Head, Philbin Beach. Walk under the Gay Head Cliffs. Newly renovated two story home. Privacy. Three acres with sweeping lawn to large natural pond: frogs, ducks, deer, natural water lilies, turtles, occasional otter. U....
Distance to beach: 8 min. walk -toes in Atlantic, sandy Philbin Beach
Key amenities: on fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, jacuzzi, A/C units, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 5 years, 2 months

Property ID# 8881, Listed by: Kathleen Cameron

8 4 3
Owner Special: Free auto ferry tickets, $155 Value, for Sundays during June 27- July 18.

Aquinnah / Gay Head

Aquinnah / Gay Head Martha's Vineyard vacation rental

Summer:
$4,500 - $5,200/week,
Off Season:
$3,000 - $4,500/week,

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 Ocean. Completed in 2001, this home offers commercial grade gourmet kitchen appliances, antique per....
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, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 7 years, 3 months

Property ID# 3840, Listed by: Mark Harding

8 4 3

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,500 - $3,850/week,
Off Season:
$2,000 - $3,500/week,

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

Get Away From It All In This Up-Island Waterview Home!

Come and enjoy the preservation of up-island in one of the most desirable locations on the Vineyard in this new 3-bedroom home with expansive water views of Vineyard Sound and the Elizabeth Islands. This house offers everything. The bedrooms were designed for privacy one - at each end of the hou....
Distance to beach: Dogfish Bar-3/10 mile, Lobsterville Beach 1/2mile
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, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 1 year, 8 months

Property ID# 15748, Listed by: Joe

8 3 2.5

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,800 - $2,500/week,
Off Season:
$1,500 - $2,000/week,

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 needs. Inside you will find 3 levels of open, sunny living space featuring 2 decks that have ocean views. One half mile from Lobsterville Beach (where President Obama's family rod....
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, cable TV, VCR or DVD, high speed internet, pets considered, handicap accessibility
Time active on this website: 2 months

Property ID# 18144, Listed by: Leslie Ekings

8 3 2
Aquinnah vacation rentals that sleep 6  

Gay Head/Aquinnah

Gay Head/Aquinnah Martha's Vineyard vacation rental

Summer:
$1,500 - $2,200/week,
Off Season:
$650 - $1,200/week,

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

Pancake Hollow

This lovely home, secluded on 7 acreas, 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 of the house and one upstairs. The convenience of a bath in each bedroom relieves congestion. ....
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, TV, VCR or DVD, fireplace, handicap accessibility
Time active on this website: 7 years, 9 months

Property ID# 3557, Listed by: Jestina Held

6 3 3

Aquinnah, Gay Head

Aquinnah, Gay Head Martha's Vineyard vacation rental

Summer:
$2,800 - $3,000/week,
Off Season:
$2,500 - $2,800/week,

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 provide fabulous 180 degree water views from Cuttyhunk to Menemsha Harbor. Beautiful sunsets are freque....
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, VCR or DVD, fireplace
Time active on this website: 2 years, 7 months

Property ID# 7861, Listed by: Karen

6 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,600 - $2,000/week,
Off Season:
$1,600/week,

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 on the front deck and then relax and enjoy the incredible sunset. Stroll to the Gayhead Cliffs or ta....
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, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 2 months

Property ID# 17641, Listed by: Paige

6 3 1

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,750 - $4,000/week,
Off Season:
$2,500/week, $3,000/month,

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

Beautiful, Secluded, Waterview Vineyard Vacation Home

A beautiful Martha's Vineyard home … a private and secluded retreat, lovely water views, gardens, lots of light, outdoor dining and decks. A vacation home that is well cared for year round and where you can find peace and renewal. You can venture forth on foot, bicycle or car to the beaches, quaint ....
Distance to beach: Ocean 1.5 miles; Sound and Pond Beach 1/2- 2 miles
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pets considered
Time active on this website: 3 years, 9 months

Property ID# 11929, Listed by: Elliott Dacher

6 3 2.5

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,000/week,
Off Season:
$1,800 - $4,000/week,

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 all the amenities for todays island lifestyle. A chef's kitchen, first floor master suite, and open ....
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, VCR or DVD, fireplace, high speed internet
Time active on this website: 1 year, 4 months

Property ID# 16048, Listed by: Conroy & Company

6 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,000/week,
Off Season:
$3,500 - $4,000/week,

Sunny Contemporay on Moshup Trail

Contemporary sunny home with lovely views of beachy dunes and the Atlantic. South facing, bright and cheery. Listen to the surf crash from the upper master bedroom deck. Just a short walk to your private Aquinnah beach access!....
Distance to beach: 1/4 mile to private beach access
Key amenities: view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, cable TV, high speed internet
Time active on this website: 9 months

Property ID# 17313, Listed by: Conroy & Company

6 3 2
Aquinnah vacation rentals that sleep 5  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,300 - $2,600/week,
Off Season:
$250 - $260/night, $1,500 - $2,000/week,

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

Charming Up-island Guest House Now booking for summer 2010

Time to book your reservations for the 2010 summer season. Enjoy the lovely pristine beaches of the south shore. Easy beach access and convenient parking from this lovely, well furnished, light and airy guest house. This guest house has a master bedroom wing and two spacious sleeping lofts. The ma....
Distance to beach: a half mile to town beach ( Philbin)
Key amenities: walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 4 years, 10 months

Property ID# 9790, Listed by: Marsha Shufrin

5 3 2.5
Aquinnah vacation rentals that sleep 4  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,000/week,
Off Season:
$1,500 - $1,800/week,

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

Spectacular Ocean View - Walk to Beach and Cliffs

Spectacular ocean views greet you from both the front and the rear of this property. This tastefully decorated 2 bedroom private end unit condominium is within walking distance to one the most beautiful beaches on the Island. Enjoy sunsets from the over 600 square foot wrap around deck. Perfect for ....
Distance to beach: Walk to Moshup Beach ( Land Bank 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, VCR or DVD, high speed internet
Time active on this website: 3 years, 4 months

Property ID# 11989, Listed by: Roger

4 2 2