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Aquinnah Vacation Rentals

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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.

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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15 Vacation Properties in Aquinnah    sleeping 11, 9, 8, 6, 5, 4

Location Price Description (click blue title for more...) Sleeps BRs Baths
Vacation rentals that sleep 11  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,700 - $5,000/week,
Off Season:
$2,700 - $3,700/week,

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

NEW LISTING Beach Front, Vineyard Sound, Sunsets Included!!

Simple, sparkling summer cottage sits on a knoll with expansive views of Vineyard Sound and the Elizabeth Islands. Make this a summer to remember. Your own beach sunsets included, no extra charge. The....
Distance to beach: path from the house to the your beach.
Key amenities: on a salt water beach, deck/porch/patio, washer&dryer, dishwasher, linens included, TV, VCR or DVD
Time active on this website: 2 months

Property ID# 15326, Listed by: RE/MAX on island, Susie Wallo

11 4 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental
New as of 7/2/2008  

Summer:
$3,000 - $3,500/week, $11,000 - $13,000/month,
Off Season:
$500/night, $1,800 - $3,000/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 on one of the most desirable roads on MV. In this new 3 bedroom home with expansive water views of Vineyard Sound and the Elizabeth islands. This house off....
Distance to beach: dog fish bar-3/10mile, 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: Less than a month

Property ID# 15748, Listed by: Joe

11 3 2.5
Owner Special: Save $500.00- Last week in August available for $3,000.00 -cancellation
Vacation rentals that sleep 9  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,500 - $5,000/week,
Off Season:
$1,500 - $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 Vineya....
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: 1 year, 8 months

Property ID# 11672, Listed by: Jim Wallen

9 4 3
Owner Special: $1,000 off week of July 12-July 19

Aquinnah

Aquinnah Martha's Vineyard vacation rental

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

Panoramic Waterviews from this 1920's vintage vacation home

Set high on a knoll overlooking the North Shore, Vineyard Sound and the Elizabeth Islands, is this classic gambral with windows all around. This is the premier sunset vantage point of all of Lighthous....
Distance to beach: 1/10 mile
Key amenities: on a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace
Time active on this website: 7 months

Property ID# 14367, Listed by: Conroy & Company

9 4 1.5
Vacation rentals that sleep 8  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$385 - $500/night, $2,700 - $3,500/week,
Off Season:
$350 - $500/night, $2,000 - $3,500/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 ....
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: 8 years, 1 months

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

8 5 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,200 - $3,800/week,
Off Season:
$350/night, $2,500 - $3,800/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 ....
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: 8 years

Property ID# 2945, Listed by: Patrick

8 4 2.5
Owner Special: Book now for Indian Summer on the Vineyard. Long weekend rentals available in September.

Aquinnah / Gay Head

Aquinnah / Gay Head Martha's Vineyard vacation rental

Summer:
$4,000 - $5,300/week,
Off Season:
$3,000 - $5,300/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....
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: 5 years, 7 months

Property ID# 3840, Listed by: Mark Harding

8 4 3
Owner Special: Be on the Vineyard for Friday, the 4th of July and the two weeks following,

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$5,000 - $6,500/week, $26,000 - $29,000/month,
Off Season:
$4,500 - $5,500/week, $18,000 - $22,000/month,

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

Lovely Up-Island Home

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 ....
Distance to beach: 2 miles to Philbin Beach, 1 mile to Lobsterville
Key amenities: view of salt water, screened porch, 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, 8 months

Property ID# 6042, Listed by: Pam Foster

8 4 3.5
Owner Special: Price reduction for last available weeks!

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$4,300 - $5,800/week,
Off Season:
$1,300 - $4,100/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 sweepin....
Distance to beach: 8 min. walk -toes in Atlanti, sandy Philbin Beach.
Key amenities: view of fresh water, walk to a salt water beach, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pets considered
Time active on this website: 3 years, 6 months

Property ID# 8881, Listed by: Kathleen Cameron

8 4 3
Owner Special: May Is Now $1600/week
Vacation rentals that sleep 6  

Gay Head/Aquinnah

Gay Head/Aquinnah Martha's Vineyard vacation rental

Summer:
$1,900 - $2,200/week, $6,900 - $8,500/month,
Off Season:
$750 - $1,800/week, $2,400 - $3,600/month,

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 ....
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: 6 years, 1 months

Property ID# 3557, Listed by: Jestina Held

6 3 3
Owner Special: Free Night! 6/14- 6/21 I will add the night of 6/21 for free! 8 nights $1,200

Aquinnah

Aquinnah Martha's Vineyard vacation rental

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

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

Beautiful, Secluded, Waterview Vineyard Vacation Home

FInal August Reductions: August 23-30 - $2950. August 30 - September 1 - $2950 A beautiful Martha's Vineyard home … a private and secluded retreat, lovely water views, gardens, lots of li....
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, jacuzzi, washer&dryer, dishwasher, linens included, TV, VCR or DVD, fireplace, pets considered
Time active on this website: 2 years, 1 months

Property ID# 11929, Listed by: Elliott Dacher

6 3 2.5
Owner Special: FINAL REDUCTION: Remaining July Weeks: June 28th-August 2nd: $2750....July 26th-August 2nd $2950.

Aquinnah / Gay Head

Aquinnah / Gay Head Martha's Vineyard vacation rental

Summer:
$2,200 - $2,500/week,
Off Season:
$2,000/week,

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

Up-Island Home with Sweeping Water Views

This charming cottage is located on a slight rise, with spectacular water views from every room. Tastefully but casually furnished, with woodburning stove, lots of open deck, screened summer room, and....
Distance to beach: 1/10 m. to Lobsterville Beach
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, TV, VCR or DVD, fireplace, high speed internet, pets considered, handicap accessibility
Time active on this website: 1 year, 10 months

Property ID# 5388, Listed by: Clare Kane

6 3 1.5
Vacation rentals that sleep 5  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,300 - $2,600/week, $9,500 - $10,500/month,
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 - Columbus Day Special!

Columbus Day Special ...10 days (Oct 3 -13) $1500 Time to book your reservations so you can enjoy the lovely pristine beaches of the south shore and great fishing off the north shore this Fall. Ea....
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: 3 years, 2 months

Property ID# 9790, Listed by: Marsha Shufrin

5 3 2.5
Owner Special: COLUMBUS DAY SPECIAL - $1500 ( 10 days)
Vacation rentals that sleep 4  

Aquinnah Beach Front

Aquinnah Beach Front Martha's Vineyard vacation rental

Summer:
$4,000 - $5,000/week,
Off Season:
$300 - $5,000/week,

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 for September and October. The house is predominantl....
Distance to beach: Has own beach plus access to town ocean beach is a
Key amenities: on a salt water beach, deck/porch/patio, outdoor shower, hot tub, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, handicap accessibility
Time active on this website: 2 years, 4 months

Property ID# 3401, Listed by: Deborah

4 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,250/week,
Off Season:
$1,250 - $1,500/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 beautif....
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, fireplace, high speed internet
Time active on this website: 2 years, 1 months

Property ID# 11989, Listed by: Roger

4 2 1
Owner Special: July Special - Either of the first 2 weeks only $2000 per week or both for $3800