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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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16 Vacation Properties in Aquinnah    sleeping 12, 11, 10, 9, 8, 6, 5, 2

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:
$4,500 - $5,200/week, $20,000 - $23,000/month,
Off Season:
$3,000 - $4,500/week, $10,000 - $16,000/month,

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, pet-friendly
Time active on this website: 9 years, 1 month

Property ID# 3840, Listed by: Mark Harding

12 5 3
Aquinnah vacation rentals that sleep 11  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$7,500 - $8,500/week,
Off Season:
$3,900 - $6,500/week,

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

Spectacular sunsets and views of the Vineyard Sound

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 do not: central ai....
Distance to beach: 1/2 Mile to Lobsterville Beach
Key amenities: view of salt water, 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: 3 months

Property ID# 20757, Listed by: Lighthouse Properties

11 6 3.5
Aquinnah vacation rentals that sleep 10  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$10,000 - $11,000/week,
Off Season:
$8,000 - $11,000/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: 7 years, 10 months

Property ID# 6042, Listed by: Pam Foster

10 5 4.5

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$6,000 - $7,000/week, $22,000 - $24,000/month,
Off Season:
$6,000/week, $20,000/month,

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

Aquinnah Post and Beam with Waterviews: Short Walk to Beach

Situated at the end of a private road this five bedroom custom built post and beam has views of the Vineyard Sound and Elizabeth Islands. It offers many special places to sit and relax both inside and out on the decks. The living room, sun room and family room are warm and inviting. There is a gener....
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, VCR or DVD, fireplace, high speed internet
Time active on this website: 1 year, 1 month

Property ID# 19630, Listed by: Lee

10 5 3

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$3,000 - $3,800/week,
Off Season:
$2,000 - $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 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 with privacy in mind. One at each end of....
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, pet-friendly
Time active on this website: 3 years, 6 months

Property ID# 15748, Listed by: Joe

10 3 2.5
Aquinnah vacation rentals that sleep 9  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

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

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, pet-friendly, handicap accessibility
Time active on this website: 5 years, 3 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:
$3,300 - $3,900/week,
Off Season:
$400 - $450/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 unit(s), washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, fireplace, high speed internet, pet-friendly
Time active on this website: 11 years, 7 months

Property ID# 2945, Listed by: Patrick

8 4 2.5
Owner Special: Two weeks in August are still available for Summer 2012. Reserve your Vineyard vacation now.

Aquinnah

Aquinnah Martha's Vineyard vacation rental
New as of 1/23/2012  

Summer:
$3,750 - $4,000/week, $14,000/month,
Off Season:
$4,000/week,

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

No Man's View

Enjoy sweeping ocean views from this cozy, wooden home nestled on a private way just a short drive or bike to Lobsterville and Philbin Beaches. There is a large deck with a hot tub and four bedrooms and two baths. The home is lived in year round and filled with books, games and treasures collected....
Distance to beach: 1 mile to Sound and ocean beaches
Key amenities: water view, deck/porch/patio, outdoor shower, hot tub, central A/C, washer&dryer, dishwasher, linens included, cable TV, VCR or DVD, high speed internet, pet-friendly
Time active on this website: Less than a month

Property ID# 21135, Listed by: Kathy & Jim

8 4 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,100 - $2,700/week, $7,000 - $8,000/month,
Off Season:
$1,000 - $2,150/week, $4,000 - $5,000/month,

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 2 decks that have ocean views. One half mile from Lobsterville Beach (where President Obama's f....
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, VCR or DVD, high speed internet, pet-friendly, handicap accessibility
Time active on this website: 2 years, 1 month

Property ID# 18144, Listed by: Leslie Ekings

8 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental
New as of 1/18/2012  

Summer:
$2,500 - $3,900/week,
Off Season:
$2,000 - $2,500/week,

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 Point in the East to the Gay Head Cliffs (West) and overlooks Nomans Island. All this is visible withou....
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, VCR or DVD, high speed internet
Time active on this website: Less than a month

Property ID# 21097, Listed by: Susan

8 3 2
Aquinnah vacation rentals that sleep 6  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,000 - $2,300/week, $8,600/month,
Off Season:
$350 - $1,200/week, $1,200 - $3,950/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 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, cable TV, VCR or DVD, fireplace, high speed internet, handicap accessibility
Time active on this website: 9 years, 8 months

Property ID# 3557, Listed by: Jestina Held

6 3 3
Owner Special: Memorial Day Special 5/29 PM to 6/2 AM $575.

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,000/week,
Off Season:
$2,000/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, pet-friendly
Time active on this website: 1 year, 3 months

Property ID# 17641, Listed by: Paige

6 3 1

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,775 - $2,375/week,
Off Season:
$1,775 - $2,375/week,

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

Charming three bedroom Aquinnah Cottage

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 or a lobster dinn....
Distance to beach: 3 Miles to Philbin Beach
Key amenities: deck/porch/patio, outdoor shower, dishwasher, cable TV, VCR or DVD
Time active on this website: 3 months

Property ID# 20750, Listed by: Lighthouse Properties

6 3 2

Aquinnah

Aquinnah Martha's Vineyard vacation rental

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: 3 years, 3 months

Property ID# 16048, Listed by: Conroy & Company

6 3 2
Aquinnah vacation rentals that sleep 5  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$2,400 - $2,800/week,
Off Season:
$300 - $400/night, $1,500 - $2,800/week,

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

Up-island Guest House - Not available for 2012 season

We apologize for the late notice but we will not be renting for the 2012 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 ....
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: 6 years, 8 months

Property ID# 9790, Listed by: Marsha Shufrin

5 3 2.5
Aquinnah vacation rentals that sleep 2  

Aquinnah

Aquinnah Martha's Vineyard vacation rental

Summer:
$1,800 - $2,000/week,
Off Season:
$1,400 - $1,800/week,

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

Walk to Beach - Water Views

Generously sized, one bedroom house overlooking Lobsterville Beach in scenic Gay Head (Aquinnah). Spectacular water views up Vineyard Sound to the far away lights of Cape Cod. Simple modern furnishings. Water views from every room. Seamless connection of indoor and outdoor spaces ideal for summe....
Distance to beach: 1/4 mile, 10 minute walk to Lobsterville Beach
Key amenities: view of salt water, walk to a salt water beach, screened porch, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, high speed internet, handicap accessibility
Time active on this website: 10 months

Property ID# 20089, Listed by: Kathleen

2 1 1