Showing

PreviousNext property

$693

4 BR / 2 BA / Sleeps 8

HARRD - Spectacular Waterviews, Pool, WiFi - Aquinnah vacation rentals
1 / 6

$693

Inquire

HARRD - Spectacular Waterviews, Pool, WiFi

Chilmark house – 4.1 mi away
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Enjoy the in ground pool and spectacular ocean views from this casual, mostly glass hill top contemporary. Kick back and relax by the pool in an area of splendid nature. Amenities and Features include... Spectacular Waterviews, Pool, WiFi Additional amenities include: coffee maker, pets considered, lobster pot, …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$358

4 BR / 4 BA / Sleeps 8

JAFFJ - Oceanfront, Waterview, Private Beach and Tennis - Aquinnah vacation rentals
1 / 23

$358

Inquire

JAFFJ - Oceanfront, Waterview, Private Beach and Tennis

Chilmark house – 3.1 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Ocean Front Splendor in an elegant and comfortable beach house. Sunrise from the ocean, sunset over the adjoining 13-acre Sheriff's Meadow Foundation conservation preserve. Walk to your private beach. New 500 square foot addition, added for summer 2008, includes ground floor Master Bedroom suite, with separate …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

3 BR / 2 BA / Sleeps 6

WILGG - Quansoo (with private beach key), Central Air, Waterview, Waterfront - Aquinnah vacation rentals
1 / 18

$643

Inquire

WILGG - Quansoo (with private beach key), Central Air, Waterview, Waterfront

Chilmark house – 7.7 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Amenities and Features include... Quansoo (with private beach key), Central Air, Waterview, Waterfront Additional amenities include: coffee maker, internet - ethernet cord required, pets considered, lobster pot, washer / dryer, cd player, porch - screened, outside shower - enclosed, private beach - association, …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$243

4 BR / 3 BA / Sleeps 8

MILLD - Green Home, Private Location, Short Drive to Gorgeous West Tisbury Beaches, Wifi - Aquinnah vacation rentals
1 / 21

$243

Inquire

MILLD - Green Home, Private Location, Short Drive to Gorgeous West Tisbury Beaches, Wifi

West Tisbury house – 8.8 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

All new contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families. This green home features walls of windows allowing wonderful views of the surrounding environment. The home is …
  • Internet Access
  • Patio
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$550

4 BR / 3 BA / Sleeps 10

HARDM - Hilltop Waterview, Spectacular Sunsets, Walk to the Beach, WiFi, Superior Kitchen, Large Deck - Aquinnah vacation rentals
1 / 15

Details

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 lovely views of the Atlantic Ocean. Completed in 2001, this home offers commercial grade gourmet kitchen appliances and antique period furnishings. …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$800

3 BR / 2 BA / Sleeps 5

WEINS - Gorgeous Waterviews, Wifi Internet - Aquinnah vacation rentals
1 / 18

$800

Inquire

WEINS - Gorgeous Waterviews, Wifi Internet

Aquinnah house
3 BR / 2 BA / Sleeps 5 | Quick view

Details

Located on one of the highest points on the Island. Spectacular waterviews from most every room. Acres of undisturbed privacy. This is a modernized, and beautifully detailed authentic 19th century farmhouse. Surrounded by rolling landscape, a wisteria-covered pergola and gorgeous views of the North and South Shores …
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$965

4 BR / 3 BA / Sleeps 7

1 / 16

Details

Pristine 4 bedroom, 3-1/2 bath, tastefully furnished contemporary home situated off of Moshup Trail across the road from ocean beach. From the large porch, deck and screened porch off the master bedroom, there are spectacular sunsets and panoramic waterviews which include the famous Gay Head Cliffs, Lighthouse, Nomans…
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$429

4 BR / 3 BA / Sleeps 8

1 / 24

$429

Inquire

LENOM HOUSE AT STONEWALL POND - CHIL RALD-138A

Chilmark house – 2.8 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Enjoy sweeping water views across Stonewall Pond and Beach, as well as access to the private ocean beach at prestigious Stonewall Beach. Lenom House is tucked away between Stonewall and Quitsa Ponds, with dramatic water views of both well known Chilmark Ponds, plus the south shore and Stonewall Beach. The open first …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$215

4 BR / 2 BA / Sleeps 7

1 / 13

$215

Inquire

1306 - OLD STYLE VINEYARD CAMP THAT OVERLOOKS OVER DEEP BOTTOM POND AND TISBURY GREAT POND

West Tisbury house – 8.8 mi away
4 BR / 2 BA / Sleeps 7 | Quick view

Details

A typical, old style Vineyard wooded camp that looks out over Deep Bottom Cove & Tisbury Great Pond. This charming, very special house has gas lights, a large wooden deck with hammock and unsurpassed views. Outdoor shower and indoor bath. This house offers a pond beach, canoe, kayak, rowboat and sunfish for your …
  • Waterfront
  • Ocean or water views
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$286

4 BR / 3 BA / Sleeps 9

1 / 22

$286

Inquire

THE WHALE HOUSE: LONG POINT RETREAT - WT MALD-159

West Tisbury house – 9.8 mi away
4 BR / 3 BA / Sleeps 9 | Quick view

Details

Point B Exclusive - Privately set near Long Point Beach, The Whale House is a beautifully appointed, coastal-inspired vacation home that is an ideal getaway for family and friends. The first floor includes a sun-filled open layout for easy entertaining and relaxation, and features a Living Area with gas fireplace and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,143

4 BR / 5 BA / Sleeps 8

1 / 19

$1,143

Inquire

HILLTOP HOUSE WITH WATER VIEWS AND POOL - AQ GGIB-15

Aquinnah house
4 BR / 5 BA / Sleeps 8 | Quick view

Details

Tucked away on an Aquinnah hillside with sweeping water views from Menemsha Harbor and Vineyard Sound to Quitsa and Menemsha Ponds, Hilltop House is designed around those views, and an equally inspiring pool compound with lush gardens and coastal-inspired pool house suite. Starting with a roof deck on down, the views …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$229

3 BR / 2 BA / Sleeps 6

1 / 14

$229

Inquire

49 State Road

Aquinnah house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

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 dinner while watching the …
  • Internet Access
  • Grill
  • Dishwasher
  • Microwave
  • Toaster
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$286

4 BR / 5 BA / Sleeps 8

1 Reviews

$286

Inquire

653 - ATLANTIC OCEAN BREEZES,GLORIOUS VIEWS!

Chilmark house – 3.4 mi away
4 BR / 5 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

A boutique hotel experience in an unrivaled setting at the end of a one mile single lane road. Enjoy the sunrise from the ocean, sunset over the adjoining 13 acre Sheriff's Meadow Foundation conservation preserve. This home has a wonderful view toward Squibnocket Beach, a mile away, and the Squibnocket Peninsula, with…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fabulous stay

Left on Jun 16, 2014 for a stay in March 2014

We stayed at this gorgeous home with a large family group in March. Fortunately for us, the weather was ideal. We had a lovely stay - everything at the house was wonderful and everyone loved being at this home and on the Vineyard for a winter vacation. The house is spacious, comfortable and very beautiful. The property is private.

PreviousNext property

$1,011

5 BR / 3 BA / Sleeps 8

1 / 24

$1,011

Inquire

165 Pond Road

West Tisbury house – 9.4 mi away
5 BR / 3 BA / Sleeps 8 | Quick view

Details

Enjoy the peace and tranquility of the horses in the meadow at Deep Bottom Pond as you sit poolside at this wonderful retreat. This lovely 5 bedroom home exudes casual elegance yet offers many spaces to relax and enjoy a fun filled, carefree summer vacation with family and friends. The huge, gourmet kitchen has a bay …
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

5 BR / 4 BA / Sleeps 9

6 Reviews

$643

Inquire

Stunning Multi-Generational 5 BR Ocean View Home!

Chilmark house – 5.0 mi away
5 BR / 4 BA / Sleeps 9 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

This comfortable contemporary home located up-island in Chilmark, includes a key to a private beach, Blackpoint, and is ideal for laid-back Vineyard living, or elegant entertaining with both ocean and hillside view. The open floor plan for the common areas bring the outdoors inside with spectacular sunshine and …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(6)

Peaceful Beauty

Left on Jun 14, 2010 for a stay in May 2009

This home sits serenely on a small hill surrounded by fields. The floor plan is open and airy, with sunlight filling the rooms. Furnishings are comfortable. I especially love the gourmet kitchen and the view of the ocean from the living room. The lower level sleeping area is perfect for the kids, with the two master bedrooms on the main floor nice sized. The house is well appointed and organized…

PreviousNext property

$500

3 BR / 3 BA / Sleeps 6

1 / 25

$500

Inquire

HILLSIDE HIDEAWAY ON BLUEBERRY RIDGE - CHIL VBAR-39MH

Chilmark house – 5.4 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

A quiet oasis tucked away on Blueberry Ridge, the Hillside Hideaway enjoys a tranquil country setting with rolling meadows, and thoughtfully designed outdoor landscaping with patios and outdoor living spaces set amid nicely manicured grounds and gardens. Inside, the house is designed to enjoy the serene setting as …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$486

4 BR / 2 BA / Sleeps 8

1 / 12

$486

Inquire

6R Briar Path

Aquinnah house
4 BR / 2 BA / Sleeps 8 | Quick view

Details

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 with 2 queen bedrooms, a …
  • Internet Access
  • A/C or climate control
  • Grill
  • Microwave
  • Toaster
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

3 BR / 2 BA / Sleeps 6

1 / 16

$643

Inquire

6 Old South Road

Aquinnah house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Newer three bedroom, two bath home is beautifully appointed and decorated and is just 1/4 mile from Aquinnah's fabulous Philbin Beach. The house is equipped with central air conditioning and also features a large screened porch, a perfect place to relax or dine after a busy day of summer fun! Additional amenities …
  • Internet Access
  • Grill
  • Dishwasher
  • Toaster
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$715

4 BR / 2 BA / Sleeps 10

1 / 24

$715

Inquire

MAJNG

Aquinnah house
4 BR / 2 BA / Sleeps 10 | Quick view

Details

AQUINNAH: Paradise. Your own beach; sunsets included no extra charge. The best of the Vineyard the way it used to be, but with everything you want today; wireless, cable, and of course the essential Martha's Vineyard outdoor shower....... Simple, sparkling summer cottage completely renovated in 2008 with new touches …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Outdoor Dining Area
  • Deck
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$358

4 BR / 4 BA / Sleeps 8

1 / 21

$358

Inquire

CHILMARK RETREAT: MODERN STYLING, PRIVATE SETTING - CHIL MMAD-20

Chilmark house – 6.4 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Privately tucked away in the rolling hills of the historic Tea Lane area, surrounded by conservation land, the newly renovated Chilmark Retreat features a sleek modern style, with a sunny, open floor plan. There are sharp designer touches throughout, mixed with monochromatic shades of white and other muted tones, from…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask

PreviousNext property

$3,750

4 BR / 3 BA / Sleeps 8

1 / 20

$3,750

Book

4 Bedroom on 5 Acres of Woodlands with Fresh Eggs and Chickens

Chilmark house – 6.0 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Set on 5 acres of woods and meadow. A small farm setting with chickens and pigs and a garden for you to enjoy. Be a farmer for a week, without the work! Our hens lay eggs that you can collect every morning. The pigs love your dinner scraps and we invite you feed them if you wish. The animals are contained in very …
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask

PreviousNext property

$390

5 BR / 3 BA / Sleeps 8

1 / 14

$390

Inquire

BERNJ - Menemsha Sea Coast Cottage, Gorgeous Waterviews, Walk to Menemsha Beach, WiFi

Chilmark house – 2.6 mi away
5 BR / 3 BA / Sleeps 8 | Quick view

Details

Classic coastal cottage remodeled in 2000. Charming open and sunny interior feautres 3 bedrooms and 2 baths in the main house. 2nd level Master bedroom opens onto private deck with views of Menemsha Harbor. Seperate guest cottage has Qeen bedroom and a full bath. Outdoor spaces for your vacation enjoyment include a …
  • Ocean or water views
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$286

3 BR / 2 BA / Sleeps 6

1 / 12

Details

Charming recently renovated summer cottage features large open living room with sliders leading on to a screened porch and private deck beyond. Porch is fully furnished for dining and relaxing, providing aditional outdoor living space. The deck is private and surrounded by the yard area. The house comfortably sleeps …
  • Internet Access
  • Deck
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,429

4 BR / 2 BA / Sleeps 9

1 / 33

$1,429

Inquire

HORNP - Squibnocket Farm Waterfront, Private Beach,

Chilmark house – 2.8 mi away
4 BR / 2 BA / Sleeps 9 | Quick view

Details

Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ocean beyond. The refined interior offers open living spaces, large dining area and only the finest…
  • Private Beach
  • Ocean or water views
  • Phone / Internet
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$215

2 BR / 1 BA / Sleeps 4

1 / 8

$215

Inquire

JAFFP - Waterfront Guest House, Private Beach

Chilmark house – 3.1 mi away
2 BR / 1 BA / Sleeps 4 | Quick view

Details

Main House on the same property may be occupied by Owner or another Tenant. Peaceful private setting on one of the most beautiful areas on the South Shore. Amenities and Features include... Waterfront Guest House, Private Beach Additional amenities include: coffee maker, internet - ethernet cord required, fans - …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$886

4 BR / 2 BA / Sleeps 6

1 / 9

$886

Inquire

PARKE - Magnificent Ocean Views, Private Association Beach Rights

Chilmark house – 2.6 mi away
4 BR / 2 BA / Sleeps 6 | Quick view

Details

Black Smith Valley. Classic Cape overlooking acres of pastoral meadows and across Squibnocket Pond to open ocean. Immaculate home accented with country antiques and comfortable beds with linens provided. Walk to Squibnocket Beach or drive to Lucy Vincent Beach or make use of the private association beach in Aquinnah …
  • Waterfront
  • Ocean or water views
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$322

3 BR / 2 BA / Sleeps 6

1 / 16

$322

Inquire

YEOM2 - Waterview, Walk to Private Association South Shore Beach, Hi Speed Internet

Chilmark house – 3.0 mi away
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Charming Chilmark cottage with panoramic South Shore waterviews. A five minute stroll to South surf beach. Private tennis courts shared with owners and other tenants. Access to Stonewall Pond for launching canoes and kayaks. Seaside cottage charm has been maintained throughout with tung and groove walls, hardwood …
  • Ocean or water views
  • Phone / Internet
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$2,143

4 BR / 4 BA / Sleeps 8

1 / 20

$2,143

Inquire

BSCHL - Oceanfront, Private Beach, Pool, WiFi

West Tisbury house – 9.9 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Ocean Views, Pool and Har-Tru tennis court are just a few of the property amenities that make this private beach home a destination where many wonderful memories can be made. Recently renovated , the house features 4 bedrooms each with a private bath and deck. Open, flowing spaces all lead to the expansive decks and …
  • Private Beach
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$672

3 BR / 2 BA / Sleeps 4

1 / 35

$672

Inquire

DOUGC - Historic, Arrowhead Farm, Wifi, Some A/C

West Tisbury house – 8.6 mi away
3 BR / 2 BA / Sleeps 4 | Quick view

Details

Country living in a majestic setting. The historic farm house exudes charm and comfort. Arrowhead Farm is a beautiful equine center and options for bringing your horse can be arranged. The rental home is private from the barns with a private drive, yet close enough for you to experience the spectacular horses in their…
  • Internet Access
  • A/C or climate control
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,508

10 BR / 5 BA / Sleeps 15

1 / 48

Details

Located in one of the most pristine and private areas of the island. This understated, elegant, and spacious estate offers large families the ultimate in a vacation home. Magnificent ocean views and sprawling private yard bordered by stone walls and hundred year old trees. Large porches overlook the ocean and the …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$204

4 BR / 2 BA / Sleeps 8

1 / 13

$204

Inquire

HIGHW - Private location, Room A/C

West Tisbury house – 9.9 mi away
4 BR / 2 BA / Sleeps 8 | Quick view

Details

Immaculate West Tisbury home. Large private yard and deck. This affordable home sleeps families of 8 comfortably. Located midway between Lambert's Cove Beach and West Tisbury South Beach, 10 minute drive to town. 2011 - updated kitchen appliances, lamps, new king and queen matresses and new sheets and towels …
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,786

7 BR / 4 BA / Sleeps 9

1 / 31

$1,786

Inquire

SEVEN GATES FARM WATERFRONT: CLASSIC CHILMARK CAPE - CHIL CFUL-35

Chilmark house – 6.9 mi away
7 BR / 4 BA / Sleeps 9 | Quick view

Details

Serenely tucked away on the rolling hills and meadows of prestigious Seven Gates Farm, this Classic Chilmark home sits directly on the north shore with stunning water views of Vineyard Sound and the Elizabeth Islands, with its own curving coastline of Seven Gates beach. There is vintage charm throughout this seven …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$2,000

5 BR / 6 BA / Sleeps 10

1 / 16

$2,000

Inquire

1522 - WATERFRONT VINEYARD CONTEMPORARY HOME LOCATED ON TISBURY GREAT POND

Chilmark house – 7.5 mi away
5 BR / 6 BA / Sleeps 10 | Quick view

Details

Vacation in Chilmark near the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom main house with a detached guest suite. Open living / dining/ kitchen area with cathedral ceilings and exposed beams overlooking a luxurious setting by the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$1,786

5 BR / 5 BA / Sleeps 10

1 / 29

$1,786

Inquire

QUANSOO WATERFRONT COMPOUND WITH GUEST COTTAGE - CHIL EBRA-61

Chilmark house – 7.6 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Tucked away in the prestigious Quansoo area of Chilmark, this architect-designed compound sits peacefully on the shores of the Tisbury Great Pond. There are sophisticated touches inside and out, with a Main House, Guest House, and key access to Quansoo Beach. The Main House is centered around a two-story Great Room …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$643

4 BR / 3 BA / Sleeps 8

1 / 7

$643

Inquire

1505 - ENJOY OCEAN VIEWS FROM THIS CHILMARK HOME

Chilmark house – 5.3 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Unique combination of 1940's camp-style home and new (2007) two-story addition. Beautiful Ocean views from all floors, two decks, two living rooms and wonderful prevailing SW breezes. Five minute walk to Ocean Beach adjacent to Lucy Vincent Beach. Access to private Able's Hill Association beach and 3 tennis courts. …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$643

4 BR / 2 BA / Sleeps 8

1 / 18

$643

Inquire

1470 - Relax in the Pool and Enjoy Beautiful Views from this Vineyard Home

Chilmark house – 4.1 mi away
4 BR / 2 BA / Sleeps 8 | Quick view

Details

A fascinating, lovely classic Eliot Noyes (architect) contemporary in a private setting with spectacular views off the water looking toward Lucy Vincent beach and East towards West Tisbury. There is a great room (with dining, and living room and kitchen) with decks on either side (4-10 feet off the ground with two …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$2,036

4 BR / 3 BA / Sleeps 8

1 / 22

$2,036

Inquire

1199 - Beautiful Main House and Barn with a Pool and views over a Pond

Chilmark house – 4.7 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

A complete complex in a beautiful, peaceful setting: main house and barn with built-in pool, hottub, private tennis court and pond. One can walk to a lovely North Shore beach. This complex is surrounded by roses and perennials. Also, beach stickers for Lucy Vincent and Squibnocket are provided. Large kitchen supplied …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$2,215

5 BR / 4 BA / Sleeps 8

1 / 13

$2,215

Inquire

1242 - MAGICAL & TRANQUIL HOME OVERLOOKNG THE OCEAN. ADD A BEACH AND WHAT COULD BE BETTER?!

Chilmark house – 5.0 mi away
5 BR / 4 BA / Sleeps 8 | Quick view

Details

Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Additional amenities include: coffee maker, lobster pot, food processor, cd player, wine glasses, crib, cassette, pillows, outside shower, blankets, ironing board.
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$2,858

6 BR / 6 BA / Sleeps 12

1 / 28

$2,858

Inquire

VISTA POINT: STUNNING ARCHITECTURAL DESIGN ON THE NORTH SHORE - CHIL DROT-69

Chilmark house – 5.7 mi away
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Vista Point combines a truly magical mix of a spectacular, waterfront location, with equaling stunning architectural design. Sitting high atop a north shore ridge in Chilmark, the views stretch west from the Aquinnah cliffs and lighthouse, north to the Elizabeth Islands, and east toward Lambert's Cove Beach. Drawing …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$786

3 BR / 3 BA / Sleeps 6

1 / 23

$786

Inquire

THE MEADOW FARMHOUSE AT MENEMSHA POND - CHIL LMCC-23

Chilmark house – 2.7 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

This historic farmhouse is quietly tucked away above Menemsha Pond with sweeping sunset and water views of The Pond and Menemsha Harbor. The tranquil setting is classic Chilmark with rolling hills and stonewalls, plus a private association beach just a short stroll away on Menemsha Pond. Three-hundred year old Meadow …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$429

5 BR / 3 BA / Sleeps 9

1 / 26

$429

Inquire

CONTEMPORARY ARTIST RETREAT ON SQUIBNOCKET POND - CHIL WWEL-19

Chilmark house – 2.4 mi away
5 BR / 3 BA / Sleeps 9 | Quick view

Details

The ultimate artist or family retreat tucked away amid the rolling hills and stonewalls of Squibnocket Pond in Chilmark. The panoramic water views look out across the Pond, the barrier beach and sand dunes of the Island's southwestern most point, and on out to No Man's Island and the Atlantic Ocean. Built by a …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$1,072

6 BR / 5 BA / Sleeps 10

1 / 21

$1,072

Inquire

229 - ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND

Chilmark house – 3.4 mi away
6 BR / 5 BA / Sleeps 10 | Quick view

Details

Spacious, 10 room, architectual award-winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has marvelous water views and the sunsets are spectacular! Its charming interior includes a Living Room with vaulted ceilings,fireplace and bar;large, fully …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$1,000

5 BR / 7 BA / Sleeps 10

1 / 34

$1,000

Inquire

THE CONTEMPORARY ON SUNSET RIDGE WITH OCEAN VIEWS - AQ CHAJ-03

Aquinnah house
5 BR / 7 BA / Sleeps 10 | Quick view

Details

This architecturally distinctive contemporary sits quietly atop an Aquinnah ridge, looking out to the south shore with sunset water views. Designed with those views in mind, many of the rooms in the home have ocean views or Gay Head lighthouse views in a more northernly direction. The main floor features an open floor…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$572

5 BR / 3 BA / Sleeps 10

1 / 21

$572

Inquire

1275 - BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH

Gay Head house – 0.7 mi away
5 BR / 3 BA / Sleeps 10 | Quick view

Details

Beautifully maintained five bedroom traditional style post and beam house, located in a very private area with waterviews over Lobsterville Beach and the Elizabeth Islands. Additional amenities include: beach chairs, games, coffee maker, ipod dock, lobster pot, food processor, cooler, cd player, wine glasses, answer …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$343

4 BR / 2 BA / Sleeps 10

1 / 12

$343

Inquire

1454 - STROLL DOWN TO THE POND TO COOL OFF OR GO KAYAKING ON A WARM DAY

West Tisbury house – 7.6 mi away
4 BR / 2 BA / Sleeps 10 | Quick view

Details

Located in a pastoral setting on four acres of open field near the edge of Tisbury Great Pond this is a little piece of heaven. Sit on the deck with a good book and a glass of iced tea in the relative peace of a country setting, or play one of those wonderful summer lawn games, or stroll down to cooling waters of the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$686

3 BR / 3 BA / Sleeps 6

1 / 16

$686

Inquire

746 - THE ESSENCE OF THE ISLAND WIITH ASSOCIATION BEACH

Chilmark house – 2.7 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Beautifully restored, maintained, and furnished, this 1740 Island farmhouse is situated on 80 private acres of glorious Chilmark hills overlooking Menemsha Pond and includes a small private association beach on Menemsha Pond to wend your way down to. A little bit of heaven on earth! Additional amenities include: …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$486

4 BR / 3 BA / Sleeps 8

1 / 21

$486

Inquire

286 - CHARMING COUNTRY HOME IN CHILMARK

Chilmark house – 6.7 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Tastefully furnished and decorated with antiques and art. This upscale Chilmark summer home is an original Yankee Barn located off South Road that has all the accoutrements for summer entertaining. The post and beam structure features a beautiful cathedral living room brightened by southern light; has sliders out to a…
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Books
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$143

1 BR / 1 BA / Sleeps 3

1 / 10

$143

Inquire

1307 - BEAUTIFULLY BUILT AND MAINTAINED CABIN ON TISBURY GREAT POND

West Tisbury house – 9.0 mi away
1 BR / 1 BA / Sleeps 3 | Quick view

Details

Beautifully built and maintained cabin on Deep Bottom Cove, one of the "fingers" that runs towards the center of the island from Tisbury GreatPond. Designed as a writer's cottage, the cabin is nestled in a remote location, with only a couple of other houses in distant view. It is simply decorated in muted Vineyard …
  • Waterfront
  • Ocean or water views
  • Deck
  • Grill
  • Linens Provided
  • Smoking allowed - ask
  • Suitable for children - over five
  • Suitable for the elderly - ask

PreviousNext property

$1,000

5 BR / 5 BA / Sleeps 8

1 / 37

$1,000

Inquire

15 State Road

Aquinnah house
5 BR / 5 BA / Sleeps 8 | Quick view

Details

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 Koi-filled pond and …
  • Internet Access
  • Grill
  • Dishwasher
  • Microwave
  • Toaster
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$450

4 BR / 3 BA / Sleeps 8

1 / 26

$450

Book

Waterview Cottage in walking distance to Beach

Gay Head cottage – 0.4 mi away
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Walk to Philbin Beach from this lovely, easy, breezy vacation home with secret garden, acres of privacy, birdsong and oceanbreezes and views will make your stay relaxing and restore your senses and refresh your body mind and soul. We offer an ECO Green house, providing only the best 100% Cotton linens and towels, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children

Looking for more rentals?


We're showing only results that match your dates and preferences.


See all 100 Aquinnah rentals, all 1,772 Martha's Vineyard rentals, or start a new search.


1 2
page 2 of 2
There are no more results in Aquinnah. Top of page