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$429

3 BR / 2 BA / Sleeps 6

Aquinnah Panoramic Waterviews (Aquinnah-Panoramic-Waterviews--AQ610) - Upton vacation rentals
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$429

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Aquinnah Panoramic Waterviews (Aquinnah-Panoramic-Waterviews--AQ610)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Great water view property in Aquinnah - this immaculate contemporary has that unique combination of a beautifully designed and constructed, year-round home, AND an outstanding view of the Sound and Elizabeth Islands. Not only is the water view property packed with many custom details, but the home's layout is perfect …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$172

3 BR / 2 BA / Sleeps 6

Martha's Vineyard Rental In Nat's Farm! (Martha's-Vineyard-Rental-In-Nat's-Farm!-WT113) - Upton vacation rentals
1 / 14

$172

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Martha's Vineyard Rental In Nat's Farm! (Martha's-Vineyard-Rental-In-Nat's-Farm!-WT113)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops. Amenities include High definition TV, wifi internet service and an MP3 dock. Additional …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$258

4 BR / 2 BA / Sleeps 6

Oak Bluffs Waterfront With Boat Mooring! (Oak-Bluffs-Waterfront-With-Boat-Mooring!-OB516) - Upton vacation rentals
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$258

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Oak Bluffs Waterfront With Boat Mooring! (Oak-Bluffs-Waterfront-With-Boat-Mooring!-OB516)

4 BR / 2 BA / Sleeps 6 | Quick view

Details

Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. There is also a ping-pong table and an upright piano. BOAT MOORING INCLUDED. Additional …
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  • Deck
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$286

3 BR / 2 BA / Sleeps 6

Bike To Edgartown Village And South Beach! (Bike-To-Edgartown-Village-And-South-Beach!-ED315) - Upton vacation rentals
1 / 16

$286

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Bike To Edgartown Village And South Beach! (Bike-To-Edgartown-Village-And-South-Beach!-ED315)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

You will be pleasantly surprised by the bright open feeling of this charming contemporary cape that features three bedrooms that include one bedroom with king size bed, one with queen bed and one bedroom with two double beds. All linens are included which include sheets, blankets, towels and beach towels. There are 4 …
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  • A/C or climate control
  • Deck
  • Suitable for children - ask
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$358

3 BR / 2 BA / Sleeps 6

Chilmark Rental With Private Beach! (Chilmark-Rental-With-Private-Beach!-CH236) - Upton vacation rentals
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$358

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Chilmark Rental With Private Beach! (Chilmark-Rental-With-Private-Beach!-CH236)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Located on South Road near Able's Hill, this family oriented house comes with access to a private South Shore beach across Chilmark Pond. Have fun boating, kayaking or canoeing across the pond to the beach. A family room in the lower level provides space for the younger members of the family to romp and congregate …
  • Internet Access
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  • Grill
  • Dishwasher
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$358

3 BR / 2 BA / Sleeps 6

Beautiful Tashmoo Wood Condo! (Beautiful-Tashmoo-Wood-Condo!-VH405) - Upton vacation rentals
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$358

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Beautiful Tashmoo Wood Condo! (Beautiful-Tashmoo-Wood-Condo!-VH405)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This three bedroom two bath condo is just a short walk to association tennis, pool and beach, Tashmoo Amenities include Direct TV DVD set up. There is an open wifi signal in the building. Additional amenities include: dock/boat-slip, coffee maker, bakeware, lobster pot, dishes, swimming pool: yes shared, phones, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

3 BR / 2 BA / Sleeps 6

1 / 17

$215

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Oak Bluffs Rental, Tranquil Neighborhood! (Oak-Bluffs-Rental,-Tranquil-Neighborhood!-OB502)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs and all of its fun, family activities. The home offers open living spaces; generously proportioned, sunny bedrooms (one on the ground floor and two upstairs); a …
  • Washing Machine
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  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$315

4 BR / 3 BA / Sleeps 8

1 / 17

Details

Located in Waterview Farms, this four bedroom home features a private beach on Sengekontacket Pond, private dock access to Land Bank boat launch and several walking trails. Just minutes to Farm Neck Golf Course, beaches and town. Additional amenities include: beach chairs, dock/boat-slip, sofabed, coffee maker, …
  • Internet Access
  • Fireplace
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  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$600

4 BR / 2 BA / Sleeps 6

1 / 20

$600

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Makonikey With Private Beach (Makonikey-With-Private-Beach-VH414)

4 BR / 2 BA / Sleeps 6 | Quick view

Details

This beautiful home has lots of open space for cooking, yard activities or just plain relaxing. Private association beach overlooking the Elizabethan Islands. Plan a sunset picnic on the beach or stroll down in the morning to see the rays of sun break on the water. Additional amenities include: beach chairs, coffee …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$343

5 BR / 3 BA / Sleeps 11

1 / 17

$343

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Sweeping Katama Views Close To South Beach! (Sweeping-Katama-Views-Close-To-South-Beach!-ED312)

5 BR / 3 BA / Sleeps 11 | Quick view

Details

This "upside down" house with great views of South Shore is located in famed Katama, Edgartown. It is well equipped and functional with lots of sleeping space. A large deck with gas grill make outdoor cooking and living just a step outside. Relax and take in the view while enjoying a family meal. A large flat grassy …
  • Internet Access
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  • Deck
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$186

3 BR / 1 BA / Sleeps 6

1 / 15

$186

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Martha's Vineyard Rental Next To Bike Path! (Martha's-Vineyard-Rental-Next-To-Bike-Path!-WT115)

3 BR / 1 BA / Sleeps 6 | Quick view

Details

This very charming post & beam home is the perfect getaway for those who appreciate West Tisbury's rural character. The home is very nicely furnished and equipped, has a lovely, big yard, and the location, adjacent to the bike path, is central to up-Island shopping and the fantastic sandy beaches of Lambert's Cove and…
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  • Deck
  • Grill
  • Suitable for children - ask
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$258

4 BR / 1 BA / Sleeps 8

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$258

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Private South Shore Rental! (Private-South-Shore-Rental!-WT120)

4 BR / 1 BA / Sleeps 8 | Quick view

Details

Immaculate sunny 4 bedroom house only a short drive to the South Shore of West Tisbury. Nicely decorated and furnished with everything you need for a wonderful vacation. Very convenient to both up and down island towns and the airport. Very private spot. Home has an open floor plan with a combination kitchen, living …
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  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
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$500

5 BR / 3 BA / Sleeps 11

1 / 20

$500

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Treehouse Rental With Waterviews! (Treehouse-Rental-With-Waterviews!-OB538)

5 BR / 3 BA / Sleeps 11 | Quick view

Details

Light filled, spacious and above it all. This quiet residence is situated in Oak Bluffs' exclusive Meadow View Farm community. Close to bike paths (bikes come with the rental) and the MVTA bus and close to Sengekontacket for Pond bathing and kayaking. Additional amenities include: beach chairs, sofabed, coffee maker…
  • Internet Access
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  • Deck
  • Garage
  • Suitable for children - ask
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$1,072

5 BR / 4 BA / Sleeps 8

1 / 33

$1,072

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Luxury Home With Water Views In Farm Neck! (Luxury-Home-With-Water-Views-In-Farm-Neck!--OB523)

5 BR / 4 BA / Sleeps 8 | Quick view

Details

Custom Crafted Luxury Home on Farm Neck Golf Course This gorgeous 5 bedroom home overlooks the golf course and Sengekontacket Pond. Large family living spaces include a great room with soaring ceilings opening to the patio as well as a large TV/family room. The expansive kitchen is custom designed and features Viking …
  • Internet Access
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  • A/C or climate control
  • Suitable for children - ask
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$200

3 BR / 2 BA / Sleeps 6

1 / 21

$200

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Nursery House On Lamberts Cove Private Beach! (Nursery-House-On-Lamberts-Cove-Private-Beach!-WT142)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Classic Cape surrounded by woods overlooking a meadow bordered by beautiful stone walls. Walking access to stunning, private North Shore Beach. Additional amenities include: coffee maker, bakeware, lobster pot, dishes, blueray player, phones, vacuum, basement, room a/c, fan, pots & pans, cd player, answering machine…
  • Internet Access
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  • A/C or climate control
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$329

4 BR / 2 BA / Sleeps 8

1 / 4

$329

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Secluded Chilmark (Secluded-Chilmark-CH208)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Secluded location on a cul de sac overlooking a private meadow with spreading oak trees. The traditional exterior welcomes you to our spacious contemporary. the main living area features a great room with fireplace which opens to a dining room and kitchen with an island eating bar. Off the great room is the main deck …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$233

2 BR / 1 BA / Sleeps 5

1 / 25

$233

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The Blue Canoe-1900's Cottage Made New! (The-Blue-Canoe-1900's-Cottage-Made-New!-OB532)

2 BR / 1 BA / Sleeps 5 | Quick view

Details

This Circa 1910 Cottage has been completely renovated and is fresh and light, bright and cheerful, welcoming and an absolute delight. It is within walking distance of the ferry, town center, the active harbor, public beaches and just steps away from the library. Very central but in a sweet, residential neighborhood. …
  • Internet Access
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  • Deck
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$115

3 BR / 1 BA / Sleeps 8

1 / 20

$115

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Seven Gates Farm Rental With Waterviews! (Seven-Gates-Farm-Rental-With-Waterviews!-WT140)

3 BR / 1 BA / Sleeps 8 | Quick view

Details

This charming rustic home is set within Seven Gates Farm in West Tisbury. Walk down your own path to a beautiful private association beach. There are shared tennis courts and miles of walking trails. Additional amenities include: coffee maker, bakeware, outdoor furniture, lobster pot, dishes, phones, ironing board, …
  • Waterfront
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$286

4 BR / 2 BA / Sleeps 8

1 / 23

Details

Located on Flanders Lane, this house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Walk to watch sunsets in Menemsha or dine in one of the places to eat there or take in a day at the beach. Additional amenities include: beach chairs, dock/boat-slip, coffee maker, bakeware, …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$258

3 BR / 1 BA / Sleeps 6

1 / 17

$258

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Cottage in the Woods (Cottage-in-the-Woods-WT104)

3 BR / 1 BA / Sleeps 6 | Quick view

Details

This well kept cottage takes you back to Vineyard yester-years when people came to get away to the simpler life leaving the frills behind to commune with nature and leave the rush of modern day living away across the waters. If you are looking for a sweet, unadorned, non-updated, no granite counter tops experience, …
  • Internet Access
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  • Deck
  • Suitable for children - ask
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  • Wheelchair accessible - ask

PreviousNext property

$329

4 BR / 4 BA / Sleeps 10

1 / 26

$329

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Luxury Near Long Point! (Luxury-Near-Long-Point!-WT151)

4 BR / 4 BA / Sleeps 10 | Quick view

Details

This is a brand new house that feels like a luxury hotel. It is decorated by Nochi, an exclusive flower and home furnishings shop in Vineyard Haven. The large living room and dining spaces are bathed in light from dawn to dusk. Each bedroom has it's own large furnished bathroom for comfort and space. The chef's …
  • Internet Access
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  • Clothes Dryer
  • Deck
  • Suitable for children - ask
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  • Wheelchair accessible - ask

PreviousNext property

$143

3 BR / 1 BA / Sleeps 6

1 / 15

$143

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Walk To Town And Lake Tashmoo! (Walk-To-Town-And-Lake-Tashmoo!-VH411)

3 BR / 1 BA / Sleeps 6 | Quick view

Details

This charming 3 bedroom home offers open living, dining and kitchen space that open to a screened-in porch and patio. You are located in a peaceful setting yet with-in walking distance to Lake Tashmoo, town beaches, and the Vineyard Haven Village for dining, shopping and theater. Additional amenities include: beach …
  • Internet Access
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  • Porch
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$343

3 BR / 2 BA / Sleeps 9

1 / 18

$343

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Mattakesett Water View! (Mattakesett-Water-View!-ED313)

3 BR / 2 BA / Sleeps 9 | Quick view

Details

This upside-down house was built in 2007. Sit out on the upper deck to panoramic ocean views or grill your favorite seafood while taking in the view. Watch the sun set to a new and beautiful aurora each night on either of the decks or while lazing on the porch swing. The first floor has three bedrooms and two baths. …
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  • Deck
  • Grill
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$572

3 BR / 2 BA / Sleeps 8

1 / 25

$572

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Farm Cottage and Barn WT119 (Farm-Cottage-and-Barn-WT119-WT119)

3 BR / 2 BA / Sleeps 8 | Quick view

Details

Seven Gates Farm. This property has three ponds, overlooks rolling meadows and has a rustic charm. Located in Seven Gates Farm association, the property affords access to association tennis and two miles of private beach as well as miles of walking trails. Bookings for tennis are available at the office for a slight …
  • Internet Access
  • Fireplace
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  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$429

3 BR / 2 BA / Sleeps 10

1 / 24

$429

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Contemporary With Guest Barn (Contemporary-With-Guest-Barn-WT131)

3 BR / 2 BA / Sleeps 10 | Quick view

Details

Beautiful Barn Home Close to West Tisbury Town. Home Features Large Open Floor Plan, Tall Ceilings, Hardwood Floors' Gourmet Kitchen, Extensive Landscaping With Lots of Outdoor Seating. Separate Building With Living Room, Sleeping Area, And Half Bath. Additional amenities include: beach chairs, coffee maker, bakeware…
  • Internet Access
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  • A/C or climate control
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$1,429

5 BR / 1 BA / Sleeps 12

1 / 23

$1,429

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Edgartown Harbor Waterfront (Edgartown-Harbor-Waterfront-ED317)

5 BR / 1 BA / Sleeps 12 | Quick view

Details

This gorgeous waterfront home is well equipped with gourmet kitchen, stone fireplace, numerous sitting areas, and multiple decks each with water views. Both the main and upper level have a washer & dryer, as well as master suites. A lush green path leads you down to the dock and boat house, where there is also a …
  • Internet Access
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  • A/C or climate control
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$472

3 BR / 2 BA / Sleeps 6

1 / 17

$472

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West Tisbury Pondview Farm! (West-Tisbury-Pondview-Farm!-WT132)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Fresh, salty breezes roll off the Tisbury Great Pond and right through every window of this architect designed cottage. Set in a rural farmland, this cottage has beautiful plantings and a painterly setting. The home features a great kitchen and wonderful spaces for entertaining or just relaxing with a summer read. …
  • Waterfront
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,715

5 BR / 4 BA / Sleeps 10

1 / 28

$1,715

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Oyster Pond Beauty! (Oyster-Pond-Beauty!-ED319)

5 BR / 4 BA / Sleeps 10 | Quick view

Details

Newly renovated architect designed home with every amenity. Cook's gourmet kitchen, open plan living/dining room, second living room, lots of outdoor patio and deck space, Set in a private 7 acre property with wildflower meadow. Relax around the beautiful in ground pool surrounded by meadows and lots of privacy. Take …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$315

5 BR / 3 BA / Sleeps 7

1 / 12

$315

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Larrier House (Larrier-House-VH427)

5 BR / 3 BA / Sleeps 7 | Quick view

Details

Larrier House has an antique feel to it with fresh renovations. It is located on the Vineyard Haven Edgartown Road so it is central to Vineyard Haven, Oak Bluffs and gives you a head start for Edgartown. It is walking distance to Vineyard Haven town. The house has a large back yard for children to play. A lot of …
  • Internet Access
  • Washing Machine
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  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$372

2 BR / 2 BA / Sleeps 4

1 / 16

$372

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Seaview Condo In Heart Of Oak Bluffs! (Seaview-Condo-In-Heart-Of-Oak-Bluffs!-OB519)

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Waterview two bedroom unit at the Seaview Condos (204) is front and center to all the activity happening at the beach. Short walk to town. Unit is beautifully appointed with all the bells and whistles. An ideal vacation spot, convenient to beach and town, elevator, parking. *More pictures available on demand.* …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$315

3 BR / 2 BA / Sleeps 6

1 / 22

$315

Inquire

Spectacular Aquinnah Water View Rental! (Spectacular-Aquinnah-Water-View-Rental!-AQ605)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Watch the boaters come and go, the sunset in the evening and feel the ocean breezes from this post & beam style 3 bedroom home. Open living spaces offer comfortable living that include living, dining and kitchen that open to a wide deck with Vineyard Sound views looking out toward the Elizabeth Islands. The master …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$358

4 BR / 2 BA / Sleeps 8

1 / 20

$358

Inquire

Oak Bluffs Rental Close To Harbor! (Oak-Bluffs-Rental-Close-To-Harbor!-OB510)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

This home is Oak Bluffs at its best - close to town but tucked away off a main street, the house is truly a beauty with special, thoughtful details and wonderful furnishings. The new home has the yummiest colors with a handsome, soft blue master bedroom and bath, a twin bedroom in warm gold, one queen bedroom in leafy…
  • Internet Access
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  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$572

3 BR / 3 BA / Sleeps 8

1 / 25

$572

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Kuffie's Point! What A Fantastic Spot! (Kuffie's-Point!-What-A-Fantastic-Spot!--VH415)

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Waterfront, private cove, ocean, beach!!! Perfect for two families, waterfront home on a secluded acre bordered by conservation land. Enjoy, fishing, boating, swimming. Home includes two master suites with queen size beds, There is a third double bedroom with a full bath, and a separate kids wing with 2 sets of bunk …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$472

3 BR / 2 BA / Sleeps 6

1 / 21

$472

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Major's Cove Contemporary! (Major's-Cove--Contemporary!-ED353)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

Light and spacious home in Major's Cove. Privacy, sunshine, spacious deck out back. Nicely groomed and convenient to all down island towns. Close to Oak Bluffs and Edgartown. Nestled privately in the Major's Cove association, this house is filled with light. It has cathedral ceilings in the living room, a gourmet …
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

4 BR / 2 BA / Sleeps 8

1 / 31

$215

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West Tisbury Village Farmhouse On Mill Pond! (West-Tisbury-Village-Farmhouse-On-Mill-Pond!-WT134)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Mill Pond House is a completely restored 1890s farmhouse adjacent to the famous Mill Pond in historic West Tisbury, Martha‚Äôs Vineyard. Remodeled by the present owner, an interior designer, it is beautifully appointed with antiques, charming accessories, and comfortable furnishings. An old pine floor and interior …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

PreviousNext property

$343

3 BR / 3 BA / Sleeps 8

1 / 20

$343

Inquire

Edgartown Captain's House! (Edgartown-Captain's-House!-ED324)

3 BR / 3 BA / Sleeps 8 | Quick view

Details

This grand and stately home is located in Starbuck Point in Edgartown. The home is elegantly furnished with traditional charm . The Captain's house is surrounded by neatly manicured lawns and the ocean is at the end of the street. It is a five minute walk to the Edgartown Village and Harbor for shopping, dining or …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$322

3 BR / 2 BA / Sleeps 6

1 / 20

$322

Inquire

West Tisbury Hideaway! (West-Tisbury-Hideaway!-WT107)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

West Tisbury Hide-away located just a short drive to the West Tisbury Village, Sepiessa Point Reservation that offers serene walking trails, access to Tisbury Great Pond for kayaking and kanoeing. Additional amenities include: beach chairs, coffee maker, bakeware, lobster pot, dishes, phones, vacuum, fan, pots & pans…
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Grill
  • Dishwasher
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,072

5 BR / 2 BA / Sleeps 10

1 / 32

$1,072

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Water View Oak Bluffs Victorian On Waban Park! (Water-View-Oak-Bluffs-Victorian-On-Waban-Park!-OB513)

5 BR / 2 BA / Sleeps 10 | Quick view

Details

Exceptional location for this immaculately kept Victorian on Waban Park next to the Seaview Condos. Walk across the street to the beach. Walk to town. Walk right out the door to the park with ample space for children to play. The house is tastefully and colorfully decorated. The newly upgraded kitchen has stainless …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$315

2 BR / 2 BA / Sleeps 4

1 / 18

$315

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Waterfront Beach Cottage! (Waterfront-Beach-Cottage!-WT125)

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and…
  • Waterfront
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

4 BR / 3 BA / Sleeps 10

1 / 20

$1,000

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Aquinnah Waterview with In-Ground Salt Water Pool! (Aquinnah-Waterview-with-In-Ground-Salt-Water-Pool!-AQ607)

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Set atop a hill overlooking Menemsha, Quitsa, and Squibnocket Ponds and the Atlantic Ocean beyond, rests this stunning home. Expertly designed by the owners, sets this unique house apart. The soothing sound of a waterfall greets you as you approach the Koi-filled pond and the house. Take in the scents of the …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$329

2 BR / 2 BA / Sleeps 4

1 / 16

$329

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Oak Bluffs Seaview Condo With Waterviews! (Oak-Bluffs-Seaview-Condo-With-Waterviews!-OB517)

2 BR / 2 BA / Sleeps 4 | Quick view

Details

Outrageous views from this third floor condo #304) overlooking the beach in Oak Bluffs. Walk to Circuit Avenue for all the happenings in town. Well equipped and nicely decorated, this is a great get-away venue. Elevator, parking, convenience. Additional amenities include: beach chairs, sofabed, coffee maker, lobster …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$558

4 BR / 2 BA / Sleeps 8

1 / 27

$558

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Oak Bluffs In-Town Rental, Cinderella Cottage! (Oak-Bluffs-In-Town-Rental,-Cinderella-Cottage!-OB503)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Absolutely delightful Oak Bluffs Victorian with colorful and charming decorating touches. Spacious and homey, this house has been cared for and cherished. Old world charm with all of today's necessities combined transport you to another era and give you all the comfort of modern times. Sleeps 8 people comfortably. A …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$258

4 BR / 2 BA / Sleeps 8

1 / 18

$258

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Meadow View Farms 4 Bedroom! (Meadow-View-Farms-4-Bedroom!-OB522)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

This four bedroom two plus bath home is located in Meadow View farm with access to association tennis, bike path and Farm Neck Golf close by. This lovely home offers a comfortable living room, up-dated kitchen, formal dining room and a screened-in porch all tastefully decorated and freshly painted. Centrally located …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Porch
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

3 BR / 2 BA / Sleeps 2

1 / 26

$358

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In-Town Waterview Cottage! (In-Town-Waterview-Cottage!-ED348)

3 BR / 2 BA / Sleeps 2 | Quick view

Details

Originally the boathouse for the Dagget House on Edgartown Harbor, this historic cottage was completely renovated in 2002. In 2004 an addition was built. Located three blocks from downtown Edgartown, on a safe dead end lane, offers complete privacy. The original cottage is comprised of a gourmet kitchen with Italian …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$436

3 BR / 2 BA / Sleeps 6

1 / 17

$436

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Nashawena Park Oak Bluffs Martha's Vineyard! (Nashawena-Park-Oak-Bluffs-Martha's-Vineyard!-OB509)

3 BR / 2 BA / Sleeps 6 | Quick view

Details

This newer home faces Nashawena Park, one of Oak Bluffs loveliest neighborhoods. From this excellent location, you are within walking distance of Inkwell Beach and all that Circuit Avenue has to offer - shops, excellent restaurants, the busy harbor area and ferry terminals, movies and nightly live entertainment. The …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Grill
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$386

3 BR / 2 BA / Sleeps 7

1 / 16

$386

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Private West Tisbury Home Close To Vineyard Haven! (Private-West-Tisbury-Home-Close-To-Vineyard-Haven!-WT127)

3 BR / 2 BA / Sleeps 7 | Quick view

Details

This little beauty is comfortably decorated for you to relax and enjoy all the island has to offer. Conveniently located just outside Vineyard Haven, you have all the peace and quiet West Tisbury has to offer, including beautiful Lambert's Cove Beach! Shopping, restaurants and the ferry are just a short ride away. …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$572

3 BR / 3 BA / Sleeps 8

1 / 20

$572

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Chilmark Waterview With Beach And Tennis! (Chilmark--Waterview-With-Beach-And-Tennis!--CH216)

3 BR / 3 BA / Sleeps 8 | Quick view

Details

Fabulous Chilmark home offers two levels of living sapce. On the first floor there is a fully equipped kitchen open to the dining room, a living room with fireplace, built-ins and sliders to a deck overlooking a meadow and the most incredible water views. There is a half bath, a master suite with private bath with …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Deck
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$493

4 BR / 2 BA / Sleeps 8

1 / 15

$493

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Charming Chilmark Guest House (Charming-Chilmark-Guest-House-CH225)

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Perched high above the surrounding terrain, this affordable Chilmark rental offers sweeping views of the ocean and upisland all the way to Aquinnah. See the sunsets from the deck. It is spacious with 4 bedrooms to accommodate family and friends. See Chilmark rental #CH224 for family reunions or larger parties. Great …
  • Television
  • DVD Player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$215

3 BR / 1 BA / Sleeps 6

1 / 16

$215

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Katama Rental Steps to Water and Beach! (Katama-Rental-Steps-to-Water-and-Beach!-ED301)

3 BR / 1 BA / Sleeps 6 | Quick view

Details

Newly renovated ranch style home on one floor situated on a large 3/4 acre lot near beach, town, bike path and shopping areas. Additional amenities include: beach chairs, sofabed, coffee maker, bakeware, yard games, lobster pot, dishes, phones, vacuum, swimming pool: none, answering machine, food processor, pots & …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,643

4 BR / 3 BA / Sleeps 12

1 / 16

$1,643

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Edgartown Waterfront On The Great Pond! (Edgartown-Waterfront-On-The-Great-Pond!-ED310)

4 BR / 3 BA / Sleeps 12 | Quick view

Details

This contemporary four bedroom home / three bedroom guest house overlooking Edgartown Great Pond with a dock is set quietly and privately on Turkeyland Cove Road. You can motor or kayak over to South beach for picnicking and swimming, while having several generations of your family in one dwelling. Each one can find …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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