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$10,715

8 BR / 10 BA / Sleeps 16

OCEANFRONT LUXURY ESTATE WITH GUEST HOUSE, POOL AND PRIVATE BEACH - EDG WADA-58 - Edgartown vacation rentals
1 / 41

$10,715

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OCEANFRONT LUXURY ESTATE WITH GUEST HOUSE, POOL AND PRIVATE BEACH - EDG WADA-58

8 BR / 10 BA / Sleeps 16 | Quick view

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Enjoy an idyllic Vineyard vacation in this exquisite and private waterfront estate situated on 14-acres with spectacular views of and direct access to both a private 3,000-foot sandy south shore beach and Oyster Pond. Designed by noted architect Mark Hutker, the beautifully furnished and graciously appointed Main …
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$215

2 BR / 2 BA / Sleeps 4

CHIC LUXURY COTTAGE IN EDGARTOWN VILLAGE - EDG MIKA-02 - Edgartown vacation rentals
1 / 12

$215

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CHIC LUXURY COTTAGE IN EDGARTOWN VILLAGE - EDG MIKA-02

2 BR / 2 BA / Sleeps 4 | Quick view

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Point B Exclusive - Tucked away on a quiet village lane, this classic cottage has just been completely renovated top-to-bottom, with stylish details throughout. The Living and Dining areas have a vaulted ceiling, fireplace, and sliding doors that open to a pair of brick patios for outdoor dining and entertaining. …
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$2,143

3 BR / 3 BA / Sleeps 6

THARF - Ferry House, Luxury In Town Harborfront Home - Edgartown vacation rentals
1 / 19

$2,143

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THARF - Ferry House, Luxury In Town Harborfront Home

3 BR / 3 BA / Sleeps 6 | Quick view

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Welcome to luxury living dockside in this spectacular 3 bedroom 3 bath restored boat house. The Ferry House has been featured in Architectural Digest. This truly unique home can be rented as a compound with the Dexter House next door (see code THARD to view that property). Attention to detail, design and craftmanship …
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$358

4 BR / 3 BA / Sleeps 8

FAIRWAY VILLAGE: 4-BEDROOM LUXURY RETREAT - EDG EJOE-4A - Edgartown vacation rentals
1 / 20

$358

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FAIRWAY VILLAGE: 4-BEDROOM LUXURY RETREAT - EDG EJOE-4A

4 BR / 3 BA / Sleeps 8 | Quick view

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Point B Exclusive - This four-bedroom luxury condo is located at newly-constructed Fairway Village in Edgartown. Appealing style and a superb location makes this a "top pick" for your Vineyard vacation. There are three floors of living and entertaining space. The first floor features large Living Room with fireplace, …
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$858

4 BR / 3 BA / Sleeps 8

GRAND COLONIAL: LUXURY LIVING IN EDGARTOWN VILLAGE - EDG CBRE-38 - Edgartown vacation rentals
1 / 18

$858

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GRAND COLONIAL: LUXURY LIVING IN EDGARTOWN VILLAGE - EDG CBRE-38

4 BR / 3 BA / Sleeps 8 | Quick view

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Enjoy luxury living in the heart of the Edgartown Village in this recently built colonial. Open first floor plan includes multiple living, dining, and entertaining areas, centered around a large Chef's Kitchen with Viking stainless steel commercial appliances, marble counters, and prep area/breakfast bar. The Living …
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$286

4 BR / 3 BA / Sleeps 8

LUXURIOUS KATAMA BEACH HOUSE WITH WATER VIEWS - KAT JSHE-05 - Edgartown vacation rentals
1 / 13

$286

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LUXURIOUS KATAMA BEACH HOUSE WITH WATER VIEWS - KAT JSHE-05

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This immaculate contemporary beach retreat features breathtaking views over Herring Creek Farm to the Atlantic Ocean. Located on a private lot, this shingled charmer is just a 10-minute walk to South Beach. The first-floor living area has nine-foot ceilings with three Bedrooms, two full baths, and separate laundry. A …
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$1,215

4 BR / 5 BA / Sleeps 8

1 / 26

$1,215

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CASUAL ELEGANCE: LUXURIOUS EDGARTOWN VILLAGE RETREAT - EDG ACHE-46

4 BR / 5 BA / Sleeps 8 | Quick view

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This luxurious in-town colonial boasts casual elegance and all of the finest amenities and features for a perfect summer retreat, conveniently located in historic Edgartown Village. First floor features large Living Room with fireplace and built-ins, formal Dining Room, and fully-equipped Chef's Kitchen with marble …
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$2,500

7 BR / 7 BA / Sleeps 16

1 / 30

$2,500

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Luxury, Private Home - Ocean Views and Pool

7 BR / 7 BA / Sleeps 16 | Quick view

Details

Accommodations: House, 7 Bedrooms, 6.5 Baths (Sleeps 14-16) A vacation in Edgartown, the classic Norman Rockwell American Dream, will take you back to a time and place when life was simple and dreams were grand. Sip on malt sodas and root beer floats in this throw-back-to-the-fifties resort, and enjoy your summer …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Sauna
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$493

3 BR / 3 BA / Sleeps 8

1 / 21

Details

This gorgeous, award winning design home is set in an idyllic area on the outskirts of Edgartown. Complete with solar heated pool (shared with renters/guests in the guest house), this luxury home features three bedrooms, 3.5 bathrooms, central a/c and hot tub on the blue stone patio. The furnishings throughout are all…
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$515

4 BR / 3 BA / Sleeps 8

1 / 32

Details

Gracious home with spectacular views only steps from the waters edge. One hundred feet of shoreline with small private beach on Sengekontacket provides an ideal area for families to explore and swim. Kayak enthusiasts will enjoy one of the island's most scenic areas. Expansive views and sunsets can be enjoyed while …
  • Waterfront
  • Phone / Internet
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$250

4 BR / 3 BA / Sleeps 8

1 / 24

Details

WELCOME TO SANDPIPER COTTAGE, YOUR STYLISH FAMILY RETREAT! COMPLETELY RENOVATED AND NEWLY FURNISHED 4 BEDROOM, 3 FULL BATHROOM CAPE IN A CENTRALLY LOCATED QUIET NEIGHBORHOOD IS READY FOR ITS FIRST RENTAL SEASON. THIS SPACIOUS HOME IS IDEAL FOR THE GATHERING OF FAMILY AND FRIENDS… Four bedrooms include a master …
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$572

4 BR / 3 BA / Sleeps 8

1 / 23

$572

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LUXURIOUS CAPE WITH DESIGNER TOUCHES IN KATAMA - KAT PFUL-37

4 BR / 3 BA / Sleeps 8 | Quick view

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Point B Exclusive- This thoughtfully-designed Contemporary Cape is tucked away in a quiet section of Katama, and features nice touches inside and out. The large Living Room has vaulted ceiling with beams, skylights, fireplace, wide plank floors, and two walls of glass windows and doors that open to a covered porch in …
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$1,058

6 BR / 4 BA / Sleeps 14

1 / 41

Details

Outstanding Katama home set on two private acres and featuring summer living at its best. Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the pool and large landscaped yard. South Beach is just 1.2 Miles from this vacation home and bike enthusiasts will enjoy the …
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$1,322

6 BR / 4 BA / Sleeps 12

1 / 28

Details

Pool is heated to 82 degress in July and August. Additional heating charges will apply for May, June, September and October. Please inquire. Amenities and Features include... New Contemporary Luxury Home, Heated Pool 18 x 40, Luxury Amenities, Central A/C Levels one and two, Screened Porch, Patio and Private Yard…
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$1,215

4 BR / 4 BA / Sleeps 8

1 / 26

$1,215

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NAUTICAL-INSPIRED LUXURY RETREAT NEAR SOUTH BEACH - KAT GSAC-08

4 BR / 4 BA / Sleeps 8 | Quick view

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Point B Exclusive -This stunning architectural gem is tucked away in the exclusive Beach Plum Meadows area of Katama. The large Gambrel-designed home features three floors of grand living and entertaining space, with close proximity to the sandy shores of South Beach. The second floor features a magnificent Great Room…
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$429

5 BR / 4 BA / Sleeps 13

1 / 28

$429

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LUXURIOUS CONTEMPORARY WITH POOL AND HOT TUB NEAR SOUTH BEACH - KAT SCHU-15

5 BR / 4 BA / Sleeps 13 | Quick view

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Relax with the sounds of the ocean nearby at this luxurious Katama contemporary recently renovated throughout with a pleasing coastal-inspired palette. This home offers the perfect combination of luxury accommodations plus a large heated saltwater pool, hot tub, expansive private yard and close proximity to South …
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$3,572

7 BR / 9 BA / Sleeps 14

1 / 40

Details

South Beach's newest luxury resort compound combining simple elegance with refined decor. Three levels of custom designed rooms offer options for your ever changing lifestyle. Upper Level- "Greatest" of great rooms with screened porch with double sided fireplace. Large "Entertaining" deck with sunset views "Chef's" …
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$429

4 BR / 3 BA / Sleeps 10

1 / 20

$429

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LUXURY KATAMA BEACH HOUSE WITH POOL - KAT SCHU-87

4 BR / 3 BA / Sleeps 10 | Quick view

Details

Top-notch renovations and all brand new furnishings have transformed this Katama house into a luxury beach getaway. A heated pool and close proximity to South Beach make this a great pick for your summer vacation. This contemporary tri-level features a open-designed Living and Dining area that opens out onto an …
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$572

3 BR / 4 BA / Sleeps 8

1 / 19

$572

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RED DOOR RETREAT: NEW IN-TOWN LUXURY HOME - EDG JCHI-37

3 BR / 4 BA / Sleeps 8 | Quick view

Details

This architect-designed home, with its distinctive red door and craftsman stylings, has all the conveniences of in-town living combined with luxurious touches throughout. The main floor of the Red Door Retreat makes entertaining easy, inside and out, with an open floor plan featuring Living and Dining Areas, gourmet …
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$2,143

3 BR / 3 BA / Sleeps 6

1 / 31

$2,143

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THE FERRY HOUSE: DOCKSIDE LUXURY LIVING - EDG TTHA-04

3 BR / 3 BA / Sleeps 6 | Quick view

Details

The Ferry House House is part of a spectacular two-home waterfront compound that sits directly on historic Edgartown Harbor, with architecturally-rich detailing throughout, and stunning panoramic views of the Harbor, Chappaquiddick, Edgartown Lighthouse and Vineyard Sound from most of its rooms, and all of its multi-…
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$1,715

5 BR / 5 BA / Sleeps 10

1 / 14

$1,715

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ARCHITECT-DESIGNED SOUTH SUMMER STREET LUXURY COMPOUND - EDG JYEL-103

5 BR / 5 BA / Sleeps 10 | Quick view

Details

This recently completed luxurious classic village compound, with Main House and Carriage House, was designed by noted architect Patrick Ahearn. The Main House features a stunning two-story Great Room with Living and Dining areas, plus a fully-equipped Chef's Kitchen with Wolf, Sub Zero, and Bosch stainless steel …
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$358

2 BR / 2 BA / Sleeps 4

1 / 21

$358

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EDGARTOWN LUXURY COTTAGE WITH WATER VIEW - EDG RANG-05

2 BR / 2 BA / Sleeps 4 | Quick view

Details

This unique luxury cottage is situated off a quiet lane on the north side of Edgartown Village. The home enjoys water views of Eel Pond and Edgartown Harbor across a golden meadow of conservation land. There is cottage styling throughout and an open Living and Dining area with a wall of glass windows and doors, …
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$929

5 BR / 6 BA / Sleeps 14

1 / 18

$929

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WATCHA PATH COMPOUND: COUNTRYSIDE LUXURY LIVING WITH POOL & HOT TUBS - EDG BKEN-23

5 BR / 6 BA / Sleeps 14 | Quick view

Details

This three-acre estate is quietly tucked away on the rolling meadows and lightly wooded areas of Watcha Path. The bucolic setting features a main house, guest house, solar-heated pool, hot tubs at each home, nicely integrated outdoor spaces, elaborate perennial gardens and wildflower plantings. Watcha Path Compound is…
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$5,000

7 BR / 6 BA / Sleeps 10

1 / 47

Details

This magnificent waterfront estate sits on 1 acre of land and is surrounded by 160 acres of conservation land. Elegantly designed and situated, this home takes advantage of its location with a multitude of windows exposing expansive water views from every room. The chef's kitchen features top of the line appliances. …
  • Private Beach
  • Ocean or water views
  • Phone / Internet
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$886

3 BR / 3 BA / Sleeps 8

1 / 23

Details

Elegant, charming waterfront home on North Water Street. Central air, all new living and dining rooms with glass walls and upper and lower decks. Magnificent panoramic view across Edgartown Harbor, Edgartown Lighthouse and beyond. A three minute walk to Lighthouse Beach, Fuller Street Beach or the center of town. This…
  • Waterfront
  • Ocean or water views
  • Phone / Internet
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  • Porch
  • Suitable for children - ask
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$858

4 BR / 5 BA / Sleeps 8

1 / 38

Details

Newly renovated, professionally decorated, chef's kitchen, and luxury features throughout. While the front of the house faces Main Street and Canon Ball Park the featured area is privately located and beautifully landscaped pool and patio areas at the rear of the house. The pebble teck pool is 14 by 24 and is bordered…
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$479

4 BR / 2 BA / Sleeps 10

1 / 26

Details

Outstanding South Beach vacation home completely renovated in 2012. This custom crafted home has been professionally decorated. Walk or bike to South Beach approximately one half mile from the house. The pool and patio area are located on the South facing side of the house and the yard has been nicely landscaped …
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$486

6 BR / 2 BA / Sleeps 12

1 / 35

$486

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CHURS - Luxury Katama Home, Heated Pool, Large Patio Area, Private Yard

6 BR / 2 BA / Sleeps 12 | Quick view

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Luxury beach home with heated pool and expansive yard perfect for children and families. Located just a short distance to the beach and Village areas. Completely renovated and all newly furnished. This offering features an open floor plan, lots of glass opening on the first level to a large deck overlooking the yard. …
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$358

4 BR / 2 BA / Sleeps 8

1 / 21

Details

Elegant, state of the art all new post and beam. Just one mile to Edgartown Center or South Beach. Four bedrooms, 2.5 bathrooms. This finely detailed home offers the vacationing family all the amenities. The kitchen features a Wolf gas stove, Sub Zero refrigerator, and granite countertops. The Great Room with soaring …
  • Phone / Internet
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$2,072

5 BR / 5 BA / Sleeps 10

1 / 49

Details

Newly completed and welcoming renters for the 2015 Season. Custom tri-level home with designer touches throughout. Features open concept main level with French doors leading to the pool and patio areas and to the portico with fireplace. Several living entertainment area areas assure extended families room to relax. …
  • Ocean or water views
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$629

5 BR / 3 BA / Sleeps 12

1 / 30

$629

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WIENJ - South Beach, Pool, Walk to Beach, Luxury Home, Central A/C

5 BR / 3 BA / Sleeps 12 | Quick view

Details

Stunning tri level vacation home bordered by professionally landscaped grounds with Gunite pool, located in a quiet Katama neighborhood, walk or bike to South Beach. This spacious home is perfect for extended families and features multiple living areas on both the first and second levels. Chef's kitchen on the second …
  • Ocean or water views
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$1,000

5 BR / 5 BA / Sleeps 10

1 / 17

$1,000

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ULTIMATE LUXURY IN EDGARTOWN VILLAGE - EDG MLON-05

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Point B Exclusive -No attention to detail has been spared at this exceptional luxury retreat in Edgartown Village, that sits quietly tucked away on a hill looking down to the Harbor. Decorated with classic coastal touches and a soothing color palette, this four-star property is a favorite among the most discriminating…
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$3,572

6 BR / 10 BA / Sleeps 14

1 / 61

$3,572

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CASA KATAMA: LUXURY COMPOUND WITH POOL, POOL HOUSE AND GUEST HOUSE - KAT KWEI-24

6 BR / 10 BA / Sleeps 14 | Quick view

Details

Stunning new Katama compound features three levels of uniquely designed green living space with luxurious amenities and stylish detailing at every turn. Casa Katama is topped with a magnificent Great Room that runs the length of house with vaulted cedar ceilings, two walls of glass windows and doors, multiple living …
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$715

4 BR / 4 BA / Sleeps 8

1 / 12

$715

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THAXTER HOUSE: IN-TOWN LUXURY RETREAT - EDG HKNO-77

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Tucked away in the heart of Edgartown Village, Thaxter House is a quiet luxury retreat, surrounded by privacy hedges and nicely manicured landscaping and gardens. The first floor of Thaxter House features a Great Room with vaulted ceilings, and open Living and Dining spaces. The Living area has a fireplace, several …
  • Internet Access
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$500

4 BR / 3 BA / Sleeps 8

1 / 30

$500

Inquire

LUXURIOUS COASTAL COLONIAL IN KATAMA - KAT NRAN-05

4 BR / 3 BA / Sleeps 8 | Quick view

Details

This Luxurious Katama Colonial has just been updated with new furniture, paint, and stylish design touches throughout. The traditional floor plan features vintage, wide planked floors throughout, as well as deluxe detailing with bead board, moldings and raised paneling. The Living Room has vaulted ceiling, media …
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$572

4 BR / 3 BA / Sleeps 8

1 / 20

$572

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CHIRJ - In Town Luxury Home, Walk to Beaches, 2 Master Suites, Central A/C, WiFi

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Brand new in-town luxury home, completed in 2011. Located in the historic district of downtown Edgartown. Quality furnishings and art. Designed for entertaining and family gatherings. Relax on your private enclosed patio or in front of the gas fireplace. Two Master suites with private bathrooms and king size beds. …
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$1,829

8 BR / 4 BA / Sleeps 12

1 / 20

Details

Stylish luxury, newly renovated and professionally decorated in town home with separate guest house and heated pool. Walk to Lighthouse Beach, Fuller Street Beach, shops, fine dining at one of the many establishments in-town, galleries and the acclaimed harbor front area . This lovely vacation home features 7 bedrooms…
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$2,143

4 BR / 3 BA / Sleeps 8

1 / 22

$2,143

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THARD - Luxury Home, Waterfront, Harborfront, Central Air, Hi Speed Internet

4 BR / 3 BA / Sleeps 8 | Quick view

Details

The Dexter House is part of a two-house waterfront compound overlooking Edgartown Harbor. View the Ferry House THARF. This unique residence was designed by one of the Islands leading architectural designers and has been lovingly restored and renovated from the finest materials, fabrics and hardware. The sunny decor …
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Deck
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$858

4 BR / 4 BA / Sleeps 10

1 / 38

Details

Gorgeous all new Greek Revival home, masterfully crafted and impeccably furnished throughout. Outdoor living for your relaxation with Pebble Teck pool, bordered by bluestone patio, and gorgeous landscaping. A private setting with the convenience of an in-town location. The main level features a great room with …
  • Phone / Internet
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  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
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  • Wheelchair accessible - ask

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$586

4 BR / 3 BA / Sleeps 8

1 / 27

Details

All newly renovated and beautifully furnished, the main level of this traditional style floor plan includes, - hardwood floors throughout, bead board accents, living room with balcony, TV center, and French doors that open to private patio with outdoor dining area. Gorgeous chef's kitchen with soapstone counters, prep…
  • Phone / Internet
  • A/C or climate control
  • Porch
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,465

4 BR / 2 BA / Sleeps 8

1 / 25

$1,465

Inquire

CHAPS - Luxury South Beach Home, Pool, Cabana with Fireplace

4 BR / 2 BA / Sleeps 8 | Quick view

Details

Luxury gambrel home with pool, large patio and pool cabana. This custom designed home sits equidistance between Edgartown Village area and South Beach, bike paths at the end of the driveway take you straight to the beach or the downtown area. The beautiful decor and open concept design on the first level combine to …
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,500

5 BR / 4 BA / Sleeps 10

1 / 32

Details

Luxury designer home nearing completion. Architectural gem on 3 acres with heated saltwater 20 x 40 Gunite pool, cabana with fireplace, and beautifully landscaped yard. Distinctive in design with open spaces and soaring cathedral ceilings. Living spaces include a large great room, a family room with TV and office area…
  • Internet Access
  • A/C or climate control
  • Deck
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,000

4 BR / 4 BA / Sleeps 8

1 / 24

Details

Contemporary Architectural Delight with Pool, set in prestigious Beach Plum Meadows, Katama area of Edgartown. Picturesque open meadows surround this stunning summer home. Professional landscaping maintains complete privacy. The interior of the house features a great room with vaulted ceiling and walls of glass that …
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$3,572

6 BR / 5 BA / Sleeps 10

1 / 37

$3,572

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AGARH - Estate Waterfront Luxury Home, Pool and Patio, Waterviews From all Rooms,

6 BR / 5 BA / Sleeps 10 | Quick view

Details

ULTIMATE LUXURY WATERFRONT IN MOST SOUGHT AFTER AREA OF EDGARTOWN. Spacious open interior and great attention to detail are evident throughout this elegant home. The property features gorgeous grounds, pool and large patio, pool house, AC, WiFi. Separate carriage house suite with kitchen, sitting area, queen sleeping …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • A/C or climate control
  • Porch
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$4,643

5 BR / 4 BA / Sleeps 10

1 / 24

$4,643

Inquire

CONDC - Exquisite Waterview Estate, Private Beach, Luxury Amenities

5 BR / 4 BA / Sleeps 10 | Quick view

Details

Masterfully crafted and professionally decorated, this 5 bedroom luxury home offers those looking for privacy, extraordinary views and pristine beaches a retreat for family enjoyment. A short 1 mile drive to historic Edgartown Village offering boutique shops, galleries, museums, movies and fine dining. Amenities and…
  • Waterfront
  • Ocean or water views
  • Phone / Internet
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,143

4 BR / 4 BA / Sleeps 8

1 / 27

$2,143

Inquire

RONAP - Luxury Home, In-town Harborfront, Deep Water Dock, Spectacular Views, AC, Wifi

4 BR / 4 BA / Sleeps 8 | Quick view

Details

The Shamrock House is an elegant harborfront residence, designed by one of Boston's most illustrious architects in the traditional Sea Captain's grandeur. The house offers spectacular waterviews from porches, patio area and many rooms in the house of one of New England's most picturesque Harbors across to the storied …
  • 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

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