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Holiday Rentals with Pools in Edgartown, MA

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    1 / 36
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 47
    7 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    1 / 54
    8 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Exquisite home in the village of Edgartown that exudes classic taste with English-Country styling. This in-town location makes it easy to stroll down to dinner on the harbor, or walk Fuller Beach in the morning. The lushly manicured rear yard has an in-ground pool worthy of a boutique hotel, and... View all property information
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    Edgartown, Martha's Vineyard
    1 / 41
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    PRESTIGIOUS WATERFRONT ESTATE WITH HEATED POOL, 5500 SQUARE FEET OF ELEGANT LIVING SPACE. MOST AREAS WITH WATERVIEWS. An exceptional coastal summer home for your family, this spectacular waterfront property is beautifully positioned overlooking the outer Edgartown Harbor, one of Martha’s Vineyard’s... View all property information
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    Edgartown, Martha's Vineyard
    1 / 40
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This beautiful new luxury home with an 18x40 heated pool which is located a quick bike ride to Morning Glory Farm and close to historic Edgartown Village, is surrounded by professionally landscaped and private grounds, perennial plantings, a large bluestone terrace and lovely pool-view screened... View all property information
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    Edgartown, Martha's Vineyard
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy the best that Martha's vineyard has to offer in your very own luxury retreat complete with all creature comforts. This 3000 sq ft four bedroom two and ½ bath beach house is located on the edge of Edgartown village and a short bike ride to State Beach. This professionally decorated and fully... View all property information
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    Edgartown, Martha's Vineyard
    1 / 37
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This beautiful, updated Katama home, with guest aparment over the carriage house, is perfect for extended families and made for beach lovers ( with South Beach just 5 minutes away) and pool lovers alike. Indoor/outdoor living flows between the Main House and Carriage House with extensive patio and... View all property information
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    Edgartown, Martha's Vineyard
    1 / 27
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Katama area, heated pool, newly renovated in 2015. Ideally situated mid way between South Beach and Edgartown village area. Bike path at the of the street provides any easy bike ride to beach and town. Multiple living spaces assure room for extended families and the tranquil outdoor areas include... View all property information
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    Edgartown, Martha's Vineyard
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    1 / 43
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    This extraordinary new Edgartown property offers a sophisticated and comfortable oasis for the large family looking for a house that “has it all”. A beautifully furnished home complete with 4 bedroom main house, two bedroom Guest Cottage and a 2nd Master suite in separate poolside cottage. Lush... View all property information
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    Edgartown, Martha's Vineyard
    1 / 36
    6 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    About this property
    Historic Edgartown Home fully renovated top to bottom for summer 2016. Perfect blend of restoration and renovation is seen throughout this stately home. Heated Pool 16 x 32' nearing completion, there will be a bluestone patio and pool house with wet bar, TV and bath. The grounds will be... View all property information
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    Edgartown, Martha's Vineyard
    1 / 34
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Nestled into an expansive waterfront lot on the Edgartown Great Pond in prestigious Herring Creek Farm, you’ll find this true Vineyard cottage adorned with antique Vineyard collections of original artwork and furnishings, and a fabulous comfortable family lifestyle that includes one of the best... View all property information
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    Edgartown, Martha's Vineyard
    1 / 41
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Beautiful, newly-built luxury home with central a/c in Katama, just a mile from the infamous blue waters and rolling surf of South Beach. You will appreciate the attention to detail in this custom-built home, designer furnishings, and the expansive bluestone terraces with heated 18x40 Gunite Pool... View all property information
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    Edgartown, Martha's Vineyard
    1 / 8
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Adorable Katama Guest House, perfect location equidistance to South Beach and Edgartown Village, just over a mile to each. The first level of this adorable home features a beachy upscale decor, open floor plan with living and dining areas and a well equipped spacious kitchen with breakfast bar. The... View all property information
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    Edgartown, Martha's Vineyard
    1 / 39
    7 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Situated in one of the Island’s most sought-after Edgartown communities in Katama, this outstanding 6BR luxury residence is located within the Field Club’s manicured grounds and features exceptional amenities as a newly-built, high-end home. Desirable and convenient location situated midway between... View all property information
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    Edgartown, Martha's Vineyard
    1 / 28
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 35
    6 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 38
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 32
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Hot Tub
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    • x
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    About this property
    Beautiful luxury compound located with in walking distance to town. This home has every amenity you would want for your Vineyard Vacation. The first floor offers a spacious living room and sitting room for family to gather. There is also a well equipped chefs kitchen with an eat in area and... View all property information
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    Edgartown, Martha's Vineyard
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    1 / 49
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 41
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Come and enjoy this adorable one bedroom guest cottage in Katama. You have pool privileges from 11:00 am to 4:00 pm daily except on Sundays. This cottage offers open living on the first floor with sliding glass doors to an outside patio. The second floor has a large bedroom with a queen size... View all property information
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    Edgartown, Martha's Vineyard
    1 / 20
    8 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    New Classic Village Luxury home designed by noted Boston/Edgartown Architect Patrick Ahearn. Located just four blocks to Main Street on historic South Summer Street on a private, quiet and professionally landscaped lot, the home has 5 bedrooms all with private baths (four in Main house and one in... View all property information
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    Edgartown, Martha's Vineyard
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Beach Rose is a bright and airy two bedroom home able to fit 6 people comfortably (sleeper sofa). With a large fully equipped kitchen, dining area and living room, it is your home on the Vineyard. Skylights and solarium style windows bring natural light throughout the house. Enjoy outside cooking... View all property information
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    Edgartown, Martha's Vineyard
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This lovely, light filled contemporary condominium is set in an area of well groomed grounds surrounded by an island forest. The comfortable contemporary furnishings, oak floors and pleasant surroundings make this an attractive option. It is just minutes from historic Edgartown and beaches and is... View all property information
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    Edgartown, Martha's Vineyard
    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Children's Pool
    • Air Conditioning
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    • Washer
    • Balcony
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    About this property
    4 bedroom house in town on quiet street close to harbor, restaurants, beaches, bike paths, playground and tennis courts with small private yard and great out door space for dining or relaxing. Downstairs there is both living room and TV room, dining room, full bath and kitchen.<BR>Bedroom are king... View all property information
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    Edgartown, Martha's Vineyard
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Enjoy this wonderful Katama home with a nice heated pool and beautiful landscaped yard. It is located 1.5 miles (just off bike path) to South Beach or downtown Edgartown. Inside it's light & bright with wood floors and a lot of windows. Easy living in mind when built. Decorated with charm. The... View all property information
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    Edgartown, Martha's Vineyard
    1 / 40
    7 Bedrooms, 9 Bathrooms, Sleeps 14 | Quick View
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    About this property
    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... View all property information
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    Edgartown, Martha's Vineyard
    1 / 28
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    New luxury home in Edgartown that offers central air conditioning and a heated pool. Enjoy the open concept living on the first floor with fireplace and large flat screen tv. There is also a master bedroom with private bath which has an amazing soaking tub. The second floor has a sitting room... View all property information
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    Edgartown, Martha's Vineyard
    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    This home is in a great location (ie beach community near South Beach), has a large heated pool w/multi-level patio surround, a great layout (ie 2nd floor open floor plan w/ screened porch & wraparound deck), and has been updated to impeccable standards . 3rd Floor has a large master bedroom suite... View all property information
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    Edgartown, Martha's Vineyard
    1 / 22
    6 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Known as 'Waterhaven' this exquisite waterfront estate overlooking Sengekontacket Pond and the waters of Nantucket Sound beyond. Custom craftsmanship and high-end amenities are featured throughout. The many bedrooms ensuite, the gourmet kitchen, screened in porch, outdoor kitchen, infinity pool... View all property information
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    Edgartown, Martha's Vineyard
    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Newly constructed 5200+ square foot Greek Revival. This in-town property is set back from the street and the graceful gate ensure privacy from the street. This home has elegant touches throughout from the custom fully appointed kitchen to the 500+ square foot family room with a 65" TV, wet bar,... View all property information
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    Edgartown, Martha's Vineyard
    1 / 21
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    This property is the residential gateway to the village of 'in-town' Edgartown. This completely renovated 1925 Craftsman Style Cottage has 4200 sq. ft. of living space. This includes a separate one bedroom guest studio with generous queen size bedroom separated from the sitting room by a... View all property information
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    Edgartown, Martha's Vineyard
    1 / 21
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    This beautiful sunny home is centrally located and is in pristine condition. Open plan kitchen, dining room and living room on the first floor along with a master bedroom and private adjoining bathroom. Second floor with three more bedrooms, two full bathrooms and a family room.There is also a... View all property information
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    Edgartown, Martha's Vineyard
    1 / 35
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Bring Fido and enjoy the lovely confines of this charming Edgartown home. You'll find a private pool and hot tub on site! And there's a dog kennel to keep your pooch in comfort during your stay. This clapboard duplex is just one mile from the beach and downtown Edgartown. The living room has two... View all property information
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    Edgartown, Martha's Vineyard
    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 15 | Quick View
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    • x
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    About this property
    Newly renovated 5 bedroom Katama home with beautiful 18x40 heated gunite pool, blue stone patio and outdoor stone fireplace. The interior boasts all new furnishings with special touches. Additional amenities include: games, coffee maker, ipod dock, outdoor shower, lobster pot, cd player, wine... View all property information
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    Edgartown, Martha's Vineyard
    1 / 23
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • Smoking allowed
    • x
    About this property
    Beautiful Colonial Home in Edgartown with Pool Additional amenities include: coffee maker, outdoor shower, lobster pot, wine glasses, washer & dryer, ironing board. View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 15
    5 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • Private Outdoor...
    • Satellite TV
    • Grill
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A truly remarkable residence designed by one of the Island's premier architects situated midway between the historic village of Edgartown and the golden sands of South Beach and Katama Bay. This elegant five bedroom home with guest house is located on the prestigious Field Club's manicured 7.5 acre... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 22
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Porch
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This is a stunning home in Katama with four en suite bedrooms and a pool. This home has an open concept living space so the whole family can be together. It also offers a screened porch off the kitchen/living room and overlooks the pool area. Enjoy relaxing on the deck after a day at the beach!... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 20
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Hot Tub
    • Air Conditioning
    • Grill
    • Patio
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This luxurious home is ideal for your family getaway! It is conveniently located between Edgartown Village and South Beach, and just steps to the bike path. This home offers luxury accommodations (incl. Luxury linens!), a large heated saltwater pool, hot tub, private balconies, an expansive deck... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 38
    5 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Grill
    • DVD Player
    • Patio
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Relax in style in this large and comfortable custom post and beam family home with 20 x 40 heated pool ( depth 3 feet to 8 feet) expansive patio and deck overlooking the pool. Acres of privacy surround this vacation retreat, convenient location to Edgartown Village center, public beaches just a... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 20
    6 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Porch
    • Hot Tub
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The location of this wonderful vacation home is one of the most popular locations on the Island. It is near South Beach, Public boat launch, and not far from bike trails and the Historic District of Edgartown. It is bright, clean, and a treasure trove of summer fun options - pool (approx. 25' x... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 21
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    It is located atop Sampson’s Hill being the highest elevation in Edgartown. The house is an upside down house consisting of three levels with the top level being the shared living quarters consisting of the living room, dining area, and kitchen giving way to a spectacular panoramic view of... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 17
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This idyllic award winning design home is set in a beautiful meadow on the outskirts of Edgartown. This luxurious home features 3 bedrooms, 3.5 baths, central air blue stone patio with hot tub. Furnished with a combination of contempory, country and antique design. The 3200 sq. ft living space... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 21
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Patio
    • Hot Tub
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful and perfectly located home on top of Chappy's Sampson Hill with heated pool, gardens and jacuzzi, large yard and porches. All beaches and amenities just 1 mile away. Never see traffic or parking jams, your exclusive home is 1 mile to beach. The home centers on old native walking/biking... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 42
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    A classic, coastal-style this luxury vacation home will exceed your every expectation in amenity, quality, furnishings and location. Situated in a distinctive enclave of eight luxury homes on 1-2 acre lots, and located only a short walk (10 min) from Edgartown Village. Visitors will enjoy time at... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 23
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Patio
    • Washer
    • Grill
    • DVD Player
    • Balcony
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Beautiful home situated on 7 acres at the end of a private road. Surrounded by miles of wooded walking and biking trails. This house has plenty of outside entertainment areas including a heated, gunite swimming pool,outside shower, koi pond, stone patio with impressive stone fireplace, wooden deck,... View all property information
    Location Information
    Edgartown, Martha's Vineyard
    1 / 13
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    • Grill
    • Private Outdoor...
    • DVD Player
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    One of the private Hob Knob Houses (the other is Thaxter House-Property code 1593)this one is the called the Tilton House. It debuted in July of 2006, and it presents the same casual elegance found at the hotel, with an added measure of privacy. Guests who stay in Hob Knob homes can expect... View all property information
    Location Information
    Edgartown, Martha's Vineyard