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  Vacation Rental Listings 1 to 20 of 118 1 - 2 - 3 - 4 - 5 - 6
The Great Gatsby
Chilmark Property ID: Carlj Peak Rates: $22,000
Max Occupancy: 12 Bedrooms: 5 Baths: 6 Half Bath:
Magnificant Property with huge lawn and path down to private Stonewall Beach on Chilmark's shouth shore.  Huge beach stone fireplace graces the open living area.  Many glass windows and doors to let in light and to enjoy the sweeping water views from almost every room.
More on this property here
Edgartown Harbor Views
Edgartown Property ID: Arund Peak Rates: $37,500
Max Occupancy: 10 Bedrooms: 6 Baths: 4 Half Bath: 1

Commanding panoramic views of Edgartown Harbor on Martha's Vineyard, this spectacular, private family retreat combines the comforts of spacious summer living with the convenience of a short stroll into historic Edgartown. The ten room main house with four harbor-front bedroom suites, designed in 1899 by the H.H. Richardson, the designer of Grand Central Station, has been thoroughly updated while respecting the original design, with large free-flowing spaces tailored to relaxed modern life. Amongst the full range of conveniences are a sauna, gourmet kitchen, Jacuzzi and a private, fully equipped spacious guest house.

More on this property here
Edgartown Great Pond
Edgartown Property ID: Steib Peak Rates: $13,000
Max Occupancy: 17 Bedrooms: 5 Baths: 5 Half Bath: 1
Over 3.5 acres on the most open peninsula on Edgartown Great Pond, one of the very few spots with wide vistas and unobstructed water views.  Nearly 1000 feet of shoreline on the pond, excellent for swimming and boating(comes with motorboat and two-person kayak). Private Atlantic Ocean beach.  Dramatic sunrise and sunsets.  Hot tub and oversized deck facing the water.  Secluded, private and quiet, yet close to town.  Main house and guest house.  Guest House: Brand new in 2006, large open living area with extra sleeping space for 4, full kitchen & dining area, bedroom with queen bed, cathedral ceilings, A/C
More on this property here
Downtown Edgartown
Edgartown Property ID: Ronap Peak Rates: $20,000
Max Occupancy: 8 Bedrooms: 4 Baths: 4 Half Bath: 1
Lovely, well appointed home on Edgartown Harbor.  Fabulous views of the harbor and Chappy.  Located in town, close to shopping and dining.
More on this property here
Edgartown Waterfront Rental
Edgartown Property ID: Connj Peak Rates: $16,500
Max Occupancy: 8 Bedrooms: 3 Baths: 3 Half Bath:

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 home is elegantly furnished in a light and airy comfortable fashion with antique accents throughout. Deep water dock will host up to a 60 foot boat. Arrangements for dock usage must be completed with owner.

More on this property here
Lovely Greek Revival House
Edgartown Property ID: Allel Peak Rates: $20,000
Max Occupancy: 10 Bedrooms: 5 Baths: 4 Half Bath: 1

Lovingly restored 1833 Greek revival house in the most prestigious neighborhood of Edgartown. One block from pristine beach, five minute walk to town, centrally air-conditioned, very private. Large bluestone terraces and gardens surround 18x40 foot heated gunite pool. Other wonderful entertainment spaces include two porches, gourmet eat-in kitchen and living area, den/TV room, formal living and dining rooms. Five beautifully furnished bedrooms, 4.5 baths, upstairs master suite with den/office, three fireplaces and guest house with refrigerator and washer/dryer complete the picture. All rooms are comfortably and elegantly furnished with heirloom antiques and lovely fabrics. This is a truly breathtakingly beautiful house for very discerning and particular occupants.

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Classic Edgartown Cape
Edgartown Property ID: Storj Peak Rates: $17,500/week
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath: 1
Completely renovated in 2002.  Set on a knoll on a wonderful scenic lot.  A short walk to Eel Pond and Sheriffs Meadow.  Private yard, beautifully landscaped with heated in-ground pool.
More on this property here
In town with Waterviews
Edgartown Property ID: Rossb2 Peak Rates: $17,500/week
Max Occupancy: 10 Bedrooms: 5 Baths: 5 Half Bath: 1
Waterviews of Edgartown Harbor from nearly every room in the house, private pool, built in barbque and so much more. Renovated in 2006, this beautifully decorated home has an open and spacious floor plan. Just a short stroll to Main Street yet in a quiet neighborhood. This luxury home offers the best of everything.
More on this property here
Harbor Front with Pool
Edgartown Property ID: Vieto Peak Rates: $18,000/week
Max Occupancy: 11 Bedrooms: 6 Baths: 6 Half Bath: 1
Fabulous property on Edgartown Harbor with heated in ground pool overlooking the harbor.  Rented as one home, this property features a 4 bedroom main house with a 2 bedroom attached apartment (accessed from inside by stairway), both with full kitchens, living rooms and decks.  Wonderful sun porch on second floor with great views of the harbor and Chappaquiddick.  Lower level opens to a lovely patio overlooking the property and the harbor.  Dock space may be available with rental.
More on this property here
South Water Street with Dock
Edgartown Property ID: Vieto2 Peak Rates: $22,000
Max Occupancy: 18 Bedrooms: 12 Baths: 7 Half Bath:
Amazing property with deep water dock on Edgartown Harbor.  This house comfortably sleeps 16 people with many bedrooms, multiple living areas and two full kitchens.  Large deck is perfect for outdoor dining and watching the boats go by in the harbor.  Shared use of pool possible for additional fee.
More on this property here
Harthaven Home with Private Beach and Pool
Oak Bluffs Property ID: Pollc2 Peak Rates: $35,000
Max Occupancy: 12 Bedrooms: 6 Baths: 7 Half Bath:
Relax at this wonderful property on over five acres of meticilously landscaped grounds. This five bedroom home has sweeping water views of Nantucket Sound from almost every room. The home is equipped with everything you could ever want to make your vacation carefree and enjoyable. There is a lovely living room with stone fireplace, a casual family room and a separate den/media room. The large gourmet kitchen is a chef's dream and features all top of the line appliances, all-clad cookware and William Sanoma glassware and dishes. The master bedroom is on one wing with king bed and two other bedrooms on the main floor, one with queen and the 2nd with two twins. Upstairs you will find a large open room with desk, overlooking the lawn and ocean and then two bedrooms, both with queen beds. All bedrooms have private baths and there are two additional powder rooms on the first floor. Relax by the pool and watch the boats go by and then gather your family and friends to watch the Oak Bluffs fire works from your own private beach.
More on this property here
Pierce Lane
Edgartown Property ID: Scans Peak Rates: $15,000
Max Occupancy: 9 Bedrooms: 5 Baths: 3 Half Bath: 2

Restored in 1999 this wonderful Federal style home is located in downtown Edgartown.  It is about a 10 minute walk to the beach and about 5 to the shops and restaurants.  This home includes beautiful hardwood floors, beadboard paneling, and a fabulous gourmet kitchen and antique furnishings.   This home with its original charm and modern amenities also features a nicely landscaped with views of Sheriff’s Pond and beyond to Nantucket Sound.  This home may be rented on its own or with the three bedroom carriage house.  Guest house property ID is SCANS2.

More on this property here
Waterfront Family Home
Edgartown Property ID: Klink Peak Rates: $13,000
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath: 1
Warm and cozy contemporary. Private waterfront home.  This house is customed designed.  Spacious bedrooms and large wrap around porch with ping pong table. Second floor covered porch. Dock leading to Eel Pond and a mooring. Two kayaks available.
More on this property here
Waterfront, Dock and Mooring
Edgartown Property ID: Camed Peak Rates: $12,000/week
Max Occupancy: 12 Bedrooms: 6 Baths: 4 Half Bath: 1
This beautiful waterfront home is the perfect retreat. Private dock and mooring available. Plenty of outdoor areas to relax and enjoy the view. Less than a mile to South Beach, two miles to town and close to the bike path. Two TV's with cable and high speed internet access.
More on this property here
Wasque Watch
Edgartown (Chappaquiddick) Property ID: Elmed Peak Rates: $12,500
Max Occupancy: 19 Bedrooms: 10 Baths: 4 Half Bath: 1
Sprawling Victorian on 5 acres with private beach and tennis court.  Very tastefully renovated in 2002 with new kitchen, living and bedrooms.  Amazing views of the  property, tennis courts and Katama Bay from the living room, deck and 2nd and 3rd floors.  The unique tower suite is the highest point on Chappy. Used by the Coast Guard in World War II, the 360 degree breathtaking tower views extend to Nantucket in the East and the Atlantic to the West.
Five acres of secluded grassy fields and trees face the house, two adjoining cabins, and a private Har-Tru tennis court.
A short walk brings you to the private bay beach. Land Bank territory is directly across the dirt road from the house, with immediate access to the Chappaquiddick walking trail system and paths to Pocha Pond. The entrance to the Wasque Ocean Beach (Trustees of Reservations) is a half mile walk, in the midst of acres of pristine ocean beaches with the best fishing in the Eastern Seaboard.
More on this property here
Turkeyland Cove Retreat
Edgartown Property ID: Reynw Peak Rates: $11,000
Max Occupancy: 13 Bedrooms: 7 Baths: 4 Half Bath: 1
Beautiful contemporary house with guest house situated on four acres and fronting the Edgartown Great Pond, a coastal sanctuary.  Picnic by the dunes or walk for miles along the beach.  Explore the pond by rental kayak, windsurfer, sunfish or motorboat.  The house has a comfortable elegance allowing for both impressive entertaining and causal family gatherings.  Cathedral ceilings, oak floors, expensive decks and picture windows throughout complement the surrounding natural beauty.  There are 4 bedrooms with 3 full baths in the main house and 3 bedrooms with 1.5 baths in the guest house.  Both the main house and guest have their own enclosed outdoor shower.  Sheets and Towels (including beach towels) are provided when renting this property.
More on this property here
Walk to town
Edgartown Property ID: Provc Peak Rates: $8,500
Max Occupancy: 8 Bedrooms: 4 Baths: 3 Half Bath: 1
Just a short stroll from Main Street this spacious, charming, open and airy home has four bedrooms.  This is a uniquely designed summer home.  Set on a private knoll surrounding a peacful coutryard.  All bedrooms have built in airconditioners.  A wonderful spacious carriage house has been set aside as a family room with pool table, tv ping pong.  Circular sofa-seating for ten, surround sound and large plasma screen T.V., a total of six T.V.'s and two out-door showers.
More on this property here
Whaling Captain's House
Edgartown Property ID: Moret Peak Rates: $16,000
Max Occupancy: 12 Bedrooms: 6 Baths: 3 Half Bath: 1
1999 Reproduction Whaling Captain's Home  with widows walk, two porches, 4 fireplaces, private beach, deep water dock.  On Edgartown Harbor with sweeping views of the lighthouse, sunrises and yachts coming and going.
More on this property here
Cottage with beautiful water views
Edgartown Property ID: Wuerj Peak Rates: $9,000
Max Occupancy: 12 Bedrooms: 6 Baths: 3 Half Bath: 1
Cute cottage, with fabulous classic vineyard vacation home, featured in Martha's Vineyard Homes and Gardens.  Dock shared with owners.  House freshly painted in 2001, new appliances and lino in kitchen, new bathroom sinks.
More on this property here
Lovely Family Home
Edgartown Property ID: Thoms Peak Rates: $8,750
Max Occupancy: 13 Bedrooms: 6 Baths: 3 Half Bath: 1
Wild flower meadow, gazebo, attic room newly restored with marvelous views.  The fireplaces are not to be used.  Porches all around the house. 1/4 mile to Eel Pond.  There is also a bunk house.  Owner looking for monthly rentals.
More on this property here
  Vacation Rental Listings 1 to 20 of 118 1 - 2 - 3 - 4 - 5 - 6
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