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luxury waterfront house for rent Vineyard Haven, United States

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Seaside house with pool and garden Vineyard Haven (United States)

Chip Chop is the legendary 20-acre beach compound set on Vineyard Sound. The property has lived large in Martha's Vineyard lore since the 1940s when it was built for celebrated Broadway star Katharine Cornell. For many decades it has hosted a broad spectrum of well-known figures from the worlds of literature, theater, cinema, and politics. A mile of private shoreline surrounds the property, including 2000 feet of sandy beach on the exquisite swimming waters of Vineyard Sound, and a large swath of sandy beach on Lake Tashmoo. Features include a two bedroom main house, outside of which sit the Pond Cottage and the Ocean Cottage, two separate, detached bedroom suites. There are also two elegant guest houses, "Naushon" and "Cuttyhunk", which offer astonishing water views on Martha's Vineyard. The swimming pool overlooking Vineyard Sound with views of the mainland beyond is simply stunning. A Har-Tru tennis court is discretely nestled in a private corner of the property. Additional sleeping space is available in the Rose Cottage, featuring two bedrooms and one bath, full kitchen, and a gorgeous laundry facility. Supremely stylish and yet consummately casual, this famed Martha's Vineyard compound is the perfect setting for your dream Martha's Vineyard getaway.

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$150,000 EC / month
9bedrooms
10bathrooms

By Wallace & Co. Sotheby's International Realty

3 listings near Vineyard Haven

Nearby
4

Seaside house with garden and terrace East Falmouth (United States)

Vacation in this Spectacular Oceanfront Estate in Falmouth with a private beach on Vineyard Sound. Walls of over-sized windows and sliders provide beautiful ocean views from nearly every room in the home. This custom built contemporary is impeccable, has over 6,000 sqft of living space, and offers 3 floors of living with 2 extraordinary Master Bedroom ensuites with private sitting areas. The home is equipped with an elevator to access second and third floor bedrooms. There are numerous gathering areas for relaxing and entertaining inside the home, and there are tiers of private exterior balconies and decks that wrap around the home to relax in the sun or shade and take in the beautiful vistas. Swim, paddle board, and kayak off of the sandy white beach at your back door. Both Master bedrooms have king size beds, bedrooms 3 and 4 have Queen sized beds, and the 5th bedroom has 2 twin beds. There is a terrific BBQ grill and large yard for cookouts. This home is located in close proximity to downtown Falmouth for shopping, restaurants, and ferry to Martha's Vineyard. Rental Terms: Other / Short Term - Two weeks: $40,000

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$40,000 EC / month
5bedrooms
6bathrooms

By Sotheby's International Realty - Falmouth Brokerage

Nearby
50

House with terrace East Falmouth (United States)

Exclusive off season waterfront rental in Falmouth, available until June 1, 2026. Luxurious living in this exceptional 5-bedroom, 4-bath waterfront residence with deep-water dock and sweeping views of the saltwater harbor. Wake each morning to breathtaking sunrises, coffee in hand on your private covered porch, as boats glide by and the harbor comes to life. Designed for effortless luxury and relaxation, the home features upscale interiors that blend refined coastal charm with modern elegance. Sun-filled, spacious living areas invite gathering and entertaining, while the gourmet kitchen is perfectly appointed for culinary creations and hosting family and friends. Five serene bedrooms and four spa-inspired baths provide comfort and privacy, including three ensuite bedrooms with stunning water views. Every detail has been thoughtfully curated to create a tranquil, elevated retreat. Enjoy strolls on the private sandy association beach just moments away, explore the harbor by boat from your own dock, or venture into downtown Falmouth, the ferry to Martha's Vineyard, and local shopping and dining—all just minutes from your door. Rental Terms: Other / Short Term - Per Month Off Season: $12,000

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$12,000 EC / month
5bedrooms
5bathrooms
land 0.2ha

By Sotheby's International Realty - Falmouth Brokerage

Nearby
48

House with terrace Falmouth (United States)

Availability this summer at this beachfront home steps from Old Silver Beach. The house is located in Old Silver Beach Estates on the private, expansive white sandy beach. Enjoy the ocean breeze, and the glorious sunsets. The home is meticulously maintained, with room for eight people (4 bedrooms), and 3 ½ baths. Additionally, there is a spacious family room, kitchen with large dining area and den. The yard has plenty of room for your outdoor activities. This rare opportunity awaits. Amenities: Outdoor shower, A/C, Internet, linens, towels provided. Two week stay is $30,000 Rental Terms: Summer Weekly: $15,000 Per Week

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$15,000 EC / month
4bedrooms
4bathrooms
land 0.1ha

By Sotheby's International Realty - Falmouth Brokerage

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  • For rent
  • Vineyard Haven, United States, +30 km
  • Houses
  • Waterfront

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