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Luxury holidays rental Osterville, United States

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3 listings near Osterville

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38

House Vineyard Haven (United States)

Overlooking Lake Tashmoo in Vineyard Haven, this waterfront rental property offers a luxurious retreat for those seeking relaxation and comfort. Step onto the expansive large deck and be greeted by breathtaking views of the tranquil water, providing the perfect setting for watching the sunset. The property features a charming pool, ideal for refreshing dips on hot summer days or simply lounging by the water's edge, soaking in the peaceful ambiance. The screened porch offers a shaded oasis to enjoy the fresh air and scenic surroundings. Inside guests will find five spacious bedrooms, each offering a retreat-like atmosphere. Two of these bedrooms are ensuite primary bedrooms, conveniently located on both the first and second floors for added privacy and comfort. The ensuite bathrooms boast luxurious amenities, providing a spa-like experience for guests. Additionally, there are three elegantly appointed guest bedrooms, sharing two hallway full bathrooms, ensuring all guests have a comfortable stay. The finished basement offers additional living space, perfect for recreation and entertainment. Follow a magical path and descend a set of stairs to discover your own private beach, where you can relax on the sand, swim in the pristine waters, or enjoy aquatic adventures. A mooring is also available for easy access to boating and water sports. Conveniently situated next to public tennis courts, this rental property offers opportunities for outdoor recreation right at your doorstep. Whether you're a tennis enthusiast or simply enjoy staying active, you'll appreciate the convenience of having courts nearby. This waterfront rental property combines luxurious amenities, stunning natural beauty, and convenient access to outdoor activities, providing an idyllic retreat for relaxation and enjoyment. Located close to downtown Vineyard Haven's shops and restaurants, this property offers the perfect blend of tranquility and convenience.

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Price on request
Sleeping: on request
5bedrooms

By Wallace & Co. Sotheby's International Realty

Nearby
17

House Edgartown (United States)

This home sits on a unique piece of the Edgartown harbor. With balconies overlooking the harbor, your vista is forever changing. Located on the north side of Edgartown, guests can enjoy views of the harbor as well as the north bluff of Chappaquiddick. While the sun sets to the west, it casts a golden hue over the water, Chappy beyond. If you're an early riser, you will see the vibrant sunrise over Cape Pogue. With four comfortable bedrooms and flowing open common areas, this home is your ultimate vacation destination. Discerningly decorated in a nautical theme, it has old world charm with all of the modern conveniences, including central air conditioning. The property is located one block from all of the entertainment, shopping and dining that Edgartown has to offer. $7,500-$27,500/week

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Price on request
Sleeping: on request
4bedrooms

By Wallace & Co. Sotheby's International Realty

Nearby
19

House Edgartown (United States)

Renovated and decorated by a renowned Island decorator, and featured in Architectural Digest thereafter, this gem sits on a rather unique piece of property overlooking the historic Edgartown harbor. Located on the north side of town, the views are of the immediate harbor as well as the north bluff of Chappaquiddick; during sunrise or sunset the exquisite coloration cast off the harbor is a guaranteed inspiration. With three comfortable bedrooms and flowing open common areas, this home is your ideal vacation spot. Discerningly decorated in nautical theme, it has an old world charm with all the modern conveniences. Located a block from all downtown Edgartown amenities, including Fuller Street Beach. $6,000-$25,000/week

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Price on request
Sleeping: on request
3bedrooms

By Wallace & Co. Sotheby's International Realty

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