Chic Winter Cottage Escapes

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For travelers headed to New England this winter season, an array of chic cottages are available at the most desirable spots on Martha’s Vineyard, Cape Cod and Nantucket.

Gone are the days of trying to squeeze out-of-town guests into one spare guestroom. Now, visitors can soak up the holiday spirit in the comfort of their own spacious cottage, leaving plenty of time (and room) for entertaining, last-minute shopping, or to unwind in one of the Northeast’s most beloved holiday destinations.

  • Sea Crest Beach Hotel, Cape Cod’s quintessential family beach hotel, which has hosted generations of Cape Cod vacationers for almost 50 years on Buzzard’s Bay, is home to the most family-friendly accommodations on the Cape: a three-bedroom cottage that sleeps up to eight guests and provides plenty of indoor and outdoor space for entertaining. Equally ideal for a gathering of friends or a private holiday retreat for two, the blue-shingled cottage conveys coastal chic style. It features three bedrooms and three bathrooms, a spacious living room, open kitchenette, washer and dryer, expansive deck, and a private backyard ideal for family games and entertaining. Surrounded by privacy hedges, the yard is designed for outdoor entertaining. Guests can enjoy an open-air breakfast on the deck’s dining set or settle into a rocking chair with a book, while in the yard below, a fire pit surrounded by Adirondack chairs is ideal for s’mores under the stars. Rates for Sea Crest’s cottage through Dec. 31 start at $490 per night.
  • Harbor View Hotel, Martha’s Vineyard’s most storied landmark located in the heart of Edgartown, is home to five Captain’s Cottages, containing 18 luxurious suites with up to three bedrooms. Named for Edgartown sea captains, the cottages are fitted with luxurious interiors that evoke classic Vineyard style and breezy seaside ambience, gas fireplaces (perfect for cozying up for a holiday hot cocoa or glass of wine), pull-out sofas to accommodate extra guests, wet bars, washer/dryers and the latest in entertainment technology. Kitchenettes are equipped with small refrigerators, microwaves, dishwashers, coffee machines and kitchenware. Most kitchens have been upgraded with glass cooktops and convection microwave ovens. Ownership opportunities are available. Rates for the Captain’s Cottage suites through Dec. 31 start at $299 per night.
  • Harborview Nantucket, the region’s most peaceful seaside retreat, is comprised of 11 fully furnished cottages with plenty of room for holiday entertaining. The waterfront enclave is located just steps from the harbor, providing stunning views from every vantage point. Cottage accommodations range from one to four bedrooms and boast full kitchens, spacious living and dining areas, washer/dryers, exterior balconies and beautifully appointed interiors designed in Nantucket’s tradition of simple elegance. Rates through Dec. 31 start at $550 per night.