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Captain's Cottages

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Ahoy, Captains!

Come Aboard Your Palace.

Say hello to your second home. Sprinkled along a lovely blossom-filled walkway, the Captain’s Cottages exude an individual charm fit for a fairytale. Perfect for families. In fact, the living room and dining room spaces are designed for memories-in-the- making...a Crazy Eights card game contest, movie night and cooking a meal after a day enjoying the island and resort activities. Varying floor plans offer many options for comforts including gas fireplaces and outdoor showers. Ranging from one to three bedrooms with kitchenettes, the nine cottages prize personal privacy, with access to all of the resort’s services.

Serene Setting

The Captain’s Cottages are in a peaceful setting with views of the resort pool and Great Lawn. Please. Enjoy the tranquility. 

Elegant Vineyard Decor

The Captain’s Cottages surround you with private elegant splendor. Finest of luxe comfort and amenities. Glossy white, fresh wicker, nautical stripes and upscale furnishings accent a classic New England ambience. Select cottages include cozy fireplaces. 

Modern Bathrooms 

Quartz countertops. Glass showers. Select rooms boast outdoor showers. Lustrous towels. Our bathrooms = your new sanctuary. 

Luxe Amenities

Molton Brown bath products, Frette linens, Nespresso Coffee machines, luxe robes, WiFi, and wireless speakers. For activities, guests can enjoy the heated salt water outdoor pool, brand New Fitness Center, beautiful outdoor spaces, golf cart shuttles to beach and town, bicycles and Mercedes vehicles for guests to use.


  • Plush Robes
  • Frette Linens
  • Molton Brown products
  • Refrigerator
  • In-room dining service
  • High-speed wireless internet access
  • USB charging ports
  • Cable television channels
  • In-room safe
  • Hair dryer
  • Iron & ironing board
  • Access to biking & jogging trails
  • Access to Edgartown shopping
  • Outdoor heated pool
  • Daily hotel events through the concierge
  • Beach Towels

Wines Around The World Tasting Package

Book a two night stay, and join us for a complimentary tasting of wines around the world, Friday from 4-5pm in Bettini Restaurant. Wine Tasting is only offered Friday. Must be 21 or older to book the package. 

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It's been said that breakfast is the most important meal of the day. Why not make it the most rewarding one, too?

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