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107 Main St



$16,000/ week

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Historic Skyemoor, originally built in 1694, is one of the 50 oldest houses on the island. Built by the Macy family, who arrived on Nantucket with the first settlers, Skyemoor is steeped in island history and culture, played host to Herman Melville and others, as well as served as the home of wealthy Whaling Captains throughout Nantucket’s whaling golden age. Today, Skyemoor is the perfect family home, having been tastefully and carefully renovated to provide modern conveniences without losing its antique roots. The house sits high up on Main Street, at the head of town and central to all that Nantucket has to offer. Charming shops, fine dining restaurants, and beautiful beaches are all just moments away. Experience Nantucket the way the island is meant to be, with an appreciation for her beauty, a nod to the past, and from the comfort of a welcoming and grand family home.

The house has a private garden accessible only to Skyemoor. Skyemoor has an attached cottage that shares a wall with the main house, and runs down the side street of Gardner Avenue. The cottage has 3 bedrooms and 2 baths, and depending on the time of year, it can be rented along with the main house to provide a total of 9 bedrooms for large groups or families. Most of the time the back cottage is leased to respectful island professionals who have limited contact with anyone from the main house, as their entrance is separate.

Two cribs are available at this property if needed.

Additional Details

Step into the main entry. To the left is an en suite bedroom with a queen size bed and a bathroom with shower. To the right of the entry is an open living, dining and kitchen area. The dining table has seating for 8 people (there is additional seating to accomodate a larger group). The kitchen is brand new with high end appliances and a kitchen island with counter seating. Off the dining area are two armchairs next to the fireplace and French doors that lead to the outdoor space. There is access to a second bedroom here with a full-size bed and a hall bathroom with tiled shower.

Stairs lead to the second-floor landing. To the left is a guestroom with a queen size bed. Toward the front of the house is guestroom with two twin beds and a crib. These bedrooms share a hall bath with tiled shower, double vanity, and a washer/dryer unit. The primary suite has a king size bed and a bathroom with a double vanity, a large glass enclosed shower and soaking tub.

The third floor has two twin beds, each with trundles. There is a full bath on this level with a tiled shower.

Property Information

  • 12
  • 6
  • First Floor
  • First Floor
  • Second Floor
  • Second Floor
  • Second Floor
  • Third Floor
  • Third Floor
  • 5
  • Sat
  • 5
  • $ 16,000
  • 0
  • $ 10,000
  • Yes
  • Yes
  • 1.3 miles
  • In Town
  • 0
  • Central Air


listing property icon Property

  • Outdoor Furniture
  • Patio
  • Porch
  • Usable Fireplace
  • Yard

listing outdoor icon Outdoors

  • Beach Towels
  • Gas BBQ

listing household icon Household

  • Stove - Gas
  • Heat - Oil
  • Air Conditioning - Central Air
  • Crib
  • Dryer
  • High Chair
  • Washer
  • Blender
  • Coffee Maker
  • Dishwasher
  • Disposal
  • Lobster Pot
  • Microwave
  • Mixer
  • Toaster
  • TVs
  • WiFi

Published rates do not include local & state taxes. Current state tax is 5.7% and current local tax is 6%. These taxes are both subject to change. We are in the process of confirming 2024 rates with homeowners. Rates are subject to change upon booking. Please contact Fisher to confirm.


Google Map of 107 Main St



Historically preserved and simply beautiful, downtown Nantucket can be equated to nowhere else in the world. This is the heart of the island, replete with original cobblestone streets, waterfront restaurants and charming grey-shingled shops. Many of the stunning homes abut pocket gardens heavy in hydrangea and climbing roses, like something out of a painting. Come…

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107 Main St



$16,000/ week

  • 12 Guests
  • 6 Beds
  • 5 Baths