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Private Vacation Homes for Rent in Nantucket

Nantucket Island lies thirty miles off the Massachusetts coast. In Nantucket town you’ll find cobblestone streets, an array of stately Georgian, Federal, and Greek Revival homes and ample evidence of the island’s history as a prosperous whaling port. In Nantucket Town, sea captains' houses stand side by side with antique stores, galleries and scores of excellent restaurants.

Nantucket is a state of mind. Take time to adjust to the slower pace of life on this isolated and scenic 14 mile long island in the Atlantic. Explore the island on foot or by bicycle on the many well maintained bike paths. Nantucket is home to miles of unspoiled beaches, solitary lighthouses, moor-like vistas, and acres of conservation land. The sea beckons on every side: take a dip in Nantucket Sound, surf, cast for bluefish in Surfside, charter a boat for a day’s deep-sea fishing, or take in the sunset from the beaches at Madekat.

At the end of a long day on the beach, visitors to Nantucket have no shortage of culinary options to consider, from the Relais & Chateau dining at Toppers in Wauwinet, to the classic Summer House in Sconset, to the trendy Lolas in Nantucket town, there are no shortage of excellent restaurants on the island.

Nantucket is home to several signature events, starting with the Nantucket Wine & Food Festival in late-May, to the Film Festival in June, to the Boston Pops weekend in August, and wrapping up with the Holiday Walk in December. There are also two Restaurant Weeks one each in the Spring and Fall.

Our Staff Recommends

Villa NAN BOS, Nantucket, Tom Nevers, 8 bedrooms, 5.5 bathrooms, WiFi, WIMCO Villas


Overlooking the ocean, private swimming pool, hot tub, and tennis court, outdoor pizza oven

Tom Nevers, Nantucket
8 br / 5.5 ba

Villa NAN BEA, Nantucket, Siasconset, 3 bedrooms, 2 bathrooms, WiFi, WIMCO Villas


Spacious home, close to Sconset Beach, large sun porch with distant ocean views, off-street parking

Siasconset, Nantucket
3 br / 2 ba

Villa NAN JEF, Nantucket, Town, 2 bedrooms, 2 bathrooms, WiFi, WIMCO Villas


Very cute and immaculate cottage, a short walk from Main Street and downtown, enclosed back patio

Town, Nantucket
2 br / 2 ba

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Nantucket Vacation Rentals

WIMCO’s Nantucket Island vacation rentals are situated in all of the most desirable villages of the island. Our vacation rentals range from 2 bedroom cottages to 10 bedroom family compounds. There are walk to town options, or homes on distant solitary bluffs over looking the ocean…something special for everyone.

Visitors to Nantucket Island reach it via plane (Tradewind Aviation, Cape Air or Jet Blue) or Ferry. A Wimco reservations agent will help you choose the right vacation rental for your family or group, manage your flight or ferry reservations, provision your home in advance, book boat charters, and get you into the top restaurants.

Featured Villas

WIMCO Villas, NAN NEW, Nantucket, Town, 3 bedrooms, 3.5 bathrooms


Beautifully furnished, terrific indoor and outdoor living spaces, drive to beaches and downtown

Town, Nantucket
3 br / 3.5 ba

WIMCO Villas, NAN MIL, Nantucket, Town/Cisco, 4 bedrooms, 3 bathrooms


Ideal for family gatherings, large back deck, bike to town, Bartlett Farm, Cisco Brewery, and beach

Town/Cisco, Nantucket
4 br / 3 ba

WIMCO Villas, NAN BOS, Nantucket, Tom Nevers, 8 bedrooms, 5.5 bathrooms


Overlooking the ocean, private swimming pool, hot tub, and tennis court, outdoor pizza oven

Tom Nevers, Nantucket
8 br / 5.5 ba

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Nantucket Hotels

Get away to Nantucket this summer for an ultimate New England vacation. Swap your car for a bike and explore the beaches and neighborhoods. Choose from our full-service hotels - in-town or away from it all.

Featured Hotels

WIMCO Villas and Hotels, Hotel, Jared Coffin House, Nantucket, Book now with WIMCO

Jared Coffin House

The Jared Coffin House brings home the true essence of Nantucket lodging. You'll find the charm of the past complemented by modern day comforts at this historic New England inn in Massachusetts.


WIMCO Villas and Hotels, Hotel, White Elephant Hotel, Nantucket, Book now with WIMCO

White Elephant Hotel

The White Elephant, located alongside Nantucket's magnificent harbor, has been considered an island landmark since the 1920's. What began as an eclectic mix of cottages has evolved into a premier Nantucket hotel.


WIMCO Villas and Hotels, Hotel, The Wauwinet, Nantucket, Book now with WIMCO

The Wauwinet

Nantucket is one of the world’s most captivating destinations, and The Wauwinet is its premier resort. Enjoy the best of both worlds with many exceptional activities and resort amenities.


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