Discover the charm of 4 Dukes, a serene home nestled in a country setting, just steps from Upper Main Street and the heart of town.
Newly renovated, modern updated home with three finished levels of living space, heated swimming pool and spacious patio with pool cabana outdoor furniture, gas grill and outdoor shower....
Casual and fun Surfside Beach House has a path to the beach and gorgeous south shore water views over the dunes.
'Pipe Dream' was built to take advantage of the vast ocean views as the house sits to the South East on Cisco beach.
Great beach cottage in Old Surfside just steps to Surfside Beach access.
This lovely Sconset gambrel is one block from the bluff walk and a short walk to Sconset village.
Fisher's Landing location provides easy water access at Warren's Landing.
All new furnishings for the 2023 rental season.
Adorable in town cottage freshly painted and all new high end furnishings for 2023.
New 6 bedroom home on quiet Cliff Road side lane, walk to town and beaches.
The Savanna House.
31 Day Minimum Rental.
Gorgeous in Town Renovation.
Extensive views, spectacular Madaket sunsets with easy access to beaches and convenient to town via bike path and bus. First floor: living room with tv, sliders to back deck and outdoor....
“Edge of Green” – This stunning, bright and cheerful 3 bedroom, 2.
Wonderful classic-style Brant Point summer home in an ideal location just a few blocks from Downtown Nantucket and just moments away from Brant Point Light and Children's Beach.
Stunning 5 Bedroom Estate with Water views and path to harbor beach.
Never been available to the public as a rental, The Pleasant Pearl has been fully remodeled for the 2021 season.
Historically preserved and simply beautiful, downtown Nantucket can be equated to nowhere else in the world.
Nantucket-Inspired Coastal Retreat Just 1 Mile from Surfside Beach by Cailini Coastal Nestled just one scenic mile from Surfside Beach along the bike path, this one-of-a-kind coastal compound....
Escape to a classic Nantucket experience at this stunning 6 bedroom, 9 bath estate nestled in a serene private setting just a short stroll to Surfside Beach - one of Nantucket's most beloved....
New for the 2026 rental season!
Tucked away behind a rose-covered arbor, yet in the heart of town, this elegant home is nestled on historic Main Street.
This recently renovated home is part of a secluded five acre estate nestled within 25 acres of conservation land.
Unrivalled: Organic produce delivered from your estate’s formal gardens, the largest infinity pool on island, private par 3 golf, a 14+ seat theater, acres of.
Lovely front entry into house.
Close to town with a private pool.
Enjoy fabulous, expansive views of Surfside Beach, one of the island's most desirable south shore beaches, from the second floor deck of this upside down house.
This renovated historic gem is designed in a sophisticated and chic aesthetic, with careful attention paid to preserving the antique details throughout the house.
Overlooking the harbor and Old North Wharf, this three bedroom, renovated and professionally decorated home is an in-town, hidden gem.
Charming Shaker style 4 bedroom home and 1 bedroom guest house is just steps away from the center of town yet surrounded by acres of open space.
One of Nantucket town's most charming, romantic cottages that has a modern, colorful, whimsical, and cozy interior but speaks of the island’s maritime heritage.
With beach access a few steps away and stunning ocean views, this 4-bedroom beachside home is the perfect summer retreat.
Welcome to 8 E Dover St~Easy access to town from this beautifully renovated 4 Bedroom, 3 Bath home with spacious indoor and outdoor living, complete with A/C.
Located off Walsh Street extension with its own private entrance and parking spot.
"Gray Goose" is a large 1920's cottage with 6 bedrooms that comfortably sleeps 12.
West of Nantucket Town is a new, custom-built home in Miacomet/Hummock Pond, moments away from Cisco Brewers, Miacomet Golf Course, Bartlett Farm, 167 RAW and many of the Island's most pristine....
Magical Wauwinet Waterfront!
This stunning 5 bedroom,5.
This new, contemporary beach vacation rental offers four ensuite bedrooms on two levels, a spacious backyard, and a private pool with a.
Hussey Farm recently renovated 6 bedroom, 5 and 1/2 bath home bright and open with, pool, large yard and plenty of parking.
Beautiful, bright and sunny four bedroom, 4 ½ bath home, completed in the summer of 2020.
3 Cottage Avenue is an updated, fresh, and adorable summer cottage, located within a small cluster of similar properties, originally part of the old Moby Dick Hotel.
The Ocean View House, formally an inn showcasing high ceilings and tall windows facing the Atlantic Ocean, has been meticulously renovated into a most stunning private residence situated in....
First Floor: Entry Hall, front parlor, back living room (both with fireplaces), kitchen and dining room.
This 5 acre estate includes a 4 bedroom upside-down style house with swimming pool, cabana, outside shower, basketball court and croquet lawn.
Beautiful family home with quality finishes just a short distance to the beach.
Escape to serene Wauwinet Road, just minutes from town yet worlds away from the crowds.
Serene and private, this exceptional three-acre compound is just minutes from the Village and beaches of ’Sconset, with a short drive to downtown Nantucket.
