New for the 2026 rental season!
Nestled in Beach Plum, this home offers unrivaled privacy on a secluded lot.
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....
Never been available to the public as a rental, The Pleasant Pearl has been fully remodeled for the 2021 season.
Welcome to the peace and tranquility of 133 Polpis Road.
Extraordinary perch with views of Nantucket Sound, this immaculate rental property includes high-end furnishings, privacy and Town is just 1 mile away.
Historically preserved and simply beautiful, downtown Nantucket can be equated to nowhere else in the world.
Located in Brant Point, near Jetties Beach, The Galley and the White Elephant!
Lovely front entry into house.
Overlooking the harbor and Old North Wharf, this three bedroom, renovated and professionally decorated home is an in-town, hidden gem.
Close to town with a private pool.
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.
This renovated historic gem is designed in a sophisticated and chic aesthetic, with careful attention paid to preserving the antique details throughout the house.
This recently renovated home is part of a secluded five acre estate nestled within 25 acres of conservation land.
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.
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.
Tucked away behind a rose-covered arbor, yet in the heart of town, this elegant home is nestled on historic Main Street.
This beautifully renovated coastal retreat offers the perfect blend of modern sophistication and beachy charm.
31 Day Minimum Rental.
Stunning 5 Bedroom Estate with Water views and path to harbor beach.
“Edge of Green” – This stunning, bright and cheerful 3 bedroom, 2.
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....
Gorgeous in Town Renovation.
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.
This stunning 5 bedroom,5.
Magical Wauwinet Waterfront!
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.
With beach access a few steps away and stunning ocean views, this 4-bedroom beachside home is the perfect summer retreat.
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....
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.
Hussey Farm recently renovated 6 bedroom, 5 and 1/2 bath home bright and open with, pool, large yard and plenty of parking.
Welcome to 20 Shell Street ~ This 3 bedroom, 1 bath darling Sconset cottage is located in the heart of the village.
This new, contemporary beach vacation rental offers four ensuite bedrooms on two levels, a spacious backyard, and a private pool with a.
51 Weweeder Avenue is a 7-bedroom, newly constructed coastal estate offering one of Nantucket’s most elevated vacation experiences, just a moment's walk to Nobadeer Beach.
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.
This four bedroom, three bathroom home is a vacation gem!
Beautifully maintained in-town home with central air-conditioning, updated kitchen and baths and beautiful patio.
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.
Play golf!
Exquisitely renovated Siasconset, Nantucket beach cottage with shimmering ocean views.
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.
Beautiful, bright and sunny four bedroom, 4 ½ bath home, completed in the summer of 2020.
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.
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.
