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Luxury Vacation Rentals on Nantucket


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luxury vacation rentals nanucket

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Please note that Nantucket 2024 vacation rentals are in demand and many homes, including these luxury rentals, have weeks already booked for summer 2024. We are continually adding new rental inventory so please reach out to us directly for additional options.  Also, we are in the process of confirming 2024 rates with homeowners so rates and availability are subject to change. 

For those looking for the ultimate vacation rental homes on Nantucket, these luxury properties are available to lease. Whether you are seeking high-end construction, a pool, movie theater, or a path to the beach, these homes are a great place to stay on the island.

64 Cliff Road

“Whale of a Time on Cliff” is among the most meticulously maintained vacation homes on the island, perfect for the most discerning guest looking for high-end design and decor in a premier location. Link to rent.

37 Cato Lane

Fully renovated in 2018, this beautiful property has been meticulously maintained and exquisitely decorated. Cato Beach is a stunning gem of quiet elegance and contemporary style located one mile from town. Designed for a large, fun loving group and those who love to entertain and enjoy indoor/outdoor living space. Link to rent.

4 Old Mill Court

This light-filled and open floor plan six bedroom, six bathroom main house with two bedroom, two bathroom cottage is sited within one of Nantucket’s newest residential neighborhoods. Link to rent.

5 Pilgrim Road

5 Pilgrim is a stunning, new construction (2019) conveniently located close to Town, The Westmoor Club and Steps Beach. The home boasts six-bedrooms with three floors of sun-filled living and can comfortably accommodate 12 people. Link to rent.

2 Drew Lane

Beautiful, private compound in a country setting that features a main house large guest cottage and a new pool. Situated on just under an acre in a coveted Nantucket location, a long tree lined drive leads to this stunning retreat where you and your guests can enjoy the beautiful grounds, basketball court, saltwater pool and two spacious, modern houses for elegant entertaining or quiet relaxation. Link to rent.

8A Sheep Pond Road

A luxurious 2021 renovation with breathtaking oceanfront views! This 5-bedroom home and 1-bedroom pool house comprise 8A Sheep Pond Road and have the perfect combination of classic beach house vibes, modern amenities, and stunning outdoor spaces. Link to rent.

4 Hulbert Avenue

Thoughtfully reimagined for today’s modern needs, the iconic Blue Shutters property is being brought to life by Nantucket’s premier builder, Cheney Brothers Building, and exquisitely designed and furnished by Sophie Metz Design. Link to rent.

2 Horn Beam Road

Enjoy casual elegance, privacy, and natural beauty in this recently renovated pristine estate surrounded by conservation land. The main house features three bedrooms, an office, home gym, finished lower level with TV room, wet bar and bath with steam shower. Link to rent.

30 Vestal Street

Located on the edge of Town, this fabulous vacation home is located just moments to Main Street and within two miles of Bartlett’s Farm and Cisco Brewery. Completely renovated in 2022, the property includes a three-level main house, a separate one bedroom cottage and pool with integrated hot tub. It is designer-decorated with fresh, summery decor and features an open living, dining and kitchen area with lovely outdoor dining/entertainment spaces. Link to rent.

78 Polpis Road

A seven bedroom property sleeping 15 people between the main house and cottage, this property offers the best of the very best for your vacation get away. Built in 2013, the home has been sited to maximize a 180-degree panoramic view of Town and Coatue. Link to rent.

12 Van Fleet Circle

This beautiful home is named “Positively Paradise” for a reason. The two-home compound sits in one of the most serene locations on island. Enjoy peaceful sounds from multiple areas of both homes, while taking in the sweeping ocean and conservation land views.  Link to rent.

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