Luxury rentals in Nantucket County

Eastbound

Ideal for a group or family vacation, this is an idyllic, spacious house replete with colonial flavor and set among Nantucket’s historic streets. Boasting a cheery fireplace, chandelier, and ample dining space, fresh Atlantic air flows over the tended, landscaped garden, complete with flower beds and pool. Numerous museums, sandy beaches, quaint streets and tempting eateries are a short walk away. Swaying trees and the dynamic sky of this famous island backdrop the clean, sloped outline of the house, with a pastoral, flagstone path leading to the cheery entrance. Stepping past the shaded porch seats (a favorite afternoon spot), pass through cool air conditioning as you take a seat amongst the pleasantly-lit, fashionable furniture. Tasteful tiling and classic, clear glass runs throughout the home’s numerous bathrooms, while the straight-forward comfort and simple themes of the bedrooms promise a fine night’s sleep. With a full complement of updated appliances, kitchen space and a lengthy dining table, imagine relaxed, laid-back dinners under the soft yellow glow of the overhead chandeliers. Eastbound’s proximity to the core of old Nantucket will add to the sheer convenience of any visit. Guests are just a short walk from quaint parks, stimulating art galleries, and established museums that delve into the island’s rich history, while a bracing swim or sunny afternoon awaits at nearby Steps Beach and Jetties Beach. Get a feel for the island’s geography with eye-opening cliff walks, or hit downtown for a satisfying evening meal, choosing from international choices or renowned seafood.   Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower, Walk-in closet, Television • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Private balcony • Bedroom 3: King size bed, Ensuite bathroom with with stand-alone shower, Television • Bedroom 4: 2 Twin size beds, Ensuite bathroom with stand-alone shower, Walk-in closet Sunset Cottage • Bedroom 5: Twin size bunk bed, 2 Twin size beds, Ensuite bathroom with shower/bathtub combo FEATURES & AMENITIES • More under “What this place offers” below Extra cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Your Nantucket Oasis Awaits

Welcome to "Little Dip" - ideal for family and friends to gather while maximizing Nantucket's natural beauty from sunrise to sunset. The outdoor oasis has its own salt water pool, spa, fire pit, grill and al fresco dining for twelve, outdoor shower and half bath. The second floor has a gracious kitchen, bar, 12-person dining table, & living area with sliding doors to the deck. All five bedrooms are ensuite. Four with king beds & a four-bed bunk room. Can be rented alone or as part of a compound.

Shangri-La Meets Nantucket

Welcome to The Big Dip, a seven-bedroom home with an additional studio above the garage. The interiors have been stylishly curated with a focus around modern sophistication, minimalism & clean lines. Made for retreat, The Big Dip offers a separate office, media room, full gym & sauna. With lavish Ipe decking, the outdoor oasis lets you lounge poolside, converse by the firepit & dine al fresco! Enjoy the full service cabana with drop-down movie screen, living area, half bath, kitchen & bar.

Nantucket's Ultimate Compound

Welcome to The Dips, the first of its kind and the ultimate luxury compound on Nantucket. Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend's getaway, Nantucket is the location and The Dips is the destination. Masterfully crafted, The Dips is an extraordinary property where guests can rest, reflect, and recharge in the lap of luxury. The compound boasts a seven-bedroom Main House (The Big Dip) and a five-bedroom Guest House (the Little Dip). Sleeps 30+.

The Dunes

Indulge in luxury and comfort at The Dunes in Nantucket. With exquisite design, opulent interiors, and stunning outdoor spaces, The Dunes offers endless possibilities for unforgettable experiences. Enjoy gourmet meals, relax by the tranquil pool, or explore the outdoors. With unbeatable proximity to Nantucket's downtown and pristine beaches, The Dunes is perfect for an indulgent retreat. Immerse yourself in a sensory journey where every moment is a celebration of the finest things in life.

Three Cliff Lane

Discover the ultimate Nantucket retreat! Our 5-BR home with a separate 1-BR guest house is the perfect vacation rental in the coveted Cliff area. Relax by the pool in the spacious yard, or take a stroll to Steps Beach just moments away. With a prime location just 1 mile from downtown, you'll have easy access to shopping, dining, and entertainment. This beautifully appointed, Sophie Metz designed property offers the ideal blend of luxury and prime location for your island getaway.

Beautiful New Katama Getaway!

Discover a spacious 4 bedroom, 4.5 bathroom retreat in Katama. This beautiful, new construction home offers a blend of comfort and luxury, perfect for relaxing or gathering with family and friends. Enjoy a gourmet kitchen, spacious bedrooms including 2 primary suites, and ample outdoor space. Close proximity to the beach, bike paths, and Edgartown ensures easy access to all Martha's Vineyard has to offer. Experience coastal living at its finest in this stunning island getaway!

4 bed 3.5 bath, heated pool & spa, ocean views

This 2020 renovated and beautifully appointed Nantucket vacation rental has a heated pool, spa, and distant views of the ocean and pastoral views looking towards Sconset and Sankaty Head Lighthouse. The perfect spot for a relaxing vacation. To see a video of the property, please search "3 Parson Lane Nantucket" on YouTube

Life takes you down many paths,but my favorite one

Private beach Luxury rental home with hot tub and fire pit as well as 2-bedroom guest cottage. NEW for 2024. Lovely designer beach home.

Morning Dew

NEW Stunning Town Home w/Cabana Spa