Luxury rentals in Nantucket

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Top-rated luxury holiday rentals in Nantucket

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Luxe
A spacious outdoor area features a swimming pool with a curved design, surrounded by a stone patio and lounge chairs. The house, characterized by a classic colonial style, has multiple sliding doors that open to the pool area, framed by well-kept greenery and a landscaped garden.
Villa in Nantucket

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

Indoor spacesWalkabilityKitchen

Luxe
A spacious two-story building is framed by a tranquil pool and a cozy fire pit. The warm glow of outdoor lanterns illuminates the exterior, while relaxing seating areas are arranged around the pool and along the side, inviting leisure and comfort.
Home in Nantucket
5.0 out of 5 average rating, 18 reviews

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.

LocationHospitalityPoolIndoor spacesBeachFamilyOutdoor spacesComfortBathroomKitchenBikingDecorGetting aroundConditionAccuracyBarbecueNearbyCleanlinessAmenities

Luxe
The exterior of the home is showcased at dusk, with warm lighting emerging from the windows. Lounge chairs are positioned near a swimming pool, and a patio table with an umbrella is visible. Lush grass and stone pathways enhance the outdoor setting.
Villa in Nantucket
5.0 out of 5 average rating, 16 reviews

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.

HospitalityLocationAmenitiesWalkabilityConditionSleep qualityComfortIndoor spacesCleanlinessFamilyPoolBackyardAccuracyBathroomKitchenCheckoutLayoutBikingCheck-in

Luxe
The exterior of the vacation rental showcases a two-story house surrounded by lush greenery and colorful foliage. A spacious porch with seating faces the ocean, which is visible in the distance. Clear blue skies enhance the inviting atmosphere of the property.
Home in Nantucket
5.0 out of 5 average rating, 12 reviews

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

HospitalityFamilyPoolConditionBeachLocationComfortIndoor spacesCleanlinessAmenitiesWalkabilityGetting aroundAccuracyQuietNearbyBiking

Luxe
Home in Nantucket
5.0 out of 5 average rating, 8 reviews

Whale of a Time

In town, 5 Bed, 5 Bath, 3 Fam Rms, Screened Porch, newly decorated, car ferry reservation available for summer weeks.

LocationWalkabilityHospitalityIndoor spacesDecorSleep qualityComfortCheck-inFamilyKitchenCheckoutLayoutQuietAmenities

Luxe
An aerial view of a spacious town home features a manicured yard with a patio area. The outdoor space includes seating and a hot tub, surrounded by greenery and flowering plants. The house showcases a traditional shingle exterior with a combination of light and shadows on the roof.
Place to stay in Nantucket

Morning Dew

NEW Stunning Town Home w/Cabana Spa

Popular amenities for Nantucket luxury holiday rentals