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Nantucket Island Rentals

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    Travellers to Nantucket are booking May dates now. Secure your holiday home today, and have the perfect trip.
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    5 of 5 bubbles
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    About this property
    The cottage is in historic Nantucket, about a 10 minute walk to the center of town. It abuts conservation area on two sides and has a very private backyard. Master suite has queen bed and a full bath; two bedrooms (2 twin beds) and (1 queen) with separate full bath. Den has convertible sofa into...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, Sleeps 8
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    • DVD Player
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    About this property
    Lovely studio in small timeshare resort in the Brant Point area, close to beach, town, shuttle bus, Sleeps 4 with Murphy bed and pull out couch. Full kitchen and bath, paper towels, sugar , dish soap, etc provided. Sheets and towels also provided, except for the beach. Dining table between living...
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    Nantucket, Massachusetts 02254
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    About this property
    This breathtaking, hidden gem with magnificent landscaping will add a touch of serenity to your Nantucket get-away. Nestled only 1.5 miles from the ferry docks and half-a-mile from Nantucket Town's Historic District, it is a perfect location for easy access to the Island's restaurants, shops, and...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 8
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    6 BedroomsSleeps 12Quick View
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    Rent your own B & B! This historic home captures the elegance and charm of old Nantucket with all the modern conveniences. Built in 1846, this renovated Greek revival style home is on a cobblestone street only two blocks from town. This house has high ceilings, large bedrooms and lots of light-the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 of 5 bubbles
    1 Review
    4 BedroomsSleeps 10Quick View
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    Excellent of 5 bubbles
    Reviewed 24 August 2015
    I have stayed on Nantucket many, many times and this home was my best experience on the island. It has it all: beauty, comfort and location. The home was originally owed by a...
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    About this property
    The Aaron Paddack House was originally built in 1820 for the renowned Captain of the Whaleship Diana and his family. It is a traditional Nantucket four-bay house in immaculate condition. This historic 4 bedroom, 3 1/2 bath house has been completely renovated, restored, and designer-decorated in...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    1 Review
    3 BedroomsSleeps 6Quick View
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    • Wi-Fi
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    Excellent of 5 bubbles
    Reviewed 4 August 2016
    Nantucket has been on my bucket list for 10 years... Finally made my dreams come true and it was much more than I imagined. We rented this amazing House TOM Nevers, cozy and...
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    About this property
    This traditional, updated, two-story 'Nantucket upside-down Colonial' offers striking panoramic ocean and sunset views. The home is across the street from the ocean and adjacent to conservation land, with miles of quiet, unpaved paths for you to wander. It is off the street and has a private yard....
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    Nantucket, Massachusetts 02584
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    1 Review
    4 BedroomsSleeps 6Quick View
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    Excellent of 5 bubbles
    Reviewed 28 July 2014
    My friends and I stayed at Belle for the 4th of July weekend. The highlights for me were two cottages with the close proximity to the beach. Two minute walk to the beach, ten...
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    About this property
    Beautiful twin cottages with private garden steps away from the ocean in 'Sconset Village on Nantucket Island. Four bedrooms, two baths, full kitchen and outdoor shower. 'Sconset is about 10 miles from town. The cottages are a five minute walk to the village which has several first class...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    About this property
    Charming cape located on the edge of town. Sits on a half acre lot with view of Nantucket open space. Very comfortable home with master bedroom and large bathroom on second floor with added privacy.Location is a 5 minute walk to town yet central on island to get to all the beaches quite easily....
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    Built on the site of the former carriage house at 8 West Chester, this cottage is near the center of the Historic District, one block from the Oldest House, four blocks from Children's Beach and the center of town. It is located on a secluded site which borders the Lily Pond, and has its own...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    8 BedroomsSleeps 16Quick View
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    • Washer
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    About this property
    This newly renovated Siasconset beauty on Nantucket Island just steps from the World Famous Chef Todd English's summer house has 8 bedrooms and 4.5 baths. With bright and airy rooms inside, and ocean views from the second and third floors, this house is a vacationer's paradise. Only 6 miles from...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    5 of 5 bubbles
    1 Review
    4 BedroomsSleeps 8Quick View
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    Excellent of 5 bubbles
    Reviewed 2 October 2016
    We stayed here for a friends birthday and it was such a wonderful spot. Steps from downtown, numerous restaurants and shopping. It includes a spacious lounging area on the...
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    About this property
    Wonderful Victorian style home completely renovated with a fun, modern, whimsical flare. Contemporary kitchen with island breakfast bar, an open sun room/living room, and library. There is a large outdoor space for entertaining and relaxing, with gorgeously manicured front and rear gardens. A total...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 BedroomsSleeps 5Quick View
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    About this property
    Surrounded by conservation land where Miacomet Pond meets the ocean, sits this sweet little house! "Forever Wild" is a charming, custom-built three bedroom, one and a half bath cottage right on the edge of the pond. Sit at the breakfast bar in the kitchen and look at one of the most beautiful views...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4.5 of 5 bubbles
    3 Reviews
    3 BedroomsSleeps 6Quick View
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    • Air Conditioning
    • Porch
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    About this property
    This property is a jewel!! It's just a short walk to Surfside Beach considered by many to be one of Nantucket's best. Immaculate landscaping offers both beauty and privacy to the premises. The 3BR/3BA house is in perfect condition, meticulously maintained and very well-appointed. There are many...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 BedroomSleeps 4Quick View
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    About this property
    Cheerful, sunny and secluded "In The Lee" is in Nantucket Town's Old Historic District facing an 18th-Century quiet, working windmill. It is a short distance to shops, restaurants, theaters, beaches and Nantucket harbor, and very close to the Island-wide shuttle bus stop and bike paths. "In the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 BedroomsSleeps 10Quick View
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    About this property
    Enjoy Nantucket the way it used to be in charming Wauwinet. This bright and cheery beach house is just steps from the Atlantic ocean and the best Bass fishing beach on the East Coast. It's also a short bike ride to the famed Nantucket Moors and a hundred miles of secluded mountain bike trails. It...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    • Sauna
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    About this property
    Charming home with beautiful details and light throughout, formally owned by an artist. Located close to Town, it boasts a “private country feel”. The details are a must see, including an outdoor fire pit and sauna. First Floor: Open foyer/sitting area with fireplace, eat-in kitchen, half-bath,...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    About this property
    Stargazer is a newly-built, extremely comfortable and beautifully furnished four-bedroom vacation home. Located on The Cliff at 19 Delaney Road, it is not only close to town, shops and restaurants, but also the Steps and Jetties Beaches. Nestled on a quiet side road, just a few yards from Cliff...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    About this property
    Spacious and clean on conservation in a quiet neighborhood. Fully equipped kitchen and plenty of living space. One Master Suite downstairs, livingroom, kitchen and small cover backporch. Upstairs a second Master Suite, twins and a fourth bedroom with a trundle. This is a non-smoking house....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    Cute cottage just minutes to Surfside Beach. NRTA bus stop is steps away. Two bedrooms, open kitchen livingroom concept. Additional amenities include: beach towels, outdoor dining table, outdoor shower, internet connection: wireless, TVs: 1, barbeque grill: charcoal, baths: 1, bed type 2: twin w/...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    About this property
    Charming Quidnet cottage in quiet natural setting with private deeded path to the beach. Sweet location, simple comfortable furnishings and a patio with outside furniture. Just a short walk down a private path to the ocean or to Sesachacha Pond for swimming, fishing or sailing. Good honeymoon...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Out from the town on Cliff Road, after passing Crooked Lane, turn left on Wannacomet Road, go to #5, turn left onto 200' crushed shell driveway; enter house across front porch and brick patio (receives afternoon sun and view of sunsets) into spacious cathedral living room with expansive view of the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    About this property
    Looking for a waterfront vacation rental? If that's the case, why don't you think about staying here? This two-bedroom getaway features two bedrooms, two bathrooms, and sleeping accommodations for four travelers. You'll feel right at home, with a myriad of amenities at your disposal. For example,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    This unusually private in-town property is beautifully landscaped complete with a Koi pond, mature weeping willows, chaise lounges...a perfect spot for a restful vacation, peaceful and rejuvenating. House has been totally renovated 2008! First Floor: Living room with a beautiful fireplace with...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    About this property
    Located on a quiet lane in town, the center of Nantucket is only a short walk away. Jetties beach is also just a short bike ride. This is a ranch style house with a surrounding yard with hedges and hydrangea bushes. First Floor- Bright living room open to kitchen with a table for 4. Twin bedroom...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    About this property
    A quintessential piece of Nantucket history and charm, this saltbox style home is one of the 50 oldest on the island, as documented by the esteemed island historian, Edouard Stackpole. The ambiance of this home will make you feel part of the true Nantucket experience while you enjoy the modern...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    About this property
    Privately located at the higest point on the west end of the island, this rustic Nantucket post-and-beam wonderful family home has has four comfortable bedrooms with three additional beds in a spacious loft. The master bedroom has a private bathroom. the dining and living area have a deck that...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    About this property
    67 Union was built in 1747 and was completely renovated in 2010. It has all of the modern conveniences, and is a charming and special home. Located just on the edge of town, and a half a mile from the beach, this house is a true gem. Three bedrooms and three full baths, an eat-in kitchen with...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    About this property
    Vintage cottage located on Village Way one house back from the water. Simple open stud construction, painted wood floors and walls. Well loved and maintained. Three bedrooms all share one bath with stall shower. Living room/dining area, wicker furniture and harbor views. Kitchen has small stove...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    About this property
    "Puddin" is a beachfront honeymoon cottage right on the harbor in town. It's a simple, old fashioned cottage convenient to everything. The galley kitchen is fully equipped, dining area has an antique soda fountain booth and is open to the living room which has a comfortable soft rattan sofa,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    About this property
    This three bedroom home located in Surfside is located on a dune overlooking the Atlantic Ocean. Perfect spot for bluefishing, watching the sunset over the ocean, or just relaxing and taking in the beautiful view. First floor: living room open to dining room and kitchen, den, full bathroom. Second...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    About this property
    Charming two bedroom cottage ideally located in a family friendly Cliff neighborhood, a short distance to Steps Beach, Something Natural bakery, the Lily Pond and Town. Outfitted and appointed in stylish beach chic decor, all of the furnishings and high end linens are brand new and ready for the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    Great Madaket beach house in remote Sheep Pond area far from the crowds with sweeping views of Atlantic Ocean just across the lane. Very beautiful part of the island with lots of conservation land. The house has been renovated and enlarged winter of 2006. New kitchen, new master bedroom and bath...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Enjoy dining on the deck overlooking the ocean after a relaxing day at the beach in this newly renovated house in Surfside. Located across from Surfside beach, which has a changing station and snack stand, this house has 3 well appointed bedrooms on the first floor and 1 on the upper level. The...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 BedroomsSleeps 10Quick View
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    • Air Conditioning
    • Hot Tub
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the privacy and ocean views of Madequecham Valley on the South Shore in this new 2006 luxurious vacation home with all the amenities. Upside down house with a gourmet kitchen with granite and marble counter tops. Fine appointments. Privacy, and two large living spaces with satellite TVs and...
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    Location Information
    Siasconset, Nantucket 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 of 5 bubbles
    5 Reviews
    8 BedroomsSleeps 16Quick View
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    • Satellite TV
    • Air Conditioning
    • Grill
    • Internet Access
    • Balcony
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    "Pilgrim's Bliss" is located off of Cliff Road, which starts from the center of town and runs parallel to the cliffside beaches, beach clubs and restaurants. The Cliff Road residential section is one of the most desirable areas on the island. "Pilgrim's Bliss" has consistently garnered...
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    Location Information
    Nantucket, Massachusetts 02554
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 BedroomsSleeps 8Quick View
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    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy dining on the deck overlooking the ocean after a relaxing day at the beach in this newly renovated house in Surfside. Located across from Surfside beach, which has a changing station and snack stand, this house has 3 well appointed bedrooms on the first floor and 1 on the upper level. The...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 BedroomsSleeps 8Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright Contemporary 4 Bdrm + Upside-Down house very near Surfside Beach! Great summer house on quiet lane peaceful and private one acre setting surrounded by pines. The large lawn, new semi-circle stone patio & 2nd floor sun deck w/ ample patio furniture extend summer living out doors. Decorated...
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    Location Information
    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 BedroomsSleeps 5Quick View
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    • Patio
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description: Tucked in at the end of a very private shell lane, this storybook 2 bedroom, 2 bath home is hidden in the heart of town just off Main Street. Retaining its historic charm and style, this property is totally renovated with all modern conveniences including central air-conditioning,...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    2 Reviews
    4 BedroomsSleeps 8Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Parking
    • Air Conditioning
    • Satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Excellent of 5 bubbles
    Reviewed 17 March 2017
    I stayed here during the "off season" and while I can see how it is a prime spot in the summer, its also a great one in the winter. I enjoyed the ocean sounds at night as my...
    Excellent of 5 bubbles
    Reviewed 13 March 2017
    My wife and I had the best week here, the house, and views were breathtaking. I have stayed at many properties in Nantucket over the years and must say this was my absolute...
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    About this property
    Beautiful 4 bedroom home. Water front with amazing views from most rooms. Decks surround some are covered. Sunsets are amazing. The master suite has a full living room and King bed, with desk and balcony facing the ocean. Living room has 2 big comfy couches and a chaise. 2 Big TV's with cable...
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    Location Information
    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 BedroomsSleeps 6Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Three bedroom antique located on the corner of Union and Dover Streets. Town is a few blocks away, with the Lightship Basket Museum and 56 Union Restaurant in the same neighborhood. A fresh and clean home with a comfortable mixture of old and new. A private enclosed patio, perfect for morning...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    • Washer
    • Grill
    • Internet Access
    • DVD Player
    • Satellite TV
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2008, this three floor 3300 sf home has sunset and western views to Tuckernuck, Muskeget and Martha's Vineyard. It is close to the beach, right on the public bike path and ''The Wave '' bus stop (Nantucket's island-wide bus service). The home includes a beautiful 240 sf upper deck for...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy peace and quiet at this beautiful 3 br, 3.5 bath house just outside of 'Sconset, tucked away between the Nantucket and Sankaty Golf Courses. 15 minute walk to 'Sconset center, market and the beach. Built in 2015, entire house is clean and comfortable with new everything. Set in 2.5+...
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    Location Information
    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 BedroomsSleeps 6Quick View
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    Amenities & Details
    • Internet Access
    • Patio
    • Parking
    • DVD Player
    • Satellite TV
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    SURFSIDE SANCTUARY - SAND, SEA AND SKY “Dunemoor” is a 1930's vintage 3 bedroom, 1 bath Nantucket sea side cottage set on 1.90 oceanfront acres with astounding dune and water views of our south shore. A private path winds through the dunes to a pristine beach. Sunset views are spectacular over...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    6 BedroomsSleeps 12Quick View
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    • Washer
    • Air Conditioning
    • Patio
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This recently renovated and expanded home sits on an over sized lot on one of the nicest streets in Sconset located a short distance to a fabulous beach. Plenty of room for the family and guests. Enter from porch into great room with high vaulted ceilings, exposed beams and American Walnut floors....
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    Location Information
    Siasconset, Nantucket 2554
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 BedroomsSleeps 4Quick View
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    • Patio
    • Washer
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely 2 bedroom, 2 bath 'Sconset cottage in the heart of the village on a quiet lane just blocks from the beach. Nicely furnished with a mix of comfortable contemporary, original art and fabulous antiques. Very attractive and fully equipped. Great patio overlooking a pretty fish pond in the yard....
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 BedroomsSleeps 10Quick View
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    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled back 200 feet from the activity of Washington Street, "Tucked Inn", is quiet and private. Wooden decks surround much of the house. Large living area containing living room, dining room and kitchen. Gas fireplace in living room. Laundry room with washer/dryer and storage. Three bedrooms with...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 BedroomsSleeps 6Quick View
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    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Second Story Loft is a modern gem in downtown Nantucket. Located on the second floor of a completely renovated building which houses Nantucket Bookworks and ACKfresh juice bar on the first floor, the Second Story Loft features 3 bedrooms, 2.5 baths, and has a striking Great Room with a wall of...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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