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Holiday Rentals in Nantucket

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    Travellers to Nantucket are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    4 Bedrooms, Sleeps 8Quick View
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    3 Bedrooms, Sleeps 6Quick View
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    2 Bedrooms, Sleeps 6Quick View
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    2 Bedrooms, Sleeps 5Quick View
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    Charming 2 Bedroom Cottage with modern kitchen, surrounded by gardens and patios. 1 1/2 Bath plus outside shower. Washer and Dryer. Master bedroom has queen size bed. Two twin beds in second bedroom. Large family room area for relaxing and entertaining. Outside grill and patio furniture. Kitchen...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    1 Bedroom, Sleeps 2Quick View
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    This one bedroom cottage is located in heart of town, across the street from Francis Street Beach on the harbor. The furnishings in this cute cottage have been carefully chosen from Nantucket local stores, dotted with antiques from Nantucket s maritime and whaling history. Modern amenities with...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6 Bedrooms, Sleeps 11Quick View
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    A very quaint and charming house built in 1807, plaqued by the Nantucket Historical Society. The house has 10 fireplaces, and much of the original character. Perfect for just a couple or a large family or group of friends, (as the house has a 3rd floor) and can sleep up to 10-12 people. Nice level...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    6 Bedrooms, Sleeps 12Quick View
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    Prime Nantucket Town location- this 6 bedroom, 5 ½ bathroom home was recently renovated for the 2015 summer season and is located close to Main Street, shops and restaurants. The main house comprises 5 bedrooms and a 6th bedroom with en suite bathroom is located above the garage in a private...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    About this property
    Walk down a private brick and cobblestone drive to reach this beautiful in-town home. It has all the conveniences of a first class resort. It is a five minute walk to shops and restaurants on Main Street. The large bluestone terrace in back includes a large table with market umbrella, lounge...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 11Quick View
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    About this property
    Hunky Dory is a spacious and light-filled five bedroom home with décor inspired by the island. Built in 1825 and recently renovated, "Hunky Dory" is situated on a very quiet lane near the18th century windmill. Located in the heart of the historic district, it is a short walk past sea captains'...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
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    2 Bedrooms, Sleeps 4Quick View
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    Beautiful large yard with a pond, across from land bank land. Convenient distance to farm, golf, and beaches.Get refreshed in enclosed outdoor shower on back deck. French doors off dining area lead to the deck. First Floor- Eat-in kitchen opens to living room with doors to deck, study and guest...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    Newly renovated, spacious upside down house with sweeping views of Madaquecham Valley and the sea! Wonderful remote location amidst conservation land. Expansive water views from second-floor living room and deck. White washed interiors, new furnishings and a well-equipped kitchen. There is a TV...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Watch terrific Nantucket sunsets from this amazing Dionis location. Contemporary upside down house and cottage with contemporary furnishings, great light, super outdoor licing, plenty of privacy. Get the best of all worlds...easy access to harbor side beach and a short ride into town. Additional...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 8Quick View
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    "Gone Too Far" is a charming Upside Down House. Main floor has two large bedrooms and sleeping porch. Upstairs is open concept with living room, dining room and kitchen. Kitchen has stainless steel appliances, granite counters and ample cabinet space. Open Porch with multiple patios. Upstairs deck...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Conveniently located in a private setting between town and Cisco beach, this custom built 3 bedroom 2 and a half bath home is the perfect getaway. 1st floor: Enter into a foyer which includes stairs to the second floor. To your left is a set of French doors leading to a large living room with a...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Upside-down floor plan takes advantage of the beautiful sunsets and distant water views. Approximately 1500+ square feet of living space, simple comfortable furnishings and a peaceful setting. Four decks. Convenient to Dionis Beach. This beach house shares the property with a main residence in the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    About this property
    Panoramic water views from this 3 yr old upside down house of Long Pond and Madaket Harbor. Four bedroom, 31/2 bath. Large open upstairs with kitchen, dining area, Master bedroom and loft. Spectacular sunsets. Lower level billiards room. Additional amenities include: beach towels, outdoor shower,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    The Francis Barker House Antique rental house recently restored with new kitchen and bathrooms. Waterviews from all three floors - decks on two floors. Third floor bedroom suite with spectacular views of harbor. Six fireplaces, original King George wide-plank pine floors, handmade doors from...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 12Quick View
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    Charming antique home in the heart of Nantucket s historic downtown district! "The Folger House" was purchased by the Folger family in 1799 and kept in the family for over a century. With a yard, off street parking, six bedrooms, three full and two half baths-this home is perfect for larger and...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    A ranch style house with 2 wings. Right wing has the master bedroom suite w/ full bath and small outside deck. Kitchen with dining area nearby. Open living room with fireplace and cathedral ceillings. A center porch decorated with rattan cushioned couch and chairs with screens for casual comfort...
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    Siasconset, Nantucket 2564
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Come and enjoy the peace and pastoral beauty of Quidnet. This Upside down design Nantucket summer home overlooks conservation land, a small pond, and the ocean in the distance. Wonderfully private setting close to Quidnet beach. Additional amenities include: coffee maker, private yard, lobster...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Classic Nantucket Beach House. Enjoy the ocean breeze on your front porch. First floor: Open livingroom, dining area and kitchen. Master Bedroom and hall bath. Nice deck and front porch. Second floor: Two twin bedrooms with shared full bath. Additional amenities include: beach towels, outdoor...
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    Siasconset, Nantucket 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, Sleeps 6Quick View
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    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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    One of a kind one level cottage directly on the beach at Quidnet Pond and just steps from the Atlantic Ocean with miles of ocean beach stretching north and south. The sweep of Sankaty Light as it passes across the pond at night adds to the fairy tale magic of this location which is unique on all of...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Salt box-style house very close to a fabulous beach in Surfside. Three bedroom two and a half bath home well maintained, fully equipped with cheerful interiors. Nice lawn and a sundeck for outdoor fun. Beach access via stairs just across the street! Additional amenities include: beach towels, wood...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Bedrooms, Sleeps 22Quick View
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    Spacious eight-bedroom home on a tree lined street in Downtown Nantucket. Perfect for a large family gathering! Two separate living rooms. Attractively decorated with an extensive renovation completed Spring 2016; all new furnishings, new state-of-art Kitchen with all new bathrooms, floors and...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 22
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    6 Bedrooms, Sleeps 12Quick View
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    A beautiful Nantucket rental home perfect for watching sunsets from rocking chairs on the front porch. This comfortable, sunny, six bedroom Victorian home, located conveniently on Sunset Hill in the old Historic District is close to the town center and 3 ocean beaches. The yard is completely fenced...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 4Quick View
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    This bright and cheery cottage is placed directly on the dune of what many describe as the best beach on Nantucket. Like the Native American chief for which it is named, Wauwinet remains steadfast against change. It has valiantly maintained the natural beauty that has attracted visitors to...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    7 Bedrooms, Sleeps 13Quick View
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    About this property
    Bright and cheery with beautiful gardens & yard this house is a perfect vacation destination for a family or shared families gathering. Garden Level: Master Bedroom, Sitting Room and Bath with French Doors opening to a beautiful Garden Patio. 1st Fl: Designer Kitchen with Sitting Room, Dining Room,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 13
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    3 Bedrooms, Sleeps 8Quick View
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    This cottage is expansive and multi-level, with a large screened-in porch. High, vaulted ceilings give the place an airy feel, and with easy access to the screened-in porch as well as a deck, outdoor entertainment is easy to transition into the indoor living area. The luxurious gourmet kitchen has...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 8Quick View
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    "Just Bluffin" is a great beach house perched on a bluff overlooking the Atlantic Ocean. This 4 bedroom, 3 bath upside-down house takes advantage of the commanding view. Simple, well equipped, comfortably furnished. This property shares stairs to the beach. Additional amenities include: beach...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    This cottage is the perfect location to enjoy the island’s west end village of Madaket. Enjoy many amenities be it boating, surf-casting, body-surfing, biking, or just plain relaxing — it’s all here in Madaket. The “Wave” shuttle makes regularly scheduled trips to and from town, while Millie’s...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 6Quick View
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    Overlooking the Harbor on its own SANDY BEACH, this charming WATERFRONT cottage is available for rent either as a full cottage or the property can be divided into two suites accommodating 1-4 persons. HARBOR FRONT COTTAGE is conveniently located IN-TOWN, a five-minute stroll to Main Street and...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    Perfect Summer Getaway Cottage in Nantucket. This 3 Bedroom/2 Bath Cottage is a 12 minute walk to Madaket Beach and Millies Restaurant. The bike path and bus stop ( 30 minute shuttles to town) is right outside the front door. The cottage has 4 new air conditioners, new bedding, 2 new TV's ( and...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Great 4 bedroom 3 bath Madaket vacation house nicely located less than a mile from the beach. Private peaceful setting and ample living space. Recently renovated adding second living room and new master bedroom suite, screened in porch, wrap around sun deck. Central air in new addition. Steps to...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 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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    4 Bedrooms, Sleeps 8Quick View
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    Simple, comfortable house in a great, quiet location in town. TV's in the master bedroom and living room. First fl: Enter into spacious living room with comfortable furnishings; dining area; hallway to new tiled kitchen; bedroom/bath off hallway; laundry; small deck off kitchen facing onto nice...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Bright and airy upside down house just 500 feet from Fisherman s/Surfside beach. Open living, kitchen, and dining area with cathedral ceiling and track lighting. Hear the surf and enjoy the lovely ocean views from the upstairs deck and living room. master bedroom custom painted in an Nantucket...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    This is the Captain Silas Jones House. Built in 1772, this is the oldest completely brick home on Nantucket. A short distance to historic cobblestoned Main Street. Newly refurnished in 2003. First floor: large eat-in country kitchen, formal dining room, formal living room, family room, library, sun...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 6Quick View
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    Built in 2005 with a superb in town location, this Nantucket vacation home has many amenities which rate highly on any vacation rental wish list! Situated in the old historic district of Nantucket town, making unique shopping, fine dining and all the tourist attractions very accessible. This home...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    About this property
    An upside down house. First Floor: 3 bedrooms, with a small sitting room and bath. Second Floor: Living room, 1/2 bath and kitchen. Third floor: Loft master bedroom w/ shower. Additional amenities include: beach towels, wood stove, outdoor shower, cd players: 1, quarterboard: heenolou, year built:...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The rose covered cottage sits on the water's edge, overlooking Pocomo Harbor. You will feel as though you have stepped back in time. Everything seems to slow down. The Nantucket breeze wafts through the house, the smell of the salt air hits your nostrils and the sounds of the harbor lulls you to...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    5 Bedrooms, Sleeps 12Quick View
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    Smoking allowed
    About this property
    Lovely renovated Nantucket "cottage" tucked into the desirable one-way Cabot Lane - right off Cliff and a quick stroll across the street to "Something Natural" for morning baked goods or beach sandwiches. 2 blocks from Steps Beach and .6 miles from town, this location cannot be beat. Beautiful...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    • Internet Access
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    • Hot Tub
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning Nantucket vacation rental is a private compound in Quidnet located on a large private lot just minutes from Quidnet beaches. Main house, upside down build, features 4 guest suites, 2 separate living rooms with fireplaces, large gourmet kitchen with fireplace and high end appliances....
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    Siasconset, Nantucket 2554
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    "Boat House" is a charming Upside Down house. Upstairs is an open concept with living room, dining area with kitchen that leads to a porch with views of beautiful island sunsets. Cozy kitchen has stainless steel appliances and everything you need for cooking. It is a modern Nantucket house...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    6 Bedrooms, Sleeps 12Quick View
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    Smoking allowed
    About this property
    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...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large, private, nicely maintained yard with beautiful yard with beautiful brick patio, swing set and badminton. Complete renovation spring 2005. New kitchen with granite counter, eat-in island and new baths. First Floor- Enclosed sun porch; spacious living room with built-in window seats, new large...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    Pet friendly
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    Smoking allowed
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    Comfortable 2 Bedroom Apartment in separate building from owners residence. Private patio with table and chairs. There is off-street parking for one vehicle but you may consider leaving it home as an 8 minute stroll will find you amidst the Main Street Shops and there is a shuttle stop nearby for...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, Sleeps 7Quick View
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    About this property
    Freshly renovated, everything is new including all new beds (king, queen, 3 twin beds), fine, all cotton sheets & towels, pillows. A big open lawn is great for games or sunning, There is an outdoor shower, lounge chairs, teak table and chairs on the deck for outdoor dining for you to enjoy. 1st...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, Sleeps 9Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, attractive craftsman built home right on Hither Creek with spectacular views of Madaket Harbor, Smith's Point, Esther's Island, Tuckernuck and Eel Point. Quiet spot in old Madaket. Two great decks and a covered porch. A private dock in front for boaters!! 1st Floor: Large open room great...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, Sleeps 8Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This renovated summer house nestled on the hillside in the beautiful island settlement in Dionis. Enjoy stunning distant water views from ample deck with an outdoor picnic table and chairs. This vintage charming house is in short distance to Dionis Beach. Perfect for a true Nantucket vacation....
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    Location Information
    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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