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Holiday Homes in Siasconset

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    Travellers to Siasconset are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    Ocean Front1 / 21
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Surrounding this Wauwinet beach house, a large, open deck includes outdoor furniture perfect for entertaining and enjoying fantastic water views and amazing sunsets. Open living spaces provide plenty of space for all guests to enjoy sweeping views indoors as well. First Floor: Sweeping ocean and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Upside down house with lovely ocean and nature preserve views. Main house includes three bedrooms, dramatic open living/dining area and loft office. Outdoor space has patio, deck, and rooftop widows walk. Guest apartment above garage includes a bedroom, living room, kitchenette and private deck....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    About this property
    Large upside-down style house in Brant Point. Great location for access to Jetties beach and town. First floor: Queen bedroom with private full bath (SS), master queen bedroom with full bath (T/S), twin bedroom, twin bedroom, shared full bath (SS). Second floor: large open living room/family room,...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Upside down style house located in Tom Nevers. First floor: master bedroom with private bathroom with shower & bidet, bedroom with queen bed, twin bedroom, bathroom off hallway, Laundry room, covered first floor decks. Second floor: kitchen open to dining room and living room with double sleeper...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 17 Bathrooms, Sleeps 26 Quick View
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    About this property
    This fifteen bedroom house is set on four and a half acres of landscaped yard and pine trees in a quiet Surfside neighborhood. A non-smoking house, it is perfect for reunions, large families, weddings and small business groups. The house accommodates twenty-six and is surrounded on three sides by a...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 17 Bathrooms, Sleeps 26
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    About this property
    Comfortable family house located in a secluded area near Wauwinet and Pocomo. First floor: kitchen, dining area, three bedrooms, full bath, deck. Second floor: living room with wet bar and sliders to deck, master bed room, bath, kitchenette. Widow's walk. Great water views.Two decks, access to...
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    Siasconset, Nantucket 02584
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    About this property
    Simple and sweet, this lovely little 'Sconset cottage is located in the center of the village. This two bedroom and one bath home is nicely maintained and exudes charm! It has a covered porch and small private yard. Parking is on the left hand side of Folger's Court where there are two spaces and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This charming yet spacious colonial two level home is well appointed and clutter free. The layout makes it an ideal home for a family or friends. A protected back lawn and patio allow freedom for children. Access to the private pool, tennis courts and children's play area of this small community...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    'Wagon Wheels' - the quintessential 'Old Madaket' cottage. Situated on Smith's Point in Madaket Harbor, this 5 bedroom, 3.5 bath home awaits the beach lover! Layout: Two bedrooms in the main house share a bath with stall shower. The master bedroom has a private bath with tub and shower. Located...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    This comfortably furnished two bedroom home is located just off historic Orange Street less than a mile to Main Street. All on one level: living room, master bedroom with king bed, twin bedroom, kitchen open to dining room, full bathroom, laundry area and half bath. Hardwood floors throughout....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Adorable cottage located just off Quidnet Road on Squam Road. Upside down style over the garage. First floor: Enter through screened-in sun porch, two large bedrooms, laundry room, full bathroom (T/S), brick patio with grill. Second floor: cathedral ceiling living room open to dining area and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Spacious home in one of Nantucket's most desirable locations. Only minutes to Main Street and Jetties Beach. The house is called ''Hakuna Matata''--no worries for the rest of your days. Step onto the front deck and walk into an enclosed porch with wicker furniture including breakfast table and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Upside down style house located in Quidnet with terrific views of Sesachacha Pond, Sankaty and the Atlantic Ocean. First floor: master bedroom with private bathroom, three additional bedrooms share a full bathroom, powder room. Second floor: kitchen with breakfast bar open to dining room, living...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Ranch style home with small and efficient kitchen. Living room/dining area with cathedral ceiling, fireplace, den/tv room to right also has cathedral ceiling; deck off living room with distant water views and gorgeous sunsets. Twin bedroom is down the hallway off the living room, half bath, full...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Cute and cozy cottage. Great location close to beaches and town. Living room with fireplace, dining area, kitchen, double bedroom, bath with shower, laundry room. Second floor: Double bedroom, queen bedroom, closet space. Small patio located to the rear of the house and enlosed front yard....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    This stunning Nantucket Summer Home is a just completed designer renovation of a classic ‘Sconset cottage situated in the HEART of the Historic District. Set privately down a long sea shell drive, this elegant and classically designed cottage is relaxed, airy and comfortable. Great flow thru 3...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Great house in Hummock Pond Estates conveniently located to Cisco beach. Attractively decorated in white summery interiors. Views of the ocean over the moors. All on one floor: living room open to dining area and kitchen. Master bedroom with full bath and jacuzzi on one wing of house. Two bedrooms...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Enjoy Nantucket the way the locals do! Two bedrooms, one bath custom-built cottage in private and quiet Tom Nevers East with easy access to bike path, seasonal bus service and beaches. Private parking for 2 cars. Enjoy ultra quiet, wall mounted air conditioning units, two large size bedrooms with...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Spacious, newly renovated Ranch style house located on a large, private lot a short distance from Surfside Beach. Cathedral ceilinged living room with fireplace (for decorative use only) open to dining room and kitchen with center island. Access to large back deck overlooking huge back yard, brand...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Recently repainted and refurnished, this home is situated right across the street from the bike path which either leads you to the beach at the end of the road or to Town. Light and bright living spaces, a modern and updated kitchen and internet access make this a convenient family summer rental....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    This home has a bright and spacious feel. First floor: living room with fireplace, step down to master bedroom with walk-in closet, A/C and full bath; door to deck, spacious eat-in kitchen completely remodeled with new appliances including a washer and dryer in the laundry room with access to deck...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Step back in time into The Richard Gardner (1722) House, an in town antique set on over 2 acres of serenity on the Lily Pond. This stunning Nantucket vacation home features original framing, windows, staircases, fireplaces and paneling. The wide wood floorboards, beamed ceilings and oversize...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    About this property
    This custom home is well suited for spending family time together inside enjoying the cozy interior or spending time outside in the private yard that surrounds the home. The house is situated just under a mile from Town and is convenient from popular area beaches. The five bedroom and five full...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Three bedroom apartment located over commercial space in the heart of downtown Nantucket. Private entrance to second floor opens to lovely living room with fireplace, modern kitchen & dining alcove. Queen bedroom with ensuite bathroom. Upstairs has bedroom with twins and loft with day bed....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    About this property
    Old Sconset charm in this rambling cottage. One block to Ocean Ave. Gracious yard for outdoor entertaining. Kitchen and dining area have access to patio. Separate den and living room for quiet time. 2 master bedrooms on the first floor. Two small bedrooms on the second floor. One with two small...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This Brant Point cottage is located near Jetties Beach and town. Recently renovated kitchen, bathrooms, deck, all new furniture, wall a/c units thru out the house. All on one floor: kitchen with breakfast counter open to dining room and living room with wood stove also has french doors to private...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Lovely renovated home a short distance to Main Street. Enter through a trellised pathway lined with wisteria to an inviting courtyard and garden. This provides a secluded and private setting for an in-town property. Main house has 4 floors of living space. Four bedrooms ensuite. 35 ft long...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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 three bedrooms, 2.5 baths, and has a striking Great Room with a wall...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    This upside down style house offers privacy, serenity (next to conservation land) and distant ocean views from the first floor and from the second floor decks. First floor: master bedroom with private bathroom has jacuzzi tub and oversized shower. The imported marble tiles are from Portugal and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    2nd Floor apartment with 2 bedrooms, 1.5 baths. Open living and dining room. Upscale galley kitchen with Sub Zero refrigerator, Wolf range and Bosch dishwasher. Hallway to spacious king bedroom and access to bath with tiled shower and two pedestal sinks. The second bedroom has a queen bed, flat...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Charming house with open floor plan. This house begins with a bright living room that is immediately to the left of the tiled entryway. The living room has hardwood floors and contains two couches, and a 42' flat screen HDTV. Adjacent to the living room is a dining area with seating capacity for...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This post and beam house is located on Hither Creek in Madaket and has wonderful water views from the first and second floors. Custom built house. First floor: living room open to dining room and large kitchen with breakfast bar and sun room. Master bedroom with private bathroom, bedroom, bathroom....
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    Beautifully appointed family compound with expansive first and second floor water views and a stunning swimming pool. Enjoy the amazing West End sunsets over the harbor from the privacy of the deck and from the swimming pool. There are multiple living areas inside and out. The property is newly...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Lovely cottage located in a peaceful setting close to Madaket. First floor: kitchen with breakfast bar, living room with fireplace, open dining area, den, half bath, sun porch, deck with great views of Dionis Beach. Second floor: twin bedroom, king bedroom, full bath. Basement has washer and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    Enjoy this Brant Point home with Public Access to beach through Henry St. Great proximity to beaches and Nantucket Town (0.5 miles to Jetties Beach and 0.5 Miles from Town) Important: The house has been torn down. Current aerial photos reflect the old structure. Floor plans pertain to the new...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    About this property
    Lovely home just a few minutes walk from beautiful Sconset Low Beach Ocean and short bike ride to the charming village where you will find a market to get your newspaper & home made muffins, gourmet restaurants, post office & bus into town. Classic Nantucket upside down style makes it perfect for...
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    Siasconset, Nantucket 02564
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Prime Nantucket Town location - this 6 bedroom, 5.5 bathroom home was recently renovated for the 2015 summer season and is located close to Main Street, shops and restaurants. The main house consists of 5 bedrooms and a 6th bedroom with en suite bathroom is located above the garage in a private...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
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    Charming waterfront beach cottage nestled in the dunes in Dionis. Open kitchen, dining area and living room with fireplace, master bedroom and bath, den/bedroom, full bath. Boardwalk and steps to beautiful Nantucket Sound beach. Washer/dryer in garage. Enjoy spectacular water views from deck.
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Clean and crisp three bedroom located on the outskirts of Town across the road from the bike path. First floor: Open floor plan: Enter left into living room with hardwood floors and lots of windows. To the right is a brick walled fireplace. Continue into dining room. French doors open to deck...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    SEASONAL RENTAL ONLY. June through August. $30,000 for 2018 season. Captain McKay House condominium unit located on the second floor. Enclosed sun porch next to kitchen. Open living room/kitchen with fireplace. Master queen bedroom with a/c unit. 2nd bedroom with ensuite bath and twin...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Upside down style house located on Long Pond. First Floor: Master bedroom with queen bed and en-suite bath; second bedroom is bunk room with four beds; third bedroom has 2 twin beds. Full bathroom located off hallway. Laundry room has door that leads to back yard. Second Floor: kitchen with...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Nicely maintained four bedroom Center Hall Colonial style house located in the Naushop neighborhood. Naushop, located in a convenient mid-island area, offers use of a community swimming pool, tennis courts, and clubhouse. Easy access to bike paths and shuttle bus stops. First floor: entry foyer,...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    Exquisite antique originally built in 1767 by Joseph Swain. First floor: Front foyer that opens into formal front room with working fireplace. A warm dining room has another working fireplace. Lovely, first floor master with tiled bath, walk-in closets and stylish built-in shelves. Spacious...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    The original front part of the house was built in the 1800's and restored in 2001 at which time, a large addition with a spacious dining room, breakfast nook, gourmet kitchen and family room on the first floor and master bedroom suite on the second floor was built. The house is beautifully...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    About this property
    A lovely five bedroom, four and a half bath house on a large lot on Cliff Road. Walk into a front foyer with a formal diningroom to your left and the spacious eat in kitchen with a large island to your right. Step down into the livingroom with doors out to a large deck with casual seating and...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 13
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Expansive views of Surfside Beach from the second floor deck of this upside down house. Completely renovated in 2013. 4 bedrooms, 4 full baths, beautifully furnished with high end appliances and amenities. First floor: Three bedrooms and three baths. Second floor: Bedroom and full bath and a...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Nice Madaket home, set well back from the Madaket Road features private front lawn surrounded by privets and large decks ideal for relaxing and entertaining. Distant waterviews off the upper deck. 1st Fl: hall, spacious great room with living room, fp, wet bar, large open kitchen with all new...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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