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Cottages in Nantucket

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    Travellers to Nantucket are booking May dates now. Secure your holiday rental today, and have the perfect trip.
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Think you can’t gather ALL of your friends and family together at once for a special Nantucket holiday? Think again…and reserve 45B Pleasant Street, because this home offers Nantucket charm in a BIG way! The home boasts eight bedrooms, four full bathrooms and a half-bath. Its two separate large...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Great Brant Point house attractively furnished, nicely appointed and well maintained. Recently renovated Master bedroom and bathroom. Wonderful location close to Nantucket Town, Jetties Beach, Childrens Beach and Cliffside. Nice sundeck, good living space and second floor water views. Additional...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    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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    Nantucket, Massachusetts 2554
    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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    Spectacular property in Madequecham with 60 foot long, heated, salt water swimming pool and tennis court. Nice property with great outdoor space, walk to the beach. This home on the south shore sits on 3 landscaped acres with stone walls, a long shell driveway and circular brick parking area, was...
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    Siasconset, Nantucket 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    First floor:Kitchen- living- dining open area, master bedroom with full bath. Screened in porch. Second floor: three bedrooms and full bath. Additional amenities include: outdoor shower, cd players: 1, bed type 2: queen, TVs: 1, barbeque grill: charcoal, internet connection: wireless, baths: 2,...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Terrific 4 bedroom, 3 bath beach house comfortably furnished and fully equipped. Great room with vaulted ceiling and a fireplace. Knotty pine walls and oak floors throughout the house. Large sundeck with summer furniture extends the living outdoors. Short distance to a great beach. Additional...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Large front and back yards, fenced in patio in the back, off street parking for two vehicles and garage storage for bikes. First Floor- Front door opens to spacious living room, beyond is dining room and kitchen. Queen and double bedrooms. Additional amenities include: dist. to beach: 1 mile, max....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick 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, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
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    • Private Outdoor Pool (Heated)
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    The Poolside Retreat is an oasis of privacy where your family can gather and relax. Situated one mile outside of town the house is conveniently located, yet situated in a quiet neighborhood across from the historic Prospect Hill Cemetary. The property is unique in that there is a main house with...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Brand new renovated 3 bedroom, 2.5 bath home with open kitchen concept on main floor and central A/C. Situated in a nice quiet area with a short distance to Madaket Beach and Millie's Restaurant. Porch off kitchen with seating and table. Amazing Madaket water views from Master bedroom deck....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    An expansive cottage bordering the compound's manicured green and lush gardens, boasts a large welcoming veranda with views of the beach and harbor beyond. This suite offers luxury accommodations, sweeping deck with harbor views from the dining table. Additional highlights include an open kitchen,...
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    Nantucket, Massachusetts 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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    Two bedroom with deck overlooking water views, good two couple or family retreat with one parking space. First Floor- Two bedrooms and one full bath with laundry. Second Floor- Kitchen, living room, dining area, half bath, small deck overlooking the harbor. Additional amenities include: beach...
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    Nantucket, Massachusetts 2554
    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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    • Shared Outdoor Pool (Unheated)
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    1st Floor: Large living area featuring custom built ins, window seating and fireplace . Chef's kitchen with granite island. dining area, and a mahogany paneled office. State of the art Nuvo surround sound system in every room. 1/2 bath off kitchen. French doors to outside yard and in ground pool....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Post and Beam saltbox-style home with fun, upside-down floor plan. Beautiful views over the moors of Nantucket Sound. Very nice home, well appointed and attractively furnished. Short distance to Dionis Beach and only 3 miles to town. Water views from deck. First Floor: Two bedrooms with full bath...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Desirable Old North Wharf! Large yard and outdoor parking right in the heart of town! First Floor: Queen Bedroom, Twin (2) bedroom, bath and laundry facility. Second Floor: Large open living/dining/kitchen with a deck overlooking the Easy Street Basin, 1/2 Bath, in excellent condition, very...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    First floor: Den, dining room, kitchen, laundry, living room with fireplace and two story ceiling, 1/2 bath, master bedroom and bathroom. Second floor: Two bedrooms, 1 queen and one with two twins, bathroom with shower. Private yard with brick patio and gas bbq. Naushop pool and tennis...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Ocean Views
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    Enjoy beautiful ocean sunrise and sunset views from this lovely 3 bedroom, 2-story family home complete with central air conditioning, 4 decks and an outdoor shower. This serene location sits on a quiet road, just 5 houses from Tom Nevers Beach. Here you can get away from it all while you are...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    About this property
    Great house with plenty of entertainment opportunities. Enjoy spectacular ocean views from main house. Short distance to Pebble Beach in Tom Nevers. FIRST FLOOR: Den with fireplace; three bedrooms and two full baths; front entry way looks through the den with fireplace and TV to a fully screened in...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Very lovely, charming home right in town with beautiful gardens, mature hedges, large manicured lawn, custom-built designer kitchen, views of Lily Pond conservation land. A very nice property convenient to town and just a short distance from Steps Beach. Additional amenities include: outdoor...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Located in the heart of the Historic District, this property is only steps from downtown and a short distance to both boat lines. Built in 1820, the house maintains its historic charm with modern amenities. Floor plan works great for families, as children have their own area on the second floor for...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    ''At Last'' is a spacious home located in a private setting, a short distance from the Surfside beaches. Completely renovated in '05, this beautifully decorated upside down beach house features a soaring cathedral great room, granite/stainless kitchen, large cathedral master suite, and a spacious...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Small, simple cottage on a quiet lane close to Hither Creek and Madaket Harbor. Very nice area convenient to bike path, many scenic spots, Madaket Beach, the West End restaurant and store. Very nice yard with flowers around the house. Additional amenities include: beach towels, outdoor shower, bed...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    1807 Sea Captain's house renovated and located moments from downtown Nantucket. 1st Floor Description: Living room room; dining room, sit-down kitchen; washer and dryer; queen bedroom; 2 single bedrooms; full bathroom. 2nd Floor Description: Large bedroom, king & 2 twins; bathroom with shower;...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Top of the line amenities, recently renovated, great location near the beach, what more can you ask for in a rental! Tom Nevers location with wonderful views and the complete comfort of a well loved and well stocked vacation home. Just minutes from a wide expansive beach, great for soaking up the...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    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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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    46 Fair Street1 / 35
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    A 1797 house fully restored in 2008. Absolutely the finest quality craftsmanship on the island in this restored half-house. High level of attention to detail in both materials and execution. Built in 1797 and given a new lease on life in 2006, the restoration has focused on quality and efficiency...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    1st floor: Queen bedroom w/ 2 TV's, HBO, Comcast On Demand, and full bathroom. Double futon bedroom, TV w/ full bathroom (whirlpool bath, shower). Dining room - seats 12, kitchen equipped w/ many amenities. Large family room w/ 30' TV (HBO, Comcast On Demand), Music room w/ half bath, Steinway...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Our one bedroom luxury cottages are sophisticated that overlooks the lovely manicured lawn, and features views to the water just beyond. Our one bedroom cottages offers an open full kitchen, dining table, a spacious living area and high ceilings. Complete with a fireplace, W/D, complimentary...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Second floor one bedroom apartment above a garage just two blocks from Surfside beach. Sunny apartment shares lot with main house rented separately with separate drive. Wonderful sunsets from deck while dining al fresco! Open living room and dining area with sliders to a sun deck, kitchen, bath...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick 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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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Well maintained cottage in a beautiful private location. 1st floor: Living room with woodstove, kitchen and dining area with half bath. 2nd floor: Master bedroom and bathroom. 8 Week Minimum Rental Applies Additional amenities include: beach towels, wood stove, dist. to beach: 2 miles to quidnet,...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Relax in this bright and comfortable home ideally located in town on a quiet one-way street. New improvements have been completed over winter 2016, including all new updated bathrooms, a complete repaint of the interior, refinished hardwood floors, new furniture and décor, and new tile flooring in...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Smoking allowed
    About this property
    Monomoy Village Cottage: Adorable fully renovated and nicely decorated. Open floor plan - fully equipped kitchen. The cottage is a short walk to a secluded harbor beach. Warm, charming, and a short distance to downtown Nanttucket. Additional amenities include: beach towels, cd players: 4, bed type...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly on the Harbor, this home has a private beach and tennis court on the property with central A/C. First Floor- Living room, dining room and a recently upgraded kitchen in 2010. A bathroom and two bedrooms along with with twin beds that convert to a king. Second Floor- Two bedrooms and two...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    • Air Conditioning
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Main Level - Open kitchen with breakfast bar and living room with 3D TV and new stainless steel appliances, granite counter tops and hardwood floors. Two bedrooms include a master with a king bed and comfy reading area and the second offers two full beds with luxury linens. Shared full bath with...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very attractive one bedroom cottage near Surfside Beach has a great Nantucket look. Patio with furniture and BBQ grill extends living outdoors. Ample parking and easy access to bike path which takes you to beach or town. Open living / dining / kitchen, queen bedroom with full bath, laundry chute to...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated house redone 2000. Fabulous views of Hummock Pond. Located on the pond with pond access. Interior is light and bright with new furniture. Kitchen is fully equipped with all the amenities, Large yard with tons of privacy. Short distance to Cisco Beach. A breathtaking spot perfect for...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    'Go For It' is a very nice Cape-style home with a large open family room, kitchen with table for 8, a good size living room with dining area and a large deck overlooking Westmoor conservation land. Two bedrooms on 1st floor and two bedrooms on 2nd floor. A simple, comfortably furnished house that's...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    First Floor includes a high ceiling living room and a large back porch, dining area, kitchen and a small private study, one half bath and two bedrooms. The backyard opens onto wide conservation land with wide open views. Second floor has a master bedroom, large private study, a loft and master...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Light and bright three bedroom home with separate cottage that sleeps two. Off street parking for 3 cars. Enter into the kitchen from the side patio, followed by the Sun room/ Dining room and Living room with a fireplace and flat screen TV, and Master bedroom with full bath and flat screen TV....
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    Location Information
    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly restored International Style home has a large living room with dining area (seats 8 to 10) facing ocean, fully equipped modern kitchen, first floor bedroom with private bath and sitting room. Lower floor has three additional bedrooms and baths, den, laundry room, and walkout to brick...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cute cottage a hundred yards from downtown.Tucked away off the street on a quiet lane, one minute walk to town. Completely renovated kitchen and all new stainless steel appliances. First Floor: Large open livingroom,dining area and kitchen, door off the dining room leads to the rear deck. Off the...
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    Location Information
    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, meticulously maintained upside down home on 3 acres. Completed renovated/decorated/furnished in 2012. First floor: 4 bedrooms including 2 cathedral ceilinged master suites, each with its own bath. The 2 additional bedrooms share a hall bath. 2nd floor: Granite and stainless...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Siasconset, Nantucket 02554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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