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Nantucket Vacation Rentals

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    Travellers to Nantucket are booking May dates now. Secure your vacation rental today, and have the perfect trip.
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    About this property
    This historic house was built between 1720 and 1726 for Lydia Starbuck and Benjamin Barney, and renovated in 1969 by the Nantucket Historic Trust. Unusually charming house with lots of panelling & a fireplace in each room. Steps away from Main Street, shops, restaurants. Well furnished in Nantucket...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    High style, bright, single-story home with a great Nantucket look. The house has undergone a major renovation/addition in 2003 and is now deluxe! A first class property with high end appliances, gourmet kitchen, all beautiful new stone tiled bathrooms, etc. French doors open to two sun decks and a...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    Second floor apartment on Still Dock, one street back from Old North Wharf. Cute, comfortable second floor apartment with great views of Nantucket Harbor. Enter into small living room with brand new kitchen kitchen, breakfast bar. Half bath. Second floor has a double bed, private bath with shower...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    About this property
    Light, bright comfortable home.Large living room with fireplace and french doors to side deck. Open kitchen, dining area and two bedrooms with shared jack and jill bath. Powder room Second floor: Master bedroom with deck, second bedroom with two twins and single. Full Bath. Additional amenities...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    'Madaket House' is a simple, two-story home within a short distance to beautiful Madaket Beach. It has four bedrooms, two full baths, and is modestly furnished, well equipped and comfortable. There is a living room/dining area, family room and kitchen. Ocean views from second floor balcony....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Tucked in at the end of a very private shell lane, this storybook two bedroom, two bath home is hidden in the heart of Downtown Nantucket just off Main Street. Retaining its historic charm and style, this charming cottage is totally renovated with all modern conveniences including central...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The Storybook Cottage is a newly renovated 3 bedroom 2 bathroom home located in Brant Point. The Storybook Cottage may be rented by itself or together with neighboring Enchanted Cottage to accommodate up to 14 guests- perfect for large family vacations, group events and weddings! Both houses...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Delightful 'Sconset house on prestigious Baxter Road. Beautifully decorated with Persian rugs, white upholstered furniture and a gorgeous Stephen Swift dining set. Lovely, landscaped lawn and a private sun deck. Second floor ocean views. Living room has cathedral ceilings and master bedroom has...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    About this property
    Perfect for young families. The rental week begins Labor Day weekend, a certainly active weekend, but afterwards, the island is very quiet and peaceful. Great for couples with small children, as well as exploration without crowds. The cottage is free standing in a time share resort This property...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    About this property
    Custom built Graham Goldsmith home designed to accommodate multi-generational families and features over 7,500 sq ft of living space. 1st fl: Large living room with fireplace, open dining room with hallway to gourmet kitchen, 2 dishwashers, Subzero refrigerator, Wolfe gas range. All living areas...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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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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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    'Puddin' is a beachfront honeymoon cottage right on the harbor in town. It is a basic 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, antique...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    About this property
    Newly renovated for the 2013 season this house has a stylish modern interior and a traditional Nantucket shingled facade. Enter the house through the front door or through the updated kitchen which features a gas range and large breakfast bar. The first floor includes a dining room, sitting room,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Large, summery home with fantastic views of the ocean and pond. New tiled baths and other updates. Minutes to ocean beach. Perfect for families. Additional amenities include: beach towels, outdoor shower, cd players: 1, bed type 2: queen, TVs: 1, baths: 3, area: miacomet, bed type 4: twins,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Great beach house very light and airy with windows galore. Nice ocean views. Professionally decorated by Julie Sanford. Fun layout. Loft above dining room and kitchen overlooks the cathedral ceiling living room. Short distance to Surfside Beach. Additional amenities include: firewood provided,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Enjoy this two bedrooms and two bathrooms waterfront home in Wauwinet. Bright and light interior, modern kitchen design and stunning water views. The house has everything for your unforgettable Nantucket vacation! Additional amenities include: outdoor dining table, beach umbrella, outdoor shower:...
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    Siasconset, Nantucket 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    Lovely renovated home on Pleasent St. Moments from Downtown 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...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Lovely home perfect for a family vacation. Entry leads to a private study with TV, formal dining room and a spacious living room with vaulted ceilings, fireplace and baby grand piano. The eat-in kitchen has sliders to a large screened sunporch. The second floor has two master suites with private...
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    Siasconset, Nantucket 02554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    The best of all worlds - a historic home totally renovated/restored and beautifully furnished. Charm and creature comforts! Great location only one block to the center of town! Walk to everything easily. First Floor: Wonderful living room w/ great fireplace & ship models, fantastic country kitchen...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    16 Chuckhollow Road1 / 11
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    This charming post and beam house on the moors of Tom Nevers has a fun upside-down floor plan, is furnished tastefully and is in immaculate condition! Deeded access to tennis courts just up the street. This very private and quiet area is great for walking or biking. The Milestone Road bicycle path...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    60 yards to shared stairs down bluff to the beach! Spacious, nicely decorated, comfortable upside-down house with wood floors throughout, panoramic water views! Gracious accomodations include central air conditioning, four bedrooms, three and one half baths, kitchen, living room/dining room, large...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    About this property
    Featured in the April 2010 design issue of Nantucket Today, this adorable Nantucket country cottage is an ideal spot to enjoy an island vacation; a short distance from downtown and conveniently located to shopping, markets and beaches. 1st fl: Living room, dining area, galley kitchen includes...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    A quintessential Nantucket-style summer waterfront cottage on the beach in Pocomo. Perfect for a small family or two couples. Two bedroom (1 queen, 1 twin) and one bath, living room w/ queen sleeper sofa and sun porch, all freshly painted. Recently refurbished kitchen w/ new appliances and small...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    This house has loads of Nantucket charm. Hardwood floors throughout with Claire Murray rugs in every room. Widows walk with views of town. Gourmet kitchen. Cozy living room with fireplace. Each bedroom has private full bath and walk-in closet. Great wrap around deck with wicker deck furniture....
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Wonderful home and cottage on quiet side street. Very well furnished and decorated. 1st floor: Covered porch, open living room; dining area; kitchen, 1/2 bath; office/den w/ exit to deck; patio w/ furniture. 2nd floor: Queen bedroom w/ bath; master bedroom w/ bath. Cottage: 3 bedrooms, kitchen,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Historic Colonial (1750's) in the heart of town. Central A/C and newly renovated bathrooms, granite kitchen, double ovens, subzero. First Floor- Formal living room opens to kitchen and dining area, family/TV room with in home stereo system and wifi. En-suite bedroom with trundle twins. Second...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    This spacious home has a largeback yard and enjoys the use of a Community pool. House has WIFI First floor: living room, dining room, kitchen, laundry and half bath. Second Floor two masters, each with it own baath, two twin rooms that share a bath. Additional amenities include: beach towels,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    Gorgeous restoration of 1735 historic home in Nantucket Downtown. Incredible home that has seen and lived an interesting part of Nantucket history. Lovingly restored with current standards, this house retains original features of 18th Century. Enjoy 4 floors of bright living spaces and a beautiful...
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    Nantucket, Massachusetts 02554
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    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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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    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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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Shared Outdoor Pool (Unheated)
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    About this property
    Bright, sunny home with multiple living areas on a quiet cul-de-sac in Naushop. Community pool and tennis available. Additional amenities include: beach towels, ipod dock, outdoor shower, winter, cd players: 1, a/c units: 4, disposal, 1/2 bath: 1, DVDs: 2, ironboard, lobster pot, area: naushop,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    22 Easton Street is a five bedroom home located on Brant Point directly on the harbor is an idyllic place to spend your summer. Fabulous panoramic views of the harbor, Monomoy, and Town. Only seconds away from Main Street, you can quickly get to the best of what Nantucket has to offer in terms of...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Upside down style house located on Long Pond. First Floor: Master bedroom with queen bed and ensuite 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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    About this property
    In the heart of the historic district of Nantucket, this newer home is located on a very quiet side street; conveniently, only a few short blocks from the center of Downtown. Stylish interior, fully furnished deck outside. Gorgeous antique wide plank oak flooring, complement the classic fixtures...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    Newly remodeled duplex with harbor views. Great upscale design and everything you need is in this cozy little apartment for one or two persons. FIRST FLOOR: Kitchen, all new appliances, air conditioned. Living room with TV and Mitchell gold sofa, desk area and powder room. SECOND FLOOR:Queen size...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    This is a cute summery cottage perfect for a couple. It is located in the heart of 'Sconset Village, around the corner from the beach and the market. 8 Week Minimum Rental Additional amenities include: beach towels, outdoor shower: none, sofabed or futons: 1, TVs: 1, barbeque grill: charcoal,...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Adorable cottage with attention to every detail. First floor bedroom with queen bed, bath,living room, dining area and kitchen. Second floor bedroom with twin beds and trundle. Full bath. Lovely yard with private deck and outdoor shower. Additional amenities include: outdoor shower, beach...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Attractive, single story home with great, open floor plan. The living room has vaulted ceilings and a fireplace open to the dining area and the kitchen. French doors open to a wonderful rear deck. The back yard is private and completely fenced in. Just a short distance through conservation land to...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    About this property
    Stunning new home in Town with breathtaking harbor views, No detail has been left unattended. This home boasts only the highest quality appliances, amenities and spoils. The 'Spirit of 76' has central air and heat and has been decorated by one of Nantucket's finest interior designers. Master...
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    Nantucket, Massachusetts 2554
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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