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Holiday Rentals nearby Chilmark Chocolates

State Rd, Chilmark, Martha's Vineyard, Massachusetts
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    Travellers to Chilmark are booking August dates now. Secure your holiday home today, and have the perfect trip.
    All 100 Rentals in Chilmark
    Charming 3br Getaway in Oak Bluffs1 / 22
    (4)Very good
    2.8 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    1.7 kilometres from Chilmark Chocolates
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Beautiful & Well-Appointed Home ~ 3 bedrms, 4 bathrms, in Ideal Private Location1 / 23
    (4)Excellent
    2.5 kilometres from Chilmark Chocolates
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    1.7 kilometres from Chilmark Chocolates
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Martha's Vineyard all people, local/foreign/happy/LGBT/Spiritual-not! Our home is located across from Norton's Farm and public transportation. Car and motorbike are best to access everything from this location. The twin room contains two single beds, great for teens, traveling...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2.1 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oak Bluffs retreat featuring 18 X 30 foot pool, outdoor patio with sectional sofa seating, spacious dining deck and three levels of luxury living. The outstanding home has been professionally decorated by one of the islands premier decorators. This house is privately situated in an enclave of...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2.4 kilometres from Chilmark Chocolates
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
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    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Architect designed, luxury waterfront retreat. This unique home sits overlooking 500 feet of private lagoon beach and maintains sweeping waterviews up the lagoon. The pool and patio areas feature outdoor dining, sectional sofa seating, lounge area, and a hot tub all taking full advantage of the...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    2.0 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Lovely Summer Home located in Waterview Farms a private community on the outskirts of Oak Bluffs ******* Sengekontacket Pond, ( saltwater in inlet from the North Shore). This special home boasts beautiful views across peaceful meadows to Sengekontacket Pond and the North Shore beyond. Launch...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reverse design has top floor living spaces with open Living and Dining Areas, Kitchen has breakfast nook. Kitchen and dining areas open to a spacious deck with outdoor dining. Master Bedroom suite with full bath are also on the top floor. The other three Bedrooms share a full bath with shower...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.1 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Lovely 4 bedroom (sleeps 7), 2 bath home, set on large landscaped lot. The house has been tastefully and comfortably decorated with new furnishings The first level hosts open concept Kitchen, living and dining areas. This light filled area opens on to the deck with outdoor dining area....
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    1.4 kilometres from Chilmark Chocolates
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This spacious waterfront home offers spectacular 180-degree Lagoon views, lagoon beach area perfect for launching kayaks and a great play beach area for children. This lovely home boasts all the amenities is just minutes away from the central town areas of Edgartown, Oak Bluffs and Vineyard Haven....
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.6 kilometres from Chilmark Chocolates
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
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    • Grill
    • Air Conditioning
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Contemporary design, this spacious home has just been updated and features two spacious living areas, 5 bedrooms and 3.5 bath. Designed to accommodate two families the lower level features a large family TV room, two bedrooms and a bath. The main living level has an updated kitchen with double...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.8 kilometres from Chilmark Chocolates
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Meadow View Farms home, bordered by expansive landscaped yard, peaceful private setting. Association tennis courts just a short distance from the house and Farm Neck Golf and Tennis is just a half mile from the house. Miles of connecting bike paths begin at the entrance to this lovely...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.6 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Beautiful, spacious contemporary home, just a short walk from the village of Vineyard Haven, Lagoon Pond and bike paths. This home is located on a private, wooded acreage with large fenced in yard, landscaped gardens, and hammock for relaxing. Features include a fully equipped gourmet kitchen with...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    NIEJE - Modern Summer Home,  Newly updated, Perfect Central Location1 / 23
    (1)Excellent
    1.8 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed 20 October 2014
    Second Heaven was everything I expected and more. It is conveniently located next to one of the main roads yet snuggled into a wooded area that gives you the feel of privacy...
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    About this property
    Enjoy your vacation at 'Second Heaven', newly updated three-bedroom contemporary cape. Conveniently located 3 miles into Edgartown Center and 3.5 miles to State Beach. Adjacent to bike path. Enjoy the summer cottage feel in this tastefully decorated home with all brand new furnishings...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    2.2 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Centrally located mid island this beautifully appointed home features open design kitchen, dining and living areas for easy entertainment with family and friends. French doors off of living area open onto a comfortably furnished screened porch with dining table. Glass sliders open to the spacious...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Nestled in the Woods1 / 36
    (2)Very good
    2.2 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Balcony
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2016
    This is a lovely and peaceful house, which is, exactly as it says, nestled in the woods off the main road between Vineyard Haven and Edgartown. If you don't have a car, as we (a...
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    About this property
    This home has been in our family since it was built in 1987, and it has undergone a $30K renovation in 2014-16. Set on a quiet, cul-de-sac street, this home is perfectly set in the middle of Vineyard Haven, Oak Bluffs, and Edgartown, a perfect setting. Renovations include new window, paint,...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    QUINJ - Newly Refurbished Contemporary Home, Beautifully Furnished,  Privately S1 / 38
    (1)Excellent
    2.5 kilometres from Chilmark Chocolates
    5 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Reviewed 2 weeks ago
    Excellent accommodations. This peaceful, beautiful home provides it all. Very well kept and with a beautiful yard. Agent and owners were very responsive. A very comfortable home...
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    About this property
    A great vacation begins with a great vacation home, this spacious home set on a private large landscaped lot is sure to please. The summer wrap around porch is the perfect place for relaxing and enjoying the summer weather. Nicely located this home is but a short drive to all three down island...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 8
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    Oak Bluffs Contemporary Summer Home1 / 18
    (5)Very good
    2.6 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    The location of this home is great. Just outside of town and easy to get to everything in Oak Bluffs. The host was easy to work with and very gracious. She answered questions...
    Reviewed 8 August 2017
    Excellent location close to hiking trails, MV shuttle, and Oak Bluffs center. Comfortable and clean with plenty of room for our family. We would absolutely recommend this...
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    About this property
    Our comfortable, reverse contemporary home has 2 bedrooms on the first floor (one with a full size bed and one with a twin), a 3/4 bath with shower, as well as a family room with a fold-out futon couch. Upstairs on the second floor, our home has an open design with a bright kitchen/dining/living...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Chilmark Chocolates
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A truly spectacular way to spend your time on the island of Martha's Vineyard. Enjoy the good life! Waterfront Lagoon: Gorgeous Contemporary with waterviews from just about every room. Spectacular lighting and a baby grand player piano draw you in, absolutely romantic atmosphere from the moment...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2.8 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home away from Home! Walk to Sailing Camp! Bright, sunny 3 bedroom Cape style vacation home in Lagoon Heights with great amenities. Fully furnished home with 2 baths, outdoor shower, large deck and private enclosed yard and a wonderful deck for the summer cookouts. Open floor plan with spacious...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.9 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
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    Pet friendly
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    Smoking allowed
    About this property
    Spacious and attractive waterfront Cape Cod style home - features gorgeous views, central A/C, Wi-Fi and 4 TV's. Two large decks and a screened porch provide wonderful spaces for summer relaxation in which to enjoy the waterviews. Kayaking enthusiasts will enjoy the gorgeous scenery and wild life...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.4 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Escape to the perfect island getaway at this gorgeous, recently renovated Oak Bluffs home on lovely Martha's Vineyard. Light-filled bedrooms, a playroom, and a huge deck await! Downtown Oak Bluffs is nearby and it's only one mile to the water. If you'd rather remain on the property, you're...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.9 kilometres from Chilmark Chocolates
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New Listing for 2018 Summer Season! Interior features, main living area, lower level family room, open kitchen and dining area, five bedrooms including two master bedrooms en-suite, two bedrooms on 2nd level that share a hall bath and children's/teen bunk room on the lower level and a bath located...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beautiful estate w/large lawn made for socializing & kids' play room!1 / 45
    (1)Very good
    2.3 kilometres from Chilmark Chocolates
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a spacious interior ranging from formal to casual, a separate play room for the kids, and a large lawn, this Martha's Vineyard vacation home is a great choice for your next family trip. Located in the town of Tisbury, this home is just a short distance away from the shores of Lagoon Pond,...
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    Martha's Vineyard, Massachusetts
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.4 kilometres from Chilmark Chocolates
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful get away yet is just a short drive to town center and public beaches The use of coastal colors and upscale furnishings throughout combine to make this gorgeous Oak Bluffs summer home a cut a...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    1.6 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Sure to please, this lovely all new custom Cape is bordered by lawn and tall oaks, and features a spacious open floor plan in the main living level with dormered cathedral ceiling, a spacious loft and modern well equipped kitchen with prep island/breakfast bar. The location is ideal for families on...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.2 kilometres from Chilmark Chocolates
    Studio, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    THOREAU'S SPIRIT LIVES - An original 1920's summer bungalow lovingly restored to perfection. Two plus acres of quiet comfort, surrounded by farmland and woods. Walk down the long lawn past flower gardens and through the trees to your private shore front on Lagoon Pond or just enjoy the view as you...
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    Vineyard Haven, Martha's Vineyard
    Condo/Apartment - 2 Bathrooms, Sleeps 6
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    2.4 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    Located just on the outskirts of Oak Bluffs and overlooking the lagoon this sweet summer home offers walking access to the lagoon for morning swims and is a great area for kayak enthusiasts. The sun filled interior features open living kitchen and dining area with a wall of glass that opens...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.0 kilometres from Chilmark Chocolates
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Enjoy this perfect Oak Bluffs beach-styled house with views of stunning conservation land and waterviews across Sengetkontacket. This contemporary vacation home with air conditioning has just been update with a mix of new and shabby sheik furnishings, fresh carpet, and paint for the 2015 season....
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.6 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Beautifully renovated large cape, centrally located in the desirable community of Dodger's Hole. This lovely 4 bedroom home features a large custom kitchen with upscale appliances and breakfast bar, adjacent dining area which seats 10, a large family/media room with 60' TV, and a 2nd nicely...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.4 kilometres from Chilmark Chocolates
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings including a 56' LED television. Summer Dream is in the lovely Hidden Cove neighborhood adjacent to Sengekontacket Pond...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    1.6 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Gracious home features an open, airy floor plan. The large living area with all glass walls opens to a large private deck. Patio furnishings and dining table provide additional space for relaxing and barbecues. Spacious modern kitchen is equipped with all modern amenities. This lovely home is...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.4 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious tri-level contemporary home in the desirable Oak Bluffs community of Meadow View Farms. Conveniently located close to downtown Oak Bluffs with easy access to both Vineyard Haven and Edgartown, This home sits at the edge of a multi-acre conservation area with bountiful trees surrounding...
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    Location Information
    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2.1 kilometres from Chilmark Chocolates
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lovely 3 bedroom 3 bath home bordered by a large landscaped yard. The exterior features a shady wrap around porch with porch rockers,a perfect place to relax , read a book and enjoy the peace and quiet of the surrounding area. The back of the house overlooking the large yard has a deck with dining...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    1.6 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Outstanding vacation home, centrally located to all three down island town centers and multiple public beaches. Set in the Iron Hill Farm Community of homes this lovely home overlooks picturesque,- Little Duarte pond. Extended families will enjoy the multiple living spaces, 4 large bedrooms,- 3...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2.2 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Pristine summer home, centrally located in Dodger's Hole neighborhood offers a private setting surrounded by beautifully landscaped yard. The home features a wrap around deck, deck dining area and a spacious screened porch with outdoor living room and overlooks the gorgeous private yard. There is...
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.7 kilometres from Chilmark Chocolates
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    About this property
    Privately situated on a hilltop in Sengkontacket, -spacious tri-leve 4000 sq ft contemporary home. This wonderful vacation home has been updated for summer 2015, AC added, freshly painted, new carpeting and hardwood flooring and new furnishings. Set in a wonderful family friendly community...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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    2.4 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    \n Amenities and Features include...\n \nBeachy Cape -Edgartown, Private Yard, Front and Back Decks, Minutes to Towns and Beaches.
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Waterfront
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    • Private Outdoor Pool (Unheated)
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    About this property
    This is a beautiful waterfront home with a pool on the Lagoon. Enter through the impressive foyer with waterviews over the pool and lawn. There is a large living room with cathedral ceilings and dining area on the main level. There is a gourmet kitchen with eat-in dining overlooking the pool. The...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.7 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 2700 sq ft of well laid-out space and sits on 1.4 acres of land in a private wooded area, centrally located, only minutes from downtown Oak Bluffs and beautiful beaches. The...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1.6 kilometres from Chilmark Chocolates
    3 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Ocean Views
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    Pet friendly
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    Smoking allowed
    About this property
    This is our beautiful home on Martha's Vineyard we call Shangi-La! Spectacular setting with a great peaceful view overlooking Sengekontacket Pond with the Ocean beyond. The property features a shared Pool, Tennis Courts, and a Dock. Our house is conveniently located midway between the Oak Bluffs &...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 12
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    2.3 kilometres from Chilmark Chocolates
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Cute and Cozy guest house with open floor plan in the kitchen, living and alcove sleeping area with queen bed. This cottage is perfect for couples, the owner will consider one additional child. There is a den with futon sofa separate from the main part of the cottage. Relax on the deck while...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1.2 kilometres from Chilmark Chocolates
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Smoking allowed
    About this property
    New for the 2016 season! Enjoy this wonderful new three bedroom three and half bath home in Oak Bluffs. The first floor has an open concept with a beautiful chefs kitchen, large dining room and family room with TV. The first floor also has a master bedroom en suite with a king size bed and TV....
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2.8 kilometres from Chilmark Chocolates
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Waterfront Cottage - Sweet 2 bedroom cottage with gorgeous views and fronts on the lagoon. Small beach, great area for young children to splash and play, also the lagoon is a favorite with those who love to kayak. Kayak rentals close by and delivered if rented by the week. This cottage is a guest...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2.0 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This wonderful four bedroom home is conveniently located in Oak Bluffs is just off the bike path and less than two miles to downtown Oak Bluffs. Inside the home offers an open floor plan with chefs kitchen, comfortable living room and dining room with cathedral ceilings and beautiful fireplace. Two...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2.4 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    2010 newly renovated, features central AC, all new kitchen, 2 new baths and hardwood floors on the living level. Open kitchen, living and dining areas are flooded with light from the floor to ceiling windows and opens to a large wrap around deck with lovely views of the the lagoon. The master...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.5 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Beautiful 3 bedroom cape on a 1/2 acre of landscaped gardens. Large cathedral ceilings in living room and dining room. There are ceiling fans in most rooms and in the main living room, as well as portable fans. Large outdoor deck circling the house with outdoor shower and screened in porch....
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    Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.1 kilometres from Chilmark Chocolates
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    1.8 kilometres from Chilmark Chocolates
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Lagoon Front Luxury home, custom designed and built, craftsmanship visible throughout, floor to ceiling windows on the water side, open living spaces for your vacation enjoyment. This impeccable light filled home boasts beautiful water views of the lagoon from just about all rooms. The wrap...
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    Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Oak Bluffs Retreat1 / 21
    (5)Excellent
    0.5 kilometres from Chilmark Chocolates
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 May 2018
    We are very excited that we booked the house again this summer. We were there in 2016 and loved it. The house is very clean and it exceeded our expectation. it is centrally...
    Reviewed 22 May 2018
    Stayed at a lovely home on the Island..Pleasant grounds with lots of space..Home is in a great location with easy access to every town ..Beachs nearby and a great golf within...
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    About this property
    Welcome to Martha's Vineyard. So many of our guests have returned year after year because they find our property to be centrally located, clean, updated and relaxing. We strive to make our home comfortable, fresh, modern and relaxing. In fact every year we add something new to make our home even...
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    Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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