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Holiday Rentals in Vineyard Haven

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    Travellers to Vineyard Haven are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    All 96 Rentals in Vineyard Haven
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Lovely four bedroom home in Martha's Vineyard1 / 32
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    MVVR EXCLUSIVE: Wonderful family friendly waterfront home. Impeccably maintained, this 4 bedroom, 4 bath home has multiple living spaces. Nice yard to the water's edge and a large deck overlooks the Lagoon. Quiet, private neighborhood, a convenient walk to town. Beaches and golf nearby. Amenities...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Newly updated water view home located within walking distance to downtown Vineyard Haven yet lots of privacy. Expansive decks one on the front of the house and one at the rear of the house and a screened in porch allow for outdoor entertaining, relaxing and enjoying the gorgeous views. This...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 11
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    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    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 02568
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    8 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    A very well maintained, charming, Vineyard Classic, with a wrap around porch on which you may recline, sip iced tea, and watch the yachts go by! a towel out of the towel basket on the porch, walk down the steps to the beach, sun yourself on the sand or jump in your kayak and explore the outer and...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 8 Bedrooms, 3 Bathrooms, Sleeps 10
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    6 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Summer Compound in a majestic location. Vintage vacation home perfect for large family gatherings. Enjoy sweeping ocean views from the large comfortably furnished veranda. A large screened porch offers seating for up to 16 - a great spot for dinners and sunset views. Stroll across the lawn to the...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 14
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    6 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    Built in 1758, this historic waterfront home was originally a tavern, until the 1850's, with renovations in the 1920's and 1998. From the front porch, you will enjoy expansive views of Vineyard Haven harbor, East Chop and Vineyard Sound. The path with stairs to the shore include an outdoor shower...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Vineyard Haven In-Town Luxury With Water Views. This four bedroom, four and a half bath home has all the modern luxuries you will need during your summer vacation. The first floor of features an spacious great room designed for entertaining, with living and dining areas, plus a large gourmet...
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    Vineyard Haven, Martha's Vineyard 02568
    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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    About this property
    Delightful private summer retreat with magnificent beach rights just a 5 minute walk away. Open and airy pristine house complimented by a large deck. One and a half miles from town, close to Mink Meadows Golf Course. Amenities and Features include... Shared private beach adjacent to Mink...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    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 02557
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Lovely antique Greek Revival at the edge of town on Main Street. This home offers four bedrooms with the two on the first being ensuite with full bathrooms. Nicely appointed with antiques, private off street parking with pleasant gardens, patio and yard. Walk to great restaurants, shops and...
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    Vineyard Haven, Martha's Vineyard 02539
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Located on a quiet residential circle in Vineyard Haven, this pristine sweet home with oversized windows is contemporary, yet rustic with exposed wooden beams and a cathedral ceiling. New natural travertine floors unify the open and light filled freshly painted and fully appointed kitchen, dining,...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    This luxury, in-town home was built by one of the island’s preeminent craftsmen and no expense was spared in creating the millwork details and sleek designer styling of the interior. The hand-crafted architectural detail includes reclaimed wood ceilings, unique cabinetry, and inspired wainscoting...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    Mink Meadows Guest House1 / 9
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Wonderful Vineyard cottage located on third green and fourth tee on the Mink Meadows. The house offers and open floor plan and has two bedrooms with one on the first floor and one on the second floor (accessed by a spiral staircase). The is a sleeper sofa in the living room for extra guests. You...
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    Vineyard Haven, Martha's Vineyard 02539
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    MVVR Exclusive: Beautifully appointed with a mix of Asian and Tibetan antique furniture, furnishings from Napa Valley, Sundance and Pottery Barn, and original art work, this highly desirable townhouse provides a luxurious but comfortable setting for a memorable Vineyard vacation. The living room...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautifully maintained 3 bedroom contemporary home in Vineyard Haven. Full Kitchen with all amenities including dishwasher; large living room 72' cable tv with VCR, WiFi wireless internet, A/C in every room house fully furnished and laundry. Large porch and deck with a Massage jet Spa Heated...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Stunning Makonikey Contemporary: Completed in 2006, this fabulous home features gourmet kitchen, butler's pantry, wine cooler, professional cook stove, 2 ovens and 2 dishwashers. Large open family room with fireplace surrounded by windows and opens to deck and large landscaped yard. This gorgeous...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Central Heating
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    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    This charming 1920s summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the beach at the end of the lane in this quiet residential neighborhood in West Chop. The art collector owner provides a delightful setting for your family vacation. Large...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Privacy, waterviews, walk to private beach. Kayak on scenic Aunt Rhoda's pond. Wonderful post and beam family compound. Sleeps 14. 6 bedrooms, 3.5 baths. An area of the Vineyard few will ever experience yet convenient to town, dining, theaters, golf, galleries, etc... This home is for families who...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    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 02568
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    This completely renovated in town house is just a 5 minute walk to town, restaurants, shopping, etc... Completely private back yard and deck. Amenities and Features include... In Town, Central Air Conditioning Additional amenities include: coffee maker, lobster pot, washer / dryer, cd player,...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    • Waterfront
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    About this property
    This charming Vineyard house at the end of a mile long dirt road with waterviews with a private beach a few steps from the door has among the best views on the Island. Ideal Vineyard atmosphere with an up-Island feel and down-Island convenience. Spectacular views of Tashmoo Inlet and Vineyard Sound...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This waterfront ranch style home is the perfect rental for a couple or family who likes a casual, seaside environment with easy access to town. The living room, dining room, kitchen and master bedroom have lovely views of the lagoon. Lounge on the long deck, play summertime games on the large...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    This wonderful 4 bedroom, 3.5 bath home is located in the desirable West Chop. Walk to town. Lovely state of the art kitchen and spacious dining area open to a large deck. The wonderful family home has central A/C, ceiling fans in all bedrooms. An open living, kitchen and dining area create a great...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    HALLL - Makonikey, Walk to Association Beach, Hi Speed Internet1 / 28
    (1)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Beautifully maintained four bedroom contemporary home in private North Shore location. Just a short walk or drive to the beach. This beach is great for walking and kayaking and can be sandy or rocky depending on seasonal storms. Large porch and deck, privacy yet less than 3 miles to town....
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    Vineyard Haven, Martha's Vineyard 02568
    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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    Gorgeous Lagoon Waterfront. Features a dock in a quiet, private location. Walk to town. A large patio and lawn area to water's edge provide for great family fun. A large sun porch and screened porch overlook the yard with lovely views of the Lagoon. Amenities and Features include... Hines...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Perfectly cozy, this cute efficiency condo is situated just at the edge of town and is part of the Causeway, Harborview Complex. There is a common pool for when you are not at the beach, pay per wash laundry facilities at the complex and common picnic area on the grounds. Parking is just a few feet...
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    Vineyard Haven, Martha's Vineyard 02568
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This property is in downtown Vineyard Haven within the historic district. The barn has a sleeping loft, open living, dining & kitchen area. The efficiency kitchen has a two burner cooktop,under counter refrigerator,coffee maker,microwave and large capacity convection toaster oven. There is a...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Set in the historic district of Vineyard Haven on a private lane conveniently located near all the town has to beaches, shops, restaurants, Owen Park, theatre, library. This four bedroom home is only a 10 minute walk from the ferry. This tastefully decorated home is bright, spacious, clean and...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Enjoy a view of Vineyard Haven harbor from most rooms of this 1898 Captain's home. The Captain Henry Stevenson house was recently renovated with stone countertops, stainless steel appliances, two flat screen TV's, central air and hardwood floors. Enjoy five large bedrooms, two baths, kitchen,...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Makonikey with Up-Island Feel & Down Island Convenience. New central air conditioned home. Total privacy - 3 acre zoning. Gourmet kitchen - granite counter tops, eat in area, 36'' commercial style gas range, Sub-Zero refrig, 2nd gas oven, butlers pantry with 2nd dishwasher and wine refrigerator....
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Smoking allowed
    About this property
    Exquisite waterfront family compound sleeps 12, with 270 degree waterview of the Lagoon, perfect private sandy on lagoon beach, private dock for boaters. Owner provides 2 kayaks! Larger boats, skiffs, paddle boards and various other water gear can rented and delivered to the waterfront or bring...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    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 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Located on the beach with spectacular views of the Vineyard Sound, Elizabeth Islands and glorious sunsets. Across the road is Lake Tashmoo with its fabulous clamming. This light and bright cottage is decorated with comfortable and attractive contemporary furnishings. A great Vineyard spot....
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Gracious Beach Home. A spacious open floor plan with views from every room. First floor Master Suite opens to a wrap around deck. Small detached guest house with full bathroom. Private white sand beach. Amenities and Features include... Waterfront and Beachfront Additional amenities include:...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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    Tasteful, tranquil & minutes from town and beaches1 / 10
    (1)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    My home is only rented weekly, Sunday to Sunday, from June 28 through September 6. Vineyard Haven, Martha's Vineyard vacation home for rent: 4 bedrooms/3 full baths; comfortably sleeps 8. An ideal spot for a gathering of family and friends. A short walk to town, but set back in a quiet enclave....
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Charming, dog-friendly home near beaches, wineries and marina!1 / 25
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    This lovely home on Martha's Vineyard has a full kitchen, cozy ambiance, and nearby beach access for up to six guests to have an idyllic vacation! Located in the Vineyard Haven community, the ferry drops you off just a few blocks from the house. You'll have restaurants and the marina within a short...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bright & airy modern 3-level home near the beach and downtown1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The next time you visit Martha's Vineyard, stay at Natures Pocket, a serene and secluded Vineyard Haven vacation rental. Well maintained and sitting near a lagoon, this spot is a delight. Walk to or take a short drive to must-visit spots nearby. A half mile away lies the lagoon beach and Vineyard...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Vineyard Haven Guest House - Sleeps 4, A/C, Walk to Town (Back under Owner Mgmt)1 / 42
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The guest house has a queen bed upstairs (large combination master suite/living room with vaulted ceiling, ceiling fans and walk out to deck) and bedroom with 2 twins downstairs, bathroom on first floor, AC throughout the house (central downstairs and remote controlled mini split upstairs),...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Come and enjoy this completely renovated Vineyard Haven home. This home offers an open floor plan with an additional library in the front of the house and TV room at the back of the home. The first floor has one bedroom with two twin beds and en suite bathroom. The second floor has a master...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Welcome to Pine Tree Lane House! The interior of this sweet home has been newly updated and hosts two family areas, the main living room with 50 ' TV and the family room on the lower level with 50' TV and air hockey table. The spacious eat kitchen is well provided for those who love to cook, has...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Relaxed water front home with sweeping waterviews and very private location, yet just a 10 minute drive to town, fine dining, shopping, galleries, movies This casual and comfortably furnished home features 4 bedrooms and 4.5 baths with multiple living areas, wrap around deck, cliff side lookout...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Best suited for large groups, this Vineyard Haven vacation rental on Martha's Vineyard has private beach access, gorgeous ocean views, and more than enough space for up to nine guests. Have your next family reunion, wedding reception, or any other celebration at this five-bedroom home! Located on...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Gorgeous Luxury Home on Historic William St, just a short walk to Vineyard Haven Village Center. This home features large great room and a separate family/TV room. A gourmet kitchen with professional appliances overlooks the spacious dining area seating 10. The 2nd level features a gorgeous master...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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 around...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Set in Tashmoo Woods an enclave of private homes and condominium units with association amenities,- pool and tennis courts just a short walk from the unit. This unit has a private deck with patio table, additional outdoor seating and grill. Upon entering this spacious unit you are greeted with an...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Sophisticated and pristine, beautifully decorated with a combination of contemporary furnishings, gorgeous antiques and original artwork. A fabulous well equipped kitchen, with custom cabinetry opens to the dining area. Two bedrooms on the 2nd level are spacious, each with their own sitting area....
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Walk to some of the most beloved spots on Martha's Vineyard from this two-bedroom cottage, a bright and beautiful Vineyard Haven home with a grassy lawn and an ideal location only a short stroll from beaches, downtown, and the ferry. This two-level home is the domain of a former antiques dealer and...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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