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Vineyard Haven, Massachusetts Vacation Rentals | ClearStay.com

Vineyard Haven, Massachusetts Vacation Rentals

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  • Chi - Off State Road

    $75-$7,500 per night*

    This gray-shingled, five bedroom, six bath home is located in beautiful Chilmark, a few minutes from the General Store at Beetle Bung Corner. It is situated on the south side of the island on a bluff…

    Location:
    Vineyard Haven
    Bedrooms:
    5 
    Bathrooms:
    6 
    Max. Guests:
    10 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Edg - 9C Twentieth Street

    $114-$171 per night*

    RENTED WEEKLY as a two-house compound along w/property ID#376. This brand new first floor apartment is just a few hundred feet to the EDG/VH Rd. bike path and a block to Senge Pond great for…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    2 
    Max. Guests:
    3 
    Pets:
    No Pets 
    Type:
    Condominium 
  • Adorable and very reasonably priced apartment - on the bike path and within walking distance to town. Perfect for a couple!

    Location:
    Vineyard Haven
    Bedrooms:
    1 
    Bathrooms:
    1 
    Max. Guests:
    4 
    Pets:
    No Pets 
    Type:
    Condominium 
  • Edg - 27 Flamingo Dr.

    $129-$200 per night*

    This home has 3 bedrooms with 2 full baths and sleeps 6. We supply all linens necessary for your stay. The kitchen is complete with a complete range of appliances and table and cooking ware. For you…

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    2 
    Max. Guests:
    6 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Edg - 10 Young St.

    $129-$543 per night*

    Lovely home on secluded street on one plus acre of land, in an ideal location one mile from South Beach and four miles from Edgartown Center. The layout (2 bedrooms on each side of the house) makes…

    Location:
    Vineyard Haven
    Bedrooms:
    4 
    Bathrooms:
    2 
    Max. Guests:
    12 
    Pets:
    Pets Allowed 
    Type:
    Vacation Home 
  • Oak - 4 Quail Run-Unit #4

    $143-$186 per night*

    Comfortable townhouse in a beautiful, woodsy, landscaped setting with your own parking spots. Wake up to the birds chirping and the cool summer breezes. Walk to Quantapog Pond in Sengekontacket.…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    1.5 
    Max. Guests:
    5 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Chi - 77 Middle Rd.

    $143-$200 per night*

    Nicely situated in a scenic area of Middle Road. Very private & quiet.

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    1 
    Max. Guests:
    5 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Convenient location, Upper Level Codo Unit, with harbor view. Walk to town & ferry. Community Swimming pool.

    Location:
    Vineyard Haven
    Bedrooms:
    1 
    Bathrooms:
    1 
    Max. Guests:
    4 
    Pets:
    No Pets 
    Type:
    Condominium 
  • Cha - 7 Muskeget

    $143-$214 per night*

    Chappy Camp Style Cottage, centrally located, with easy access to Edgartown via the Chappy Ferry. Park car in Ferry lot, and walk over for Dining, or Shopping. Public transportation is available to…

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    1 
    Max. Guests:
    6 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Oak - 10A Hiawatha Ave

    $143-$214 per night*

    Perfect location--walk to everything Oak Bluffs has to offer. Clean and comfy 2bed/1.5ba with fully equipped kitchen. Relax on the spacious front porch and enjoy the summer breezes. Walk across the…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    1.5 
    Max. Guests:
    5 
    Pets:
    No Pets 
    Type:
    Condominium 
  • Edg - Pennywise Path

    $143-$371 per night*

    Newly renovated 2bed/2.5bath on 3/4acre lot in secluded woods within walking distance to downtown Edgartown. First Floor: open kitchen/dining/living area, entry closet, hall closet, 1/2 bath, utility…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    2.5 
    Max. Guests:
    6 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Edg - Meetinghouse Way

    $171-$257 per night*

    Located in Meetinghouse Village this light filled contemporary townhouse is less than three miles from downtown historic Edgartown, South Beach, and the saltwater Edgartown Great Pond. Master bedroom…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    2 
    Max. Guests:
    4 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Big sky country! Lots of stars and morning coffee right on the farm. Thunder of ocean on South Beach in background. Short walk to the beach

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    2 
    Max. Guests:
    7 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Spacious, beautiful, and private townhouse end unit in Tashmoo Woods, 1.5 miles from downtown Vineyard Haven with vaulted ceilings and a huge master suite with Jaccuzzi, huge wrap around deck and…

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    3 
    Max. Guests:
    7 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Up-dated 2 bedroom condo with eat-in kitchen, association pool, gardens & harbor view. A short walk to village shops & beach in a quiet, residential neighborhood. Bike path and bus route are also…

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    1 
    Max. Guests:
    4 
    Pets:
    Pets Allowed 
    Type:
    Condominium 
  • Vin - 124 Skiff Ave -G11

    $214-$214 per night*

    Fully Furnished with some personal items in closets and bureau. Please do not disturb. Parking spaces assigned. Do not park in other assigned places. One space per unit. No smoking, no pets!

    Location:
    Vineyard Haven
    Bedrooms:
    2 
    Bathrooms:
    1 
    Max. Guests:
    4 
    Pets:
    No Pets 
    Type:
    Condominium 
  • Vin - 218 Lake Street

    $214-$357 per night*

    Relax and rejuvenate in this beautifully renovated contemporary home with windowed open living space, vaulted ceilings, and chef's kitchen. Entertaining, barbecuing and family comfort is easy from…

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    3.5 
    Max. Guests:
    8 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Kat - 7A Katama Farm South

    $214-$414 per night*

    This is a great house! Sunny, bright. Open style kitchen, dining and living room with fireplace. The deck wraps around the house, overlooking conservation land and views of the water. The house is…

    Location:
    Vineyard Haven
    Bedrooms:
    4 
    Bathrooms:
    2 
    Max. Guests:
    8 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Vin - 264 Sandpiper Lane

    $214-$414 per night*

    Beautiful luxury end unit townhouse in exclusive Tashmoo Woods Community furnished with antiques and beautiful art creating old world charm. Very private and quiet setting for a peaceful, relaxing…

    Location:
    Vineyard Haven
    Bedrooms:
    3 
    Bathrooms:
    2.5 
    Max. Guests:
    6 
    Pets:
    No Pets 
    Type:
    Vacation Home 
  • Kat - 21 Thaxter Lane

    $229-$671 per night*

    Upscale vacation home furnished in a casual decor, set back into a natural landscape less than a mile from South Beach & 2 miles from Edgartown. Enjoy the 2nd & 3rd floor balconies or deck and cool…

    Location:
    Vineyard Haven
    Bedrooms:
    4 
    Bathrooms:
    2.5 
    Max. Guests:
    8 
    Pets:
    No Pets 
    Type:
    Vacation Home 
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*Final rates are based on travel dates and other factors.

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