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Holiday villas in Oak Bluffs, MA

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All 267 Rentals in Oak Bluffs
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1 / 12
4 Bedrooms, 2 Bathrooms, Sleeps 8
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1 / 14
4 Bedrooms, 3 Bathrooms, Sleeps 8
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1 / 13
4 Bedrooms, 2 Bathrooms, Sleeps 8
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1 / 14
4 Bedrooms, 2 Bathrooms, Sleeps 8
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About this property
Perfect location for golfers near hole #8 on Farm Neck Golf Course! This home offers four bedrooms and two and a half bathrooms.  Spectacular water views over Sengenkontacket and ocean and much more! Close drive or bike ride to State Beach. Enjoy your stay on the Vineyard with comfort and style. View all property information
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1 / 14
3 Bedrooms, 2 Bathrooms, Sleeps 7
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About this property
Walk to a private beach on the Lagoon. Close to all down-island towns, beaches, and bike path. Wooded lot, in the private, exceptionaly quiet, residential neighborhood of Vineyard Hills, with no through traffic. House abuts conservation land with hiking trails that connect with the ancient ways of... View all property information
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1 / 22
4 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Hot Tub
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  • Suitable for children
  • x
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About this property
Waterfront custom Cape overlooking Crystal Lake towards East Chop Drive. There is a large manicured lawn and garden with a path to the lake and a row boat for your enjoyment. Sit on the large deck with an 8'x15' hot tub/ dip pool, outdoor shower and enjoy the view, or grill on your brick water-view... View all property information
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1 / 16
6 Bedrooms, 6 Bathrooms, Sleeps 18
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About this property
Newer home built in 2008 with 6 bedrooms, 6.5 baths located in Hart Haven in Oak Bluffs, off of Beach Road. Two private association beaches, one with raft perfect for children. Private harbor and association tennis court.Home overlooks Farm Neck golf course and has large deck, central air... View all property information
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1 / 16
7 Bedrooms, 4 Bathrooms, Sleeps 17
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About this property
Enjoy a summer vacation or fall getaway in picturesque Oak Bluffs, Martha's Vineyard at Biggers Cottage--the historically restored and completely updated Victorian--known as one of the 'Grand Dames' of Ocean Park! Your friends and family will find porch living is easy as is a walk to town or beach.... View all property information
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1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 6
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About this property
Sweet two bedroom cottage with everything you need for that perfect vacation on the vineyard. Imagine walking the sandy beach on a glorious vineyard summer day. Bike or drive to Oak Bluffs, Edgartown is close and there is also golf, shopping and great restaurants minutes away. You will remember... View all property information
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1 / 21
4 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Satellite TV
  • Washer
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Wonderful vacation home on direct oceanfront---the Nantucket Sound. Close proximity to both Oak Bluffs and Edgartown. On the bike path for your convenience. Nicely appointed home. The perfect vineyard vacation. Additional amenities include: beach chairs, sofabed, coffee maker, bakeware, outdoor... View all property information
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1 / 15
6 Bedrooms, 4 Bathrooms, Sleeps 12
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About this property
Situated on Farm Pond with views of the pond and Nantucket Sound is this charming summer house and guest cottage. Homes have antique charm with modern amenities. Located in Harthaven, you will have use of the neighborhood's private beaches and tennis. The main house has 4 bedrooms and 2.5 baths... View all property information
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1 / 32
4 Bedrooms, 4 Bathrooms, Sleeps 7
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  • Air Conditioning
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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About this property
Quiet and quaint, this home sits on a beautifully landscaped yard and overlooks a freshwater pond. Sleeps 7 with 3 bedrooms in the main house and one guest room over the garage, with it's own private bathroom. Gorgeous in-ground pool in back of the main house. Newly added central air conditioning!... View all property information
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1 / 17
2 Bedrooms, 1 Bathroom, Sleeps 6
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About this property
East Chop Gem~Sweet East Chop cottage perfectly appointed and beautifully kept. 2 Bedrooms, plus finished basement with sleeper sofa allow for plenty of room to rest and play.Downstairs ping pong, over-sized deck and forest views make this cottage fun and inviting. 1 full bath, and 1/2 bath, walk... View all property information
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1 / 20
4 Bedrooms, 3 Bathrooms, Sleeps 12
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  • x
  • x
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About this property
Quintessential Vineyard House and Guest House in prestigious Harthaven neighborhood on Farm Pond. Three large bedrooms and two full baths in 'Frank Lloyd Wright' style main house with huge deck, outdoor shower, cable TV/VCR/DVD, and A/C. Additional huge bedroom, full bath and kitchen in large Guest... View all property information
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1 / 15
4 Bedrooms, 1 Bathroom, Sleeps 6
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  • Air Conditioning
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  • Grill
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Tucked in a quiet neighborhood and within walking distance to town and beaches, this quaint cottage was moved to East Chop from the campgrounds at the turn of the century.  This simple yet charming and well-equipped bungalow has been in the same family for many years and is a lovely place for a... View all property information
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1 / 17
5 Bedrooms, 2 Bathrooms, Sleeps 10
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  • Pets allowed
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  • Elder access
  • ?
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About this property
Large Victorian, beautifully furnished in wicker, wood, withdesigner  accessories, stone fireplace,stained glass windows, large wrap around porch (fully furnished) , fenced in yard with extensive landscaping. This magnificent home is bright and airy, wood floors, freshly painted. Five large... View all property information
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1 / 19
4 Bedrooms, 3 Bathrooms, Sleeps 8
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  • Air Conditioning
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  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This bright airy contemporary has wonderful views to the east and south over Sengekontacket Pond to Cape Pogue, with amazing sunrises.  To the west, enjoy the ever changing vistas of a 12 acre rolling meadow.  The walls of glass and interesting angles create a unique and inviting interior, with... View all property information
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