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Oak Bluffs Long Term Vacation Rentals(99)

99 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 15
(10)
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 - 14 night min stay
1 Review
  • 8 BR,
  • 5 BA,
  • 3 HF BA,
  • Sleeps 26
3 - 5 night min stay
  • 7 BR,
  • 4 BA,
  • Sleeps 14
6 - 7 night min stay
(4)
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
2 Reviews
  • 4 BR,
  • 4 BA,
  • Sleeps 9
2 - 7 night min stay
1 Review
  • 6 BR,
  • 4 BA,
  • Sleeps 18
7 night min stay
1 Review
$4,000
per week
7 night min stay
  • 5 BR,
  • 5 BA,
  • Sleeps 15
7 night min stay
2 Reviews
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 22
2 Reviews
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 7 BR,
  • 6 BA,
  • Sleeps 20
7 night min stay
$1,200 - $5,500
per week
7 night min stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
7 night min stay
(4)
$200 - $350
per night
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(4)
  • 3 BR,
  • 2 BA,
  • Sleeps 7
4 - 7 night min stay
(4)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night min stay
(5)
$1,600 - $4,500
per week
7 night min stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
(17)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(9)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night min stay
1 Review
$450 - $514
per night
3 - 7 night min stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night min stay
(7)
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 9
2 - 7 night min stay
(10)
$350 - $714
per night
3 - 7 night min stay
  • 4 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night min stay
2 Reviews
$2,000 - $2,500
per week
7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 5
7 night min stay
  • 5 BR,
  • 2 BA,
  • Sleeps 10
3 - 7 night min stay
1 Review
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
2 - 4 night min stay
$3,200
per week
3 - 7 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night min stay
$300 - $393
per night
2 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night min stay
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Recent Oak Bluffs Reviews

Delightful, spacious and comfortable

5 of 5
This house is perfect for a wonderful Vineyard experience. It is within a short walking distance to some of the island's best places including beaches, coffee shops, and all that Oak Bluffs has to offer. At the same time, it is secluded enough to be a relaxing space for the entire family. There is plenty of space and cozy seating for everyone to sit quietly and read or to have a great gathering of cooking and social activity both inside and out. The house was very clean and well maintained with all the details carefully thought out and provided so nothing was lacking for a great vacation. When you arrive, you feel like you have landed and there is no need to rush about getting anything ready. The owner has put together a great book of activities and locations of wonderful places to go on the island. You could spend years searching them out. We walked to the Camp and strolled through the gingerbread cottages on the way to get a cup of coffee and a stroll on the beach. We enjoyed walking several trails near the house and beaches near Edgartown. There was so much to do, even in the dead of winter. We loved our visit in this house and would recommend it to anyone.
  • Submitted: Apr 7, 2015
  • Stayed: Dec 2014

Beautiful and Private Home With An Ideal Location

5 of 5
This beautiful home has four good sized bedrooms, plenty of bathrooms, and lots of space to entertain. The basement has a full bathroom and perfect area for older children to play games and hang out. The master bedroom had an en suite that was recently remodeled. The house is located perfectly that allows so much sunshine into the home during the day. Circuit Avenue and the Inkwell Beach were less than a five minute drive. The home makes you feel at home even though you are away. It was clean, beautifully decorated, and had all of the amenities. My family and I intend to stay here again during the summer with several family friends. We look forward to another relaxing vacation in Oak Bluffs at this home.
  • Submitted: Mar 31, 2015
  • Stayed: Dec 2014

Made some memories!

5 of 5
We had a spectacular week on the lagoon. Our boys were on the beach looking for sea creatures at the break of dawn! My husband and I drank our morning coffee sitting in Adirondack chairs on the bluff watching over them- It was easy and relaxing. We rode our bikes in to Oak Bluffs for ice cream and rides on the Flying Horses. The house was very comfortable. The views from the decks are beautiful and sunsets are FANTASTIC! Every night a different show! We loved our vacation ! Hopefully next time we can go for 2 weeks!
  • Submitted: Mar 8, 2015
  • Stayed: Aug 2014