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Oak Bluffs Vacation Rentals(101)

101 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 15
1 - 7 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
4 - 5 night minimum stay
(3)
$5,000
per week
7 night minimum stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(5)
$300 - $679
per night
4 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 9
4 - 7 night minimum stay
2 Reviews
  • Studio,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • Sleeps 13
2 - 7 night minimum stay
(15)
$371 - $821
per night
2 - 7 night minimum stay
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
2 - 7 night minimum stay
(23)
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(5)
$400
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night minimum stay
(7)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
7 night minimum stay
1 Review
$275 - $425
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
4 - 7 night minimum stay
1 Review
  • 4 BR,
  • 4 BA,
  • Sleeps 8
$185 - $300
per night
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 5
2 - 7 night minimum stay
(5)
  • 5 BR,
  • 2 BA,
  • Sleeps 9
(4)
$2,500 - $4,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
$200
per night
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(4)
$7,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(5)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 7 night minimum stay
2 Reviews
$37 - $340
per night
2 - 28 night minimum stay
  • 2 BR,
  • 1 BA,
  • Sleeps 4
2 - 28 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 7
2 night minimum stay
$3,000
per week
7 night minimum stay
  • 7 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
2 Reviews
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
$750 - $900
per night
2 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(6)
  • 1 BR,
  • 1 BA,
  • Sleeps 2
2 night minimum stay
1 Review
$257 - $457
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 12
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
4 - 5 night minimum stay
2 Reviews
$300 - $393
per night
2 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
2 - 7 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
7 night minimum stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
2 Reviews
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Recent Oak Bluffs Reviews

Lovely Stay!

5 of 5
We had such a wonderful time at the Pennacook house. The location was perfect, we had plenty of space, the kitchen was set up for really cooking - not the bare bones kitchens of a lot of rentals, and there was lots of beach gear - umbrellas, chairs etc. The linen rental was kind of a pain (with as much as we paid for the house it would have been great to skip spending the first evening making beds and handing out towels), but the overall experience more than made up for it. We'd definitely stay at the Pennacook house again!
  • Submitted: Sep 29, 2014
  • Stayed: Aug 2014

Meticulous Property & Considerate Owners

5 of 5
The house is maintained and decorated beautifully. We arrived at the house and found it meticulously cleaned. The owners are responsive and exceeded our expectations. This is a fantastic way to experience the Vineyard. This was a fantastic value for the money.
  • Submitted: Sep 25, 2014
  • Stayed: Jul 2014

Relaxing, Comfortable, Clean

4 of 5
This property is conveniently located within walking distance if you enjoy a scenic 5-10 minute walk . However, if you are carrying a lot of luggage, groceries or children, take a cab. Upon arrival, you will find a beautiful, clean and efficient unit. We were only there to sleep as the Island had so many things to do. We rented scooters and took in the entire Island, eating and drinking at every port. Truly an amazing experience. Being off season, we didnt take advantage of the beautiful beach across the street. The only draw back to this property is the high volume of trucks traveling at all hours of the night at high speed. Found it to be very noisy in the late evening through early morning - had to shut all windows at front of unit. Overall - a beautiful place and location - very clean
  • Submitted: Sep 22, 2014
  • Stayed: Sep 2014