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Oak Bluffs Vacation Rentals with Air Conditioning(237)

237 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 15
1 - 7 night minimum stay
(10)
$5,000
per week
7 night minimum stay
  • 5 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(5)
$990 - $3,900
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
7 night minimum stay
(7)
$1,950 - $6,500
per week
7 night minimum stay
  • 6 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 15
7 night minimum stay
(7)
  • 7 BR,
  • 4 BA,
  • Sleeps 14
6 - 7 night minimum stay
(3)
$500 - $679
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 9
3 - 7 night minimum stay
2 Reviews
  • 8 BR,
  • 5 BA,
  • 3 HF BA,
  • Sleeps 26
3 - 7 night minimum stay
  • Studio,
  • 1 BA,
  • Sleeps 2
3 - 7 night minimum stay
  • 7 BR,
  • 2 BA,
  • Sleeps 15
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 18
3 night minimum stay
1 Review
$4,800
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
7 night minimum stay
1 Review
  • 6 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 22
2 Reviews
$1,800 - $3,100
per week
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
4 - 7 night minimum stay
2 Reviews
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 9
7 night minimum stay
(9)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
$7,000
per week
7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 10
7 night minimum stay
(5)
  • 4 BR,
  • 4 BA,
  • Sleeps 10
(7)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 6
7 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
7 night minimum stay
(17)
$250 - $443
per night
3 - 7 night minimum stay
  • 3 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 7 night minimum stay
(7)
$379 - $593
per night
3 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 7 night minimum stay
(3)
$857 - $1,214
per night
1 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • Sleeps 14
1 - 7 night minimum stay
(6)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
(15)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(3)
$3,600 - $3,800
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
7 night minimum stay
(4)
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 7
3 - 7 night minimum stay
1 Review
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
2 - 7 night minimum stay
(6)
$350 - $525
per night
4 - 5 night minimum stay
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 9
4 - 5 night minimum stay
2 Reviews
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Recent Oak Bluffs Reviews

Island Comfort

5 of 5
We absolutely loved our stay in this beautiful home. From the second we stepped foot inside we felt comfortable and excited to enjoy our week. The location of the house was so ideal, allowing us some escape from the summer buzz, but still not far from town. The beach near the home, on the lagoon, was lovely and quiet. We most enjoyed the outdoor shower, especially after a day in the sand. I absolutely recommend this rental for a week of relaxation and memory making. We will be coming back for years to come!
  • Submitted: Oct 27, 2014
  • Stayed: Sep 2014

As advertised

5 of 5
This is the best rental house we saw in Oaks Bluffs. We came up for a wedding (250 people), and it was a consensus that we had the best house by far. Everyone thought we paid a lot more than we did. Only caveat...make sure you learn how to turn down/off the A/C before the owner leaves. Not that easy to figure out immediately. But that's such a small issue, very negligible. This place gets two thumbs up
  • Submitted: Oct 17, 2014
  • Stayed: Oct 2014

Perfect house for couples weekend

5 of 5
What a wonderful home to stay in. We instantly felt comfortable upon arrival. The home was clean, nicely decorated and well appointed. Our group was 3 couples and there was plenty of room for us all. The 3-full bathrooms plus outdoor shower made getting ready a snap. While at the house, we spent time cooking in the kitchen, with big meals around the table. The open kitchen into the dining room and great room was perfect for our group. We did bring over a vehicle, which I would recommend, and visited most points of the island. The home's proximity to OB, Vineyard and County Rd made getting around very easy. Overall, very happy with the home and we look forward to renting again.
  • Submitted: Oct 16, 2014
  • Stayed: Oct 2014