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Our top choices for Oak Bluffs vacation homes
1. 1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!
1 Mi to Ferry Terminal: Oak Bluffs Family Retreat!Oak Bluffs
6.8 out of 10, (9 reviews)
"We had a perfect pre-/off-season stay with plenty of sleeping space. The location is fantastic—right between Vineyard Haven and Edgartown—making it easy to bike to both, plus there’s a beach across the street. The WiFi wasn’t working when we first arrived, but the owner was incredibly responsive and went above and beyond to fix it quickly. We’ll definitely be back!"
Bethann N.
The price is AED 1,014
AED 2,437 total
includes taxes & fees
2 Sep - 3 Sep
2. Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreat
Relax by Oak Bluffs Harbor, enjoy your 3-bedroom East Chip retreatOak Bluffs
9.8 out of 10, Exceptional, (6 reviews)
"The property was clean, private, and peaceful."
Sherri R.
The price is AED 1,837
AED 5,498 total
includes taxes & fees
1 Sep - 2 Sep
The price is AED 5,506
AED 8,099 total
includes taxes & fees
23 Aug - 24 Aug
4. MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!Oak Bluffs
9.6 out of 10, Exceptional, (10 reviews)
"Our kids and their friends had so much fun in the beautifully finished basement. Easy access to beach and ferry, would love to go back every year, the host was wonderful."
Swathanthra M.
The price is AED 9,917
AED 14,405 total
includes taxes & fees
3 Aug - 4 Aug
5. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!Oak Bluffs
9.6 out of 10, Exceptional, (7 reviews)
"This house was perfect for our getaway. Rebecca, the host, was extremely responsive and helpful during our trip. The house was as advertised. It was clean, well equipped, and the location was perfect as well "
Louis R.
The price is AED 3,140
AED 5,649 total
includes taxes & fees
1 Sep - 2 Sep
6. Beautiful Estate with salt water pool & pond with kayaks
Beautiful Estate with salt water pool & pond with kayaksOak Bluffs
10.0 out of 10, Exceptional, (1 review)
"I can’t say enough about this beautiful property. pictures don’t do any justice for this piece of heaven. The flowers were everywhere , it’s so apparent that the property owners take such pride in this beautiful property. The place was spotless when we walked in the door. We met the owners on arrival , they surprised us with a beautiful ballon to celebrate my 50th birthday. My family enjoyed the pool and the fun Tiki. The outdoor fireplace was inviting after the sun went down. I was a little...
Miriam D.
The price is AED 10,468
AED 15,065 total
includes taxes & fees
1 Sep - 2 Sep
The price is AED 1,414
AED 3,483 total
includes taxes & fees
31 Aug - 1 Sep
8. NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!
NEW! Renovated Family-Friendly Vineyard Haven Home, Close to town!Tisbury
10.0 out of 10, Exceptional, (16 reviews)
"We had an amazing time at this beautiful home. Great, clean space to spend an evening visit with friends and family. Great location with easy access around the island. Would highly recommend! "
Jennifer T.
The price is AED 2,920
AED 5,350 total
includes taxes & fees
17 Aug - 18 Aug
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oak Bluffs Hotel Reviews
MV Surfside Hotel
10/10 Excellent
