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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 ￥50,001
￥113,116 total
includes taxes & fees
Aug 25 - Aug 26
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, (8 reviews)
"The property was clean, private, and peaceful."
Sherri R.
The price is ￥69,148
￥222,126 total
includes taxes & fees
Sep 7 - Sep 8
The price is ￥78,957
￥151,292 total
includes taxes & fees
Sep 15 - Sep 16
4. A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!
A NOSTALGIC SPACE! Your Martha's Vineyard Getaway!Oak Bluffs
9.6 out of 10, Exceptional, (9 reviews)
"The host was very responsive.We definitely recommend this house as family friendly."
Karen M.
The price is ￥50,072
￥133,524 total
includes taxes & fees
Sep 11 - Sep 12
5. MOST CHIC SPOT! Your Martha's Vineyard Getaway!
MOST CHIC SPOT! Your Martha's Vineyard Getaway!Oak Bluffs
9.8 out of 10, Exceptional, (12 reviews)
"TLDR: House is nice,"
Rachel
The price is ￥214,596
￥349,079 total
includes taxes & fees
Sep 8 - Sep 9
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 ￥389,452
￥583,812 total
includes taxes & fees
Sep 19 - Sep 20
The price is ￥61,551
￥151,646 total
includes taxes & fees
Sep 1 - Sep 2
8. A View Fit for Royalty! Top Compliments: so clean! fab hot tub! best view!
A View Fit for Royalty! Top Compliments: so clean! fab hot tub! best view!Tisbury
10.0 out of 10, Exceptional, (31 reviews)
"Host was very informative before the arrival, house was spotless and everything was easy to find "
Anonymous traveler
The price is ￥134,496
￥234,363 total
includes taxes & fees
Aug 24 - Aug 25
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
Admiralty Inn & Suites - a Red Collection Hotel
10/10 Excellent
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