Search Vacation Homes in Oak Bluffs
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
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 1,161
AED 2,626 total
includes taxes & fees
25 Aug - 26 Aug
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 AED 1,836
AED 5,436 total
includes taxes & fees
1 Sep - 2 Sep
The price is AED 1,833
AED 3,512 total
includes taxes & fees
9 Sep - 10 Sep
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 AED 1,157
AED 3,085 total
includes taxes & fees
11 Sep - 12 Sep
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 AED 4,958
AED 8,066 total
includes taxes & fees
8 Sep - 9 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 8,999
AED 13,752 total
includes taxes & fees
16 Sep - 17 Sep
The price is AED 1,429
AED 3,520 total
includes taxes & fees
1 Sep - 2 Sep
8. THE HAVEN: No car needed 0.4 m to downtown/beach.
THE HAVEN: No car needed 0.4 m to downtown/beach.Tisbury
The price is AED 3,223
AED 6,689 total
includes taxes & fees
14 Sep - 15 Sep
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.
Find vacation rentals that suit your style
Aparthotels
Cottages
Save an average of 15% on thousands of hotels when you're signed in
Top Oak Bluffs Hotel Reviews
Iris Hotel Cape Cod
8/10 Good
