Oak Bluffs Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Oak Bluffs
Summercamp
70 Lake Avenue, Oak Bluffs, MA
The price is 3.559.851 ₫ per night from 27 Oct to 28 Oct
3.559.851 ₫
3.976.353 ₫ total
27 Oct - 28 Oct
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Awesome"
Reviewed on 7 Oct 2025
MV Surfside Hotel
7 Oak Bluffs Avenue, Oak Bluffs, MA
The price is 5.886.990 ₫ per night from 2 Nov to 3 Nov
5.886.990 ₫
6.575.781 ₫ total
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (827 reviews)
"My stay here was perfect for what we were looking for, something walkable and right downtown. Our views from our room was great and they gave me a healthcare discount, which was a bonus."
Reviewed on 5 Oct 2025
The Island Inn on Martha's Vineyard
30 Island Inn Rd, Oak Bluffs, MA
The price is 5.902.794 ₫ per night from 17 Oct to 18 Oct
5.902.794 ₫
11.511.100 ₫ total
17 Oct - 18 Oct
includes taxes & fees
7.8/10 Good! (28 reviews)
Very nice property
"This was our second time staying at this property. The grounds are beautiful and all the staff we encountered were very nice and helpful. The reason I deducted one star was because in the downstairs bathroom sink when we turned the knob for the hot water no water came out. The knob for the cold water ..."
Reviewed on 7 Oct 2025
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.
Popular places to visit
Inkwell Beach
If a restful holiday is part of your travel plans, Inkwell Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront or simply enjoy its wineries.
Oak Bluffs Town Beach
If a restful holiday is part of your travel plans, Oak Bluffs Town Beach might be the perfect place to visit during your trip to Oak Bluffs. Stroll along the waterfront or visit the shops in this relaxing area.
Oak Bluffs Harbor
Explore the waterfront in Oak Bluffs with a trip to Oak Bluffs Harbor. Wander the area's beautiful beaches or simply enjoy one of its wineries.
