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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Cottages in Oak Bluffs

Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Outdoor dining

Charming MV Cottage: Walk to Dtwn Oak Bluffs!

3.0 star property
Charming MV Cottage: Walk to Dtwn Oak Bluffs!
Oak Bluffs 3-Bed Cottage, Walk to Town
Private kitchen

Oak Bluffs 3-Bed Cottage, Walk to Town

3.5 star property
Oak Bluffs 3-Bed Cottage, Walk to Town
Steps to Inkwell Beach: Victorian Home!
Interior

Steps to Inkwell Beach: Victorian Home!

3.0 star property
Steps to Inkwell Beach: Victorian Home!
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Interior

Martha's Vineyard Home: Walk to Oak Bluffs Beach!

3.0 star property
Martha's Vineyard Home: Walk to Oak Bluffs Beach!
Traditional Martha's Vineyard Home w/ Porch & Yard
Terrace/patio

Traditional Martha's Vineyard Home w/ Porch & Yard

3.0 star property
Traditional Martha's Vineyard Home w/ Porch & Yard
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
Microwave, oven, stovetop, dishwasher

Vineyard Gem < 2 Mi to Beach & Oak Bluffs!

3.0 star property
Vineyard Gem < 2 Mi to Beach & Oak Bluffs!
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

The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

10/10 Excellent
"Great spot, very clean and convenient. "
Jimmy 2-night trip
Posted 8 hours ago
The Island Inn on Martha's Vineyard

Frequently asked questions

How much do cottages in Oak Bluffs cost?
Cottages in Oak Bluffs range between and per night. These stays offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Oak Bluffs?
Enjoy reconnecting with nature in one of the 92 cottages available in Oak Bluffs. To help you choose a property that's right for you, take advantage of our filters to search for perks or amenities you need.
Are there any family-friendly cottages in Oak Bluffs?
Yes, there are! Reserve a stay at 11 Mashpee - 2 Bedroom Cottage, an excellent base for exploring the great outdoors in Oak Bluffs. This family-friendly cottage has a 3-star rating and comes with useful amenities like a playground and a barbecue grill. After checking in and chilling together in your new digs, it's time to start exploring! Inkwell Beach and Oak Bluffs Town Beach are popular family-friendly attractions in Oak Bluffs.