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300+ stays

Stays in Oak Bluffs

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SUPERHOST
Entire house in Oak Bluffs
Oak Bluffs Cape near lagoon. Reduced pricing!
6 guests3 bedrooms4 beds2 baths
WifiKitchenHeating
Entire house in Oak Bluffs
Oak Bluffs Gingerbread House - Walk Everywhere!
4 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Entire house in Oak Bluffs
New Home in Oak Bluffs near everything you want!
9 guests4 bedrooms6 beds2 baths
WifiKitchenHeating
SUPERHOST
Entire house in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
7 guests3 bedrooms6 beds1 bath
WifiKitchenHeating
SUPERHOST
Entire cottage in Oak Bluffs
Private Beach Waterfront Oak-Bluffs Family Cottage
7 guests4 bedrooms6 beds2 baths
WifiKitchenHeating
Entire house in Oak Bluffs
Martha’s Vineyard Cottage - Walk to Town and Beach
4 guests2 bedrooms2 beds1 bath
WifiKitchenHeating
SUPERHOST
Entire cottage in Tisbury
Not Your Great Aunt's Island Cottage
8 guests3 bedrooms8 beds1 bath
WifiKitchenHeating
SUPERHOST
Entire house in Oak Bluffs
Walk to beach and all Oak bluffs has to offer!111D
4 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Entire house in Oak Bluffs
Charming 3bed/2 bath cottage on Martha's Vineyard.
6 guests3 bedrooms4 beds2 baths
WifiKitchenHeating
Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 237
4 guests1 bedroom2 beds1 private bath
Wifi
SUPERHOST
Entire house in Tisbury
Vineyard Retreat: A House for All Seasons
8 guests3 bedrooms5 beds2.5 baths
WifiKitchenHeating
Entire townhouse in Oak Bluffs
Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!
6 guests2 bedrooms4 beds1.5 baths
WifiKitchenHeating
Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 224
3 guests1 bedroom1 bed1 shared bath
WifiHeating
SUPERHOST
Private room in Oak Bluffs
Ocean Park Victorian
2 guests1 bedroom1 bed1 private bath
WifiHeating
SUPERHOST
Entire apartment in Oak Bluffs
Walk to Town, By Beach, Top Floor
4 guests1 bedroom2 beds1.5 baths
WifiKitchenHeating
SUPERHOST
Entire guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
Entire house in Edgartown
Brand new gorgeous 2 bedroom guest house.
4 guests2 bedrooms3 beds1 bath
WifiKitchenHeating
SUPERHOST
Entire apartment in Oak Bluffs
Stunning private apartment walk to everything!111C
4 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Entire cottage in Vineyard Haven
Cozy Cottage on Martha’s Vineyard <1 Mi to Beaches
3 guests1 bedroom1 bed1 bath
Kitchen
SUPERHOST
Entire house in Oak Bluffs
Sweet little post and beam
2 guests1 bedroom1 bed1.5 baths
WifiKitchenHeating
234515
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.