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300+ stays

Stays in Oak Bluffs

Enter dates and number of guests to see the total price per night.
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Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 237
4 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parkingWaterfront
Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 224
3 guests1 bedroom1 bed1 shared bath
WifiAir conditioningFree parkingWaterfront
SUPERHOST
Entire house in Tisbury
Vineyard Retreat: A House for All Seasons
8 guests3 bedrooms5 beds2.5 baths
WifiAir conditioningKitchenFree parking
Entire cottage in Tisbury
2 Bedroom, Tashmoo area Cottage - Sleeps 3
3 guests2 bedrooms2 beds1 bath
KitchenFree parkingWasherDryer
SUPERHOST
Entire house in Oak Bluffs
Oak Bluffs Cape near lagoon. Reduced pricing!
6 guests3 bedrooms4 beds2 baths
WifiAir conditioningKitchenFree parking
Room in boutique hotel in Tisbury
Vineyard Harbor - Unit 233
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
SUPERHOST
Private room in Oak Bluffs
OB Economical GetaWay Bedroom #2
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioningKitchenFree parking
SUPERHOST
Entire house in Tisbury
"Ferry's Landing" Private Bed & Bath w/Harbor View
2 guests1 bedroom1 bed1 bath
WifiAir conditioningFree parkingSelf check-in
Entire apartment in Oak Bluffs
Coastal condo with shared pool and tennis courts near golf, beaches, and town!
4 guestsStudio2 beds1 bath
WifiAir conditioningPoolKitchen
Entire house in Oak Bluffs
New Home in Oak Bluffs near everything you want!
9 guests4 bedrooms6 beds2 baths
WifiAir conditioningKitchenFree parking
SUPERHOST
Entire guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
SUPERHOST
Private room in Oak Bluffs
Perfect Quick Getaway - Two Bdrm Private Suite
5 guests2 bedrooms2 beds1 private bath
WifiAir conditioningFree parkingPets allowed
Entire house in Oak Bluffs
Oak Bluffs Gingerbread House - Walk Everywhere!
4 guests2 bedrooms4 beds1 bath
WifiAir conditioningKitchenFree parking
Entire house in Oak Bluffs
Martha’s Vineyard Cottage - Walk to Town and Beach
4 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchenFree parking
Entire guesthouse in Oak Bluffs
Oak bluffs cottage
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
Entire townhouse in Oak Bluffs
Stylish townhouse 1/2 mile from the beach - tennis courts & shared pool onsite!
6 guests2 bedrooms4 beds1.5 baths
WifiAir conditioningPoolKitchen
Room in boutique hotel in Tisbury
Vineyard Harbor - Unit 108
4 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parking
Room in boutique hotel in Tisbury
Vineyard Harbor - Unit 234
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
Room in boutique hotel in Tisbury
Vineyard Harbor - Unit 223
3 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parking
SUPERHOST
Entire house in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
7 guests3 bedrooms6 beds1 bath
WifiAir conditioningKitchenFree parking
234515
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.