Skip to content
300+ stays

Stays in Oak Bluffs

Showing you results for "Oak Bluffs, Massachusetts"
Review COVID-19 travel restrictions before you book.
Learn more
SUPERHOST
Entire guest suite in Oak Bluffs
Lovely 2 BR Oak Bluffs Apartment
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
$88 per night
SUPERHOST
Entire house in West Tisbury
Wild Child Artist's Studio nestled in the woods
4 guestsStudio0 beds1 bath
WifiAir conditioningKitchenFree parking
$100 per night
SUPERHOST
Entire house in Tisbury
Vineyard Retreat: A House for All Seasons
8 guests3 bedrooms5 beds2.5 baths
WifiAir conditioningKitchenFree parking
$155 per night
Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 237
4 guests1 bedroom2 beds1 private bath
WifiAir conditioningFree parking
$134 per night
SUPERHOST
Private room in Oak Bluffs
OB Economical GetaWay Bedroom #2
2 guests1 bedroom1 bed1 shared bath
WifiAir conditioningKitchenFree parking
$50 per night
SUPERHOST
Room in boutique hotel in Oak Bluffs
In Town Queen Room
2 guests1 bedroom0 beds1 private bath
WifiAir conditioning
$185 per night
Room in boutique hotel in Tisbury
Vineyard Harbor - Harbor View Unit 224
3 guests1 bedroom1 bed1 shared bath
WifiAir conditioningFree parking
$134 per night
SUPERHOST
Private room in Oak Bluffs
Ocean Park Victorian
2 guests1 bedroom1 bed1 private bath
WifiAir conditioningFree parking
$205 per night
SUPERHOST
Private room in Oak Bluffs
Perfect Quick Getaway - Two Bdrm Private Suite
5 guests2 bedrooms2 beds1 private bath
WifiAir conditioningFree parking
$81 per night
Entire cottage in Mashpee
Cape Cod Holiday Estates Cottage w/ Full Kitchen
6 guests2 bedrooms3 beds2 baths
WifiAir conditioningKitchenFree parking
$119 per night
SUPERHOST
Entire house in Tisbury
"Island Home" 1 BR Suite w/Harbor View- downtown
3 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchenFree parking
$104 per night
Entire house in Oak Bluffs
Oak Bluffs Gingerbread House - Walk Everywhere!
4 guests2 bedrooms4 beds1 bath
WifiAir conditioningKitchenFree parking
$177 per night
SUPERHOST
Entire cottage in Oak Bluffs
Walk to beach and all Oak Bluffs has to offer!111F
4 guests1 bedroom2 beds1 bath
WifiAir conditioningKitchen
$139 per night
SUPERHOST
Entire cottage in Tisbury
Not Your Great Aunt's Island Cottage
8 guests3 bedrooms8 beds1 bath
WifiAir conditioningKitchenFree parking
$276 per night
SUPERHOST
Entire house in Oak Bluffs
impeccable cottage STEPS to downtown OB & beach!
7 guests3 bedrooms6 beds1 bath
WifiAir conditioningKitchenFree parking
$249 per night
Entire house in Edgartown
Brand new gorgeous 2 bedroom guest house.
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
$150 per night
SUPERHOST
Entire house in Edgartown
Cottage near South Beach on Martha’s Vineyard.
4 guests2 bedrooms3 beds1 bath
WifiAir conditioningKitchenFree parking
$118 per night
Entire house in Edgartown
✅Beach ✅Downtown ✅Restaurants/Bars ✅Bike Path
5 guests2 bedrooms2 beds1 bath
WifiAir conditioningKitchenFree parking
$150 per night
Hotel room in Oak Bluffs
Hotel Ginger - Bay Window Queen
2 guestsStudio1 bed1 bath
WifiAir conditioning
$156 per night
SUPERHOST
Private room in Edgartown
The Alison Boylston Piazza House
3 guests2 bedrooms2 beds1 private bath
WifiAir conditioningKitchen
$90 per night
1 20 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.