Oak Bluffs Vacation Rentals & Cottages - 317 Rentals Available
317 Vacation rentals
Waterfront-Martha's Vineyard
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Child friendly
- Private garden
$401.00
from $401.00 / night
Four bedroom steps from Ink Well Beach!
Oak Bluffs House
- 4 bedrooms 4
- 1 bathroom
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$429.00
from $429.00 / night
COZY,CUTE COTTAGE NEAR TOWN & BEACH.
Oak Bluffs House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- min stay varies
- Ask about children
- Air conditioning
$129.00
from $129.00 / night
WONDERFUL VIEWS OF SENGEKONTACKET POND FROM THIS LOVELY VINEYARD HOME
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$457.00
from $457.00 / night
Enjoy the charm of a Vineyard cottage with all the amenities of today
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$229.00
from $229.00 / night
LUXURY WATERFRONT HOME- BEACH,DEEPWATER DOCK & MOORING
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$1,143.00
from $1,143.00 / night
Ocean Park Victorian Carousel House
Oak Bluffs House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$1,375.00
from $1,375.00 / night
OAK BLUFFS VICTORIAN ONE BLOCK FROM BEACH, TWO BLOCKS FROM TOWN!
Oak Bluffs House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
Beautiful Campground Victorian Home in Oak Bluffs
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
- Air conditioning
$429.00
from $429.00 / night
New Four Bedroom in-town Oak Bluffs Home
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
Wonderful Four Bedroom Home in Oak Bluffs
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
Great Four Bedroom Home in Meadow View Farms
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
$429.00
from $429.00 / night
CLASSIC, VINTAGE,GINGERBREAD
Oak Bluffs House
- 7 bedrooms 7
- 3 bathrooms
- sleeps 14 14
- min stay varies
- Ask about children
$929.00
from $929.00 / night
Beautiful Four Bedroom Home with Central Air Conditioning
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$447.00
from $447.00 / night
Gracious five bedroom in-town Oak Bluffs victorian
Oak Bluffs House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$358.00
from $358.00 / night
CHARMING WATERFRONT HOME
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$414.00
from $414.00 / night
Wonderful Contempory Home in Meadow View Farms
Oak Bluffs House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$429.00
from $429.00 / night
Cape Style Home near Lagoon Pond- short walk to Lagoon Beach
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$400.00
from $400.00 / night
Seaglass Cottage on East Chop
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$414.00
from $414.00 / night
ENJOY WATERVIEWS OF SENGENKONTACKET POND FROM THE WONDERFUL DECK
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$257.00
from $257.00 / night
Beautiful Colonial in Oak Bluffs with Air Conditioning
Oak Bluffs House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 13 13
- min stay varies
- Ask about children
- Air conditioning
$857.00
from $857.00 / night
Lovely Oak Bluffs home one mile from town and beach
Oak Bluffs House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$500.00
from $500.00 / night
Four bedroom Oak Bluffs Home
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
$358.00
from $358.00 / night
VINTAGE 1950'S HOME LOCATED ON CRYSTAL LAKE IN OAK BLUFFS
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$221.00
from $221.00 / night
Oceanfront Home Walk to Ferry and Town
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$971.00
from $971.00 / night
Cozy Oak Bluffs home close to beach & town.
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$571.00
from $571.00 / night
Walk to Lagoon from this Cute Cottage
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$421.00
from $421.00 / night
Lovely Four Bedroom East Chop Home with Waterviews
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$722.00
from $722.00 / night
Restored Ginger Bread Home Steps from the Inkwell Beach
Oak Bluffs House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$1,714.00
from $1,714.00 / night
Victorian jewel on sought after Ocean Park in Oak Bluffs
Oak Bluffs House
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$715.00
from $715.00 / night
Newly Renovated 2 Bedroom Oak Bluffs House within Walking Distance to Town
Oak Bluffs House
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- min stay varies
- Ask about children
- Air conditioning
$358.00
from $358.00 / night
New Oak Bluffs Home Close to Town
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Air conditioning
$400.00
from $400.00 / night
CLASSIC AND CHARMING COTTAGE WALKING DISTANCE TO THE BEACH AND TOWN
Oak Bluffs House
- 5 bedrooms 5
- 2 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
$200.00
from $200.00 / night
NEWLY RENOVATED, ARCHITECTURALLY SIGNIFICANT BEACH COTTAGE
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 7 7
- min stay varies
- Ask about children
- Air conditioning
$371.00
from $371.00 / night
Hidden Gem in Oak Bluffs with Private Tennis
Oak Bluffs House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$657.00
from $657.00 / night
Charming Oak Bluffs Cottage within Walking Distance to Town
Oak Bluffs House
- 6 bedrooms 6
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Ask about children
- Air conditioning
$715.00
from $715.00 / night
Beautiful Views Overlooking Sunset Lake to the Harbor
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- sleeps 8 8
- min stay varies
- Ask about children
- Air conditioning
$857.00
from $857.00 / night
In-town Oak Bluffs House
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$358.00
from $358.00 / night
East Chop Custom Built 3 Bedroom Cottage
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Ask about children
- Air conditioning
$529.00
from $529.00 / night
Oak Bluffs Cape Not too Far from Town
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 9 9
- min stay varies
- Ask about children
- Air conditioning
$229.00
from $229.00 / night
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