Oak Bluffs Vacation Rentals & Cottages - 113 Rentals Available
113 Vacation rentals
Adorable Cottage Walking Distance to Town and Beach
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 7 7
- Min stay varies
- Ask about children
$214
from $214 / night
Water Front 6 Bedroom Oak Bluffs Home with Dock
Oak Bluffs House
- 6 bedrooms 6
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
$1715
from $1715 / night
CHARMING WATERFRONT HOME
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
$457
from $457 / night
ALLER - Boutique Home, Walk to Town and Beach, Central A/C, Wifi Internet
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$415
from $415 / 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
$329
from $329 / night
Beautiful Water Front Oak Bluffs Home
Oak Bluffs House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Air conditioning
$929
from $929 / night
ARMSA - Cozy Newly updated Seashore Cottage, East Chop Highlands Area
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$304
from $304 / night
Oak Bluffs Victorian-Nantucket Sound Views from every room!
Oak Bluffs House
- 5 bedrooms 5
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
$743
from $743 / night
LEHNP - Beach Front East Chop Cottage, Spectacular Views, Perfect Getaway
Oak Bluffs House
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 7 nights min
- Ask about children
$247
from $247 / 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
from $571 / night
ROBIH - Seaview Condo Unit, Gorgeous Waterviews, In Town Location, Modern
Oak Bluffs House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$172
from $172 / night
Seaview Condo with Ocean Views
Oak Bluffs House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- Min stay varies
- Ask about children
$286
from $286 / night
WATERFRONT HOME WITH PRIVATE BEACH
Oak Bluffs House
- 7 bedrooms 7
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Ask about children
$1000
from $1000 / night
MOORR - Adorable Renovated Vacation Home, WiFi, Patio, Large Yard, Central
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$225
from $225 / night
DOHEM - East Chop Seaside Cottage, Large Porch, WiFi, Spectacular Views
Oak Bluffs House
- 3 bedrooms 3
- 1 bathroom
- Sleeps 6 6
- 7 nights min
- Ask about children
$529
from $529 / 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
$357
from $357 / night
Great Four Bedroom Home in Meadow View Farms
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- Min stay varies
- Ask about children
$286
from $286 / night
BURBR - Perfect Retreat for Large Families, Newly updated, 1.5 miles to Town
Oak Bluffs House
- 6 bedrooms 6
- 3 bathrooms
- Sleeps 13 13
- 7 nights min
- Ask about children
- Air conditioning
$422
from $422 / night
WONDERFUL VINEYARD HOME WITH BEAUTIFUL WATERVIEWS
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 7 7
- Min stay varies
- Ask about children
$286
from $286 / night
CHUNM - Oak Bluffs, European Design, Private Yard, Beautifully Decorated, Patio
Oak Bluffs House
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$243
from $243 / night
Beautiful four bedroom home in-town Oak Bluffs
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
$429
from $429 / night
Charming Oak Bluffs Cottage
Oak Bluffs House
- 2 bedrooms 2
- 1 bathroom
- Sleeps 6 6
- Min stay varies
- Ask about children
- Air conditioning
$214
from $214 / night
Newly Renovated 2 Bedroom Oak Bluffs House within Walking Distance to Town
Oak Bluffs House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- Min stay varies
- Ask about children
- Air conditioning
$286
from $286 / 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
$143
from $143 / night
HODGO - ADORABLE, RECENTLY RENOVATED COTTAGE, WALK TO TOWN, BEACH and FERRY
Oak Bluffs House
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Ask about children
- Air conditioning
$225
from $225 / night
KRIEH - Lagoon Waterfront Luxury Home with Pool , 500' of Private Sandy Lagoon
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 7 7
- 10 nights min
- Swimming pool
- Ask about children
- Air conditioning
$2072
from $2072 / night
BACOL - Charming Waterview Home, Immaculate Beachy Interior, Spacious Shady
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$429
from $429 / night
COME EXPERIENCE THE MAGIC OF THE VINEYARD
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Ask about children
- Air conditioning
$143
from $143 / night
BEVEC - Lagoon Waterfront Contemporary Home, Patio and Screened Porch Areas
Oak Bluffs House
- 3 bedrooms 3
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$686
from $686 / night
TOTHG - Adorable Updated Vineyard Cottage, Lovely Landscaped Yard, Central
Oak Bluffs House
- 3 bedrooms 3
- 1 bathroom
- Sleeps 5 5
- 7 nights min
- Ask about children
- Air conditioning
$243
from $243 / 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
$243
from $243 / night
Four bedroom steps from Ink Well Beach!
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
$429
from $429 / night
LECAY - Boutique Sweet with Designer Interior, Large Screened Porch, AC all
Oak Bluffs House
- 4 bedrooms 4
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$465
from $465 / night
SCHUS - Waterfront, Waterview
Oak Bluffs House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
$379
from $379 / night
Large Vineyard Classic Home Close to Town and Beach!
Oak Bluffs House
- 8 bedrooms 8
- 3 bathrooms
- Sleeps 16 16
- Min stay varies
- Ask about children
$671
from $671 / night
Four bedroom Oak Bluffs Home
Oak Bluffs House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
$314
from $314 / night
Victorian jewel on sought after Ocean Park in Oak Bluffs
Oak Bluffs House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
$1429
from $1429 / night
Lovely Oak Bluffs home one mile from town and beach
Oak Bluffs House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Ask about children
$143
from $143 / night
MURPL - Meadow View Farms House, Beautiful Tri- Level Contemporary Spacious
Oak Bluffs House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Ask about children
- Air conditioning
$458
from $458 / night
Bright Contemporary in East Chop
Oak Bluffs House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 7 7
- Min stay varies
- Ask about children
$257
from $257 / night
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