Oak Bluffs Vacation Rentals

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TRAVM

Updated East Chop Area Summer Retreat, Great Proximity to Town Center and Beaches, Cottage Styling with All the Modern Amenities, Central A/C. Covered Porch and Open Patio Areas.

Visitors will enjoy this delightful & comfortable 4 bedroom, 3 bath home in the desirable East Chop area of Oak Bluffs.

Relax in the breeze with your morning coffee on the front...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,252

Clean Fee:

$475 per week

Tax: State & Local:

11.7

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WHARG

Lovely Home in a quiet Neighborhood. Walk to Town Center and Inkwell Beach, Large Private Deck, Room AC

Spacious sun-filled contemporary home located on a quiet private street, a 10-minute walk to town center, Inkwell Beach, and the harborfront.

The first level features a spacious kitchen with stainless steel...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,203

Clean Fee:

$375 per week

Tax: State & Local:

11.7

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LONGK

Bayes Hill Beauty - Stunning Landscaping, Privately Situated Deck & Patio Association Tennis, Bose Soundock II

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,203

Clean Fee:

$450 per week

Tax: State & Local:

11.7

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BICKE

East Chop Area, Tri-Level Home with Distant Water views, Located just 1.5 Mi to Oak Bluffs Center

Beautiful summer home with distant water views, located in the desirable East Chop neighborhood. This 4 bedroom, 3 bath home is located just 1.5 miles from Oak Bluffs Center & Beach.

The...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,154

Clean Fee:

$600 per week

Tax: State & Local:

11.7

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BURBS

Set Just on the ouskirts of Oak Bluffs. Central AC, Screened Porch

Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs center and beach area. Fully furnished screen porch and shady porch. This lovely home sleeps families of 8 comfortably.

The main...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,000

Clean Fee:

$425 per week

Tax: State & Local:

11.7

Transferrable Ferry Tickets available, 7/13 -7/20 & 7/20 -7/27. Please inquire for details!

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KNOXA

Modern Cottage, Recently Updated! Walk to Oak Bluffs Harbor and Town Center, 15 min walk

Walk to Oak Bluffs town center, ferry, or Inkwell Beach from this beach-chic recently renovated, adorable cottage!

Upon entering you are greeted with an open floor plan in the living, kitchen,...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,000

Clean Fee:

$300 per week

Tax: State & Local:

11.7

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HANRJ

Spacious Oak Bluffs Contemporary Home, 4 Bedrooms & 4 Baths, Quiet Private Location in Bayes Hill Community of Homes

Privately situated on the outskirts of Oak Bluffs, yet centrally located to towns and beaches. The home features a large patio area with outdoor dining and grill area and a spacious...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $7,000

Clean Fee:

$575

Tax: State & Local:

11.7

Owner reduced rates for available weeks in June, July & August - see calendar for adjusted rates

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LIJOY

Hidden Cove Summer Retreat, Newly Updated, Association Tennis Courts, Bike Paths at Entrance to Neighborhood, Multiple Beaches Near By

Summer Dream offers the opportunity for a relaxing vacation in a beautiful environment. This 4 bedroom, 2 ½ bath home has a beautiful new kitchen and new living room furnishings...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,902

Clean Fee:

$390 per week

Tax: State & Local:

11.7

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Front of House , Wraparound Farmer's Porch

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THOMS

New Modern Farmhouse Design, Great Location!, Wraparound Farmers Porch, Deck Area.

Beautiful new 4 bedroom home, 3.5 bath sleeps 8. Ideally located just 2 miles from the center of Oak Bluffs and just minutes by car to the towns of Vineyard Haven and...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,804

Clean Fee:

$425 per week

Tax: State & Local:

11.7

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FISHJ

Stylish Contemporary Vacation Home situated in Meadow View Farms, Open Light Filled Design, Expansive Private Deck

Come and enjoy this light-filled, beautifully maintained, three-level contemporary home complete with gardens, landscaped yard, and a children’s backyard playground.

The main level features an open kitchen, dining, and TV/living...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,797

Clean Fee:

$425 per week

Tax: State & Local:

11.7

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THORB

Contemporary 5 Bedroom 4 Bath, Multiple Living Spaces, Walk to Oak Bluffs Center and Inkwell Beach-10 minutes

Extended families are sure to enjoy this tri-level home featuring an open floor plan on the main level, a large main living room, and three den/TV areas, one on the first level...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,601

Clean Fee:

$500 per week

Tax: State & Local:

11.7

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Expansive deck with Sectional Sofa, Chaise Lounge Chairs, Patio Dining and Grill

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TERSM

Modern, Newly Renovated, Architecturally Significant Beach Cottage Design. Close to Town and Beaches, Tucked in the Lovely Community of Summer Homes, Waterview Farms!

Gorgeous all newly renovated and newly furnished mid-century beach cottage, now a modern vacation oasis designed by the prominent interior design firm, - Tersigni Palachek. This eloquent, yet beachy home offers...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,601

Clean Fee:

$425 per week

Tax: State & Local:

11.7

Rate reduced for week 7/11-7/18 - see calendar for adjusted rates

Owner books Fri to Fri July & August weeks!

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FRIEM

Beautiful East Chop Home , Walk to Town & Beach, Outdoor Patio Area with Patio Dining

Lovely Spacious East Chop Area home features elegant custom craftsmanship throughout, a light-filled open kitchen, living and dining areas, and a family/TV room. 3 bedrooms on the 2nd level and 2...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,503

Clean Fee:

$400 per week

Tax: State & Local:

11.7

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ROCHA

Bridle Path House, Quiet Lovely Neighborhood, Porch and Deck Areas, Large Yard, Central Location to all 3 Down Island Towns and Beaches

Lovely 3 bedroom 3 bath home sleeps 8, bordered by a large landscaped yard. The exterior features a shady wrap-around porch with rockers, a perfect place to relax, read a book, and enjoy...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$14 - $6,503

Clean Fee:

$300 per week

Tax: State & Local:

11.7

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BOOND