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Holiday Homes and Apartments Oak Bluffs, MA

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    All 341 Rentals in Oak Bluffs
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    Travellers to Oak Bluffs are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    From
    $3,634
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    $2,228
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    $7,611
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    5 Bedrooms / 3 Bathrooms / Sleeps 9
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    $3,072
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    1 / 20
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Dishwasher
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Deck
    • Stereo System
    • Grill
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    • Pet-friendly
    • Wheelchair access
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    About this property
    Owner Transfer Ferry Tickets - Please Inquire Situated on quiet side street with a 15 minute walk or a 5 minute drive to town and beach, this light filled cape offers visiting families a well equipped vacation reprieve with comfortable living areas, modern kitchen, AC in all bedrooms. The first... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $4,114
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    1 / 17
    4 Bedrooms / Sleeps 8
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    • Water Views
    • Grill
    • Deck
    • DVD Player
    • Waterfront
    • Stereo System
    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
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    • x
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    About this property
    This charming waterfront two story Cape sits atop the Lagoon bluffs. Boasts spectacular sunsets and panoramic waterfront views of Lagoon, outer Vineyard Haven Harbor and Cape Cod from the patios, living room, dining room and two upstairs bedrooms. Stairs down to private beach. You are just minutes... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $7,542
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Deck
    • Internet Access
    • Satellite TV
    • Grill
    • Microwave
    • DVD Player
    • Air Conditioning
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful new contemporary house with four bedrooms and four bathrooms, finely appointed and tastefully decorated. Association Tennis, Central A/C, Wifi. This home is located in a highly desirable area close to town and beaches. The house overlooks a meadow and provides the perfect setting for a... View all property information
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    Oak Bluffs, Martha's Vineyard
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    1 / 15
    6 Bedrooms / 3 Bathrooms / Sleeps 12
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    Amenities & Details
    • DVD Player
    • Microwave
    • Water Views
    • Patio
    • Satellite TV
    • Waterfront
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Large families looking for a beachfront adventure will love this relaxed waterfront home. Spectacular views from every room and expansive patios stretch the shoreline. Central location offers a 5 minute drive to town, dining, movies, shops and galleries. Amenities and Features include...... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $3,565
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Waterfront
    • Deck
    • Satellite TV
    • DVD Player
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious and attractive waterfront Cape Cod style home - features gorgeous views, central A/C, Wi-Fi and 4 TV's. Two large decks and a screened porch provide wonderful spaces for summer relaxation in which to enjoy the waterviews. Kayaking enthusiasts will enjoy the gorgeous scenery and wild life... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $14,262
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    1 / 31
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Water Views
    • Stereo System
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Architect designed luxury waterfront retreat sits overlooking 500 feet of private lagoon beach and maintains sweeping waterviews up the lagoon. The pool and patio areas take full advantage of the views. Dine and relax by the pool with pool side hot tub and the all new deck being constructed with... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
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    $2,057
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    1 / 8
    4 Bedrooms / Sleeps 8
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    • Dishwasher
    • Internet Access
    • Deck
    • Stereo System
    • Microwave
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Circa 1800's classic Oak Bluffs cottage, well-decorated, small yard, 10 minute walk to town center, Harbor and Beaches. Classic Martha's Vineyard Rental. Additional amenities include: bedding rm3: double, dinner seating: 10, longitude: -70.5661000, linens and towels: tenant must bring, lobster... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
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    $2,503
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    1 / 13
    3 Bedrooms / 1 Bathroom / Sleeps 5
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    • Stereo System
    • Air Conditioning
    • Deck
    • Satellite TV
    • Microwave
    • DVD Player
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Bright and newly remodeled classic summer cottage. Conveniently located just one mile from Oak Bluffs town center, Ink Well Beach, shops, fine and family dining, historic Flying Horses Carousel, public tennis courts, Bandstand Park and Oak Bluffs Harbor-front area. The professionally landscaped... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $7,268
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    1 / 22
    6 Bedrooms / 3 Bathrooms / Sleeps 13
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    • Microwave
    • Deck
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This outstanding Oak Bluffs home is undergoing a complete face lift for the 2012 rental season and is sure to please. Spacious and perfect for extended families, featuring multiple attractively furnished living areas and sleeping 13 comfortably. The lower level of the house features a queen bed,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,948
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    1 / 19
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • Grill
    • Microwave
    • Water Views
    • DVD Player
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Picturesque ocean views across Farm Pond to Vineyard Sound. Walk to beach and town. Bike path is one block away from this beautifully renovated three bedroom, two bathroom home. Open, airy with lots of glass. The dining and living areas open to deck. Amenities and Features include... Farm Pond... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $16,798
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    1 / 18
    7 Bedrooms / 3 Bathrooms / Sleeps 14
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    Amenities & Details
    • Dishwasher
    • Waterfront
    • Ceiling Fans
    • Internet Access
    • Patio
    • Satellite TV
    • Grill
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Delightful historic summer cottage sitting on the edge of Harthaven Harbor. Spectacular views of Vineyard Sound from all areas of the home. Private path leads you to a pristine private association beach, perfect for families of all ages. There is also a private dock in front of the house. Access to... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,468
    / Week
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    1 / 14
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Deck
    • Water Views
    • Stereo System
    • Grill
    • Satellite TV
    • Microwave
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Contemporary Cape on Martha's Vineyard. Open design, wood floors downstairs. Deck for extended summer living. Distance waterview of the Lagoon from outside deck. Short distance to Oak Bluffs center. Additional amenities include: outdoor shower: enclosed, square ft.: 1916, house style: contemporary... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $4,182
    / Week
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    1 / 15
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Microwave
    • Porch
    • Grill
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    East Chop Victorian home. Newly renovated in 2011. Walk to the Bluff and enjoy panoramic ocean views. Bike to the public beach by the beach club or into town and the large public beach beyond. Large flat screen TV in living area and wireless internet for your convenience. There is also a smaller TV... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,703
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    1 / 18
    3 Bedrooms / 1 Bathroom / Sleeps 7
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    Amenities & Details
    • DVD Player
    • Dishwasher
    • Air Conditioning
    • Grill
    • Internet Access
    • Deck
    • Satellite TV
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Classic vineyard cottage renovated, tastefully and comfortably furnished. Large open deck on both the main and 2nd levels. Main living level features a lovely kithcen very well stocked with dining and cook items, a large sunporch living area and 2nd aliving area with large screen TV. Three lovely... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,280
    / Week
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    1 / 38
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Deck
    • DVD Player
    • Internet Access
    • Patio
    • Grill
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sea breezes and fabulous water views from almost every room are the mainstay for this unique waterfront home on the Lagoon Pond in Oak Bluffs. Polished with soothing designer furnishings in layers of cappuccino and white neutral linen and cotton, you will enjoy this European-chic interior almost as... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $8,639
    / Week
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    1 / 20
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Waterfront
    • DVD Player
    • Water Views
    • Deck
    • Satellite TV
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful waterfront home with central A/C, features open floor plan and sunny living spaces. The great room has two distinct seating areas and is equipped with a flat screen TV. There is a formal dining room set between the living area and kitchen and opens to the outdoor patio with gorgeous... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,646
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    1 / 17
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Deck
    • Satellite TV
    • Waterfront
    • Stereo System
    • Water Views
    • Fireplace
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Renovated in 2010, offering four bedrooms, open dining, living and kitchen areas and stunning views of Sengekontacket pond. Association Tennis and Dock. Great opportunities for dinner al fresco on the deck, watching the sunset. Additional amenities include: dock/boat-slip, outdoor shower:... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
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    From
    $3,325
    / Week
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    1 / 9
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Porch
    • Microwave
    • DVD Player
    • Grill
    • Deck
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amenities and Features include... Meadow View Farms, Out of Town, Association Tennis, Hi Speed Internet Additional amenities include: coffee maker, internet - ethernet cord required, fans - portable, lobster pot, food processor, washer / dryer, cd player, landscaped, patio table and chairs,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,051
    / Week
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    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Satellite TV
    • Microwave
    • Deck
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amenities and Features include... Hidden Cove, Association Tennis Courts, Association Kayak Landing Additional amenities include: coffee maker, fans - portable, lobster pot, food processor, washer / dryer, porch - screened, vacuum, outdoor furniture, tennis - association/shared, ironing board. View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,777
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    1 / 10
    Studio / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Dishwasher
    • Air Conditioning
    • Satellite TV
    • Deck
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amenities and Features include... 1 Mile from Oak Bluffs Center, Room A/C, WiFi Additional amenities include: coffee maker, patio table and chairs, lobster pot, washer / dryer, cd player, landscaped, phone ld block, ironing board. View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $8,022
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    1 / 24
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Dishwasher
    • Internet Access
    • TV
    • DVD Player
    • Air Conditioning
    • Water Views
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Custom built with extraordinary attention to detail. Located on Lagoon Pond with panoramic views up the lagoon. Large comfortably furnished deck and screened porch with dining create a most relaxing atmosphere overlooking the water. Luxury features throughout the house not seen in most rental... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,154
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    1 / 11
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Satellite TV
    • Dishwasher
    • Deck
    • Stereo System
    • Microwave
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cape style home located about 2 miles from center of town and short distance to town landing on the Lagoon. House offer four bedrooms and two baths. This well-maintained, affordable four bedroom two bath home has an eat-in kitchen with slider to deck. Perfectly located for leisurely walks to Lagoon... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $7,199
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    1 / 22
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Porch
    • Waterfront
    • DVD Player
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Rose Cottage - Treasured Harborfront Home. Deepwater dock. Enjoy the harbor activity from the veranda. Just a short stroll along the harbor to beaches, town center, and gingerbread cottages in the historic campground, movies, family and fine dining, galleries. Amenities and Features include...... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,771
    / Week
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    1 / 18
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • DVD Player
    • Dishwasher
    • Grill
    • Internet Access
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    East Chop Victorian seasonal residence exudes the character and charm of the era is situated just a block from the East Chop Bluffs on a sleepy side street in a quiet wooded setting. This wonderful home has a family room with beamed cathedral ceiling, an eyebrow window and full bathroom. There is a... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,508
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Washer
    • DVD Player
    • Grill
    • Deck
    • Internet Access
    • Dryer
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This charming cape style residence is situated on a wooded lot near the bike path and just a short ride to town center and the ferry. The home features a first floor open design with a bright kitchen / dining / living area and hardwood floors. The first floor den has a full size bed and French... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $9,599
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    1 / 41
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • TV
    • Washer
    • Stereo System
    • DVD Player
    • Dryer
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This newly built Farm Neck home features quality craftsmanship, impeccable furnishings and water views from most rooms. The home is nestled within the Farm Neck Golf Course and faces south, overlooking Sengekontacket Pond. A dramatic two-story Great Room opens out to a bluestone patio that expands... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $4,800
    / Week
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    1 / 11
    5 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Stereo System
    • Microwave
    • Deck
    • Water Views
    • Internet Access
    • Fireplace
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful large traditional cottage in Oak Bluffs with full view of Nantucket Sound and Oak Bluffs Harbor. Close to town, Ocean Park and the Flying Horses Carousel. Very open and bright. Second floor deck off Master Bedroom. Newly re-landscaped, quiet area on Martha's Vineyard. Additional... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,428
    / Week
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    1 / 13
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Dryer
    • Internet Access
    • TV
    • Deck
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This contemporary farmhouse is located in the quiet Bayes Hill area of Oak Bluffs. From its classic farmer's porch to wraparound bay windows to comfortable living spaces, there is nice detailing throughout the comfortable four bedroom house. The association tennis court is just down the road, and... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,646
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    1 / 6
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Stereo System
    • TV
    • Deck
    • Internet Access
    • Dryer
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    You are just steps from Circuit Avenue, Oak Bluffs Harbor and the beach from this comfortable in-town apartment in an exclusive small building. The sun-filled great room has open living and dining areas, and a well-equipped kitchen. The two bedrooms are also on the main floor. Stairs lead up to a... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,703
    / Week
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • DVD Player
    • Internet Access
    • Deck
    • TV
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    All of Oak Bluffs at your fingertips and a front row seat for the beach. From your private deck, watch sunrise over Nantucket Sound with beach views along Inkwell Beach. Downtown's restaurants, shops, attractions, and ferry are just a short stroll away. This beachside condo is designed to maximize... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $9,599
    / Week
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    1 / 11
    7 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • DVD Player
    • Grill
    • Patio
    • Porch
    • Washer
    • Dryer
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Perfect for family and friends that want to vacation together, while maintaining their privacy, this unique home allows up to four families to stay together in the same home, while giving each of them total privacy. This 4,000-square-foot, seven-bedroom, six-bathroom home is located on over one... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,743
    / Week
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    1 / 8
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Internet Access
    • Grill
    • Waterfront
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Bungalow guest house, the third of a three house family compound on the outskirts of Oak Bluffs. May be rented separately or together. Nicely furnished with water views from the living area and upstairs bedroom of Nantucket Sound. Shared private beach. Enjoy 150 feet of frontage along Martha's... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $10,285
    / Week
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    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Grill
    • Deck
    • TV
    • Washer
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Tucked away on the shores of The Lagoon, this deluxe waterfront retreat has been designed with an open layout to maximize grand water views and sunsets from its decks, screened porch and most rooms. The main level of Crow's Nest features a stylish wrap-around mahogany deck, and Great Room with open... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,851
    / Week
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Dryer
    • TV
    • Washer
    • Internet Access
    • DVD Player
    • Deck
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With Inkwell Beach at your door step, sweeping ocean views from your private deck and Living Room, and walk-to-town convenience, this Waterside Condo offers a unique vacation getaway in Oak Bluffs. Located directly across the street from popular Inkwell Beach, the second floor condo enjoys sweeping... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $6,171
    / Week
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    1 / 23
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • TV
    • DVD Player
    • Washer
    • Internet Access
    • Dryer
    • Stereo System
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Quietly tucked away in prestigious Farm Neck Golf Club, this contemporary has sweeping waterviews of Sengekontacket Pond, State Beach and the Atlantic, as well as the 8th hole on the golf course. Situated on almost two landscaped acres, there are large wrap-around decks that afford multiple... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $7,542
    / Week
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    1 / 30
    4 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Deck
    • TV
    • Internet Access
    • Washer
    • Stereo System
    • Dryer
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located on almost two waterfront acres, this beach house sits directly on the shores of The Lagoon, with its own private sandy beach and water views of The Lagoon and beyond to Nantucket Sound. The Beach House On The Lagoon is designed around the water views, with large wraparound deck, screened... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,468
    / Week
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    1 / 16
    2 Bedrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Microwave
    • Internet Access
    • Stereo System
    • Air Conditioning
    • Deck
    • Water Views
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Two bedroom beachfront condo in Oak Bluffs. Wooden floors throughout. Ocean views from almost every room of Nantucket Sound. Close to town, shops, restaurants and parks. Enjoy a short bike ride to State beach for a day of swimming or flying kites in nearby Ocean Park. Additional amenities include:... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $7,542
    / Week
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    1 / 20
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Deck
    • Internet Access
    • Washer
    • Grill
    • Porch
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Set in a quiet section of Meadow View Farms, this contemporary farmhouse is nicely styled throughout and conveniently located between Oak Bluffs and Vineyard Haven. The first floor features a large Living Room with vaulted ceiling, fireplace, media center, and sliding doors to the back deck and... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,468
    / Week
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    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning views at this waterfront vacation rental home on the Lagoon in Oak Bluffs. Enjoy beautiful summer days lounging on the deck or sticking your toes in the sand at the beach in front of the house. House offers easy living with an open living room/dining room. Two bedrooms on the main level,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,428
    / Week
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    1 / 15
    3 of 5 stars (1) Average
    3 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Stereo System
    • Deck
    • Internet Access
    • Shared Outdoor Pool...
    • Water Views
    • Grill
    • Satellite TV
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Three level Hillside Condominium corner unit. Top floor with master bedroom offering views of Sengekontacket Pond and the ocean. Lowest of three levels has two bedrooms which open to the ground level in the back. Convenient to both Oak Bluffs and Edgartown Center. Association pool and tennis... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $9,599
    / Week
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    1 / 30
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Deck
    • Fireplace
    • Satellite TV
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $4,800
    / Week
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    1 / 21
    5 Bedrooms / Sleeps 11
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Satellite TV
    • Stereo System
    • Waterfront
    • Internet Access
    • Grill
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautifully restored Victorian Cottage on the outskirts of Oak Bluffs. Enjoy beautiful views of Nantucket Sound. 'The Main Deck' is one of three houses in this family compound with 150 feet of private beach shared with the two other houses. This house may be rented separately or as a whole with the... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,057
    / Week
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    1 / 16
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • DVD Player
    • Satellite TV
    • Washer
    • Stereo System
    • Dryer
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs and all of its fun, family activities. The home offers open living spaces; generously proportioned, sunny bedrooms (one on the ground floor and... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,605
    / Night
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    1 / 30
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Private Fishing...
    • Wi-Fi
    • TV
    • Pool Table
    • Game Room
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    New to the 2015 Summer Season! This spacious waterfront home offers 4-bedrooms en-suite, with family, game and fitness rooms...and yes, a pool. The peaceful setting is centrally located, yet close to the village center for easy access to shops, restaurants and more. The home is tastefully... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,428
    / Week
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 2700 sq ft of well laid-out space and sits on 1.4 acres of land in a private wooded area, centrally located, only minutes from downtown Oak Bluffs and beautiful beaches. The... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $219
    / Night
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    1 / 34
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Refrigerator
    • Patio
    • Grill
    • Cooker
    • Dishwasher
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Escape to the perfect island getaway at this gorgeous Oak Bluffs home on lovely Martha's Vineyard. Light-filled bedrooms, a playroom, and a huge deck await! Downtown Oak Bluffs is nearby and it's only one mile to the water. If you'd rather remain on the property, you're surrounded by gorgeous trees... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $5,993
    / Week
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    1 / 15
    8 Bedrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Stereo System
    • Grill
    • Deck
    • Satellite TV
    • Internet Access
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    EAST CHOP! This Victorian Martha's Vineyard cottage is in one of the best locations Oak Bluff's has to offer. It is close to beach, shops, and restaurants giving you and your guests great versatility. A truly classic Vineyard summer house with numerous bedrooms, plenty of living space and large... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557