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Cottages and House Rentals in Oak Bluffs, MA

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    All 183 Rentals in Oak Bluffs
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    Travelers to Oak Bluffs are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    $500
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    1 / 30
    5 of 5 stars (1) Excellent
    6 Bedrooms / 2 Bathrooms / Sleeps 13
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    $500
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    1 / 7
    4 Bedrooms / 8 Bathrooms / Sleeps 9
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    $1,400
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    1 / 10
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    $215
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    1 / 38
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    traveler have booked this property
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    Amenities & Details
    • Internet Access
    • Washer
    • Satellite TV
    • Stereo System
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This welcoming home is freshly renovated and decorated in calm and comfortable Vineyard style, with hand-hewn, antique and designer furnishings. The house is ideally located on a quiet street, within easy walking distance to the village, harbor, beaches, waterfront parks and historic Victorian... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed December 16, 2014
    Comfortable, cozy, quiet and convenient. Very cute decor, clean and spacious. We loved our stay here.
    5 of 5 stars Reviewed September 20, 2014
    A great time was had by everyone! This house was exactly as described but the best part was dealing directly with the owner and knowing that they were only a phone call away if...
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    $143
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    1 / 10
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Grill
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Deck
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This sweet, little (it's priced accordingly!)cottage is all about convenience. It is within walking distance to the center of Oak Bluffs and two town beaches. The interior of the cottage has recently been redone inside and is fresh & clean and perfect for a great vacation. Large decks, lovely... View all property information
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    Oak Bluffs, Martha's Vineyard 02539
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    $500
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    1 / 8
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    Amenities & Details
    • Waterfront
    • Washer
    • Boat Available
    • Internet Access
    • Dryer
    • Satellite TV
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A fully renovated four bedroom home with three and a half baths and separate garage, landscaped lot and a private dock. Dock can accommodate up to a 25 foot motor boat and is accessible to Vineyard Sound. Family room with cable TV, deck, fully equipped kitchen, wood burning stove, and a 2 person... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $175
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    1 / 8
    3.5 of 5 stars (2) Average
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Deck
    • Boat Available
    • Washer
    • Satellite TV
    • Stereo System
    • DVD Player
    • Central Heating
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fantastic vacation retreat! Steps to the Lagoon. Located on quiet street with fenced-in back yard. This perfect island vacation home has a relaxing back yard, comfortable floor plan, well-equipped kitchen and more. Enjoy the awesome beaches,great fishing, golf, and island ambience! Conveniently... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    3 of 5 stars Reviewed July 21, 2015
    This home was adequate for a place to put our heads at night. Communication regarding check in and check out was non existent. The location was close enough to the center of town...
    4 of 5 stars Reviewed October 5, 2014
    My husband and I spent 3 nights at this charming cottage. We liked the location, on a quiet residential street near the lagoon, yet not far from the center of town. We'd never...
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    $2,425
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    1 / 9
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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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    Oak Bluffs, Martha's Vineyard
    From
    $2,650
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Dishwasher
    • Satellite TV
    • Deck
    • DVD Player
    • Ceiling Fans
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Please note - all new master bedroom and bath completed in 2014 (not shown in photos) Amenities and Features include... Sengekontacket, Central Air Additional amenities include: coffee maker, patio table and chairs, lobster pot, food processor, washer / dryer, cd player, landscaped, outside... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $12,250
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    1 / 18
    7 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    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
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    From
    $5,500
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $225
    / Night
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Deck
    • Refrigerator
    • Grill
    • Stereo System
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This airy home captures the spirit of easy island life and makes you feel like you've gotten away. It's secluded on a quiet, wooded, paved, dead-end street, the second house from the end. Yet it's centrally located in the East Chop area of Oak Bluffs for easy access to the beaches (.25 miles to... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,375
    / Week
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    1 / 10
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Dishwasher
    • Grill
    • Ceiling Fans
    • Internet Access
    • DVD Player
    • Water Views
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Cozy guest house sleeps 4. Open floor plan with queen bed alcove off of living room. One bedroom with one set of bunk beds. Large deck with view of Lagoon. Owner or guests occupy main house. Amenities and Features include... Lagoon Guest House, Walk to Private Lagoon Beach Additional amenities... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $1,750
    / Week
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    1 / 12
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • Satellite TV
    • Patio
    • DVD Player
    • Porch
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely contemporary home in one of the Islands premier community settings, Waterview Farms. Close to Farm Neck Golf Course and tennis and a short distance to town and beaches. Amenities and Features include... Waterview Farms, Waterview Additional amenities include: dock/boat-slip, coffee... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,175
    / Week
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    1 / 18
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Water Views
    • Satellite TV
    • Grill
    • Deck
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Owner Transfer Ferry Tickets - Please Inquire Adorable Waterfront and Beachfront cottage. Immaculately maintained, lots of summer charm, fantastic views of the Vineyard Sound and Lagoon from the large patio area. Stairs lead directly to private, sandy beach, great area for young children and... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $750
    / Night
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    1 / 44
    6 Bedrooms / 2 Bathrooms / Sleeps 10
    travelers have booked this property
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    Amenities & Details
    • Pool Table
    • Washer
    • DVD Player
    • TV
    • Dryer
    • Wi-Fi
    • Watersports Nearby
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    *Fall/Winter/Spring multi-week discount available *Only 3 prime summer weeks left! Check my calendar and book ASAP if you plan to visit in the peak season. The Pennacook house in Oak Bluffs on the charming island of Martha's Vineyard is beautifully maintained, bright and sunny, with a large... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,625
    / Week
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Microwave
    • Grill
    • Ceiling Fans
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amenities and Features include... Walk to Town and Beach, Newly Renovated Additional amenities include: coffee maker, patio table and chairs, lobster pot, washer / dryer, landscaped, outdoor furniture, ironing board. View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $286
    / Night
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    1 / 14
    5 of 5 stars (2) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • DVD Player
    • Stereo System
    • Grill
    • Water Views
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sun filled and airy prow front contemporary home with beautiful views of Lagoon Pond. Four bedrooms accommodating up to eight guests. Two full baths plus refreshing outdoor shower. The second floor with its cathedral ceiling utilizes an open living room, dining room and kitchen floor plan to... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $1,750
    / Week
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Microwave
    • Internet Access
    • Ceiling Fans
    • Grill
    • DVD Player
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Open, airy contemporary Cape. All newly furnished, three bedrooms, 2 bathrooms. Ceiling fans in all bedrooms. A short 15 minute walk to Oak Bluffs Center and Beach, shopping, and dining. Sidewalks connect to miles of bike paths. Amenities and Features include... Walk to Town. Hi Speed Internet.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,000
    / Night
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    1 / 30
    5 of 5 stars (1) Excellent
    7 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Waterfront
    • Satellite TV
    • Internet Access
    • Patio
    • Grill
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on over 1 acre of waterfront property on East Chop, an exclusive area of historic Oak Bluffs, this unique home is perfect for family and friends that want to vacation together while maintaining their privacy. This home allows up to 4 families to stay together in the same home while giving... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
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    From
    $357
    / Night
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Satellite TV
    • Deck
    • Air Conditioning
    • Water Views
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly renovated and painted campground Victorian home with gingerbread accents. This charming Victorian is ideally located close to town, shops, restaurants and beaches. Enjoy peeks of the harbor while watching the sunset from the new roof top deck. Additional amenities include: coffee maker,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02539
    From
    $3,350
    / Week
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    1 / 12
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Microwave
    • Patio
    • Internet Access
    • Satellite TV
    • Porch
    • Air Conditioning
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Charming Gingerbread Cottage located in the Tabernacle area of Oak Bluffs. A short stroll brings you to Oak Bluffs Center with shops, family and fine dining, harbor area, bandstand park, and Ink Well Beach. Recently updated, this house features a modern eat in kitchen opening to the back deck and... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,050
    / Week
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    1 / 15
    5 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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
    $2,775
    / Week
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    1 / 16
    4 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • DVD Player
    • Porch
    • Satellite TV
    • Water Views
    • Internet Access
    • Microwave
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wonderful four bedroom, two bath home completely redecorated. Features wrap around porch, living room and sun porch/TV room. Amenities and Features include... Classic Oak Bluffs Summer Home, Walk to Town and Beach, On Street Parking Additional amenities include: coffee maker, patio table and... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,550
    / Week
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    1 / 8
    5 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Air Conditioning
    • Water Views
    • Satellite TV
    • Grill
    • Internet Access
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    East Chop three level modern home with waterviews from each level, the second level deck makes outdoor activities such as eating an enjoyable experience. Amenities and Features include... EAST CHOP, WATERVIEW, WALK TO TOWN, CENTRAL AIR CONDITIONING, WI-FI Additional amenities include: coffee... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $5,500
    / Week
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    1 / 28
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • Air Conditioning
    • DVD Player
    • Fireplace
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This beautifully designed home features four bedrooms, three full and one half baths. The living spaces include a formal dining room, living room and sun porch and a deck that lead out to nicely landscaped grounds. Other Amenities: iPhone Dock & Play Station 3 Additional amenities include: beach... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $230
    / Night
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    1 / 34
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Refrigerator
    • Patio
    • Grill
    • Stove
    • 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
    $2,850
    / Week
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    1 / 34
    5 Bedrooms / 2 Bathrooms / Sleeps 11
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Internet Access
    • Air Conditioning
    • Stereo System
    • Dishwasher
    • Satellite TV
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Privately situated on a hilltop in Sengkontacket, -spacious tri-level contemporary home. This wonderful vacation home has been updated for summer 2015, AC added, freshly painted, new carpeting and hardwood flooring and new furnishings. Set in a wonderful family friendly community offering... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,900
    / Week
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    1 / 21
    5 of 5 stars (2) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Water Views
    • Dishwasher
    • Internet Access
    • Air Conditioning
    • Deck
    • Satellite TV
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Delightful summer cottage. Great family home for relaxing on the large deck, kayaking the lagoon, great play beach on the lagoon for children. The bunk house with two bedrooms is directly behind the main part of the house, about 10 steps across the yard. The views are spectacular and expansive.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    5 of 5 stars Reviewed July 25, 2014
    The house was perfect for our family. The views from the deck, family room and bedrooms were incredible. We ended up grilling 4 out of the 7 nights we were there because there is...
    5 of 5 stars Reviewed July 18, 2014
    I would love to say it was an awful stay so no one else would want to stay there but us, but truth be told - it was GLORIOUS. We so enjoyed sitting on the deck in the morning...
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    From
    $3,750
    / Week
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    1 / 27
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    • Water Views
    • Microwave
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seaside Cottage Style Vacation Home. Recently renovated. Perfect for extended families. Walk to Oak Bluffs town center, beach across the street and miles of beach side - bike paths begin just a couple of hundred yards from the house. Ocean views from just about all rooms. Wonderful, large summer... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $2,000
    / Night
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    1 / 35
    6 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Waterfront
    • Watersports Nearby
    • Private Fishing...
    • Satellite TV
    • Shared Tennis Court
    • Internet Access
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Historic summer 'cottage' with 7 bedrooms, sleeping porches, a deck overlooking the water, a private dock on Harthaven Harbor, and immediate access to the ocean. The rustic home is a perfect gathering spot for family and friends. It has a large living room with a huge stone fireplace, an eat-in... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,300
    / Week
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    1 / 16
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Water Views
    • Deck
    • Microwave
    • Waterfront
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Crisp, elegant and tastefully decorated. This lovely 2 bedroom, 2 bath condo is across the street from the beach and a 5 minute waterfront walk to town, ferry, movies, galleries, dining and entertainment. Enjoy the spectacular views from your balcony or cross the street for a morning swim. Great... View all property information
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    Oak Bluffs, Martha's Vineyard
    5 of 5 stars Reviewed August 26, 2014
    ...second floor 2 bed room 2 bath condo with balcony that overlooks Inkwell Beach in Oak Bluffs on Martha"s Vineyard...great walkable location to Oak Bluff's Circuit Avenue for...
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    From
    $643
    / Night
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    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Stereo System
    • Deck
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful four bedroom house in the prestigious Farm Neck area overlooking a lovely lawn to a large tidal pond. This home offers an open floor plan so the whole family can be together. The kitchen and living areas open up to a wonderful deck so you can enjoy the views of Sengekontaket Pond.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $200
    / Night
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • Central Heating
    • DVD Player
    • Wi-Fi
    • Refrigerator
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This charming Cape style Oak house residence is situated on a wooded lot near bike path and just a short ride to town center and ferry. This home features an open design with a bright kitchen/dining/living area with hardwood floors, den and full bath on the first floor. Sliders in the dining area... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $250
    / Night
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    1 / 11
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Grill
    • Stove
    • Refrigerator
    • Internet Access
    • Satellite TV
    • DVD Player
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming 2 bedroom house located in the town of Oak Bluffs. 5 minute walk to the beach. Full Kitchen, cable TV, Large outdoor deck, Grill very quiet area. GREAT for kids.Family BBQ. Next to Town Library. You must bring your own sheets and... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $300
    / Night
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    1 / 5
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Internet Access
    • Deck
    • Washer
    • Stereo System
    • Satellite TV
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 3.5 bedroom home with skylights, 52 inch Tv, computer, internet, printer, fax, is your home away from home. 1 mile from town 1.5 mile from beach and 7 miles from airport is ideal location. 2 SETS OF GOLF CLUBS AND 4 TENNIS RACQUETS FOR YOUR USE, 3 CABLE TV'S, MASTER BATH HAS WHIRLPOOL TUB... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    From
    $400
    / Night
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    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Patio
    • Dryer
    • Central Heating
    • Grill
    • Deck
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is an old farmhouse consisting of 2 floors with 3 bedrooms on the second floor and 1 on the first floor. One queen and 3 doubles. A large living room and bath on the first floor. In the kitchen is a Refrigerator, gas stove with oven, a washer and dryer and a dishwasher. There is a portable... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed August 22, 2014
    So often descriptions fall short of reality but our stay at this Flip-key rental was as it was toted, a "Charming Farmhouse." The four bedrooms were sweet and spacious decorated...
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    From
    $1,625
    / Week
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    1 / 20
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Stereo System
    • Washer
    • Deck
    • Satellite TV
    • Dryer
    • Grill
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Circa 1910 Cottage has been completely renovated and is fresh and light, bright and cheerful, welcoming and an absolute delight. It is within walking distance of the ferry, town center, the active harbor, public beaches and just steps away from the library. Very central but in a sweet,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $230
    / Night
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Horse Riding Nearby
    • Washer
    • Satellite TV
    • Watersports Nearby
    • DVD Player
    • Wi-Fi
    • There Are Tennis...
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Beautiful and spacious 3 bedroom in Oak Bluffs, Martha's Vineyard. Sunny, open and airy Cape. Walking distance to town, gingerbread cottages, library, and playground. Close to beach, golf course, and great fishing spots. There is a pack and play in the upstairs bedroom for a baby to sleep or nap... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $8,000
    / Week
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    1 / 32
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Satellite TV
    • Grill
    • DVD Player
    • Dishwasher
    • Dryer
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Exceptional location for this immaculately kept Victorian on Waban Park next to the Seaview Condos. Walk across the street to the beach. Walk to town. Walk right out the door to the park with ample space for children to play. The house is tastefully and colorfully decorated. The newly upgraded... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $214
    / Night
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    1 / 20
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Linens Provided
    • Satellite TV
    • Washer
    • Refrigerator
    • Air Conditioning
    • Dryer
    • Stove
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Great Getaway Cottage with a short walk to town, the harbor, and the Lagoon .A back yard picnic table, BBQ grill, and swing set. About a mile walk or bike ride to Town. The house has hardwood and fir floors throughout and also has air conditioning. This is a great 'get away cottage' for a small... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02568
    From
    $4,950
    / Week
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    1 / 20
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Water Views
    • Porch
    • Grill
    • Air Conditioning
    • Microwave
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spectacular water view in desirable East Chop neighborhood. This 4 bedroom, 3 bath home is just 1.5 miles from Oak Bluffs Center and Beach. There is a yard with multiple decks and waterviews. Features include central air and wifi internet. Beautifully decorated. Amenities and Features include...... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $3,500
    / Week
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    1 / 16
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Deck
    • DVD Player
    • Satellite TV
    • Grill
    • Washer
    • Dryer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Light filled, spacious and above it all. This quiet residence is situated in Oak Bluffs' exclusive Meadow View Farm community. Close to bike paths (bikes come with the rental) and the MVTA bus and close to Sengekontacket for Pond bathing and kayaking. Additional amenities include: beach chairs,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $2,250
    / Week
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    1 / 27
    5 Bedrooms / 1 Bathroom / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Satellite TV
    • DVD Player
    • Patio
    • Stereo System
    • Microwave
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Penacook 5 Bedroom Cottage - short stroll down one of the nicest streets in Oak Bluffs to the beach in one direction and town center in the other, where you will find shops, eateries,- gourmet and family style, entertainment, the historic Flying Horsed Carousel, and the beautiful harborfront area.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $1,800
    / Week
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    1 / 18
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Dryer
    • Grill
    • DVD Player
    • Satellite TV
    • Stereo System
    • Porch
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This four bedroom two plus bath home is located in Meadow View farm with access to association tennis, bike path and Farm Neck Golf close by. This lovely home offers a comfortable living room, up-dated kitchen, formal dining room and a screened-in porch all tastefully decorated and freshly painted.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard
    From
    $6,300
    / Week
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    1 / 20
    3 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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
    $571
    / Night
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    1 / 18
    4 of 5 stars (1) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Grill
    • Water Views
    • Satellite TV
    • Wi-Fi
    • Refrigerator
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This well maintained, vintage Victorian home is centrally located, yet away from the hustle and bustle of town: just one block from the beach, two blocks from Waban Park and Ocean Park, three blocks from tennis, backetball and a playground and four blocks from town. Enjoy the waterview of Vineyard... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $2,500
    / Week
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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
    $10,400
    / Week
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    1 / 31
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • Water Views
    • Stereo System
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
    From
    $1,325
    / Week
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    1 / 13
    5 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Microwave
    • Grill
    • Internet Access
    • Stereo System
    • DVD Player
    • Satellite TV
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Amenities and Features include... In-Town, WiFi Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd player, landscaped, outside shower - enclosed, phone ld block, outdoor furniture, ironing board. View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard