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Cottages and House Rentals in Oak Bluffs, MA

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    $215
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    1 / 38
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    1 / 9
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 16
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    6 Bedrooms, 3 Bathrooms, Sleeps 14
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    • Waterfront
    • Watersports Nearby
    • Private Fishing...
    • Satellite TV
    • Shared Tennis Court
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    • Water Views
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    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
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    $300
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    3 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Central Heating
    • Dryer
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    • Satellite TV
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    • DVD Player
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    About this property
    Home away from Home! Walk to Sailing Camp! Bright, sunny 3 bedroom Cape style vacation home in Lagoon Heights with great amenities. Fully furnished home with 2 baths, outdoor shower, large deck and private enclosed yard and a wonderful deck for the summer cookouts. Open floor plan with spacious... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    $500
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    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    About this property
    Free Apple watch or iPhone Mini valued at $399 with any off season week booked! Just a block from the East Chop Bluffs on a sleepy side street in a quiet wooded setting. There are 2 SEPERATE LIVING ROOMS!! Large bright kitchen that accesses a separate dining room, inviting screen porch with dining... View all property information
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    Oak Bluffs, Martha's Vineyard 02257
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    1 / 30
    5 of 5 stars (1) Excellent
    6 Bedrooms, 2 Bathrooms, Sleeps 13
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    About this property
    *6 bedrooms, 2 full bathrooms + outdoor shower, sleeps 13 *1800+ sq. ft of living space (fully renovated and freshly painted) *2 NEWLY REBUILT BEDROOM-BALCONIES, 1 w/ a water-view - beautifully restored! *400 sq. ft wrap-around front porch with water view and comfortable seating for 11+ (4 rocking... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed September 30, 2014
    Favorite things were outdoor shower and front porch (with rocking chairs and great dining table area). Great location - walking distance to the water (which you can see from...
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    1 / 20
    5 of 5 stars (5) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Deck
    • TV
    • Swingset
    • Dryer
    • Washer
    • Wi-Fi
    • DVD Player
    • Shared Tennis Court
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This spacious condo is an ideal vacation rental for a small family, a couple or two couples looking for clean, comfortable accommodations with the amenities needed to ensure a relaxed vacation. This large 2 bedroom end unit (1200 sq ft + large deck) is bright and airy. Downstairs has new hardwood... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed August 19, 2015
    We recently spent a week at this beautiful condo in Oak Bluffs. My husband and I were traveling with our six year old son. This condo was perfect!! The open floor plan was...
    5 of 5 stars Reviewed August 15, 2014
    We just finished our MV vacation and we had a great time. The condo is perfectly located between Edgartown, Vineyard Haven and OaksBluff. The bike trails are literally right out...
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 10
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    • Satellite TV
    • Fireplace
    • DVD Player
    • Porch
    • Grill
    • Wi-Fi
    • Hot Tub
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Walk to town from this meticulously maintained, large & airy, 3 bedroom, 3 full bathroom vacation getaway, located on a beautiful 1/4 acre lot on a quiet street. Watch your troubles sail away while relaxing on the large farmer's porch with your favorite summer beverage, or grilling with family and... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $200
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
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    • 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
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    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 8
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    Amenities & Details
    • Internet Access
    • Patio
    • Dryer
    • Central Heating
    • Grill
    • Deck
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
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    • 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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    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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    $400
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    4 Bedrooms, 1 Bathroom, Sleeps 8
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    About this property
    New Renovated, 1870 historic 'Campground' cottage centrally located in Oak Bluffs, The cottage has 4 bedrooms (all located on the second floor) - 1 queen, 2 double beds and 2 twins beds. The front bedroom has its own balcony with water views. Cottage sleeps 8. the first floor includes a newly... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $210
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    3 Bedrooms, 1 Bathroom, Sleeps 7
    other traveler has booked this property
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    • Dryer
    • Satellite TV
    • Washer
    • DVD Player
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    A comfortable ranch with all the amenities for a perfect vacation. It's quiet location is 1.5 miles from town, yet not too far to bike or walk in when needed. Beaches, ponds, the lagoon, and other recreational facilities are also easily accessible if you want to hop on the bike path around the... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    $225
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    1 / 17
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amenities & Details
    • Satellite TV
    • Deck
    • Air Conditioning
    • Internet Access
    • Dryer
    • Stereo System
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This bright and charming 3 bedroom, 1.5 bath house rests outside downtown Oak Bluffs. The house boasts 3 bedrooms, 1.5 baths, an open living room/kitchen combination, 2 decks and an outside eating area. The first floor bedroom contains a full sized bed. A half bath with laundry is across the... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed July 20, 2015
    We stayed here with three adult sons and one son's wife so the total was six. .We were here for 4th of july week. This house has a great layout. It has three good size bedrooms...
    5 of 5 stars Reviewed June 26, 2015
    This is an excellent house for rent at a good price point. The home is modern and well maintained. It's about 1.5-2 miles from downtown Oaks bluff. I walked a couple of times to...
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    $429
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    1 / 11
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Amenities & Details
    • Patio
    • Deck
    • Water Views
    • Dryer
    • Grill
    • Satellite TV
    • Wi-Fi
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    .Leave your worries and your car behind — this picture perfect Vineyard beach house is steps from downtown Oak Bluffs, the sandy beach and a few short blocks from the ferry. Recently renovated and restored, four-bedrooms and one and a half baths, offering the perfect juxtaposition of cottage charm... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $2,500
    / Week
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    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • 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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $200
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    2 Bedrooms, 1 Bathroom, Sleeps 7
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    Amenities & Details
    • Water Views
    • Stereo System
    • TV
    • Watersports Nearby
    • Wi-Fi
    • Air Conditioning
    • There Are Tennis...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Renovated barn with a rustic feel in a relaxed setting secluded on 3 acres overlooking beautiful Brush Pond sleeps 7 near 2 harbor towns, walk to beach, bike path & bus access. Open 1st floor living area, big deck. Huge enclosed loft master bedroom w/cathedral ceiling & balcony. SPACE: Open... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $200
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    2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Overview
    Amenities & Details
    • Patio
    • DVD Player
    • Watersports Nearby
    • Wi-Fi
    • There Are Tennis...
    • TV
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    FEATURES: Charming cottage tucked away on 3 acres, convenient location, sleeps 6. Walk to beach, 1 mi from 2 harbor towns, groceries, shops, dining, nightlife, and bike, car, watercraft rentals. Bike path access. Bus stops nearby for transit service to all island towns, beaches and sights. Lots of... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $225
    / Night
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
    Overview Make Inquiry
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    • 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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $357
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    1 / 21
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Fireplace
    • Air Conditioning
    • Deck
    • Grill
    • Wi-Fi
    • Satellite TV
    • Linens Provided
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sea Glass Cottage Martha's Vineyard Vacation Rentals Sleeps 6. Completely renovated, this charming East Chop cottage will allow its guests to experience all the comforts of modern luxury living combined with the historical splendor of many reclaimed antique furniture pieces from Martha's Vineyard... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    $175
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    1 / 8
    3.5 of 5 stars (2) Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • 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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    $750
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    6 Bedrooms, 2 Bathrooms, Sleeps 10
    other travelers have booked this property
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    • 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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $230
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • 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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $5,000
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    5 Bedrooms, 2 Bathrooms, Sleeps 9
    other traveler has booked this property
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    • Washer
    • Dryer
    • DVD Player
    • TV
    • Waterfront
    • Air Conditioning
    • Water Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Across the street from the renowned Inkwell beach and just minutes to walk to town, harbor and the ferry. This large classic victorian beach house was built in 1851. The property has a beach studio next door which can be rented for larger groups. A large classic wrap around porch with ocean... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $500
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    4 Bedrooms, 8 Bathrooms, Sleeps 9
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    Amenities & Details
    • Ping Pong Table
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Wi-Fi
    • Game Room
    • Watersports Nearby
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    JUNE & JULY RATES REDUCED!! You will be within walking distance from downtown shopping, movie theatre, restaurants, bike path, harbor, beaches, and two-tenths of a mile from the brand-new modern library. Relaxed and warm, this brand-new home is expertly decorated. The open floor plan and two... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $250
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 4
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    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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6
    other traveler has booked this property
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    Overview
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    • Grill
    • Gym
    • Satellite TV
    • Washer
    • Dryer
    • Internet Access
    • Deck
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming 3 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... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $285
    / Night
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    2 Bedrooms, 1 Bathroom, Sleeps 5
    other travelers have booked this property
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    • Stove
    • Fireplace
    • Refrigerator
    • Water Views
    • Deck
    • Satellite TV
    • Waterfront
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Martha's Vineyard: $1,995per week. Week of June 28th available and July 5 through July 19 Beautiful Waterfront Cottage with magnificent sunsets over Vineyard Haven harbor. Watch the vivid changing colors in the sky at the end of every day. Fish off the Beach and cook your catch on the grill. The... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $3,000
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    3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Overview
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    • Terrace
    • Linens Provided
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Towels Provided
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Adorable GINGER BREAD house in Oak Bluffs that I rent out for 6 weeks each summer. Best location! It's a 2 minute walk to the harbor, town restaurants, shops and bars. The OCEAN is a 6 minute walk! House is adorable, furnished, AC, parking. Overlooking a park, sip your coffee on the upstairs... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $157
    / Night
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    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ceiling Fans
    • Satellite TV
    • Grill
    • DVD Player
    • Dishwasher
    • Wi-Fi
    • Microwave
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    A new Cape style residence 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 lead out onto a nice... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,900
    / Night
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    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $200
    / Night
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Fireplace
    • Patio
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our picture-perfect home is an excellent summer escape. Spacious double lot makes this setting seem like a parkland. It's just a 15-minute walk to downtown Oak Bluffs and the town beach. It's also on the public transit line and the bike path. View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed December 30, 2014
    I stayed at this house for a weekend this past June. It was perfect: close to the Ferry, fit 6 of us, has a private backyard. We were out and about most of the time, during the...
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    $330
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    1 / 10
    4 of 5 stars (5) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4
    Overview Reviews (5) Make Inquiry
    Overview Reviews (5)
    Amenities & Details
    • Water Views
    • DVD Player
    • Waterfront
    • Satellite TV
    • Air Conditioning
    • Watersports Nearby
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Come Stay aboard Martha's Vineyard's ONLY FLOATING Bed and Breakfast! Celebrating our 5th season!! MS Resolute is a classic 40 ft Islander Cutter Sailboat docked at the picturesque Oak Bluffs Marina. Experience a unique boating adventure without ever leaving the dock. Enjoy romantic sunsets, be... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed August 18, 2014
    My husband and I just returned from a 3 night stay on the Resolute - Bed and Breakfast Afloat and had a wonderful time. We took the Island Queen ferry in from Falmouth and had...
    3 of 5 stars Reviewed August 10, 2014
    My girlfriend and I stayed here for 4 nights. The place is charming and Susan and John the host and hostess very gracious. We were blessed with great weather. Sitting on the...
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    $130
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    5 of 5 stars (48) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5
    Overview Reviews (48) Make Inquiry
    Overview Reviews (48)
    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Deck
    • Stereo System
    • Water Views
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Oak Bluffs, Martha's Vineyard rental is a certified National Historic Property. Ideal location for visitors in the middle of the most active, multi-cultural, charming, and fun town on Martha's Vineyard. Step outside your door for breakfast or ice cream, a great selection of restaurants in... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed July 29, 2015
    My sister and I stayed in Unit 1 and had a fabulous time. We were pleasantly surprised at how nicely furnished, roomy, and well maintained it was. The kitchen is large and has...
    5 of 5 stars Reviewed July 14, 2015
    I stayed here for Memorial weekend and I could not have been happier! Larry was extremely helpful . The property was clean and bigger than expected. The deck overlooking the...
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    From
    $4,500
    / Week
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    1 / 23
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    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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    Oak Bluffs, Martha's Vineyard
    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
    Overview Reviews (1)
    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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    $2,975
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    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Ceiling Fans
    • Dishwasher
    • Grill
    • Satellite TV
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely spacious 3+ bedroom, 3.5 bedroom home within a mile from Oak Bluffs Center and beach area. Fully furnished screen porch. This home has been tastefully furnished throughout and will sleep families of 9 comfortably. Amenities and Features include... Stylish New Home, Central AC, Wifi,... View all property information
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    Oak Bluffs, Martha's Vineyard
    5 of 5 stars Reviewed July 29, 2014
    Arrived a little early, was able to get keys right away. Lisa, was extremely pleasant to work with. The house was more than I could hope for, just immaculate. The layout was...
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    From
    $286
    / Night
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    1 / 23
    5 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Water Views
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Our 'treehouse' is the tallest residence in the town of Oak Bluffs. Enjoy quiet and seclusion in this wooded setting, located in the exclusive Meadow View Farms community. There are panoramic views from the upper level, above the treetops. The bike path and MVTA (bus) are steps from the door, and... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $143
    / Night
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    1 / 10
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    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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    Location Information
    Oak Bluffs, Martha's Vineyard 02539
    From
    $7,000
    / Week
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    1 / 41
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    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
    $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
    Overview Reviews (2)
    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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    Oak Bluffs, Martha's Vineyard 02551
    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
    Overview Reviews (1)
    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
    From
    $286
    / Night
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    1 / 18
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    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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    Oak Bluffs, Martha's Vineyard 02539
    From
    $643
    / Night
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    1 / 18
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $5,500
    / Week
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    1 / 30
    4 Bedrooms, 3 Bathrooms, Sleeps 9
    Overview Make Inquiry
    Overview
    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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    Oak Bluffs, Martha's Vineyard
    From
    $357
    / Night
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    1 / 21
    4 Bedrooms, 3 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Grill
    • Refrigerator
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Set in one of the Island's loveliest planned residential areas with beautiful landscaping, overlooking Sengekontacket Pond. Wonderful pond views from all bedrooms and living area. This spacious three floor house is well maintained and attractively decorated. Full deck across back facing pond.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $357
    / Night
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    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Grill
    • Refrigerator
    • Porch
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wonderful Oak Bluffs home close to town and beach. This home has an open floor plan which is nice for relaxing with family and friends. Also enjoy the screened porch off the living area. Additional amenities include: coffee maker, outdoor shower, cd player, wine glasses, washer & dryer, ironing... View all property information
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    Oak Bluffs, Martha's Vineyard 02539
    From
    $214
    / Night
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    1 / 13
    3 Bedrooms, 2 Bathrooms, Sleeps 7
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Fireplace
    • Stereo System
    • Satellite TV
    • Refrigerator
    • Dishwasher
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This contemporary Cape, in a private setting, features a spacious, open, light, airy design with a wonderful large wrap-around deck. The bike path and MVTA (bus) are just a short ride/walk from the house. Two association tennis courts are an added plus! Additional amenities include: coffee maker,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $171
    / Night
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    1 / 19
    5 of 5 stars (3) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10
    Overview Reviews (3) Make Inquiry
    Overview Reviews (3)
    Amenities & Details
    • Wi-Fi
    • Grill
    • Satellite TV
    • DVD Player
    • Refrigerator
    • Stereo System
    • Deck
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Classic & charming, turn of the century 'campground' home situated on a 4,400 sq. ft. corner lot just a few minutes walk from the beach & town. Spacious & light rooms w/ some intimate spaces, a formal dining room, hardwood & pine floors, and a sweet porch all blend into a wonderful vacation spot.... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $11,000
    / Week
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    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Washer
    • Stereo System
    • Dryer
    • DVD Player
    • Deck
    • TV
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This waterfront luxury retreat, designed by Hutker Architects, sits quietly perched above the Lagoon, with a large pool, private beach and sweeping water views. 'Sandy Point' takes its name from the unique private beach below with its prominent point of sand that juts out into the Lagoon. Private... View all property information
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    Oak Bluffs, Martha's Vineyard