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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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    $1,500
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    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
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 Bedrooms / 3 Bathrooms / Sleeps 16
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    • Hot Tub
    • Shared Tennis Court
    • Private Outdoor...
    • Stereo System
    • Deck
    • Internet Access
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    This upscale, newly renovated, 4 bedroom home in a quiet neighborhood in Oak Bluffs. You are 2.5 miles from the town center and Inkwell and State beautiful public beaches. This home boasts a large unground back yard pool and hot tub on the mahogany deck. Large outdoor shower. Grill and fire pit... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
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    $195
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    1 / 20
    5 of 5 stars (4) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Washer
    • DVD Player
    • Internet Access
    • Grill
    • Dryer
    • Playground
    • Deck
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
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    • x
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    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 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...
    5 of 5 stars Reviewed August 5, 2013
    We had a great relaxed vacation at this condo. It is a quiet and in a scenic and greenery neighborhood. The two-story apartment is perfect for a couple and small family with 3-4...
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    $143
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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
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    • ?
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    • 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
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    1 / 31
    2 Bedrooms / 1 Bathroom / Sleeps 7
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    • 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
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    1 / 35
    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    • 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
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    $357
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    1 / 11
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • 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
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    $300
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    travelers have booked this property
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    • Central Heating
    • Dryer
    • Stereo System
    • Satellite TV
    • Washer
    • Internet Access
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • 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
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    $225
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    1 / 17
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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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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    $400
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    1 / 17
    5 of 5 stars (1) Excellent
    4 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
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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
    • ?
    • 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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    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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    $210
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    1 / 7
    3 Bedrooms / 1 Bathroom / Sleeps 7
    traveler have booked this property
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    Amenities & Details
    • 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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    $500
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    1 / 22
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    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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    $225
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    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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    Oak Bluffs, Martha's Vineyard 02557
    From
    $230
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    1 / 9
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    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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    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
    travelers have booked this property
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    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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    $750
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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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    Oak Bluffs, Martha's Vineyard 02557
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    $157
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • 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
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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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    • Dryer
    • Water Views
    • Stereo System
    • Central Heating
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    5 Bedrooms / 2 Bathrooms / Sleeps 9
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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
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    $250
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    1 / 11
    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
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    1 / 26
    5 of 5 stars (1) Excellent
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    traveler have booked this property
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    Amenities & Details
    • DVD Player
    • Stereo System
    • Water Views
    • TV
    • Deck
    • Wi-Fi
    • Game Room
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    5 BR, 2 full BA, 2 half BA, sleeps 10 Recently renovated Victorian home located in the historic Copeland District just one block from Oak Bluff's Inkwell beach. Three story home with decks and wrap around porch with ocean views from each. Five large bedrooms, spacious living room with brick... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed October 25, 2014
    We stayed here in June of 2014 and had a great time. The house sleeps 10 people comfortably so it's nice for two families or a large extended family. It is steps from two beaches...
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    $286
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    1 / 21
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • 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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    $500
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    1 / 7
    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
    $285
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 5
    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
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    $1,900
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    1 / 30
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    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
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    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
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    $2,500
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    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
    $9,650
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    1 / 46
    6 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Satellite TV
    • Porch
    • Air Conditioning
    • Grill
    • Internet Access
    • Deck
    • Dishwasher
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • x
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    About this property
    The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $400
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    4 Bedrooms / 1 Bathroom / Sleeps 8
    traveler have booked this property
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    • Pet-friendly
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    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
    $200
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Washer
    • DVD Player
    • Fireplace
    • Patio
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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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    5 of 5 stars (47) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (47) Make Inquiry
    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
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    • Smoking allowed
    • Elder access
    • x
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    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 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...
    5 of 5 stars Reviewed July 12, 2015
    Took my elderly inlays up to see there granddaughter and to see MV for the first time . This location turned out to be just the thing . LOVELY 2 BR apartment with spacious...
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    $330
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    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
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    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
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    • 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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    $1,500
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • DVD Player
    • Satellite TV
    • Washer
    • Stereo System
    • Dryer
    • Deck
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This immaculate home is located in a quiet neighborhood that is just a bike ride's distance from several lovely beaches as well as the center of Oak Bluffs and all of its fun, family activities. The home offers open living spaces; generously proportioned, sunny bedrooms (one on the ground floor and... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $1,900
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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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    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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    $1,300
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    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Water Views
    • Deck
    • Microwave
    • Waterfront
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • 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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    $357
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Internet Access
    • Water Views
    • Satellite TV
    • Air Conditioning
    • Grill
    • Refrigerator
    • DVD Player
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
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    • 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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    Oak Bluffs, Martha's Vineyard 02551
    From
    $286
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    1 / 19
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool...
    • Patio
    • Water Views
    • DVD Player
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Immaculate, waterview town house located in the desirable Sengekontacket Pond area of Oak Bluffs. Wonderful waterviews of Sengkontacket Pond and Nantucket Sound. This spacious unit offers a bright open airy feeling with three levels of living area. The main floor includes bedroom, living, dining... View all property information
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    Oak Bluffs, Martha's Vineyard 02539
    From
    $4,500
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    1 / 19
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Dryer
    • Washer
    • Satellite TV
    • Stereo System
    • Deck
    • Patio
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This lovely cottage boasts room for two families, with easy access to shopping, ferry terminal, restaurants, and the beach. Enjoy a cocktail and hors d'oeuvres on the porch with friends & family surrounded by elegant touches of crystal chandeliers and toile curtains. Additional amenities include:... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $286
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    1 / 12
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • DVD Player
    • Stereo System
    • Satellite TV
    • Wi-Fi
    • Linens Provided
    • Refrigerator
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Waterview Farm is a private association with wonderful meadow and water views. It is adjacent to Farm Neck Golf and Tennis Club, which is open the public. There is access to Sengekontacket Pond to launch canoes and kayaks from the private association beach. This is also a great spot for children to... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $543
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    1 / 22
    7 Bedrooms / 3 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Grill
    • DVD Player
    • Towels Provided
    • Wi-Fi
    • Dishwasher
    • Satellite TV
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
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    About this property
    Classic, 'Camp Ground' over sized 7 bedroom 3 bath home in a residential neighborhood within easy walking distance to the beach, shops, restaurants, galleries, etc. It offers double master bedrooms (1st and 2nd floor.) Enjoy rocking on our huge front porch in over sized Georgia rockers. As you... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $229
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    1 / 17
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Water Views
    • Fireplace
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This charming home is situated in an idyllic private wooded setting on Sengekontacket Pond, one of the largest salt-water ponds on Martha's Vineyard. Comfortably furnished, it has a newlyr renovated kitchen and a new dining area overlooking Major's Cove. There is also a new screened in sun room for... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $571
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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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    Oak Bluffs, Martha's Vineyard 02551
    From
    $2,250
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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
    $214
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    1 / 15
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Porch
    • Satellite TV
    • Grill
    • Patio
    • Wi-Fi
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy the charm of a Vineyard cottage with all the amenities of today. This 3 bedroom house has brand new furnishings for 2015. It is in a quiet neighborhood not far from Oak Bluffs center and its harbor. The house is also close to the bike path. The house has an open floor plan with a large... View all property information
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    Oak Bluffs, Martha's Vineyard 02539
    From
    $3,800
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    5 Bedrooms / 2 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Porch
    • Wi-Fi
    • DVD Player
    • Patio
    • Air Conditioning
    • Refrigerator
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gracious 5 bedroom in-town victorian offers easy access to shopping, ferry, park with basketball and tennis and beach. This home has been lovingly maintained and restored to it's prior elegance. Enjoy cocktails on the beautiful three season porch. Additional amenities include: nearby bank, close... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02539
    From
    $239
    / Night
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    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Deck
    • Towels Provided
    • Grill
    • Wi-Fi
    • DVD Player
    • Microwave
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Blue Canoe is completely fresh and renovated, while its 1910 charm is fully intact. It has a lovely deck and a huge side yard surrounded by a split rail fence just perfect for enjoying summer lounging and games. The house is in a neighborhood central to many things including being just steps to... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $400
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    1 / 21
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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
    $2,000
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    1 / 36
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Grill
    • Porch
    • Microwave
    • Deck
    • Internet Access
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious 4 bedroom, 4 bath home set in a lovely and quiet neighborhood. All modern amenities provided. Amenities and Features include... Walk to Town and Beach, Wifi Internet Additional amenities include: coffee maker, patio table and chairs, fans - portable, lobster pot, washer / dryer, cd... View all property information
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    Oak Bluffs, Martha's Vineyard