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Cottages and House Rentals in Oak Bluffs, MA

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    All 324 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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    $2,000
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    1 / 35
    6 Bedrooms / 3 Bathrooms / Sleeps 14
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    $1,500
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 38
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Internet Access
    • Washer
    • Satellite TV
    • Stereo System
    • Waterfront
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This welcoming home is freshly renovated and decorated in calm and comfortable Vineyard style, with hand-hewn, antique and designer furnishings. The house is ideally located on a quiet street, within easy walking distance to the village, harbor, beaches, waterfront parks and historic Victorian... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    5 of 5 stars Reviewed December 16, 2014
    Comfortable, cozy, quiet and convenient. Very cute decor, clean and spacious. We loved our stay here.
    5 of 5 stars Reviewed September 20, 2014
    A great time was had by everyone! This house was exactly as described but the best part was dealing directly with the owner and knowing that they were only a phone call away if...
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    $750
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    1 / 61
    5 Bedrooms / 3 Bathrooms / Sleeps 16
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    • Hot Tub
    • Shared Tennis Court
    • Private Outdoor...
    • Stereo System
    • Deck
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    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
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    • Child-friendly
    • 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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    $286
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    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Fireplace
    • Air Conditioning
    • Deck
    • Grill
    • Wi-Fi
    • Satellite TV
    • Linens Provided
    • Dryer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    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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    $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
    • ?
    • 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 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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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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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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    $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
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Weku House is a luxury, 5,000 square foot home located in the beautiful town of Oak Bluffs on Martha’s Vineyard. Originally built in the year 2000, this home was fully renovated in 2015. Elegantly decorated with designer furnishings and interior appointments, the meticulous attention-to-detail... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $225
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    1 / 17
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travelers have booked this property
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    • 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 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...
    5 of 5 stars Reviewed August 27, 2013
    Stayed in this cute little house with 6 adults and 2 children. It was perfect! It is within walking distance to downtown OakBluffs. Walked there every morning and back to the...
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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
    • ?
    • Smoking allowed
    • Elder access
    • x
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    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
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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
    From
    $225
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    1 / 11
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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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
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    $230
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    1 / 9
    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
    $143
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    1 / 14
    3 Bedrooms / 3 Bathrooms / Sleeps 10
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    Amenities & Details
    • 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
    • ?
    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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    $175
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    1 / 8
    4 of 5 stars (1) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Washer
    • Boat Available
    • Dryer
    • Satellite TV
    • Stereo System
    • DVD Player
    • Central Heating
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • 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
    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
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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
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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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    $5,000
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    1 / 9
    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
    From
    $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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    $500
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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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    • 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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    $285
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    1 / 7
    2 Bedrooms / 1 Bathroom / Sleeps 5
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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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    $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
    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 and sitting areas, and sunny rear deck with lots of backyard privacy. Ocean... View all property information
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    Oak Bluffs, Martha's Vineyard 02257
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    $200
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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
    $1,800
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    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Water Views
    • Grill
    • Internet Access
    • Satellite TV
    • Waterfront
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Stunning views at this waterfront vacation rental home on the Lagoon in Oak Bluffs. Enjoy beautiful summer days lounging on the deck or sticking your toes in the sand at the beach in front of the house. House offers easy living with an open living room/dining room. Two bedrooms on the main level,... View all property information
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    Oak Bluffs, Martha's Vineyard
    5 of 5 stars Reviewed June 3, 2014
    Not sure what was better, the fritters from Back Door Donuts in nearby OB (off Kennebec Street) or the refreshing breezes right off the lagoon?! Gold stars all around for this...
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    $200
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    1 / 26
    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
    From
    $500
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    1 / 7
    4 Bedrooms / 8 Bathrooms / Sleeps 9
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    • 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
    $2,500
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This gorgeous, contemporary air-conditioned private home is perfect for your luxurious vacation on the island. It is 2700 sq ft of well laid-out space and sits on 1.4 acres of land in a private wooded area, centrally located, only minutes from downtown Oak Bluffs and beautiful beaches. The... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $400
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    1 / 11
    4 Bedrooms / 1 Bathroom / Sleeps 8
    traveler have booked this property
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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
    $6,500
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    1 / 19
    4 Bedrooms / Sleeps 10
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    Amenities & Details
    • Satellite TV
    • Deck
    • DVD Player
    • Water Views
    • Stereo System
    • Air Conditioning
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This Oak Bluffs property is privately nestled on Lagoon Pond with stairs that access its own private beach with a dock. It is equipped with a sprawling outdoor deck for those evening BBQ's and sunsets. This 4 bedroom home has an open floor plan offering lovely views of the pond.Great Martha's... View all property information
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    Oak Bluffs, Martha's Vineyard
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    $5,000
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    1 / 30
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • 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
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    1 / 13
    5 of 5 stars (1) Excellent
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    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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    $130
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    5 of 5 stars (44) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (44) 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
    • ?
    • 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 June 8, 2015
    Perfect central location for everything in town, our stay exceeded our expectations. The apartment in general, accommodations, balcony, and views were perfect. Communication...
    5 of 5 stars Reviewed May 25, 2015
    This was a BEAUTIFUL stay! Highly recommend to anyone, especially if you do not feel like paying money to bring a car to the island. It is in the heart of Oak Bluffs and a short...
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    $330
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    1 / 10
    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
    • ?
    • 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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    $2,200
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Amenities & Details
    • Internet Access
    • Satellite TV
    • Dryer
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Come experience the magic of the Vineyard! Immaculate and cozy island home in Oak Bluffs. Centrally located between Vineyard Haven and Edgartown, you can easily explore all that the Island has to offer. A bike path is conveniently located across the street! Choose to explore the island or simply... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,750
    / Week
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    1 / 10
    4 of 5 stars (1) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Dishwasher
    • Stereo System
    • Grill
    • Internet Access
    • DVD Player
    • Deck
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious, immaculate 4 bedroom, 3 bath home. Large deck for outdoor enjoyment. Situated just outside the busy center of Oak Bluffs. It is a 10 minute walk to all activities, dining, movies and beach, historic Campground Ginger Bread cottages. There are walkways all the way into town. Amenities... View all property information
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    Oak Bluffs, Martha's Vineyard
    4 of 5 stars Reviewed September 9, 2014
    I found and booked this property in February through the MV Vacation Rentals for an August vacation. The agents (Lisa & Debbie) were knowledgeable and answered all my questions...
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    $1,900
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    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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    $1,800
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    1 / 24
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • DVD Player
    • Stereo System
    • Internet Access
    • Patio
    • Washer
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Feel the ocean breezes from this classic waterfront home. There are four bedrooms, an open living room and dining room that open up to large deck overlooking beautiful views across the Lagoon. Walking path to private sandy beach. There is also a ping-pong table and an upright piano. BOAT MOORING... View all property information
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    Oak Bluffs, Martha's Vineyard
    From
    $157
    / Night
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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
    $1,700
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    1 / 12
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Dryer
    • Stereo System
    • Washer
    • DVD Player
    • Satellite TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Charming cottage located in East Chop, a short walk to Sunset Lake and Oak Bluffs Harbor. Recently renovated, with hardwood floors and a nice wrap around deck. Comfortable, family friendly, well equipped home with DSL connection. Ideally located, within walking distance to downtown Oak Bluffs,... View all property information
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    Oak Bluffs, Martha's Vineyard 02557
    From
    $571
    / Night
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    1 / 18
    4 of 5 stars (1) Very good
    6 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Grill
    • Water Views
    • Satellite TV
    • Wi-Fi
    • Refrigerator
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This well maintained, vintage Victorian home is centrally located, yet away from the hustle and bustle of town: just one block from the beach, two blocks from Waban Park and Ocean Park, three blocks from tennis, backetball and a playground and four blocks from town. Enjoy the waterview of Vineyard... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02551
    From
    $214
    / Night
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    1 / 13
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    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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    Oak Bluffs, Martha's Vineyard 02551
    From
    $429
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Dishwasher
    • Wi-Fi
    • Grill
    • Microwave
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sitting on the 'summer porch' (that is what they were called in the days of old) sipping your favorite beverage, strolling the short distant to the water, relaxing around the table, Well equipped kitchen, reading in the living room with your feet these are possible when you stay in this well cared... View all property information
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    Oak Bluffs, Martha's Vineyard 02551
    From
    $357
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    1 / 18
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Satellite TV
    • Deck
    • Air Conditioning
    • Water Views
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly renovated and painted campground Victorian home with gingerbread accents. This charming Victorian is ideally located close to town, shops, restaurants and beaches. Enjoy peeks of the harbor while watching the sunset from the new roof top deck. Additional amenities include: coffee maker,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02539
    From
    $3,000
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    3 Bedrooms / Sleeps 8
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    Amenities & Details
    • Microwave
    • Deck
    • Stereo System
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Dishwasher
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nicely decorated 3 bedroom 2.5 bathroom Colonial home located in a private setting in Oak Bluffs. Upon entering the quiet street there is plenty of room for two plus vehicles to park, a large back deck for entertaining and ample yard space for a game of catch or Frisbee. Inside your will find... View all property information
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    Oak Bluffs, Martha's Vineyard
    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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    Oak Bluffs, Martha's Vineyard 02539
    From
    $429
    / Night
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    1 / 21
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Deck
    • DVD Player
    • Satellite TV
    • Microwave
    • Dishwasher
    • Refrigerator
    • Ceiling Fans
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This grand ginger bread cottage recently updated, offers lots of living space on 2 levels, with a kitchen, living room and full bath on each level. Perfect for extended families looking to spend vacation time together while enjoying expansive living space on two levels. The access stairs to the 2nd... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02539
    From
    $714
    / Night
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    1 / 18
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Water Views
    • Refrigerator
    • Grill
    • Satellite TV
    • Deck
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Spacious contemporary 4 bedroom 3.5 bath home located in one Oak Bluffs most exclusive neighborhoods. This house offers many features such as hardwood floors, central air conditioning, and a large living dining area with walk out deck and patio. The yard is nicely landscaped with waterviews over... View all property information
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    Oak Bluffs, Martha's Vineyard 02539
    From
    $357
    / Night
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    1 / 15
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Grill
    • Wi-Fi
    • Refrigerator
    • DVD Player
    • Water Views
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy beautiful water views of Farm Pond and Nantucket Sound while relaxing on the back deck. This vintage Vineyard Cottage located in the private Harthaven association has access to 2 private association beaches as well as a private tennis court. Additional amenities include: games, coffee maker,... View all property information
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    Location Information
    Oak Bluffs, Martha's Vineyard 02557
    From
    $1,250
    / Week
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    1 / 11
    1 Bedroom / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Satellite TV
    • Water Views
    • Deck
    • Dishwasher
    • Waterfront
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Martha's Vineyard contemporary cozy one bedroom guest house has an open floor plan with a light and airy feel to it.It is extremely clean and well cared for. It offers a private get away yet easy access to 150 feet of private Oak Bluffs beach on the Lagoon waterfront. This is shared with the Main... View all property information
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    Oak Bluffs, Martha's Vineyard