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Pet Friendly Holiday Rentals in Martha's Vineyard

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    Travellers to Martha's Vineyard are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    31 Matching Rentals in Martha's VineyardView all 757 rentals
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    Ocean, lake, harbor and parkview Vineyard cottage1 / 17
    (2)Excellent
    6 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    11 State Road,1 / 14
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Central Heating
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    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 1920s summer cottage offers the quintessential vacation experience close to Vineyard Haven center. Walk to the beach at the end of the lane in this quiet residential neighborhood in West Chop. The art collector owner provides a delightful setting for your family vacation. Large...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Terrace
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming 5 bedroom, 4 bath home located at Prospect Hill in Chilmark has a great layout and excellent location. Main level has generous kitchen, open living dining area, and master bedroom and bath, all light and bright with extensive decking and French doors to connect the interior to the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2BR, 1Bth Last Minute Specials/Pet Friendly/Free Tennis1 / 11
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2018
    Attractive spacious cottage with all the comforts of home with a very well equipped kitchen. My companion, dog and myself enjoyed being there very much. All the precious...
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    About this property
    Last Minute Specials? YES!!!! If you book up to ONE week before your rental please make me an offer I cannot refuse! Read below: This small, yet modern, two bedroom, one bath fully air conditioned ranch house is also located on a one half acre private wooded lot. Our four homes are all located on...
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    Edgartown, Martha's Vineyard 02539
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very Charming Cape Style home. Well maintained and wonderfully landscaped, beautiful hardwood flooring throughout most of the house. Open floor plan with master bedroom on main floor. First floor bathroom and office space. Comfortable open living kitchen dining with sliders opening to a wonderful...
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    Edgartown, Martha's Vineyard 02539
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Washer
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    • Outdoor Dining Area
    • Grill
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the secluded beauty of this award-winning, architect-designed home in Chimark on almost four acres of land. Relax on the two level deck or on the beach at Lucy Vincent, Squibnocket, or nearby Menemsha. The remarkable design makes great use of over 3500-square-foot space by joining the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is situated in a safe and quiet neighborhood. It offers privacy and the rural setting of Edgartown, yet feels close enough to town for shopping and activities. Looking for some beach time? Long Point beach is about mile away. The bike trails that lead all over the island, are across from...
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    Martha's Vineyard, Massachusetts 02539
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to this gorgeous & massive 3bd/2ba vacation house in the vineyard. More information The space The most stunning thing about this place is its unique and huge open kitchen/living room area with a cathedral style ceiling that has multiple skylights which gives the space tons of sunlight to...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house has an open concept, 3 big bedrooms, a big living room with a fireplace, a light filled sunroom and a private wooded location. It sits on a 1.7 acres near West Chop, which is a small secluded island summer community. Very near Mink Meadows Golf Course, Lake Tashmoo and the West Chop...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set on 5 acres of woods and meadow. A small farm setting with chickens and pigs and a garden for you to enjoy. Be a farmer for a week, without the work! Our hens lay eggs that you can collect every morning. The pigs love your dinner scraps and we invite you feed them if you wish. The animals are...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
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    • Wi-Fi
    • Housekeeping Included
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a well maintained, sun filled 3 bedroom ranch located in a quiet neighborhood. It is just a 5 minute walk to the many fine restaurants and shops of Edgartown Village and to the cinema and ice cream palors. Or, hop on the bike path that is located at the end of the street for a pleasant...
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    Edgartown, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It is only 1 mile from downtown Edgartown, 1.5 miles from state beach, 3 miles from south beach. You feel like you are in the middle of the woods far removed from the beaten path. There is an outdoor shower as well as the one on the inside. This is good for coming off of the beach. You can take...
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    Edgartown, Martha's Vineyard 02539
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3BR,2Bth Last Minute Specials, Pet Friendly, Free Tennis! 45HW1 / 15
    (30)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Mountain Views
    • Washer
    • DVD Player
    • Waterfront
    • Wi-Fi
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 May 2017
    This house met all our expectations and more. The beds were very comfortable and the sheets were hotel quality. The kitchen was fully equipped and the living spaces were...
    Reviewed 10 September 2012
    For those looking for a clean, Pet Friendly rental, this home is perfect. This is the third time I've stayed with Martha's Vineyard Vacation Homes, and we plan on returning...
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    About this property
    Last Minute Specials? YES!!! If you book up to 1 week before your rental please make me an offer I can't refuse! Read below: 1. 3BR, 2 bath; Sun, July 22, 2018 for 3 nights. $750 for all three nights!!! 2. 2BR, 1 bath: Mon, July 23, 2018 for 2 nights. $500 for two nights!!! 3. 2BR, 1 bath:...
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    Edgartown, Martha's Vineyard 02539
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Heated Pool, Hottub,AC,WiFi,sleep22, 2 mi to beach1 / 49
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    • Hot Tub
    • Cable/satellite TV
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    • Patio
    • Grill
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 22
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Terrace
    • Washer
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The K-4 Duplex is part of the Winnetu Oceanside Resort - the only Resort at South Beach. It's a 10-minute walk to the beach and is situated at the bicycling/jogging path leading to charming Edgartown. This 'Silver Level' home offers three bedrooms, two-and-a-half bathrooms, and sleeps up to eight...
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    Edgartown, Martha's Vineyard 02539
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Arrive by ferry, step onto the harbor and stroll down Main Street during your stay at this waterfront vacation rental home on Martha's Vineyard. The 5-bedroom, 4-bathroom Vineyard Haven home is situated on Lagoon Pond less than 1 mile from town. This cozy rental boasts 2,276 square feet of living...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover Martha's Vineyard from this charming first-floor condo suite in the Island Inn community. With free WiFi, a well-equipped kitchen, shared swimming pool access, tennis courts, and a picnic and BBQ area, up to six guests are sure to have an unforgettable time at this rental. The family dog...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get ready to enjoy the best of Martha's Vineyard with a stay at this wonderful first-floor suite at the Island Inn! Located just half a mile from the beach, a stay at this rental also includes access to three tennis courts (with on-site professional lessons), a shared outdoor pool, and a playground...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    A family-friendly Martha's Vineyard getaway is within reach thanks to this charming one-bedroom vacation rental! Standard home conveniences and exceptional on-site amenities, including a shared pool and tennis courts, ensure that this comfy condo will be a dream come true for your group. The family...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Planning a Martha's Vineyard getaway with your friends and loved ones? You can't go wrong with this charming first-floor studio condo! Part of the Island Inn community, this cozy condo includes access to three shared tennis courts and a shared outdoor pool, not to mention all of the usual home...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    • Terrace
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make summer memories to last a lifetime at this oceanfront Chilmark home, a newly renovated, dog-friendly escape on Martha's Vineyard with incredible sunset views of the water, a furnished terrace that overlooks the beach, and direct access to the sand and ocean waves below. What's nearby: You'll...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A memorable vacation awaits you on Martha's Vineyard, and this two-level townhouse is the perfect place to stay! You'll have everything you could hope for with a shared pool, tennis courts, and the beach all within easy reach. Please be aware this rental has a unique layout, with the second-floor...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for couples or close friends, this second floor Island Inn condo is the ideal home base for exploring Martha's Vineyard! From the sights of Oak Bluffs to perks like a shared pool and tennis courts, you'll have everything you need to make your next New England getaway special. The family dog...
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat your special someone to a stress-free getaway at this Martha's Vineyard seaside condo. Guests will enjoy the shared pristine pool, on-site tennis courts, and easy beach access, making this is the perfect spot to revel in the surrounding beauty. The family dog is also welcome to join you here...
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming home on Martha's Vineyard is the perfect destination for your next family getaway. You'll enjoy a huge backyard with a private hedge, a picnic table, and a grill for summer cookouts, along with a private porch and terrace. Inside, you'll find two living rooms with plenty of seating...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Charming, dog-friendly home near beaches, wineries and marina!1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 September 2017
    So appreciate that this home was pet friendly. Perfect size and conveniently located for access to the whole island. Actually had a water view that I enjoyed from the deck!
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    About this property
    This lovely home on Martha's Vineyard has a full kitchen, cozy ambiance, and nearby beach access for up to six guests to have an idyllic vacation! Located in the Vineyard Haven community, the ferry drops you off just a few blocks from the house. You'll have restaurants and the marina within a...
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    Vineyard Haven, Martha's Vineyard 02568
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you're headed to Martha's Vineyard and are looking for a family-friendly accommodation, make this comfortable and convenient two-bedroom condo your home base and enjoy a shared pool and tennis courts, as well as the perfect location for easy access to in-town conveniences and year-round outdoor...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This convenient first-floor studio is ready and waiting to make your Martha's Vineyard vacation memorable with a shared pool and tennis, as well as easy access to the beach. And it's dog-friendly, too, so bring along your canine family members for a small nightly fee! You'll be situated in the...
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    Oak Bluffs, Martha's Vineyard 02557
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whether you're lounging on the lawn next to the shared pool or curled up with a book in the bright living room, you'll love your stay at this dog-friendly first-floor condo in the Island Inn at Martha's Vineyard community. Bring your tennis rackets along for a match on the grounds' shared courts,...
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    Oak Bluffs, Martha's Vineyard 02557
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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