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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.
    41 Matching Rentals in Martha's VineyardView all 821 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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    11 State Road,1 / 14
    (1)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Heated Pool, Hottub,AC,WiFi,sleep22, 2 mi to beach1 / 20
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Book this dog-friendly home, complete with laundry, a grill, and a great location, for your next Martha's Vineyard vacation. Situated on a grassy plot in charming Oak Bluffs, this home puts you in the perfect location to walk to the gentle waters of Lagoon Pond or Sail Camp Park for your family...
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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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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
    Suitability
    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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    02568, Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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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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    02539, Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Outdoor Dining Area
    • Washer
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chappaquiddick is truly 'a place apart' as the name means in the native Indian language. Caleb's Common Lane is quiet, and private, yet only 1 short mile to the Chappy Ferry to the center of Edgartown. The perfect place to go to the beach all day, and dine in one of Edgartown's many fine...
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    02539, Edgartown, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    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
    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! First Availability in September 9, 2017 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...
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    02539, Edgartown, Martha's Vineyard
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    02535, Chilmark, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    02535, Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Washer
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    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Best suited for large groups, this Vineyard Haven vacation rental on Martha's Vineyard has private beach access, gorgeous ocean views, and more than enough space for up to nine guests. Have your next family reunion, wedding reception, or any other celebration at this five-bedroom home! Located on...
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    02568, Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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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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    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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    02568, Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Grill
    • 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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    02568, Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Air Conditioning
    • Balcony
    • Terrace
    • Patio
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    • Cable/satellite TV
    • Internet Access
    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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    02535, Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Internet Access
    • Patio
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Porch
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Hot Tub
    • Washer
    Suitability
    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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    02539, Martha's Vineyard, Massachusetts
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Suitability
    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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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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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 9 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!!!! Last Minute Specials? YES!!!! If you book up to ONE week before your rental please make me an offer I cannot refuse! First Availability : Septmeber 9, 2017 Please call. All of our homes have:central ac, linens and towelsfree wireless AND lots more!!I am not JUST a...
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    02539, Edgartown, Martha's Vineyard
    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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    02568, Vineyard Haven, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fill your next vacation with stress-melting amenities, picturesque grounds, and hassle-free adventures when you book your trip to this Martha's Vineyard studio. Featuring access to the pristine pool, community tennis courts, and of course the postcard-perfect beaches, stress won't stand a chance...
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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Fall in love with Martha's Vineyard during a stay in this lovely first-floor suite by the sea! You'll have access to the grounds' shared pool, kids' playground, BBQ area, and more. Plus, you're only a short drive or a leisurely half-mile walk away from the gorgeous shore. The family dog is also...
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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If it's time for your next getaway to Martha's Vineyard, make this dog-friendly studio-style condo your home away from home, and enjoy a shared pool and tennis, as well as close proximity to the beach and golf. Golfers will be pleased to be staying right on the edge of the Farm Neck Golf Club....
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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll find all you need and more for your next vacation at this lovely two-level townhouse on Martha's Vineyard. Relaxation is never far away with a shared swimming pool, tennis courts, and an easy stroll to the beach! The family dog is also welcome to join you here for an additional nightly fee....
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    02557, Oak Bluffs, Martha's Vineyard
    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
    Kid friendly
    Smoking allowed
    About this property
    With access to resort amenities including a shared pool and tennis courts, this lovely first-floor condo is your ticket to a quintessential Martha's Vineyard vacation. You and your loved ones can relax in comfort and convenience at this two-bedroom vacation rental, which is perfect for a small...
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    02557, Oak Bluffs, Martha's Vineyard
    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
    Kid friendly
    Smoking allowed
    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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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
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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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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape the daily grind and fill your days with stress-melting relaxation when you book your next vacation to this Martha's Vineyard condo. Guests will have access to shared tennis courts, a pristine pool, and a location that puts you just a short walk from the beach. This is the perfect spot for a...
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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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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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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Coastal charm awaits in abundance at this lovely Martha's Vineyard condo! Located just half a mile from the glistening Atlantic Ocean, this island rental also includes a shared swimming pool, on-site tennis courts, and a playground for the kids, plus modern conveniences like a flatscreen TV and...
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    02557, Oak Bluffs, Martha's Vineyard
    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
    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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    02557, Oak Bluffs, Martha's Vineyard
    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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    • 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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    02539, Edgartown, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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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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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Get ready for a truly memorable vacation in Martha's Vineyard at this cozy studio condo within the wooded Island Inn community. During your stay, enjoy access to a shared pool, tennis courts, and a picnic and BBQ area. Take a short stroll over to the beach to watch the sunrise and then head north...
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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore all Martha's Vineyard has to offer from the comfort of this lovely first-floor studio! From the shared pool to the shared tennis court, this property has so much to offer its guests. Plus, the excellent location near the ocean can't be beat! Tee off at the gorgeous Farm Neck Golf Club,...
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    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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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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    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Washer
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do beach waves and golfing on beautiful Martha's Vineyard sound like a great vacation to you? Look no further than this charming two-level townhouse with access to a shared pool, tennis courts, and proximity to the beach and neighboring golf course! Located on the scenic grounds of The Island Inn,...
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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spend the summer in one of New England's most desirable beach towns when you escape to this dog-friendly Oak Bluffs townhouse. You'll enjoy a private deck, shared resort amenities that include an outdoor pool and tennis courts, and walking access to beautiful ocean beaches. Please be aware this...
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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Searching for your family's new favorite Martha's Vineyard getaway? This first-floor Island Inn condo may be your answer. Access to the pool, tennis court, and grilling area means you'll never run out of ways to relax. Plus, this studio double's location near the shore and activities can't be beat....
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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Patio
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Head to Martha's Vineyard and make this dog-friendly, studio-style condo for your home base and enjoy a stress-free vacation complete with a shared pool and tennis and easy access to golf and the beach. If you love the beach, you'll be able to get there on a moment's notice with Joseph Sylvia...
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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Payment Protection
    Amenities & Details
    • Parking
    • Internet Access
    • Grill
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    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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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
    Make Enquiry
    Studio, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Grill
    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make the most of Martha's Vineyard at this cozy first-floor studio with a well-equipped kitchenette located within the charming Island Inn Community. Guests of this rental will enjoy access to a number of resort amenities including a shared, outdoor pool, tennis courts, a business center, a...
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    Location Information
    02557, Oak Bluffs, Martha's Vineyard
    Condo/Apartment - 1 Bathroom, Sleeps 2
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