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Menemsha Holiday Rentals

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    Don't let other travellers get your favourite Menemsha area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 130 Rentals in Menemsha
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    Menemsha
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Menemsha
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 10 kilometres of Menemsha.
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    11 State Road,1 / 14
    (1)Very good
    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2015
    We booked this home sight unseen. It's a classic rental on the island. It's informal and cozy. Perfect place to hang out.We were excited to be able to bring our best...
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    About this property
    This "up island" house is on a hill overlooking Menemsha Pond, on Martha's Vineyard, very near the famous clay cliffs. Watch the sunrise from the wall of windows in the living room or the outdoor deck. There are three bedrooms, an updated kitchen, dining area, washer and dryer. The house sits on...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Lambert's Cove Beach House1 / 12
    (3)Excellent
    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Central Heating
    • Outdoor Dining Area
    • DVD Player
    • Parking
    • Wi-Fi
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2017
    Lisa's house is delightful--and she went out of her way to make it comfortable for us, and to provide suggestions for hikes, activities, etc. We couldn't have had a nicer week...
    Reviewed 20 January 2016
    What a wonderful surprise. We are an Australian couple who love quiet, self-contained, picturesque places -- and hunt them out around the world. This is a great find. We were...
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    About this property
    This charming Cape Cod style home is situated on a private, idyllic acre on a quiet country lane. You are a 5-minute walk from Lambert's Cove Beach, considered one of the most pristine and beautiful beaches on Martha's Vineyard, yet only 10 minutes from towns, restaurants, and shopping. Relax and...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Internet Access
    • Washer
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Romance is a Chilmark vacation rental with ocean views on a quiet plot of land, featuring a shared dock, spacious yard, and studio cottage. Bring your friends and loved ones to this sweet New England farmhouse on Martha's Vineyard. In summer you'll be able to use the home's semi-private dock...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Washer
    • Balcony
    • DVD Player
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is the perfect spot for enjoying the beauty and calm of Aquinnah. Light-filled and private, the house has multiple levels and sits on over an acre of wooded land with old stone walls and a stream running through the property. Inside, this inviting house offers wood floors throughout, a...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    CHILMARK - Deer Run-French Country Style Farmhouse w/ Hot Tub1 / 50
    (4)Very good
    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Parking
    • Hot Tub
    • Outdoor Dining Area
    • Satellite TV
    • Washer
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2014
    Just spent a very relax vacation in this country style house that gived us a family home feel outside of our home. The house is surround by green trees with beautiful wood logs...
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    About this property
    This home is 1/2 mile from Chilmark Center If you are having trouble with FERRY RESERVATIONS contact me via email or phone and I'll work with you. This home is minutes to both Lucy Vincent Beach (with both nude and regular bathing sections) and Squibnocket Beach. It is just up the hill from...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surround yourself with mid-century style at this four-bedroom Chilmark getaway, a beautiful and iconic Martha's Vineyard home with a private pool and an oceanview deck just a short drive from the beach. Designed by the famous architect Eliot Noyes, this 1960s home was once featured in Life...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Parking
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax amid the splendor of landscaped gardens at this beautiful West Tisbury home. It features four bedrooms, water views, and a small private island onsite. Looks Pond is one of the best kept secrets on Martha's Vineyard yet it's near all the area sites, including Manual F. Correllus State Forest,...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    West Tisbury
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Washer
    • Secure Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Colonial style, open-plan, air-conditioned home, with 4 bedrooms, 2.5 bathrooms, a sprawling lawn (front and back) for kids to run around and enjoy. Large wraparound porch to enjoy morning coffee or dinners al fresco from the outdoor BBQ. The fully equipped chefs kitchen leaves no culinary wish...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • DVD Player
    • Waterfront
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Pond House, located on Stonewall beach in Chilmark, is a charming cottage is situated on the edge of the rolling lawns of the main house. The beauty and serenity experienced here are what the Vineyard is all about; Stonewall Pond to the west, the Atlantic to the southeast. The house has two...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    West Tisbury
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Shared Indoor Pool
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely welcoming retreat consists of a 5 bedroom home 4 baths on 6 beautifully landscaped acres with original stone walls is located in private historic Christiantown on the North Shore, a short distance from both Lambert’s Cove Beach and Cedar Tree Neck Wildlife Reserve. (Cedar Tree is a...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Grill
    • Waterfront
    • DVD Player
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular new rental offering set on one of the highest bluffs in Makoniky on the north shore. Two private Makoniky association beaches a 10 minute walk from the house or a 5 minute drive. Stroll the shoreline in the morning or at sunset or just enjoy a relaxed day at the beach with family and...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Balcony
    • Internet Access
    • DVD Player
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    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning West Tisbury home boasts many amenities, from hardwood floors to a screened-in porch to an outdoor shower. It will take your breath away. This traditional Cape Cod home is not far from Greenlands Park and is only four miles from West Tisbury yet affords a lot of privacy. The living...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious, comfortably furnished home is conveniently located between Chilmark and West Tisbury. The master bedroom and a bath are downstairs; three bedrooms and a bath are upstairs off the loft that overlooks the living and dining rooms. The living and dining rooms have a cathedral ceiling,...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated at the end of a private road, this five-bedroom, custom-built post and beam home has views of Vineyard Sound and Elizabeth Islands. It offers many special places to sit and relax both inside and outside on the decks. On the first floor, the living room, sun room and family room are warm...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easy, breezy and comfortable beach house located in most desirable Long Point Beach area, on the south shore side of West Tisbury. Quietly tucked away on two acres and surrounded by a large manicured yard this lovely home offers vacationing families a perfect getaway location. The light filled main...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aquinnah
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Internet Access
    • Patio
    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open, airy contemporary set high on a hilltop with expansive waterviews. Relax and enjoy the views from the large deck or spend time with family and friends at the pool and patio area. This lovely home has AC, is beautifully and comfortably furnished. All modern amenities are provided. The main...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    Aquinnah
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Grill
    • Hot Tub
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The surrounding area is a throwback to a different time as there really isn’t much going on except beautiful beaches, extraordinary sunsets, the sound of the waves crashing in the distance as you sit on the deck with the clearest night skies you’ve ever seen. Spacious & well decorated, this home is...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Aquinnah
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Uniquely designed, 3-bedroom, 2 full bath contemporary home, divided between three floors and set upon an acre of lush grounds with waterviews overlooking Vineyard Sound and the Elizabeth Islands. Privacy enhanced with large tracts of conservation land nearby and walking distance to Lobsterville...
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    Aquinnah, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A perfect vacation house with miles of hiking trails and the best vineyard beach at your doorstep. Enjoy the "play" pool which is 4 feet deep and nice to relax in on a beautiful sunny vineyard day. Built with water therapy and children in mind; handicapped accessible. Total privacy, in one of the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reverse Contemporary Five Bedroom home just minutes to Menemsha. There are open living spaces with living room , dining room and kitchen that open to deck with waterviews of the North Shore. Just a short drive to famous Lucy Vincent Beach, Chilmark Store, library and Community Center. Walk to a...
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    Chilmark, Martha's Vineyard
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Beautiful Home with Central Air Conditioning Located by Long Point Beach1 / 21
    (1)Excellent
    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2013
    My husband, two kids, and I stayed at this home for a week in August. We had some extended family there with us as well for several days and there was plenty of room for all of...
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    About this property
    Lovely four bedroom home with central air conditioning. Enjoy the wonderful outside deck with your family and friends after a relaxing day at the beach. Additional amenities include: coffee maker, outdoor shower, lobster pot, cd player, wine glasses, washer & dryer, ironing board.
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    West Tisbury, Martha's Vineyard 02539
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    West Tisbury
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely cottage with hay fields to the west and mature woods to the south. This finely constructed home has a light, airy and private feel. The perfect summer get-away. Conveniently located within a three mile radius of Lambert's Cove Beach, shopping and movies. There are ample greenbelts between...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Internet Access
    • DVD Player
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With old-world charm aplenty and modern amenities, you'll enjoy a relaxing holiday at this Chilmark vacation rental. It's a great spot for a family looking for a quiet refuge. You're near the center of town and close to iconic businesses, but you're also not far from the cliffs at Aquina as well as...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    6 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Waterfront
    • Satellite TV
    • Air Conditioning
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prime waterfront residence on bluff with unsurpassed panoramic view of the Vineyard Sound. Single story spacious 2 bedroom main house and 2 bedroom guest house. Guest House being renovated for 2017 with 2 bedrooms, bath and a kitchenette. Amenities and Features include... Waterfront, Private...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private, yet conveniently located a short drive or leisurely bike ride to Lambert's Cove Beach, and either town of Vineyard Haven or West Tisbury, this home is compact, bright and charming. The yard is a slice of Heaven on earth. A low deck flows onto the lawn surrounded by gorgeous, lush plantings...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Outstanding private rental home nestled on 7.5 private acres in the seaside community of Chilmark on the Island of Martha's Vineyard, features a key to Quansoo Beach, one of the most beautiful private association beaches on the island. Warmth, comfort and charm await you and your family in this...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Aquinnah
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Guest House (see #1289 for Main House)is approximately 1400SF and includes a Master Bed and Bath with a stand up glass enclosed shower. There is an additional bedroom and bathroom with a tub. A special feature is the state of the art kitchen as well as a great family room. There is an outside...
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    Aquinnah, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Waterfront
    • DVD Player
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quintessential Chilmark home has been impeccably maintained and continuously updated. The dining and living areas open to a wrap around deck. Enjoy spectacular water views and sunsets from just about every room in the house. Stroll to the beach and Menemsha village where you will find the fish...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic South Shore ocean vista from this outstanding private rental home. Less than one mile to famous Lucy Vincent Beach. Owner also offers private beach rights to the south side via canoe or kayak (provided by owners.) Classic style and modern luxury combine to make this family retreat a very...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Chilmark
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatic ocean views, idyllic one of a kind location in gated community, private ocean beaches are but a few of the desirable features of this all new 5 bedroom, 5 bath contemporary home, set in one of the most Idyllic landscapes on Martha's Vineyard. Situated hilltop this gorgeous summer home...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE1 / 12
    (1)Very good
    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What a location! Located in Menemsha with classic Vineyard fishing village views this cottage is the quintessential vacation home. You can walk to the beach to picnic, fish or watch beautiful sunsets and you can also walk to one of the Island's most popular seafood restaurants. It is light, airy...
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    Location Information
    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, custom 4-bedroom house in an exclusive neighborhood with private association beach and tennis court. Spacious, comfortable living and dining room with cathedral ceilings, open to kitchen and upstairs loft with office. TV/sitting room nook off dining room. Expansive deck with stunning...
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    Chilmark, Martha's Vineyard 02539
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    3 Bedrooms, 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
    South Shore Contemporary light filled 3 bedroom, 2 bath home bordered by a private landscaped yard and featuring a large wrap around deck. The living, dining and TV area all open to the deck creating a lovely flow for summer living. A short 1.5 Mile drive finds you at one of the Island's most...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casual immaculately clean in picturesque Menemsha, Chilmark waterfront. Beautiful views. A short stroll to the beach, fish market, boutiques, fishing, and shore dinners. Guest House - Main House on property nearby may be occupied by Tenants or Owner. Amenities and Features include......
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    West Tisbury
    10 Bedrooms, 5 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in one of the most pristine and private areas of the island. This understated, elegant, and spacious estate offers large families the ultimate in a vacation home. Magnificent ocean views and sprawling private yard bordered by stone walls and hundred year old trees. Large porches overlook...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 10 Bedrooms, 5 Bathrooms, Sleeps 15
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Waterfront with spectacular views across Stone Pond to Stonewall Beach. Relax on the expansive decks overlooking the water with ocean views beyond. This is an immaculate updated home with waterviews from just about every room and is tastefully furnished, features a new chef's kitchen, 3...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chilmark
    6 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Satellite TV
    • Hot Tub
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious, 10 room, architectual award-winning design home perched atop a hill w/panoramic view of Vineyard Sound and the Elizabeth Islands. The large deck has marvelous water views and the sunsets are spectacular! Its charming interior includes a Living Room with vaulted ceilings,fireplace and...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 10
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    Chilmark
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amenities and Features include... North Slope Hilltop House. Private yard, Screeen Porch and Patio, All new AC Throughout, 8 minute drive to Lucy Vincent Beach or Menemsha Village Additional amenities include: coffee maker, fans - portable, lobster pot, washer / dryer, cd player, landscaped,...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    5 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Zaccheus Mayhew House (1713) has been described as “the largest and most stately of the early houses on the South Road.” It recently (2016-17) underwent a complete gut renovation. It is now a fully functional contemporary home inside a Colonial post and beam frame. While it is mostly new, it...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 1
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    West Tisbury
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the old-world charm of Martha's Vineyard in this delightful Sea Captain's home. Located in the small island hamlet of West Tisbury this Victorian home was chosen by the White House Staff in 1998. The house features an elegant curved staircase in the foyer and a "secret" back staircase...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Clean and family friendly. Centrally located, the cottage is only fifteen minutes from most island towns including Edgartown and Aquinnah, where dining and shopping are world renowned. Lovely wooded setting offers privacy with large comfortable deck and yard. Outdoor shower adds to the Vineyard...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Charming Chilmark 3 Bedroom 3 Bath Vacation Home1 / 10
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    Chilmark
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Porch
    • Internet Access
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    • Washer
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Chilmark on Martha's Vineyard, this 3 bedroom, 3 bathroom property is a perfect spring, summer or fall getaway. Cathedral ceilings create bright, airy spaces. Amenities include air conditioning, high speed internet, washer/dryer, gas fireplaces, TV in all rooms, outdoor shower, slate...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    West Tisbury
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All new contemporary West Tisbury home in a private setting yet only minutes to beautiful beaches. The open airy floor plan and gourmet kitchen create a wonderful gathering area for vacationing families. This green home features walls of windows allowing wonderful views of the surrounding...
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    West Tisbury, Martha's Vineyard 02568
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming three bedroom home located in a private neighborhood close to bike path, walking trails and public tennis courts. Just a short drive to Lambert's Cove Beach, West Tisbury Village and down island restaurants and shops. Amenities include High definition TV, wifi internet service and an MP3...
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    West Tisbury, Martha's Vineyard
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming 4 bedroom, 3 bath traditional summer cottage. Enjoy this impeccably maintained summer home surrounded by a mature landscaped yard with lots of flowering shrubbery. A large deck offers privacy and a wonderful setting for those summer barbecues. A modern well equipped kitchen opens to the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    West Tisbury
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Grill
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming home is truly a hidden gem! Located in a quiet, private association, this light filled West Tisbury home features bright, spacious bedrooms, two hangout spaces, a well-stocked kitchen, large deck and beautiful grounds. Centrally located minutes from downtown Vineyard Haven, it is...
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    West Tisbury, Martha's Vineyard 02575
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chilmark
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous Views of Stonewall Pond from this immaculate 4 bedroom three bath home. Cathedral ceilings add to the spacious feeling of this contemporary home and the open kitchen, living and dining areas provide the perfect space for your summer vacation. There is a spacious loft area that opens to the...
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    Chilmark, Martha's Vineyard 02535
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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