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Secluded, end of the road location
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Chilmark Home
2 BR / 1 BA / Sleeps 8 2 8 7 night min stay
Home / 2 Bedrooms / Sleeps 8
2 bedrooms 1 bathroom Sleeps 8
Washer/Dryer • Oven • Parking Included
Located at end of a dead- end dirt road on 1. 5 acres with tall pines and oaks. Modified saltbox, owner designed & built in 1978 for potential active solar. First floor has a large country kitchen, living room, bathro...
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Chilmark Home
5 BR / 4 BA / Sleeps 8 5 8 7 night min stay
Home / 5 Bedrooms / Sleeps 8
5 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Additional amenities include: coffee maker, outdoor shower, lobster pot, food processor, cd player, w...
Menemsha Waterfront, Spectacular
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Chilmark Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
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 t...
Exterior of House
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Chilmark Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Immaculate 4 bedroom in a private setting yet just a 10 minute drive to town or the most beautiful Lucy Vincent Beach. Features include large deck and wifi internet. The house has an open floor plan and an additional fam...
Ocean Front, Private Beach
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Chilmark Home
4 BR / 4 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
The house is magnificently located atop a slightly sloping knoll overlooking Stonewall Beach in Chilmark, and on Stonewall Pond. Property benefits include access to the family tennis court, access to the flotilla of ka...
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Chilmark Home
5 BR / 3 BA / Sleeps 8 5 8 14 night min stay
Home / 5 Bedrooms / Sleeps 8
5 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Classic coastal cottage remodeled in 2000. Charming open and sunny interior feautres 3 bedrooms and 2 baths in the main house. 2nd level Master bedroom opens onto private deck with views of Menemsha Harbor. Seperate gues...
Exterior of House
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Chilmark Home
3 BR / 2 BA / Sleeps 6 3 6 7 night min stay
Home / 3 Bedrooms / Sleeps 6
3 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
Lovely 3 bedroom 2 bath home. All new kitchen and baths. Completely renovated - lots of glass for a light filled interior. This lovely home in a private setting is surrounded by mature Holly trees, Laurel and attractiv...
Yard, Waterview Side of House, Gazebo
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Chilmark Home
4 BR / 3 BA / Sleeps 6 4 6 7 night min stay
Home / 4 Bedrooms / Sleeps 6
4 bedrooms 3 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
This incredible home is furnished with one of a kind artisan wood and textile pieces, as well as Donghia soft seating and is filled with art, vintage stain glass, antiques, and one of kind artisan furniture. The ocea...
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Unique combination of 1940's camp- style home and new (2007) two- story addition. Beautiful Ocean views from all floors, two decks, two living rooms and wonderful prevailing SW breezes. Five minute walk to Ocean Beach ...
Pool, Patio and Yard
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Chilmark Home
Studio / 3 BA / Sleeps 10 0 10 7 night min stay
Home / Studio / Sleeps 10
Studio 3 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Expansive views of Chilmark Pond and the Atlantic Shoreline. Deeded access to pond, dock and private ocean beach (please inquire for more information). Newly completed 5400 square foot luxury home with ... multiple deck...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
5 BR / 6 BA / Sleeps 10 5 10 Min stay varies
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 6 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Vacation in Chilmark near the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four- bedroom main house with a detached guest suite. Open living / dini...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
5 BR / 5 BA / Sleeps 10 5 10 7 night min stay
Home / 5 Bedrooms / Sleeps 10
5 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
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 Idyll...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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 beac...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
5 BR / 3 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 3 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
Spacious, well furnished and equipped, comfortable home in quiet neighborhood on 3 acres. Two master bedrooms, one on each floor; pool table. Within walking distance (about 1 mile) to small North Shore beach (Great R...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
6 BR / 4 BA / Sleeps 12 6 12 Min stay varies
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • TV (Antenna) • Washer/Dryer
Historic 18th century New England home in a private landscaped setting on two and 1/2 acres with a waterview over Vineyard Sound and the Elizabeth Islands; a detached two- car garage, bunkhouse; tennis court and in- g...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
5 BR / 4 BA / Sleeps 12 5 12 7 night min stay
Home / 5 Bedrooms / Sleeps 12
5 bedrooms 4 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
An award winning architectural design coupled with Vineyard charm and seclusion, this house has two wings allowing for multiple family co- existance. This vacation home is open, spacious and filled with light with a wr...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
6 BR / 5 BA / Sleeps 10 6 10 Min stay varies
Home / 6 Bedrooms / Sleeps 10
6 bedrooms 5 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
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! It...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
6 BR / 4 BA / Sleeps 10 6 10 7 night min stay
Home / 6 Bedrooms / Sleeps 10
6 bedrooms 4 bathrooms Sleeps 10
High Speed Internet • Dishwasher • Microwave
Contemporary Home commands one of Martha's Vineyard's most spectacular views overlooking the Elizabeth Islands and Vineyard Sound. Breathtaking sunsets. Outdoor patios and deck and multiple living areas provide many opti...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 2 BA / Sleeps 9 4 9 14 night min stay
Home / 4 Bedrooms / Sleeps 9
4 bedrooms 2 bathrooms Sleeps 9
Dishwasher • Microwave • TV (Antenna)
Pristine renovated barn set on acres of extreme privacy with ocean views and private ocean beach. This is an extraordinary residence with exposed beams and glass walls framing expansive views of meadows and the Atlantic ...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
5 BR / 4 BA / Sleeps 8 5 8 7 night min stay
Home / 5 Bedrooms / Sleeps 8
5 bedrooms 4 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
MVVR EXCLUSIVE: Spectacular 5 bedroom, 4. 5 bath retreat. Lovely distant waterviews overlooking the South Shore. Hilltop setting with privacy and a five minute drive to Lucy Vincent Beach. This spacious custom home has ...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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 ...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 14 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
Dishwasher • Microwave • TV (Antenna)
High in the hills of peaceful Chilmark with distant panoramic waterviews, this four bedroom impeccably maintained house with in gound pool is surrounded by beautifully landscaped grounds. Expansive decks invite you to m...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 2 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
C- H- A- R- M- I- N- G is the only word to describe this privately set little contemporary with a big heart, tucked right into the woods in Spring Point. Lovely view of the Sound over the tree tops from the full length ...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
3 BR / 2 BA / Sleeps 8 3 8 7 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Stunning Waterfront Views. Kayak or swim across the pond to Stonewall Beach or just relax on the expansive decks overlooking the water. This is an immaculate updated home with waterviews from just about every room and, ...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 2 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 2 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Tastefully furnished and decorated with antiques and art. This Chilmark summer home is an original Yankee Barn located off South Road that has all the accouterments for summer entertaining. The post and beam structure fe...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 7 night min stay
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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 owner...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
3 BR / 3 BA / Sleeps 8 3 8 Min stay varies
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
Welcome to Menemsha! This 3 bedroom home is located on a 2. 3 acre wooded lot in a very quiet setting with superb water views toward the Elizabeth Islands. The private yard has a wooden deck for outdoor grilling and din...
Chilmark Massachusetts Vacation Rentals - Home
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Chilmark Home
4 BR / 3 BA / Sleeps 8 4 8 Min stay varies
Home / 4 Bedrooms / Sleeps 8
4 bedrooms 3 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
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 thera...
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