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Chilmark Holiday Rentals

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£1,000+
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39 rentals in Chilmark.
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SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING
4 bedrooms
2 bathrooms
Sleeps 8
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CHARMING COUNTRY HOME IN CHILMARK
4 bedrooms
2 bathrooms
Sleeps 8
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ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND
6 bedrooms
4 bathrooms
Sleeps 10
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CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE
2 bedrooms
1 bathroom
Sleeps 4
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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS
4 bedrooms
2 bathrooms
Sleeps 8
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Chilmark Vacation Home with Lovely Views and Pool
6 bedrooms
4 bathrooms
Sleeps 12
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4 Bedroom on 5 Acres of Woodlands with Fresh Eggs and Chickens
4 bedrooms
3 bathrooms
Sleeps 8
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
5 bedrooms
4 bathrooms
Sleeps 12
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Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands
4 bedrooms
3 bathrooms
Sleeps 8
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Gracious and Spacious Chilmark Home with a Pool
4 bedrooms
3 bathrooms
Sleeps 8
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Spectacular Chilmark Hilltop Ocean View
5 bedrooms
2 bathrooms
Sleeps 9
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Family friendly beach house sleeps 12
5 bedrooms
4 bathrooms
Sleeps 12
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Waterfront cottage a short wade to ocean beach
4 bedrooms
3 bathrooms
Sleeps 10
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Pet-Friendly Historic Chilmark House
4 bedrooms
3 bathrooms
Sleeps 10
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Vintage 1920s House W/Beach Path & Glorious Sunset Water Views
3 bedrooms
3 bathrooms
Sleeps 8
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Luminous rural retreat with spectacular ocean views.
5 bedrooms
3 bathrooms
Sleeps 10
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
5 bedrooms
4 bathrooms
Sleeps 14
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Fully Appointed Water View House Ten Minutes Walk from Beach
4 bedrooms
3 bathrooms
Sleeps 10
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Chilmark Cottage
3 bedrooms
2 bathrooms
Sleeps 6
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Cool, Mid Century House -- Lots of Light!!
4 bedrooms
4 bathrooms
Sleeps 8
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Luxury Expanded Cape on Wade's Cove & Key to Hancock Beach
4 bedrooms
4 bathrooms
Sleeps 8
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Chilmark Farmhouse with access to Hancock Beach
5 bedrooms
3 bathrooms
Sleeps 10
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Beautiful, historic farmhouse on Chilmark Pond
4 bedrooms
2 bathrooms
Sleeps 6
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Oceanfront cottage w/elevated deck & shared gym-on Menemsha Beach
4 bedrooms
2 bathrooms
Sleeps 6
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1 other traveller has booked this property
Iconic mid-century home with gorgeous ocean views, private pool and decks!
4 bedrooms
2 bathrooms
Sleeps 8
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Classic,upscale Chilmark Farmhouse and private beach
4 bedrooms
3 bathrooms
Sleeps 12
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Tucked Away on Tea Lane, Chilmark
4 bedrooms
3 bathrooms
Sleeps 9
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Beautiful house on Chilmark Pond with water view, pool & access to private beach
4 bedrooms
2 bathrooms
Sleeps 8
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Contemporary Cottage with Breathtaking Views
2 bedrooms
3 bathrooms
Sleeps 5
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Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
3 bedrooms
2 bathrooms
Sleeps 8
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Charming Chilmark beach house with private Abel's Hill beach access
5 bedrooms
4 bathrooms
Sleeps 10
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Ideal Menemsha House with Private Beach and Breathtaking Sunset Views
3 bedrooms
3 bathrooms
Sleeps 8
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Stunning Pond & Sunset Views; Kayaks; South Shore Ocean Beach Access;
2 bedrooms
1 bathroom
Sleeps 4
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Charming Rustic Cottage
2 bedrooms
2 bathrooms
Sleeps 5
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Peaceful Wooded Retreat, Short Car Ride to Everything. Week is Friday to Friday
3 bedrooms
1 bathroom
Sleeps 6
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Menemsha Village - Davis Cottage
1 bedroom
1 bathroom
Sleeps 2
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In Menemsha Village - Sunset House
3 bedrooms
1 bathroom
Sleeps 6
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Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks
2 bedrooms
1 bathroom
Sleeps 4
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Private Hillside Home with Open Property and a Fully Equipped Kitchen
4 bedrooms
4 bathrooms
Sleeps 8
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Estate guesthouse, glorious water view, & 2 private beaches!
3 bedrooms
2 bathrooms
Sleeps 1
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