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Chilmark, MA Holiday Rentals
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Massachusetts (MA)
Martha's Vineyard
Chilmark, MA Holiday Rentals
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43 rentals
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Classic,upscale Chilmark Farmhouse and private beach
43 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
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Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice
20 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Spectacular Newly Renovated Home in Menemsha
13 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
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Classic Cape in ideal, Chilmark location.
17 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Quintessential Chilmark Retreat With Water Views In Martha's Vineyard
12 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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Luminous rural retreat with spectacular ocean views.
19 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Ideal Menemsha House with Private Beach and Breathtaking Sunset Views
9 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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comfortable ranch house overlooking Menemsha Bight
7 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Fully Appointed Water View House Ten Minutes Walk from Beach
6 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Peaceful Wooded Retreat, Short Car Ride to Everything. Week is Friday to Friday
10 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Iconic mid-century home with gorgeous ocean views, private pool and decks!
13 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Pet-Friendly Historic Chilmark Cottage
8 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
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In Menemsha Village - Sunset House
5 reviews
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Pet-Friendly Historic Chilmark House
4 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Tucked Away on Tea Lane, Chilmark
2 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Chilmark home with water views and key to Black Point Beach
3 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Beautiful house on Chilmark Pond with water view, pool & access to private beach
2 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Airey Two Bedroom Menemsha cottage
2 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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Chilmark Vista and Lucy Vincent Beach
2 reviews
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
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Chilmark House w/Sunroom on Martha's Vineyard
2 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks
2 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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'Over South', Family farm house in Chilmark
2 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Quiet home with beach & peek-a-boo ocean views!
2 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Beautiful, historic farmhouse on Chilmark Pond
5 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
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Secluded mid-century home w/ large deck, yard & fireplace
4 reviews
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Chilmark Farmhouse with access to Hancock Beach
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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Family friendly beach house sleeps 12
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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Spectacular Chilmark Hilltop Ocean View
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
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CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Charming Chilmark Cottage With Big Atlantic View; Private Pond And Beach
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Gracious and Spacious Chilmark Home with a Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Estate guesthouse, glorious water view, & 2 private beaches!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
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CHARMING COUNTRY HOME IN CHILMARK
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Secluded Property with Vineyard Sound Views and Private Beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 10
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Light and airy modern holiday cottage with access to private beach
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
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1
Frequently Asked Questions about Chilmark
Do any holiday rentals in Chilmark have a pool?
Yes, here are some popular holiday rentals in Chilmark that have a pool:\n
\n
Gracious and Spacious Chilmark Home with a Pool
\n
Iconic mid-century home with gorgeous ocean views, private pool and decks!
\n
Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool
\n
\n
See all holiday rentals with a pool in Chilmark on Tripadvisor
Do any holiday rentals in Chilmark have internet access?
Yes, here are some popular holiday rentals in Chilmark that have internet access:\n
\n
CHARMING COUNTRY HOME IN CHILMARK
\n
CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE
\n
CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS
\n
\n
See all holiday rentals in Chilmark on Tripadvisor
What are the best pet friendly rentals in Chilmark?
The best pet friendly rentals in Chilmark are:\n
\n
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
\n
Family friendly beach house sleeps 12
\n
CHARMING COUNTRY HOME IN CHILMARK
\n
\n
See all pet friendly holiday rentals in Chilmark on Tripadvisor
What are some great rentals in Chilmark that are kid friendly?
Some of the most popular kid friendly rentals in Chilmark are:\n
\n
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound
\n
Spectacular Chilmark Hilltop Ocean View
\n
Family friendly beach house sleeps 12
\n
\n
See all kid friendly holiday rentals in Chilmark on Tripadvisor