Chilmark Vacation Rentals

Our Chilmark vacation rentals give you direct access to both Vineyard Sound and the Open Ocean. Chilmark is a quiet town of the west side of Martha’s Vineyard with amazing beaches, sanctuaries, and nature preserves. Chilmark has over six beaches, and our many vacation homes place you right on the waterfront. Martha’s Vineyard vacations in Chilmark are full of ocean breezes, kayaking, and secluded beaches. 

 

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Charming Newly Updated Menemsha Cottage, 2 + Bedroom Cottage Sleeps 5, AC, Screened Porch & Deck, Walk to Menemsha Village & Beach

Dreaming of Vacationing in an idyllic Menemsha Cottage? This adorable newly updated  1950s cottage nestled in the village area provides easy access to numerous exclusive Chilmark beaches with town permits and Menemsha Beach...Read more

Location: 
Chilmark
Sleeps: 
5
Bedrooms: 
3
Baths: 
1
Price Range:
$2,500 - $3,500
June 2024
SuMoTuWeThFrSaWeek
 1
$3,000
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$3,000
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$3,000
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$3,000
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$3,000
30
 $3,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
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$3,500
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$3,500
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$3,500
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$3,500
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 $3,500
August 2024
SuMoTuWeThFrSaWeek
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2
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$3,500
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$3,500
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$3,500
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$3,500
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$3,500
September 2024
SuMoTuWeThFrSaWeek
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$3,200
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$3,200
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$3,200
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$3,200
29
30
 
Clean Fee: 
$300 per week
Tax: State & Local: 
9.7
 
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WATTL

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Cottage with Screened Porch, Close to Menemsha Village Area and just a Short Drive to Lucy Vincent Beacn

Menemsha Crossroads sweet cottage in a private wooded area, perfect for a family of four. Features 2 bedrooms, a primary with bath, and the 2nd bedroom uses a hall bath. The...Read more

Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
2
Price Range:
$1,250 - $2,900
June 2024
SuMoTuWeThFrSaWeek
 1
$1,550
2
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$1,550
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$1,750
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$1,750
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$2,300
30
 $2,600
July 2024
SuMoTuWeThFrSaWeek
 1
2
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$2,600
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$2,600
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$2,600
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$2,700
28
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 $2,900
August 2024
SuMoTuWeThFrSaWeek
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2
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$2,900
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$2,900
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$2,900
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$2,900
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$2,500
September 2024
SuMoTuWeThFrSaWeek
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$1,600
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$1,600
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$1,600
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$1,600
29
30
 
Clean Fee: 
$275 per week
Tax: State & Local: 
9.7
fennb13-01-exterior.jpg
 
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FENNB

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Menemsha, Water View, Walk to beach
Location: 
Chilmark
Sleeps: 
4
Bedrooms: 
2
Baths: 
1
Price Range:
$1,450 - $2,700
June 2024
SuMoTuWeThFrSaWeek
 1
$1,450
2
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$1,450
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$1,450
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$1,450
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$2,500
30
 $2,500
July 2024
SuMoTuWeThFrSaWeek
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$2,500
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$2,500
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$2,500
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$2,500
28
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 $2,700
August 2024
SuMoTuWeThFrSaWeek
 1
2
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$2,700
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$2,700
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$1,450
September 2024
SuMoTuWeThFrSaWeek
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$1,450
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15
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17
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21
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25
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29
30
 
Clean Fee: 
$175 per week
Tax: State & Local: 
9.7
 
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MCAUM

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Heron's Nest, Thoughtful Architectural Design set Amidst an Estate Property, Bordered by Stonewalls, Beautiful Vistas from all Areas of the House, Elegant yet Casual interior, Sensational Chef's Kitchen

Privately situated on 3.5 acres of rolling and manicured landscape on the south side of Chilmark with distant water views, this luxury home is set on a high ridge in...Read more

Location: 
Chilmark
Sleeps: 
6
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
$11,000
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$11,000
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$10,500
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$11,000
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$11,000
30
 $11,000
July 2024
SuMoTuWeThFrSaWeek
 1
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$11,000
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$11,000
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$11,000
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$11,000
28
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30
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 $11,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$11,000
4
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$11,000
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$11,000
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$11,000
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$11,000
September 2024
SuMoTuWeThFrSaWeek
1
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$11,000
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$11,000
15
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$11,000
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$450 per week
Tax: State & Local: 
9.7

2 week minimum stay in June

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