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Gay Head Holiday Rentals

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Holiday Rentals (42)

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[ Recommended ] [ Price / nt ] [ Price / wk ] [ Price / mo ] [ Bedrooms ]
1275, Gay Head
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 3
Min stay:1
Beautifully maintained five bedroom traditional style post and beam house, located in a very private area with waterviews over Lobsterville Beach and the ...
  • Nightly
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  • Weekly
    £2,500 - £4,062
  • Monthly
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792, Gay Head
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 2
Min stay:1
From driveway Policy: Pets not allowed, Not handicap accessible
  • Nightly
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  • Weekly
    £937 - £2,812
  • Monthly
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1523, Gay Head
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 3
Beautiful bright and breezy post and beam on a 3 acre rolling wooded parcel with southern views of the Atlantic Ocean. It is a short drive to Philbin and ...
  • Nightly
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  • Weekly
    £1,250 - £2,375
  • Monthly
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506, Gay Head
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 2
Min stay:2
Recently Extensievely Renovated! Pictures Forthcoming This is a well maintained, comfortable light and airy home only a quarter mile from gorgeous, sandy ...
  • Nightly
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  • Weekly
    £7,812
  • Monthly
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The following rentals are within 10 kilometers of Gay Head, Martha's Vineyard, Massachusetts.

1317, Chilmark
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 2
Min stay:1
The Oak Meadow House is situated on 3.4 acres of land off North Road in North Tabor Farm-formerly the James Cagney Estate. It is a two-level contemporary, ...
  • Nightly
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  • Weekly
    £750 - £2,250
  • Monthly
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1187, Menemsha
Management: Professional
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 1
View of the side that faces the water. Policy: Pets not allowed, Not handicap accessible
  • Nightly
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  • Weekly
    £625 - £1,625
  • Monthly
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Management: Verified owner
Property: Holiday Rental House
Bedrooms: 2, sleeps 6
Bathrooms: 2
Min stay:5
This newly built two bedroom, one and a half bath house with loft, sleeps six plus people. It is located 'up-island' on five acres in a very private setting ...
  • Nightly
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  • Weekly
    £1,500
  • Monthly
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1312, Chilmark
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 7
Bathrooms: 2
Min stay:1
An adorable seaside cottage sits atop a shallow bluff on the South Shore of rural Chilmark and boasts a grand and glorious oceanview. Please note that "Acts ...
  • Nightly
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  • Weekly
    £3,750 - £9,375
  • Monthly
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Seawatch, Chilmark
Management: Verified owner
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 4
Min stay:5
This five-bedroom/four-bath home is located in Chilmark. It features water views of the Atlantic Ocean, a very private setting on over five acres, and ...
  • Nightly
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  • Weekly
    £2,812
  • Monthly
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1242, Chilmark
Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 8
Bathrooms: 4
Located in a tranquil setting overlooking Chilmark Pond off of South Road this is a magical summer vacation spot. Policy: Pets not allowed, Not handicap ...
  • Nightly
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  • Weekly
    £6,250 - £7,500
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Log Cabin, Chilmark
Management: Verified owner
Property: Cabin Holiday Rental
Bedrooms: 3, sleeps 6
Bathrooms: 1
Min stay:5
This modern two-bedroom/one-bath home with a large sleeping loft sleeps six-plus people. It's located 'up island' on four acres in a very private setting, ...
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  • Weekly
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  • Monthly
    £1,562
1263, Menemsha
Management: Professional
Property: Holiday Rental House
Bedrooms: 3, sleeps 8
Bathrooms: 3
Min stay:1
On a 2.3 acre wooded lot this is a very quiet setting with superb water views toward the Elizabeth Islands. New wood floor and painting throughout. Also, new ...
  • Nightly
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  • Weekly
    £1,950 - £3,750
  • Monthly
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Management: Professional
Property: Holiday Rental House
Bedrooms: 5, sleeps 10
Bathrooms: 3
Nearly every room in this house and guest house boasts an unbeatable view of the North or South Shores of Chilmark from atop Blacksmith Valley. The main ...
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  • Monthly
    £16,071
229, Chilmark
Management: Professional
Property: Holiday Rental House
Bedrooms: 6, sleeps 10
Bathrooms: 5
Min stay:1
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 ...
  • Nightly
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  • Weekly
    £3,750 - £6,250
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1199, Chilmark
Management: Professional
Property: Holiday Rental House
Bedrooms: 4, sleeps 8
Bathrooms: 3
Min stay:2
Front of house and patio Policy: Pets not allowed, Not handicap accessible Minimum Stay: 2 weeks
  • Nightly
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  • Weekly
    £10,312
  • Monthly
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Professionally managed typically means…
  • Member of the FlipKey Verified Property Manager program
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified Plus property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Verified property owner typically means…
  • Verification of owner name and address via valid credit card
  • History of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns