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Gay Head Vacation Rentals - Gay Head Rental Homes and Condos

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Gay Head Vacation Rentals

Hotels (0)

B&Bs / Inns (0)

Specialty Lodging (0)

Vacation Rentals (37)

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714, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 2

Contact Manager

653, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 5

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1544, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 3

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1505, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 3

Contact Manager

329, Chilmark

Bedrooms: 2, sleeps 4
Bathrooms: 1

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1470, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 2

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1148, Chilmark

Bedrooms: 6, sleeps 12
Bathrooms: 4

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1195, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 4

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1167, Chilmark

Bedrooms: 4, sleeps 8
Bathrooms: 3
Min stay: 1

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Family Compound with Pool, Chilmark

Bedrooms: 5, sleeps 12
Bathrooms: 4
Min stay: 5

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Recommended by Travelers

1-20 of 37

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1275, Gay Head

Management:	Professional
Property:	Rental Home
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 ...

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Weekly
€2,787 - €4,530
Monthly
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1289, Gay Head

Management:	Professional
Property:	Rental Home
Bedrooms:	5, sleeps 10
Bathrooms:	4

This spacious, and well decorated home is located on 4 acres. 1 mile away from multiple beaches and the Gay Head (Aquinnah) Lighthouse. Larsen's Fish market ...

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Weekly
€1,394 - €4,390
Monthly
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Also consider

1170, Gay Head

Management:	Professional
Property:	Rental Home
Bedrooms:	4, sleeps 8
Bathrooms:	3

This beautiful new home affords breathtaking views of the Vineyard Sound. You'll enjoy the best of the south end of the Island, including access to Philbin ...

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Weekly
€1,742 - €3,693
Monthly
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1523, Gay Head

Management:	Professional
Property:	Rental Home
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 ...

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Weekly
€1,394 - €2,648
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Also consider

792, Gay Head

Management:	Professional
Property:	Rental Home
Bedrooms:	5, sleeps 10
Bathrooms:	2
Min stay:	1

From driveway Policy: Pets not allowed, Not handicap accessible

Nightly
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Weekly
€1,045 - €3,136
Monthly
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506, Gay Head

Management:	Professional
Property:	Rental Home
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 ...

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Weekly
€8,711
Monthly
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The following rentals are within 5 miles of Gay Head, Martha's Vineyard, Massachusetts.

1317, Chilmark

1 review

Management:	Professional
Property:	Rental Home
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, ...

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Weekly
€836 - €2,509
Monthly
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1187, Menemsha

1 review

Management:	Professional
Property:	Rental Home
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
€697 - €1,812
Monthly
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Also consider

1522, Chilmark

Management:	Professional
Property:	Rental Home
Bedrooms:	5, sleeps 10
Bathrooms:	6

Vacation in Chilmark on the pristine shores of the Tisbury Great Pond in this brand new, custom contemporary built with only the best materials. Four-bedroom ...

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Weekly
€3,484 - €10,453
Monthly
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Beetlebung cottage, Chilmark

Management:	Verified owner
Property:	Rental Home
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
€1,672
Monthly
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1312, Chilmark

Management:	Professional
Property:	Rental Home
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 ...

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€4,181 - €10,453
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1242, Chilmark

Management:	Professional
Property:	Rental Home
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 ...

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€6,969 - €8,362
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Seawatch, Chilmark

Management:	Verified owner
Property:	Rental Home
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 ...

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Weekly
€3,136
Monthly
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1196, Menemsha

Management:	Professional
Property:	Rental Home
Bedrooms:	4, sleeps 9
Bathrooms:	3
Min stay:	2

New country style 4 bedroom home with three full baths(with outside shower). House overlooks Menemsha Harbor, the sound and pond. Terrific waterviews and ...

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Weekly
€3,484 - €5,923
Monthly
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Also consider

1199, Chilmark

Management:	Professional
Property:	Rental Home
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

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Weekly
€11,498
Monthly
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Log Cabin, Chilmark

Management:	Verified owner
Property:	Cabin
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
€1,742

1263, Menemsha

Management:	Professional
Property:	Rental Home
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 ...

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Weekly
€2,174 - €4,181
Monthly
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North and South Shore Waterviews, Chilmark

Management:	Professional
Property:	Rental Home
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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Weekly
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Monthly
€17,919

286, Chilmark

Management:	Professional
Property:	Rental Home
Bedrooms:	4, sleeps 8
Bathrooms:	3

Tastefully furnished and decorated with antique accents and art. This lovely, upscale, Chilmark summer home sits off South Road and has plenty of light and ...

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Weekly
€1,185 - €2,439
Monthly
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Also consider

229, Chilmark

Management:	Professional
Property:	Rental Home
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 ...

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Weekly
€4,181 - €6,969
Monthly
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1-20 of 37

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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

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Gay Head Vacation Rentals - Gay Head Rental Homes and Condos

Gay Head

Popular vacation rentals:

Explore other Gay Head resources:

Gay Head Vacation Rentals

Hotels (0)

B&Bs / Inns (0)

Specialty Lodging (0)

Vacation Rentals (37)

The safest rental experience online

Get listed!

Search Gay Head Vacation Rentals

Recommended by Travelers