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Menemsha Vacation Rentals

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49 rentals in Menemsha.
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Rebuilt Private Menemsha Home! Chilmark Ma., vacation rental in Menemsha
Rebuilt Private Menemsha Home! Chilmark Ma., vacation rental in Menemsha
Rebuilt Private Menemsha Home! Chilmark Ma., vacation rental in Menemsha

Rebuilt Private Menemsha Home! Chilmark Ma.

Rental Home
3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Magical House in the Trees with Water View - Secluded Area, vacation rental in Menemsha
Magical House in the Trees with Water View - Secluded Area, vacation rental in Menemsha
Magical House in the Trees with Water View - Secluded Area, vacation rental in Menemsha

Magical House in the Trees with Water View - Secluded Area

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Martha's Vineyard Cozy Getaway near picturesque Philbin Beach, vacation rental in Menemsha
Martha's Vineyard Cozy Getaway near picturesque Philbin Beach, vacation rental in Menemsha
Martha's Vineyard Cozy Getaway near picturesque Philbin Beach, vacation rental in Menemsha

Martha's Vineyard Cozy Getaway near picturesque Philbin Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice, vacation rental in Menemsha
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice, vacation rental in Menemsha
Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice, vacation rental in Menemsha

Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Friendly Hillside Cottage. Private Beach & Pond Access. 3 kayaks & bikes too., vacation rental in Menemsha
Friendly Hillside Cottage. Private Beach & Pond Access. 3 kayaks & bikes too., vacation rental in Menemsha
Friendly Hillside Cottage. Private Beach & Pond Access. 3 kayaks & bikes too., vacation rental in Menemsha

Friendly Hillside Cottage. Private Beach & Pond Access. 3 kayaks & bikes too.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern beach house - Walking distance to Philbin Beach, vacation rental in Menemsha
Modern beach house - Walking distance to Philbin Beach, vacation rental in Menemsha
Modern beach house - Walking distance to Philbin Beach, vacation rental in Menemsha

Modern beach house - Walking distance to Philbin Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Isolated Aquinnah Hilltop Home —Stunning Views of Menemsha Pond — Pet Friendly, vacation rental in Menemsha
Isolated Aquinnah Hilltop Home —Stunning Views of Menemsha Pond — Pet Friendly, vacation rental in Menemsha
Isolated Aquinnah Hilltop Home —Stunning Views of Menemsha Pond — Pet Friendly, vacation rental in Menemsha

Isolated Aquinnah Hilltop Home —Stunning Views of Menemsha Pond — Pet Friendly

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Spectacular Newly Renovated Home in Menemsha, vacation rental in Menemsha
Spectacular Newly Renovated Home in Menemsha, vacation rental in Menemsha
Spectacular Newly Renovated Home in Menemsha, vacation rental in Menemsha

Spectacular Newly Renovated Home in Menemsha

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Quintessential Chilmark Retreat With Water Views In Martha's Vineyard, vacation rental in Menemsha
Quintessential Chilmark Retreat With Water Views In Martha's Vineyard, vacation rental in Menemsha
Quintessential Chilmark Retreat With Water Views In Martha's Vineyard, vacation rental in Menemsha

Quintessential Chilmark Retreat With Water Views In Martha's Vineyard

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luminous rural retreat with spectacular ocean views., vacation rental in Menemsha
Luminous rural retreat with spectacular ocean views., vacation rental in Menemsha
Luminous rural retreat with spectacular ocean views., vacation rental in Menemsha

Luminous rural retreat with spectacular ocean views.

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Ideal Menemsha House with Private Beach and Breathtaking Sunset Views, vacation rental in Menemsha
Ideal Menemsha House with Private Beach and Breathtaking Sunset Views, vacation rental in Menemsha
Ideal Menemsha House with Private Beach and Breathtaking Sunset Views, vacation rental in Menemsha

Ideal Menemsha House with Private Beach and Breathtaking Sunset Views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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comfortable ranch house overlooking Menemsha Bight, vacation rental in Menemsha
comfortable ranch house overlooking Menemsha Bight, vacation rental in Menemsha
comfortable ranch house overlooking Menemsha Bight, vacation rental in Menemsha

comfortable ranch house overlooking Menemsha Bight

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fully Appointed Water View House  Ten Minutes Walk from Beach, vacation rental in Menemsha
Fully Appointed Water View House  Ten Minutes Walk from Beach, vacation rental in Menemsha
Fully Appointed Water View House  Ten Minutes Walk from Beach, vacation rental in Menemsha

Fully Appointed Water View House Ten Minutes Walk from Beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Pet-Friendly Historic Chilmark Cottage, vacation rental in Menemsha
Pet-Friendly Historic Chilmark Cottage, vacation rental in Menemsha
Pet-Friendly Historic Chilmark Cottage, vacation rental in Menemsha

Pet-Friendly Historic Chilmark Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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In Menemsha Village - Sunset House, vacation rental in Menemsha
In Menemsha Village - Sunset House, vacation rental in Menemsha
In Menemsha Village - Sunset House, vacation rental in Menemsha

In Menemsha Village - Sunset House

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Pet-Friendly Historic Chilmark House, vacation rental in Menemsha
Pet-Friendly Historic Chilmark House, vacation rental in Menemsha
Pet-Friendly Historic Chilmark House, vacation rental in Menemsha

Pet-Friendly Historic Chilmark House

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Iconic mid-century home with gorgeous ocean views, private pool and decks!, vacation rental in Menemsha
Iconic mid-century home with gorgeous ocean views, private pool and decks!, vacation rental in Menemsha
Iconic mid-century home with gorgeous ocean views, private pool and decks!, vacation rental in Menemsha

Iconic mid-century home with gorgeous ocean views, private pool and decks!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chilmark home with water views and key to Black Point Beach, vacation rental in Menemsha
Chilmark home with water views and key to Black Point Beach, vacation rental in Menemsha
Chilmark home with water views and key to Black Point Beach, vacation rental in Menemsha

Chilmark home with water views and key to Black Point Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Chilmark Vista and Lucy Vincent Beach, vacation rental in Menemsha
Chilmark Vista and Lucy Vincent Beach, vacation rental in Menemsha
Chilmark Vista and Lucy Vincent Beach, vacation rental in Menemsha

Chilmark Vista and Lucy Vincent Beach

Rental Home
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Airey Two Bedroom Menemsha cottage, vacation rental in Menemsha
Airey Two Bedroom Menemsha cottage, vacation rental in Menemsha
Airey Two Bedroom Menemsha cottage, vacation rental in Menemsha

Airey Two Bedroom Menemsha cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Tucked Away on Tea Lane, Chilmark, vacation rental in Menemsha
Tucked Away on Tea Lane, Chilmark, vacation rental in Menemsha
Tucked Away on Tea Lane, Chilmark, vacation rental in Menemsha

Tucked Away on Tea Lane, Chilmark

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Chilmark House w/Sunroom on Martha's Vineyard, vacation rental in Menemsha
Chilmark House w/Sunroom on Martha's Vineyard, vacation rental in Menemsha
Chilmark House w/Sunroom on Martha's Vineyard, vacation rental in Menemsha

Chilmark House w/Sunroom on Martha's Vineyard

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks, vacation rental in Menemsha
Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks, vacation rental in Menemsha
Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks, vacation rental in Menemsha

Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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'Over South', Family farm house in Chilmark, vacation rental in Menemsha
'Over South', Family farm house in Chilmark, vacation rental in Menemsha
'Over South', Family farm house in Chilmark, vacation rental in Menemsha

'Over South', Family farm house in Chilmark

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Quiet home with beach &  peek-a-boo ocean views!, vacation rental in Menemsha
Quiet home with beach &  peek-a-boo ocean views!, vacation rental in Menemsha
Quiet home with beach &  peek-a-boo ocean views!, vacation rental in Menemsha

Quiet home with beach & peek-a-boo ocean views!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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437 State Road,, vacation rental in Menemsha
437 State Road,, vacation rental in Menemsha
437 State Road,, vacation rental in Menemsha

437 State Road,

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful, historic farmhouse on Chilmark Pond, vacation rental in Menemsha
Beautiful, historic farmhouse on Chilmark Pond, vacation rental in Menemsha
Beautiful, historic farmhouse on Chilmark Pond, vacation rental in Menemsha

Beautiful, historic farmhouse on Chilmark Pond

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE, vacation rental in Menemsha
CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE, vacation rental in Menemsha
CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE, vacation rental in Menemsha

CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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EXPERIENCE THE OLD WORLD CHARM OF MARTHA'S VINEYARD IN THIS SEA CAPTAINS HOME, vacation rental in Menemsha
EXPERIENCE THE OLD WORLD CHARM OF MARTHA'S VINEYARD IN THIS SEA CAPTAINS HOME, vacation rental in Menemsha
EXPERIENCE THE OLD WORLD CHARM OF MARTHA'S VINEYARD IN THIS SEA CAPTAINS HOME, vacation rental in Menemsha

EXPERIENCE THE OLD WORLD CHARM OF MARTHA'S VINEYARD IN THIS SEA CAPTAINS HOME

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS, vacation rental in Menemsha
CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS, vacation rental in Menemsha
CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS, vacation rental in Menemsha

CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound, vacation rental in Menemsha
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound, vacation rental in Menemsha
Striking 5BR/4BA Chilmark Contemporary with Views of the Sound, vacation rental in Menemsha

Striking 5BR/4BA Chilmark Contemporary with Views of the Sound

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Gracious and Spacious Chilmark Home with a Pool, vacation rental in Menemsha
Gracious and Spacious Chilmark Home with a Pool, vacation rental in Menemsha
Gracious and Spacious Chilmark Home with a Pool, vacation rental in Menemsha

Gracious and Spacious Chilmark Home with a Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Family friendly beach house sleeps 12, vacation rental in Menemsha
Family friendly beach house sleeps 12, vacation rental in Menemsha
Family friendly beach house sleeps 12, vacation rental in Menemsha

Family friendly beach house sleeps 12

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Up-Island Treehouse with Roofdeck and Waterviews, vacation rental in Menemsha
Up-Island Treehouse with Roofdeck and Waterviews, vacation rental in Menemsha
Up-Island Treehouse with Roofdeck and Waterviews, vacation rental in Menemsha

Up-Island Treehouse with Roofdeck and Waterviews

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps
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Walk to Beach Beautiful Ocean Views, vacation rental in Menemsha
Walk to Beach Beautiful Ocean Views, vacation rental in Menemsha
Walk to Beach Beautiful Ocean Views, vacation rental in Menemsha

Walk to Beach Beautiful Ocean Views

Rental Home
5 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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Spectacular Site Overlooking Vineyard Sound, vacation rental in Menemsha
Spectacular Site Overlooking Vineyard Sound, vacation rental in Menemsha
Spectacular Site Overlooking Vineyard Sound, vacation rental in Menemsha

Spectacular Site Overlooking Vineyard Sound

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Estate guesthouse, glorious water view, & 2 private beaches!, vacation rental in Menemsha
Estate guesthouse, glorious water view, & 2 private beaches!, vacation rental in Menemsha
Estate guesthouse, glorious water view, & 2 private beaches!, vacation rental in Menemsha

Estate guesthouse, glorious water view, & 2 private beaches!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Private Beach Oceanfront Cottage, vacation rental in Menemsha
Private Beach Oceanfront Cottage, vacation rental in Menemsha
Private Beach Oceanfront Cottage, vacation rental in Menemsha

Private Beach Oceanfront Cottage

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Secluded Property with Vineyard Sound Views and Private Beach, vacation rental in Menemsha
Beautiful Secluded Property with Vineyard Sound Views and Private Beach, vacation rental in Menemsha
Beautiful Secluded Property with Vineyard Sound Views and Private Beach, vacation rental in Menemsha

Beautiful Secluded Property with Vineyard Sound Views and Private Beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound, vacation rental in Menemsha
Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound, vacation rental in Menemsha
Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound, vacation rental in Menemsha

Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Great Deal on Newly Renovated Home in Exclusive Aquinnah., vacation rental in Menemsha
Great Deal on Newly Renovated Home in Exclusive Aquinnah., vacation rental in Menemsha
Great Deal on Newly Renovated Home in Exclusive Aquinnah., vacation rental in Menemsha

Great Deal on Newly Renovated Home in Exclusive Aquinnah.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Water-view Vacation Home in the Heart of Aquinnah, vacation rental in Menemsha
Water-view Vacation Home in the Heart of Aquinnah, vacation rental in Menemsha
Water-view Vacation Home in the Heart of Aquinnah, vacation rental in Menemsha

Water-view Vacation Home in the Heart of Aquinnah

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming Chilmark Cottage With Big Atlantic View;  Private Pond And Beach, vacation rental in Menemsha
Charming Chilmark Cottage With Big Atlantic View;  Private Pond And Beach, vacation rental in Menemsha
Charming Chilmark Cottage With Big Atlantic View;  Private Pond And Beach, vacation rental in Menemsha

Charming Chilmark Cottage With Big Atlantic View; Private Pond And Beach

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby, vacation rental in Menemsha
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby, vacation rental in Menemsha
Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby, vacation rental in Menemsha

Secluded house in the woods with deck, streamside firepit, Vincent Beach nearby

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C, vacation rental in Menemsha
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C, vacation rental in Menemsha
Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C, vacation rental in Menemsha

Aquinnah Skye Ln:Private Custom Post & Beam,Walk to Beach,Water View,Central A/C

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool, vacation rental in Menemsha
Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool, vacation rental in Menemsha
Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool, vacation rental in Menemsha

Beautiful Chilmark Farmhouse W/ Private South Shore Beach and Outdoor Pool

Rental Home
7 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha
Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha
Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha

Private Chilmark beach on The Cliffs in your backyard, 3 BR, 3 bath, WiFi, AC

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi, vacation rental in Menemsha
Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi, vacation rental in Menemsha
Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi, vacation rental in Menemsha

Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches, vacation rental in Menemsha
Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches, vacation rental in Menemsha
Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches, vacation rental in Menemsha

Secluded 2-Acre Hideaway | Fireplace, Wraparound Deck | Near Trails & Beaches

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Private Beach front oasis on Martha's Vineyard, vacation rental in Menemsha
Private Beach front oasis on Martha's Vineyard, vacation rental in Menemsha
Private Beach front oasis on Martha's Vineyard, vacation rental in Menemsha

Private Beach front oasis on Martha's Vineyard

Rental Home
3 bedrooms
3 bathrooms
Sleeps 1
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