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Menemsha Holiday Apartments

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50 rentals in Menemsha.
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Chilmark House w/Sunroom on Martha's Vineyard, holiday rental in Menemsha

Chilmark House w/Sunroom on Martha's Vineyard

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Magical House in the Trees with Water View - Secluded Area, holiday rental in Menemsha

Magical House in the Trees with Water View - Secluded Area

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING FAMILY HOME ON MUSIC STREET: PRIVATE BEACH ACCESS & REDUCED FALL RATES!, holiday rental in Menemsha

CHARMING FAMILY HOME ON MUSIC STREET: PRIVATE BEACH ACCESS & REDUCED FALL RATES!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Modern beach house - Walking distance to Philbin Beach, holiday rental in Menemsha

Modern beach house - Walking distance to Philbin Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Unique Up-Island Home, holiday rental in Menemsha

Unique Up-Island Home

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beachfront Aquinnah home. Beautiful views!, holiday rental in Menemsha

Beachfront Aquinnah home. Beautiful views!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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SERENITY IN W. TISBURY-- A PERFECT GET-A-WAY FOR YOUR FAMILY AND FRIENDS, holiday rental in Menemsha

SERENITY IN W. TISBURY-- A PERFECT GET-A-WAY FOR YOUR FAMILY AND FRIENDS

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Mid-Century Modern - All Glass House - Designed By Frank Lloyd Wright Apprentice, holiday rental in Menemsha

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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New listing! Modern, stylish home w/ large yard, outdoor patio & great location!, holiday rental in Menemsha

New listing! Modern, stylish home w/ large yard, outdoor patio & great location!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Your own slice of heaven off the beaten path, steps to the beach!, holiday rental in Menemsha

Your own slice of heaven off the beaten path, steps to the beach!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Beautiful West Tisbury Farmhouse, holiday rental in Menemsha

Beautiful West Tisbury Farmhouse

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular Newly Renovated Home in Menemsha, holiday rental in Menemsha

Spectacular Newly Renovated Home in Menemsha

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Iconic mid-century home with gorgeous ocean views, private pool and decks!, holiday rental in Menemsha

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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In Menemsha Village - Sunset House, holiday rental in Menemsha

In Menemsha Village - Sunset House

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Secluded Ocean Front Estate Panoramic Views Private Beach, holiday rental in Menemsha

Secluded Ocean Front Estate Panoramic Views Private Beach

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Quintessential Chilmark Retreat With Water Views In Martha's Vineyard, holiday rental in Menemsha

Quintessential Chilmark Retreat With Water Views In Martha's Vineyard

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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New Listing! Secluded Large Modern home on Indian Hill Road, holiday rental in Menemsha

New Listing! Secluded Large Modern home on Indian Hill Road

5 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Fully Appointed Water View House  Ten Minutes Walk from Beach, holiday rental in Menemsha

Fully Appointed Water View House Ten Minutes Walk from Beach

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Airey Two Bedroom Menemsha cottage, holiday rental in Menemsha

Airey Two Bedroom Menemsha cottage

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

Tucked Away on Tea Lane, Chilmark

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Menemsha Harborside Cottage - STEAMSHIP reservations available for open Aug. wks, holiday rental in Menemsha

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

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beautiful, historic farmhouse on Chilmark Pond, holiday rental in Menemsha

Beautiful, historic farmhouse on Chilmark Pond

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Home with Central Air Conditioning Located by Long Point Beach, holiday rental in Menemsha

Beautiful Home with Central Air Conditioning Located by Long Point Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Idylic Vineyard Escape, holiday rental in Menemsha

Idylic Vineyard Escape

7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE, holiday rental in Menemsha

CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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437 State Road,, holiday rental in Menemsha

437 State Road,

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING, holiday rental in Menemsha

SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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EXPERIENCE THE OLD WORLD CHARM OF MARTHA'S VINEYARD IN THIS SEA CAPTAINS HOME, holiday rental in Menemsha

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

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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CHARMING COUNTRY HOME IN CHILMARK, holiday rental in Menemsha

CHARMING COUNTRY HOME IN CHILMARK

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND, holiday rental in Menemsha

ARCHITECTURAL AWARD WINNING HOME WITH PANORAMIC VIEWS OF THE VINEYARD SOUND

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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STROLL DOWN TO THE POND TO COOL OFF OR GO KAYAKING ON A WARM DAY, holiday rental in Menemsha

STROLL DOWN TO THE POND TO COOL OFF OR GO KAYAKING ON A WARM DAY

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH, holiday rental in Menemsha

BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS, holiday rental in Menemsha

CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront,  Tisbury Great Pond, holiday rental in Menemsha

Waterfront, Tisbury Great Pond

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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4 Bedroom on 5 Acres of Woodlands with Fresh Eggs and Chickens, holiday rental in Menemsha

4 Bedroom on 5 Acres of Woodlands with Fresh Eggs and Chickens

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Striking 5BR/4BA Chilmark Contemporary with Views of the Sound, holiday rental in Menemsha

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

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands, holiday rental in Menemsha

Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Gracious and Spacious Chilmark Home with a Pool, holiday rental in Menemsha

Gracious and Spacious Chilmark Home with a Pool

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Spectacular Chilmark Hilltop Ocean View, holiday rental in Menemsha

Spectacular Chilmark Hilltop Ocean View

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Ocean View, Walk to Lobsterville Beach, Aquinnah B, holiday rental in Menemsha

Ocean View, Walk to Lobsterville Beach, Aquinnah B

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Family friendly beach house sleeps 12, holiday rental in Menemsha

Family friendly beach house sleeps 12

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Mill Pond House is a beautifully restored farm house, holiday rental in Menemsha

Mill Pond House is a beautifully restored farm house

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Expanded Cape on Wade's Cove & Key to Hancock Beach, holiday rental in Menemsha

Luxury Expanded Cape on Wade's Cove & Key to Hancock Beach

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Chilmark Farmhouse with access to Hancock Beach, holiday rental in Menemsha

Chilmark Farmhouse with access to Hancock Beach

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

Ideal Menemsha House with Private Beach and Breathtaking Sunset Views

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

comfortable ranch house overlooking Menemsha Bight

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound, holiday rental in Menemsha

Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound

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

Great Deal on Newly Renovated Home in Exclusive Aquinnah.

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Secluded 4.5-Acre Estate w/ Huge Screened Porch & Quansoo Beach Access, holiday rental in Menemsha

Secluded 4.5-Acre Estate w/ Huge Screened Porch & Quansoo Beach Access

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private oceanfront compound , 1/3 mi Private Beach, AC, Chilmark, WiFi, holiday rental in Menemsha

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

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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