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Aquinnah Vacation Rentals

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50 rentals in Aquinnah.
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Magical House in the Trees with Water View - Secluded Area, vacation rental in Aquinnah

Magical House in the Trees with Water View - Secluded Area

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Modern beach house - Walking distance to Philbin Beach, vacation rental in Aquinnah

Modern beach house - Walking distance to Philbin Beach

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beachfront Aquinnah home. Beautiful views!, vacation rental in Aquinnah

Beachfront Aquinnah home. Beautiful views!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Your own slice of heaven off the beaten path, steps to the beach!, vacation rental in Aquinnah

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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Secluded Ocean Front Estate Panoramic Views Private Beach, vacation rental in Aquinnah

Secluded Ocean Front Estate Panoramic Views Private Beach

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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437 State Road,, vacation rental in Aquinnah

437 State Road,

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View, Walk to Lobsterville Beach, Aquinnah B, vacation rental in Aquinnah

Ocean View, Walk to Lobsterville Beach, Aquinnah B

3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH, vacation rental in Aquinnah

BEAUTIFUL POST AND BEAM HOME WITH WATERVIEWS OF LOBSTERVILLE BEACH

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Great Deal on Newly Renovated Home in Exclusive Aquinnah., vacation rental in Aquinnah

Great Deal on Newly Renovated Home in Exclusive Aquinnah.

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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CHARMING FAMILY HOME ON MUSIC STREET: PRIVATE BEACH ACCESS & REDUCED FALL RATES!, vacation rental in Aquinnah

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

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Unique Up-Island Home, vacation rental in Aquinnah

Unique Up-Island Home

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

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, vacation rental in Aquinnah

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

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful West Tisbury Farmhouse, vacation rental in Aquinnah

Beautiful West Tisbury Farmhouse

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

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!, vacation rental in Aquinnah

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, vacation rental in Aquinnah

In Menemsha Village - Sunset House

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quintessential Chilmark Retreat With Water Views In Martha's Vineyard, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Airey Two Bedroom Menemsha cottage

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

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Idylic Vineyard Escape

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

CLASSIC VINEYARD FISHING VILLAGE VIEWS FROM THIS QUINTESSENTIAL COTTAGE

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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SPACIOUS AND COMFORTABLE CHILMARK CAPE WITH CENTRAL AIR CONDITIONING, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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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CHARMING HOME W/VIEWS OF VINEYARD SOUND & ELIZABETH ISLANDS, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Spectacular Home with Waterviews of Vineyard Sound and Elizabeth Islands

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Gracious and Spacious Chilmark Home with a Pool, vacation rental in Aquinnah

Gracious and Spacious Chilmark Home with a Pool

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spectacular Chilmark Hilltop Ocean View, vacation rental in Aquinnah

Spectacular Chilmark Hilltop Ocean View

5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Family friendly beach house sleeps 12, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Mill Pond House is a beautifully restored farm house

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Rent This Beautiful Country Home In Historic Christiantown, vacation rental in Aquinnah

Rent This Beautiful Country Home In Historic Christiantown

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Expanded Cape on Wade's Cove & Key to Hancock Beach, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Ideal Menemsha House with Private Beach and Breathtaking Sunset Views

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Chilmark House w/Sunroom on Martha's Vineyard, vacation rental in Aquinnah

Chilmark House w/Sunroom on Martha's Vineyard

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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comfortable ranch house overlooking Menemsha Bight, vacation rental in Aquinnah

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, vacation rental in Aquinnah

Spring Point Cottage With Gorgeous Sunsets Overlooking Vineyard Sound

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secluded 4.5-Acre Estate w/ Huge Screened Porch & Quansoo Beach Access, vacation rental in Aquinnah

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, vacation rental in Aquinnah

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

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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