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Menemsha Vacation Rentals

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5 km
50 rentals 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., vacation rental in Menemsha

Rebuilt Private Menemsha Home! Chilmark Ma.

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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The following properties within 32 kms of Menemsha match all your filters:
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome., vacation rental in Menemsha
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome., vacation rental in Menemsha
Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome., vacation rental in Menemsha

Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Water-view home in great location with spacious backyard, grill, kayaks, dogs OK, vacation rental in Menemsha
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK, vacation rental in Menemsha
Water-view home in great location with spacious backyard, grill, kayaks, dogs OK, vacation rental in Menemsha

Water-view home in great location with spacious backyard, grill, kayaks, dogs OK

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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New to VRBO! Favorite spot of the famous photographer Alfred Eisenstaedt, vacation rental in Menemsha
New to VRBO! Favorite spot of the famous photographer Alfred Eisenstaedt, vacation rental in Menemsha
New to VRBO! Favorite spot of the famous photographer Alfred Eisenstaedt, vacation rental in Menemsha

New to VRBO! Favorite spot of the famous photographer Alfred Eisenstaedt

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy efficiency apartment/heated pool, vacation rental in Menemsha
Cozy efficiency apartment/heated pool, vacation rental in Menemsha
Cozy efficiency apartment/heated pool, vacation rental in Menemsha

Cozy efficiency apartment/heated pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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New to VRBO! 2 bedroom waterview cottage with private beach access, vacation rental in Menemsha
New to VRBO! 2 bedroom waterview cottage with private beach access, vacation rental in Menemsha
New to VRBO! 2 bedroom waterview cottage with private beach access, vacation rental in Menemsha

New to VRBO! 2 bedroom waterview cottage with private beach access

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Menemsha Village - Davis Cottage - Recent Cancellations.  9/7-9/21. 20% OFF, vacation rental in Menemsha
Menemsha Village - Davis Cottage - Recent Cancellations.  9/7-9/21. 20% OFF, vacation rental in Menemsha
Menemsha Village - Davis Cottage - Recent Cancellations.  9/7-9/21. 20% OFF, vacation rental in Menemsha

Menemsha Village - Davis Cottage - Recent Cancellations. 9/7-9/21. 20% OFF

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Menemsha Harborside Cottage, vacation rental in Menemsha
Menemsha Harborside Cottage, vacation rental in Menemsha
Menemsha Harborside Cottage, vacation rental in Menemsha

Menemsha Harborside Cottage

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Oceanfront Home in Chilmark, vacation rental in Menemsha
Stunning Oceanfront Home in Chilmark, vacation rental in Menemsha
Stunning Oceanfront Home in Chilmark, vacation rental in Menemsha

Stunning Oceanfront Home in Chilmark

Holiday Rental House
3 bedrooms
2 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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charming Rustic Cottage, vacation rental in Menemsha
Charming Rustic Cottage, vacation rental in Menemsha
Charming Rustic Cottage, vacation rental in Menemsha

Charming Rustic Cottage

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Secluded Guest House overlooking Menemsha Pond. Dogs welcome., vacation rental in Menemsha
Secluded Guest House overlooking Menemsha Pond. Dogs welcome., vacation rental in Menemsha
Secluded Guest House overlooking Menemsha Pond. Dogs welcome., vacation rental in Menemsha

Secluded Guest House overlooking Menemsha Pond. Dogs welcome.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Quintessential Chilmark Retreat - Marthas Vineyard, vacation rental in Menemsha
Quintessential Chilmark Retreat - Marthas Vineyard, vacation rental in Menemsha
Quintessential Chilmark Retreat - Marthas Vineyard, vacation rental in Menemsha

Quintessential Chilmark Retreat - Marthas Vineyard

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach, vacation rental in Menemsha
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach, vacation rental in Menemsha
Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach, vacation rental in Menemsha

Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!, vacation rental in Menemsha
Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!, vacation rental in Menemsha
Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!, vacation rental in Menemsha

Estate Guesthouse ~ Glorious Water Views ~ 2 Private Beaches!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Clay Cliffs in your Backyard, Private Beach in Chilmark, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha
Clay Cliffs in your Backyard, Private Beach in Chilmark, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha
Clay Cliffs in your Backyard, Private Beach in Chilmark, 3 BR, 3 bath, WiFi, AC, vacation rental in Menemsha

Clay Cliffs in your Backyard, Private Beach in Chilmark, 3 BR, 3 bath, WiFi, AC

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Calm & charming custom home—access to private ocean beach, Menemsha Pond+kayaks, vacation rental in Menemsha
Calm & charming custom home—access to private ocean beach, Menemsha Pond+kayaks, vacation rental in Menemsha
Calm & charming custom home—access to private ocean beach, Menemsha Pond+kayaks, vacation rental in Menemsha

Calm & charming custom home—access to private ocean beach, Menemsha Pond+kayaks

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks, vacation rental in Menemsha
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks, vacation rental in Menemsha
Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks, vacation rental in Menemsha

Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Water-view home with large deck, balcony, enclosed sunroom & peaceful location, vacation rental in Menemsha
Water-view home with large deck, balcony, enclosed sunroom & peaceful location, vacation rental in Menemsha
Water-view home with large deck, balcony, enclosed sunroom & peaceful location, vacation rental in Menemsha

Water-view home with large deck, balcony, enclosed sunroom & peaceful location

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Vintage 1920s House W/Beach Path & Glorious Sunset Water Views, vacation rental in Menemsha
Vintage 1920s House W/Beach Path & Glorious Sunset Water Views, vacation rental in Menemsha
Vintage 1920s House W/Beach Path & Glorious Sunset Water Views, vacation rental in Menemsha

Vintage 1920s House W/Beach Path & Glorious Sunset Water Views

Holiday Rental House
3 bedrooms
3 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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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SECLUDED FAMILY HOUSE IN AQUINNAH OVERLOOKING THE VINEYARD SOUND, vacation rental in Menemsha
SECLUDED FAMILY HOUSE IN AQUINNAH OVERLOOKING THE VINEYARD SOUND, vacation rental in Menemsha
SECLUDED FAMILY HOUSE IN AQUINNAH OVERLOOKING THE VINEYARD SOUND, vacation rental in Menemsha

SECLUDED FAMILY HOUSE IN AQUINNAH OVERLOOKING THE VINEYARD SOUND

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath, vacation rental in Menemsha
Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath, vacation rental in Menemsha
Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath, vacation rental in Menemsha

Modern Luxury Waterview Home, Private Beach Access, 4 BR, 3 bath

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Chilmark Farmhouse by Menemsha Beach, vacation rental in Menemsha
Peaceful Chilmark Farmhouse by Menemsha Beach, vacation rental in Menemsha
Peaceful Chilmark Farmhouse by Menemsha Beach, vacation rental in Menemsha

Peaceful Chilmark Farmhouse by Menemsha Beach

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING, vacation rental in Menemsha
Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING, vacation rental in Menemsha
Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING, vacation rental in Menemsha

Gorgeous Home in Aquinnah, Walk to the Beach, AIR CONDITIONING

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful House on Menemsha Hill - 2 min from beach!, vacation rental in Menemsha
Peaceful House on Menemsha Hill - 2 min from beach!, vacation rental in Menemsha
Peaceful House on Menemsha Hill - 2 min from beach!, vacation rental in Menemsha

Peaceful House on Menemsha Hill - 2 min from beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Menemsha Pond waterfront cottage, vacation rental in Menemsha
Menemsha Pond waterfront cottage, vacation rental in Menemsha
Menemsha Pond waterfront cottage, vacation rental in Menemsha

Menemsha Pond waterfront cottage

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
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

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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CHILMARK WATERFRONT WITH PRIVATE DOCK, vacation rental in Menemsha
CHILMARK WATERFRONT WITH PRIVATE DOCK, vacation rental in Menemsha
CHILMARK WATERFRONT WITH PRIVATE DOCK, vacation rental in Menemsha

CHILMARK WATERFRONT WITH PRIVATE DOCK

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Hillside Home with Open Property and a Fully Equipped Kitchen, vacation rental in Menemsha
Private Hillside Home with Open Property and a Fully Equipped Kitchen, vacation rental in Menemsha
Private Hillside Home with Open Property and a Fully Equipped Kitchen, vacation rental in Menemsha

Private Hillside Home with Open Property and a Fully Equipped Kitchen

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cool, Mid Century House --  Lots of Light!!, vacation rental in Menemsha
Cool, Mid Century House --  Lots of Light!!, vacation rental in Menemsha
Cool, Mid Century House --  Lots of Light!!, vacation rental in Menemsha

Cool, Mid Century House -- Lots of Light!!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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10 minutes walk to Lucy Vincent Beach, vacation rental in Menemsha
10 minutes walk to Lucy Vincent Beach, vacation rental in Menemsha
10 minutes walk to Lucy Vincent Beach, vacation rental in Menemsha

10 minutes walk to Lucy Vincent Beach

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches, vacation rental in Menemsha
Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches, vacation rental in Menemsha
Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches, vacation rental in Menemsha

Gracious Landmark Home ~ Fabulous Water Views ~ 2 Private Beaches

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
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

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC, vacation rental in Menemsha
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC, vacation rental in Menemsha
PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC, vacation rental in Menemsha

PRIVATE CHILMARK HOME, 5BR,5 bath, 2 outdoor showers, AC

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi, vacation rental in Menemsha
Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi, vacation rental in Menemsha
Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi, vacation rental in Menemsha

Spectacular Oceanfront, 4 BR/4 bath, Hottub, Private Beach, Tennis, AC, WiFi

Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Oceanfront Home & Guest House w/ Private Beach!, vacation rental in Menemsha
Oceanfront Home & Guest House w/ Private Beach!, vacation rental in Menemsha
Oceanfront Home & Guest House w/ Private Beach!, vacation rental in Menemsha

Oceanfront Home & Guest House w/ Private Beach!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 11
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

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Waterfront Compound - Heated Pool, Hot Tub, Tennis Court, Private Beach, 7 BR, vacation rental in Menemsha
Waterfront Compound - Heated Pool, Hot Tub, Tennis Court, Private Beach, 7 BR, vacation rental in Menemsha
Waterfront Compound - Heated Pool, Hot Tub, Tennis Court, Private Beach, 7 BR, vacation rental in Menemsha

Waterfront Compound - Heated Pool, Hot Tub, Tennis Court, Private Beach, 7 BR

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 12
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

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 10
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

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Showing results 1-50 of 50
Frequently Asked Questions about Menemsha