Vacation rentals in Cuttyhunk Island, MA

19 available vacation rental offers

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Best vacation rentals and Airbnb offers in Cuttyhunk Island, MA

Sweet country barn with WiFi in L Compton - Cuttyhunk Island, MA

Sweet country barn with WiFi in L Compton

Holiday Home, Cuttyhunk Island

Sweet country barn with WiFi in L Compton is a holiday home in Cuttyhunk Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Sweet country barn with WiFi in L Compton

Sweet country barn with WiFi in L Compton is a holiday home in Cuttyhunk Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,793.

From$256/night
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Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels - Cuttyhunk Island, MA

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Holiday Home, Cuttyhunk Island

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels is a holiday home in Cuttyhunk Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels is a holiday home in Cuttyhunk Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,658.

From$380/night
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Charming newly renovated home in Little Compton. - Cuttyhunk Island, MA

Charming newly renovated home in Little Compton.

Holiday Home, Cuttyhunk Island

Charming newly renovated home in Little Compton. is a holiday home in Cuttyhunk Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Charming newly renovated home in Little Compton.

Charming newly renovated home in Little Compton. is a holiday home in Cuttyhunk Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,712.

From$387/night
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☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village - Cuttyhunk Island, MA

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

Holiday Home, Cuttyhunk Island

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village is a holiday home in Cuttyhunk Island, with easy beach access, parking, and kitchen access. This stay gives…

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About ☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village

☼ Westport Point ☼ beach house on 1/2 acre easy access to beach/historic village is a holiday home in Cuttyhunk Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,288.

From$470/night
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Pet-friendly vacation rentals in Cuttyhunk Island, MA

Bring your pet along with stays that welcome four-legged travelers.

Post and Beam home with westward views of the ocean and sunsets - Cuttyhunk Island, MA

Post and Beam home with westward views of the ocean and sunsets

Holiday Home, Cuttyhunk Island

Post and Beam home with westward views of the ocean and sunsets is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Post and Beam home with westward views of the ocean and sunsets

Post and Beam home with westward views of the ocean and sunsets is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $9,889.

From$1,413/night
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Stunning Location, Oceanfront Home Chilmark - Cuttyhunk Island, MA

Stunning Location, Oceanfront Home Chilmark

Holiday Home, Cuttyhunk Island

Stunning Location, Oceanfront Home Chilmark is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About Stunning Location, Oceanfront Home Chilmark

Stunning Location, Oceanfront Home Chilmark is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $19,589.

From$2,798/night
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Private beach compound. Please do not book without contacting the host - Cuttyhunk Island, MA

Private beach compound. Please do not book without contacting the host

Holiday Home, Cuttyhunk Island

Private beach compound. Please do not book without contacting the host is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Private beach compound. Please do not book without contacting the host

Private beach compound. Please do not book without contacting the host is a holiday home in Cuttyhunk Island, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $39,398.

From$5,628/night
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Spectacular Site Overlooking Vineyard Sound - Cuttyhunk Island, MA

Spectacular Site Overlooking Vineyard Sound

Holiday Home, Cuttyhunk Island

Spectacular Site Overlooking Vineyard Sound is a holiday home in Cuttyhunk Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spectacular Site Overlooking Vineyard Sound

Spectacular Site Overlooking Vineyard Sound is a holiday home in Cuttyhunk Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $39,398.

From$5,628/night
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