Vacation rentals in New Ashford, MA

25 available vacation rental offers

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Best vacation rentals and Airbnb offers in New Ashford, MA

Harbour House Inn - New Ashford, MA
9.4 ★ 53 reviews

Harbour House Inn

B & B, New Ashford

Harbour House Inn is a b & b in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Harbour House Inn

Harbour House Inn is a b & b in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, free parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,742.

From$235/night
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The Revival House - New Ashford, MA
9 ★ 32 reviews

The Revival House

Guest House, New Ashford

The Revival House is a guest house in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About The Revival House

The Revival House is a guest house in New Ashford, with parking. 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 breakfast, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,773.

From$227/night
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Vacation Village in the Berkshires - New Ashford, MA
8.8 ★ 2,389 reviews

Vacation Village in the Berkshires

Condo, New Ashford

Vacation Village in the Berkshires is a condo in New Ashford, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Vacation Village in the Berkshires

Vacation Village in the Berkshires is a condo in New Ashford, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, gym, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $964.

From$114/night
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The Central Downtown Inn & Suites - New Ashford, MA
8.6 ★ 368 reviews

The Central Downtown Inn & Suites

Guest House, New Ashford

The Central Downtown Inn & Suites is a guest house in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About The Central Downtown Inn & Suites

The Central Downtown Inn & Suites is a guest house in New Ashford, with parking. 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, parking, free parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $973.

From$124/night
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Family-friendly vacation rentals in New Ashford, MA

Plan a trip with stays that give families more room to spread out.

Family-Friendly Hancock Home: Walk to Slopes! - New Ashford, MA

Family-Friendly Hancock Home: Walk to Slopes!

Holiday Home, New Ashford

Family-Friendly Hancock Home: Walk to Slopes! is a holiday home in New Ashford, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Family-Friendly Hancock Home: Walk to Slopes!

Family-Friendly Hancock Home: Walk to Slopes! is a holiday home in New Ashford, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,184.

From$345/night
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Picturesque Cottage with Sunroom on Ashmere Lake! - New Ashford, MA

Picturesque Cottage with Sunroom on Ashmere Lake!

Holiday Home, New Ashford

Picturesque Cottage with Sunroom on Ashmere Lake! is a holiday home in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Picturesque Cottage with Sunroom on Ashmere Lake!

Picturesque Cottage with Sunroom on Ashmere Lake! is a holiday home in New Ashford, with parking. 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, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,404.

From$383/night
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Hot Tub, Lake Views! All-season Hinsdale Haven - New Ashford, MA

Hot Tub, Lake Views! All-season Hinsdale Haven

Cottage, New Ashford

Hot Tub, Lake Views! All-season Hinsdale Haven is a cottage in New Ashford, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Hot Tub, Lake Views! All-season Hinsdale Haven

Hot Tub, Lake Views! All-season Hinsdale Haven is a cottage in New Ashford, with 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, kitchen, with kitchen, and tv.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,751.

From$410/night
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Family-friendly Hancock Home: Walk to Slopes! - New Ashford, MA

Family-friendly Hancock Home: Walk to Slopes!

Apartment, New Ashford

Family-friendly Hancock Home: Walk to Slopes! is a apartment in New Ashford, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Family-friendly Hancock Home: Walk to Slopes!

Family-friendly Hancock Home: Walk to Slopes! is a apartment in New Ashford, with pet-friendly space, pool access, and room for a group. 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, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,679.

From$427/night
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Vacation rentals with parking in New Ashford, MA

Find vacation rentals that make arriving by car easier.

Harbour House Inn B&B - New Ashford, MA

Harbour House Inn B&B

B & B, New Ashford

Harbour House Inn B&B is a b & b in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Harbour House Inn B&B

Harbour House Inn B&B is a b & b in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free breakfast, free wifi, parking, paid parking, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,915.

From$259/night
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Historic New Lebanon Hideaway on 33 Private Acres! - New Ashford, MA

Historic New Lebanon Hideaway on 33 Private Acres!

Holiday Home, New Ashford

Historic New Lebanon Hideaway on 33 Private Acres! is a holiday home in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Historic New Lebanon Hideaway on 33 Private Acres!

Historic New Lebanon Hideaway on 33 Private Acres! is a holiday home in New Ashford, with parking. 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, parking, paid parking, non smoking::room, and non smoking rooms.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,838.

From$412/night
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Hot Tub, Lake Views! All-Season Hinsdale Haven - New Ashford, MA

Hot Tub, Lake Views! All-Season Hinsdale Haven

Holiday Home, New Ashford

Hot Tub, Lake Views! All-Season Hinsdale Haven is a holiday home in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Hot Tub, Lake Views! All-Season Hinsdale Haven

Hot Tub, Lake Views! All-Season Hinsdale Haven is a holiday home in New Ashford, with parking. 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, parking, paid parking, and garden.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,615.

From$368/night
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The Trail in Adams - Berkshires' Art Hotel - New Ashford, MA

The Trail in Adams - Berkshires' Art Hotel

B & B, New Ashford

The Trail in Adams - Berkshires' Art Hotel is a b & b in New Ashford, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About The Trail in Adams - Berkshires' Art Hotel

The Trail in Adams - Berkshires' Art Hotel is a b & b in New Ashford, with parking. 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, parking, paid parking, and fireplace.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,149.

From$147/night
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