Ashley Falls Vacation Rentals

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Vacation Rentals in Ashley Falls

Antique Farmhouse Totally Restored

Located in Sheffield, this vacation home is in a rural location, within a 5-minute drive of Mount Riga State Park and Mount Everett State Reservation.

Spectacular views and close to Great Barrington.

Located in Great Barrington, this vacation home is within a 5-minute drive of Housatonic River and Housatonic River Walk.

Peace and quiet on the lake

With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.

Beautiful Berkshire Farm House on 160+ Acres

Located in Great Barrington, this vacation home is on the waterfront, within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center.

Private Estate, Heated Yearround Outdoor Pool

With a stay at this vacation home in Great Barrington, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center.

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

$376

includes taxes & fees

$364 per night

Jan 4 - Jan 5

With a stay at this vacation home in Copake Lake, you'll be within a 5-minute drive of Copake Lake and Mosquito Island.

Escape to an Exclusive Mountain Retreat: Experience the Splendor of all seasons.

When you stay at this vacation home in Hillsdale, you'll be on a river and 13 minutes by car from Hillsdale Town Hall.

Hudson Valley and The Berkshires getaway

Located in Hillsdale, this vacation home is within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall.

Majestic Mountain Side Sheffield/Great Barrington/SKI

With a stay at this vacation home in Sheffield, you'll be in the mountains, just a 1-minute walk from Housatonic River and 14 minutes by foot from Lime Kiln Farm Wildlife Sanctuary.

Relax or be active! The choice is yours in this pet-friendly family home.

With a stay at this vacation home in Norfolk, you'll be within a 10-minute walk of Norfolk Historical Museum and Infinity Music Hall and Bistro.

Quintessential 6-BR Berkshires Lodge

When you stay at this vacation home in Becket, you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.

Peaceful, Post and Beam Loft, Sleeps 9

Located in Great Barrington, this vacation home is within a 5-minute drive of Lake Buel and Dry Hill.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.