The Berkshires Cabin Rentals

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for The Berkshires hotels

Cabin Rentals in The Berkshires

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale MA

$421 nightly

$470 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

Located in Hinsdale, this cabin is on a lake, within a 15-minute drive of Bas Ridge Golf Course and Wahconah Falls State Park.

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Becket MA

With a stay at this cabin in Becket (Sherwood Forest), you'll be within a 15-minute drive of Pyramid Lake and Jacob's Pillow.

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield MA

$604 nightly

$675 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Located in Sheffield, this cabin is a 1-minute drive from Mount Everett State Reservation and 5 minutes from Mount Riga State Park.

Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard

Great Barrington MA

Located in Great Barrington, this cabin is in the mountains, a 4-minute drive from Lake Buel and 5 minutes from Ski Butternut.

Artist's Camp on Lake Mahkeenac

Stockbridge MA

This cabin is 2.7 mi (4.3 km) from Tanglewood Music Center and 0.4 mi (0.6 km) from Stockbridge Bowl.

A Beautiful Log Cabin In The Woods, On Pontoosuc Lake, Yet Near Everything

Pittsfield MA

Located in Pittsfield, this cabin is on the waterfront, within a 10-minute drive of Crane Museum of Papermaking and Pittsfield Dog Park.

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

Hinsdale MA

Located in Hinsdale, this cabin is on a lake, within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.

Luxe Log Cabin Minutes From Skiing, Hiking, & More

Great Barrington MA

Located in Great Barrington, this cabin is a 4-minute drive from Lake Buel and 5 minutes from Ski Butternut.

Berkshire Mountain Cottage - Spectacular Views of Mount Greylock

Clarksburg MA

With a stay at this cabin in North Adams, you'll be within a 5-minute drive of Clarksburg State Park and Green Mountain National Forest.

Berkshires Cabin steps from Lake

Becket MA

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

Lakeshore cabin with beach and dock

Stockbridge MA

With a stay at this cabin in West Stockbridge, you'll be within a 5-minute drive of Tanglewood Music Center and Stockbridge Bowl.

Cozy Modern 4 Bedroom Log Cabin on 45 Secluded Acres in the Berkshires

Becket MA

Located in Becket, this cabin is within a 15-minute drive of Iroquis Waterfront and Chester Town Hall.

Don't see what you're looking for?

See all available properties in The Berkshires

View all properties

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.