Great Barrington Condo Rentals

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Condo Rentals in Great Barrington

Tranquil Lakeside Escape in the Berkshires

Lenox MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

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Peaceful 1BR Condo with Pond View

Lenox MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

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Thanksgiving Mountain Lodge, Mass.- 1 BR 1 Ba. Bousquet Mt Ski 11/26-11/29/2025

Pittsfield MA

With a stay at this condo in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

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Hot Tub

Summer in the Berkshires: Cozy country condo in charming Stockbridge MA.

Lee MA

With a stay at this condo in Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.

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Perfect for Winter Skiing!!

Pittsfield MA

With a stay at this condo in Pittsfield, you'll be within a 15-minute drive of Tanglewood Music Center and Bousquet Ski Area.

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Elegant 4 BR condo in Lenox, MA- completely new- 3 min from Tanglewood

Lee MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

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Spacious 4-bedroom condo with AC and WiFi in Litchfield County

Torrington CT

Located in Torrington, this condo is a 4-minute drive from Burr Pond State Park and 7 minutes from Highland Lake.

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Cozy Condo with resort amenities

Lenox MA

With a stay at this condo in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and The Mount.

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Hot Tub

Sunny Victorian Studio in Pacific Heights

Germantown NY

With a stay at this condo in Germantown, you'll be within a 15-minute drive of Tousey Winery and Claverack Library.

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Condo with Resort Amenities in Lenox

Lenox MA

With a stay at this condo in Lenox, you'll be in the mountains, within a 10-minute drive of Tanglewood Music Center and Wyndhurst Golf & Club.

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Cozy Condo, walk to town, private and bright

Lenox MA

With a stay at this condo in Lenox, you'll be within a 5-minute drive of Tanglewood Music Center and Ventfort Hall Mansion and Gilded Age Museum.

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Sunny 2-bedroom condo in downtown Great Barrington

Great Barrington MA

A stay at this condo places you in the heart of Great Barrington, steps from Mahaiwe Performing Arts Center and 3 minutes by foot from Housatonic River.

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Washer

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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.