Canaan Vacation Rentals

Name: Berkshire Manor for Lasting Memories
Address: Lee

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Vacation Rentals in Canaan

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.

Newly Renovated Family House On Highland Lake with Dock

With a stay at this vacation home in Winsted, you'll be on the beach, just steps from Highland Lake and a 2-minute drive from Winchester Historical Society.

Charming 1870 cape cottage in Litchfield

With a stay at this vacation home in Litchfield, you'll be within a 5-minute drive of White Memorial Conservation Center and Bantam Lake.

Litchfield County Getaway

Located in Cornwall Bridge, this vacation home is in a rural location, within a 15-minute drive of Above All State Park and Hopkins Vineyard.

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.

Rockspring by AvantStay | Huge Berkshires Estate

With a stay at this vacation home in Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Berkshire Theatre Festival.

Sweet Cozy Victorian in Housatonic. Close to everything.

$250

per night

Jun 2 - Jun 3

With a stay at this vacation home in Housatonic, you'll be within a 15-minute drive of Tanglewood Music Center and Art et Industrie.

Renovated 9-BR 1800s Inn 8-Min to Catamount

Located in Great Barrington, this vacation home is a 5-minute drive from W.E.B. Du Bois Boyhood Homesite and 8 minutes from Mahaiwe Performing Arts Center.

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.

Classic Stockbridge Cottage

With a stay at this vacation home in Stockbridge, you'll be within a 15-minute drive of Tanglewood Music Center and Housatonic River.

Mountain View Getaway

With a stay at this vacation home in Cornwall, you'll be on a lake, within a 15-minute drive of Lime Rock Park and Music Mountain.

Berkshire Manor for Lasting Memories

With a stay at this vacation home in Lee, you'll be next to a golf course, within a 15-minute drive of Tanglewood Music Center and Housatonic River.

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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.