Canann Village Historic District Vacation Rentals

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Vacation Rentals in Canann Village Historic District

Pet Friendly Riverfront Home in Great Barrington

Great Barrington MA

$283 nightly

$316 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

Located in Great Barrington, this vacation home is on a river, a 4-minute walk from Monument Mountain Reservation and within a 5-minute drive of Housatonic River.

Kitchen

Washer

Falls Reach In The Heart of Copake

Copake Falls NY

When you stay at this vacation home in Copake Falls, you'll be in the mountains, within a 5-minute drive of Taconic State Park and Callan Family Care.

Kitchen

Washer

A Grand property in Historic Stockbridge

Stockbridge MA

With a stay at this vacation home, you'll be centrally located in Stockbridge, within a 10-minute drive of Tanglewood Music Center and Housatonic River.

Kitchen

Washer

The Meadows House @ Otis Ridge w/ 7-person hot tub

Otis MA

Located in Otis, this vacation home is in the mountains, a 2-minute drive from Otis Ridge and 5 minutes from Old Baldy Wildlife Sanctuary.

Hot Tub

Kitchen

Berkshires Cabin: Lake Beach Hot Tub - TheWildeBNB

Tolland MA

With a stay at this vacation home in Granville, you'll be 5.8 mi (9.3 km) from Phelon Memorial Forest and 6.3 mi (10.2 km) from Otis Reservoir.

Home in Great Barrington

Great Barrington MA

$189 nightly

$211 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Great Barrington, just a 3-minute walk from Housatonic River and 10 minutes by foot from Mahaiwe Performing Arts Center.

Kitchen

Washer

Spacious & Modern Berkshires Getaway

Stockbridge MA

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

Hot Tub

Kitchen

Cozy Lake House - Salisbury/Lakeville

Salisbury CT

When you stay at this vacation home in Lakeville, you'll be within a 10-minute drive of Holley-Williams House Museum and North East Town Hall.

Washer

Dryer

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Egremont MA

Located in Egremont, this vacation home is in a rural location, within a 10-minute drive of W.E.B. Du Bois Boyhood Homesite and Mount Everett State Reservation.

Beautiful retreat in a lake community to the enjoy the summer season.

Tolland MA

With a stay at this vacation home in Granville, you'll be on a lake, and 5.5 mi (8.9 km) from Phelon Memorial Forest and 6.1 mi (9.8 km) from Otis Reservoir.

Remodeled Lakefront retreat!!! Don't forget to book for ski season!

Copake NY

Located in Ancram, this vacation home is on a lake, within a 5-minute drive of New Forge State Forest and Copake Lake.

Family House On Highland Lake with Dock

Winsted CT

With a stay at this vacation home in Winsted, you'll be on the beach, just a 2-minute walk from Highland Lake and 11 minutes by foot from The Marina at Highland Lake.

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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.