Windsor Cabin Rentals

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Cabin Rentals in Windsor

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

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.

Bear Creek Cabin

$604

includes taxes & fees

$541 per night

Nov 6 - Nov 7

Located in Charlemont, this cabin is on a river, within a 15-minute walk of Mohawk Trail State Forest and Deerfield River.

A-Frame Cabin in Becket: Deck + Private Acreage!

Located in Becket, this cabin is a 3-minute drive from Pyramid Lake and 5 minutes from Jacob's Pillow.

Vermont Lake Front Log Cabin Close to Mt. Snow

Located in Whitingham, this cabin is on the waterfront, within a 5-minute drive of Harriman Reservoir and Green Mountain National Forest.

Berkshires Cabin 2 Mi to Appalachian Trail!

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

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

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

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

Located in Huntington, this cabin is on a lake, a 1-minute drive from Knightville Dam & Reservation and 8 minutes from C.M. Gardner State Park.

Lakefront House with Stunning Views and Great Room

Located in Whitingham, this cabin is on the waterfront, within a 5-minute drive of Harriman Reservoir and Green Mountain National Forest.

Berkshires Log Cabin by Evergreen Home

Located in Washington, this cabin is on a lake, a 5-minute drive from October Mountain State Forest and 9 minutes from Kushi Institute.

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

When you stay at this cabin in Williamsburg, you'll be near the beach and 7 minutes by car from Silvio O. Conte National Fish and Wildlife Refuge.

Lakefront Westhampton Cabin w/ Beach + Kayaks!

With a stay at this cabin in Westhampton, you'll be on the waterfront, just steps from Pine Island and a 3-minute drive from Duck Island.

Artist's Camp on Lake Mahkeenac

This cabin is 2.7 mi (4.3 km) from Tanglewood Music Center and 2 mi (3.2 km) from Frelinghuysen Morris House and Studio.

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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.