Windsor 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

Cabin Rentals in Windsor

Bear Creek Cabin

$604

includes taxes & fees

$541 per night

Dec 2 - Dec 3

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

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.

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.

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.

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

Don't see what you're looking for?

See all available properties in Windsor

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.