Windsor Vacation Rentals
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Vacation Rentals in Windsor
Berkshire Village Carriage House - Super Private!!
The price is $223 per night
$223
includes taxes & fees
$200 per night
Dec 30 - Dec 31
Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Located in Whitingham, this vacation home is on the waterfront, within a 15-minute walk of Harriman Reservoir and Green Mountain National Forest.
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.
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.
Amore Estate - beautiful room with many places to explore and relax in.
With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Wyndhurst Golf & Club and Berkshire Scenic Railway Museum.
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Located in Lenox, this vacation home is within a 15-minute walk of Pleasant Valley Wilderness Sanctuary and Kennedy Park.
Kitchen
Washer
A Grand property in Historic Stockbridge
A stay at this vacation home places you in the heart of Stockbridge, steps from Housatonic River and Mission House.
Charlemont Retreat on Chickley River w/ EV Charger
Located in Charlemont, this vacation home is in a rural location, within a 15-minute drive of Mohawk Trail State Forest and Zoar Outdoor/Deerfield Valley Canopy Tours.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!
With a stay at this vacation home in Pownal, you'll be steps from Green Mountain National Forest and a 3-minute drive from Mountain Meadow Preserve.
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.
Windsor Vacation Rentals essential information
Accommodation | 218 Vacation Rentals |
|---|---|
Lowest Price | $223 |
Highest Price | $257 |
Popular accommodation | Berkshire Village Carriage House - Super Private!!, Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating , Peace and quiet on the lake, Quintessential 6-BR Berkshires Lodge, Amore Estate - beautiful room with many places to explore and relax in., Beautiful Lenox Home, 3 Mi to Shakespeare & Co!, A Grand property in Historic Stockbridge, Charlemont Retreat on Chickley River w/ EV Charger, Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets. , Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!, Plainfield House in a 10,000 acre state forest and private pond, Cozy apartment located in quiet Williamsburg |