Windsor Cottages
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Cottages in Windsor
Woodstock Village Carriage House
Woodstock VT
With a stay at this cottage in Woodstock, you'll be on the waterfront, within a 15-minute drive of Green Mountain National Forest and Marsh-Billings-Rockefeller National Historical Park.
Kitchen
Washer
Addie's Place: A Quiet and Quirky Guesthouse
Hartford VT
With a stay at this cottage in Wilder, you'll be within a 10-minute drive of Dartmouth College and Main Street Museum.
Pet friendly
Free WiFi
Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co.
Norwich VT
With a stay at this cottage in Norwich, you'll be within a 10-minute drive of Green Mountain National Forest and Dartmouth College.
Kitchen
Free WiFi
Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee
Sunapee NH
With a stay at this cottage in Sunapee, you'll be steps from Mountainview Lake and a 3-minute drive from Lake Sunapee.
Kitchen
Pet friendly
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Chester VT
Located in Chester, this cottage is within a 10-minute drive of Vermont Country Store and Whitney Hill.
Kitchen
Washer
Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Reading VT
When you stay at this cottage in Reading, you'll be on a river and 11 minutes by car from Mt Ascutney State Park.
Kitchen
Washer
Cozy Crescent Cottage-ON THE WATER-Near Mt Sunapee-Great Fishing-Pet friendly
Lempster NH
Located in Newport, this cottage is on the waterfront, a 1-minute drive from Crescent Lake and 6 minutes from White Birch Hill.
Kitchen
Pet friendly
Walk to Sunapee - Screened Porch Bliss + Cool AC
Newbury NH
Located in Newbury (Blodgett Landing), this cottage is within a 5-minute drive of Lake Sunapee and The Fells.
Kitchen
Free WiFi
Family & Dog-Friendly Lakeside Retreat 15-min to Mount Sunapee
Sunapee NH
Located in Sunapee, this cottage is on the waterfront, a 1-minute drive from Perkins Pond and 9 minutes from Wendell Marsh Wildlife Management Area.
Kitchen
Washer
Cozy Historic Hilltop Cottage with Mount Ascutney View
West Windsor VT
Located in Windsor, this cottage is in the mountains, within a 15-minute drive of Mt Ascutney State Park and Brownsville Trail.
Kitchen
Free WiFi
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 Cottages essential information
Accommodation | 88 Cottages |
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Lowest Price | |
Highest Price | |
Popular accommodation | Woodstock Village Carriage House, Addie's Place: A Quiet and Quirky Guesthouse, Norwich Village cottage built 2026 2 miles to Dartmouth+King Arthur Baking Co., Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee, The Cairn, 1840s Cozy Stone Cottage, Pet Friendly, Cozy cottage on the river, minutes from skiing, horse events, and so much more!, Cozy Crescent Cottage-ON THE WATER-Near Mt Sunapee-Great Fishing-Pet friendly, Walk to Sunapee - Screened Porch Bliss + Cool AC, Family & Dog-Friendly Lakeside Retreat 15-min to Mount Sunapee, Cozy Historic Hilltop Cottage with Mount Ascutney View, Charming Sunapee Tiny Home: Walk to Lake + Cool AC, Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit |