Windsor Cottages

Name: Cozy cottage on the river, minutes from skiing, horse events, and so much more!
Address: Reading

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Cottages in Windsor

Cozy Crescent Cottage

When you stay at this cottage in Newport, you'll be on the waterfront and steps from Crescent Lake.

Ski-Hike-Relax! Remodeled cottage with White River access in the Green Mountains

When you stay at this cottage in Stockbridge, you'll be 14 minutes by car from Silver Lake State Park.

Pet friendly

Hot Tub

Cozy 1850s home on the riverfront with mountain & river views - dog-friendly

When you stay at this cottage in Woodstock, you'll be on the waterfront, within a 5-minute drive of Taftsville Covered Bridge and Green Mountain Rock Climbing Center.

Pet friendly

Fireplace

Renovated lakefront cottage with deep-water dock, swim platform, & firepit

With a stay at this cottage in Ludlow, you'll be on the beach, within a 10-minute drive of Okemo Mountain Resort and Lake Rescue.

Pet friendly

Fireplace

Kolelemook Cottage: A Family Oasis on Kolelemook Lake

$150

per night

May 27 - May 28

Located in Springfield, this cottage is on the waterfront, a 1-minute drive from Springfield Town Beach and 8 minutes from Lake Sunapee.

Outdoor Space

Free WiFi

The Carriage House on Main

Located in Quechee, this cottage is in a rural location, within a 5-minute drive of Quechee Ski Hill and Simon Pearce Mill.

Pet friendly

Fireplace

Cozy Historic Hilltop Cottage with Mount Ascutney View

With a stay at this cottage in Windsor, you'll be within a 15-minute drive of Mt Ascutney State Park and Brownsville Trail.

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Located in Chester, this cottage is within a 15-minute drive of Vermont Country Store and DaVallia Art & Accents.

Brook Road Cabin

1217 Brook Road, Goshen, NH

$172

per night

May 26 - May 27

Located in Goshen, this cottage is within a 15-minute drive of Newport Golf Club and Newport Historical Society.

Parking included

Outdoor Space

Cottage Across Street from the Lake w/ 60' Water Frontage Access, Private Dock

With a stay at this cottage, you'll be centrally located in Ludlow, within a 5-minute drive of Okemo Mountain Resort and Green Mountain Sugar House.

Spruce Moose Cottage | Tiny House on 65 private acres

Located in Hartland, this cottage is in a rural location, within a 15-minute drive of Red Wagon Toy Company and Woodstock Town Hall Theatre.

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

When you stay at this cottage in Reading, you'll be on a river and 11 minutes by car from Mt Ascutney State Park.

Outdoor Space

Free WiFi

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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.