Winchester Vacation Rentals
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Vacation Rentals in Winchester
Private Annex/Former Artist Studio
When you a stay at this vacation home in New Preston, you'll be on a lake, within a 5-minute walk of Mount Bushnell State Park and Lake Waramaug.
Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!
With a stay at this vacation home in Winsted, you'll be on the waterfront, just a 4-minute walk from Highland Lake and 12 minutes by foot from Winchester Historical Society.
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from County Beach.
Tranquil Litchfield Connecticut Retreat".
The price is $316 per night
$316
includes taxes & fees
$279 per night
Nov 20 - Nov 21
This vacation home is 4.1 mi (6.6 km) from Black Rock State Park and 6.3 mi (10.1 km) from Haight-Brown Vineyard.
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
When you stay at this vacation home in Monterey, you'll be on a lake, within a 5-minute drive of Beartown State Forest and Bidwell House Museum.
Family House On Highland Lake with Dock
With a stay at this vacation home in Winsted, you'll be on the beach, just steps from Highland Lake and a 2-minute drive from Winchester Historical Society.
The Goshen Glass Chalet
Located in Goshen, this vacation home is a 2-minute drive from Woodridge Lake and 6 minutes from Goshen Historic District.
Charming 3BR Hilltop House, Newly Remodeled with Arcade
Located in Terryville, this vacation home is a 5-minute drive from Witch's Dungeon Classic Movie Museum and 5 minutes from Muzzy Field.
Bluebird Valley Farmhouse
Located in Millerton, this vacation home is within a 5-minute drive of North East Town Hall and Millerton Village Hall.
Gather your family at this country estate
Located in Watertown, this vacation home is in a rural location, within a 10-minute drive of Old Bethlehem Historical Society Museum and Bellamy-Ferriday House and Garden.
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.
Winchester Vacation Rentals essential information
Accommodation | 195 Vacation Rentals |
|---|---|
Lowest Price | $316 |
Highest Price | $316 |
Popular accommodation | Private Annex/Former Artist Studio, Beautiful, Spacious 5+ Bedroom House on Highland Lake with Spectacular views!, 4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi, Tranquil Litchfield Connecticut Retreat"., Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow, Family House On Highland Lake with Dock, The Goshen Glass Chalet, Charming 3BR Hilltop House, Newly Remodeled with Arcade, Bluebird Valley Farmhouse, Gather your family at this country estate, Mountain View Getaway, Fickle Fox Farm. Leaf Peepers and Skiers! This is your season. |