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Featured Vacation Homes in Winchester

Book a stay at this family-friendly vacation home in Brattleboro. Enjoy free WiFi, free parking, and a business center. Popular attractions Actors Theatre Playhouse ...

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Stay at this vacation home in Harrisville. Enjoy free parking, a garden, and laundry facilities. Popular attractions Sunset Beach and Louis Cabot Preserve are ...

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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.

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The Colonial Hotel

625 Betty Spring Road Gardner MA

Hampton Inn & Suites Greenfield

184 Shelburne Rd Greenfield MA

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.