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Seasonal Rentals

Enjoy the Beauty of Weston Year Round!

We all love visiting Weston in the summer time, when the sun lights up the mountainsides by day, and we make magic on the Playhouse stage by night. But Weston is beautiful in all seasons, and you can visit us any time of year by renting one of our beautiful country houses on Route 100. Join us during the fall to see Vermont's spectacular foliage, or bring your family for Thanksgiving, Christmas, a ski trip, or a peaceful week away from the hustle and bustle. We want to share the charm of our Green Mountain hideaways with you all year round, so please, join us!

Weston Playhouse Theatre Company rents the following properties from mid-September to mid-May:

646 Main 

This spacious 1838 house is a comfortable place to use as a base while exploring Southern Vermont with family and friends. Seven bedrooms, three bathrooms, a working wood fireplace, and a gorgeous baby grand piano await your company. Maximum occupancy: 11. Visit Airbnb for details.

703 Main

This comfortable four-bedroom house is perfect for family or couples looking for a base to explore the Okemo/Ludlow area. Outdoor activity options abound in hiking and biking trails, cross-country skiing, snowshoeing, and downhill skiing. Visit Airbnb for details.

For more information, follow the links to Airbnb and book online, or contact Operations Manager, Emily Matthees, at