Best Villas in Windham 2026

A white church with a steeple and red accents, surrounded by autumn trees.

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Our top choices for Windham villas

1. Placyd Pines Limit 8 4 Bedroom Cottage by RedAwning

Sebago

includes taxes & fees

30 Aug - 31 Aug

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Top Windham Hotel Reviews

Portland Regency Hotel & Spa

8/10 Good

"Lovely building full of history. Room was well maintained and clean. Spa area including the gym was clean - we had two great massages as well. Valet staff were exceptionally friendly, helpful, and pleasant. My only small dissatisfier was that the front desk staff didn’t look up or acknowledge you when you came through the lobby."