Escape to the Vineyards: Where Relaxation Meets Discovery
Discover a handpicked collection of vacation rentals and inns nestled in Virginia’s wine country — where the pace slows, the views stretch for miles, and every day invites a new kind of joy. Whether you’re a wine enthusiast eager to sip your way through award-winning wineries or simply seeking a serene escape, these properties offer the perfect home base.
Set on or just minutes from some of the region’s most celebrated vineyards, each home provides an ideal mix of comfort and character. Think charming cottages with panoramic views, or spacious retreats built for memory-making with family and friends. Spend your days savoring local vintages, wandering through storybook small towns, or unwinding on a private patio as the sun dips behind the vines. These vineyard stays aren’t just places to rest — they’re destinations in their own right.
Colle
Historic Estate w/ land granted by Jefferson & where the first wine grapes were planted in 1773. Today, wine culture flows strong as the home of Jefferson Vineyards.
Learn MoreThe Crossroads Inn
Crossroads Inn has been accommodating travelers since it was built in 1820 and is listed on the National Historic Register as a designated Virginia Historic Landmark. In 2022, the Inn was purchased by the owners of longtime neighbors, Pippin Hill Farm & Vineyards. Dean and Lynn Andrews built Pippin Hill in 2010 as part of their growing brand, The Easton Porter Group. With a passion and successful history of restoring historic inns, Dean and Lynn purchased the Crossroads Inn to carry on its historic legacy through the elevated and curated Easton Porter lens.