Our Story
Passion meets Design
Inspired by beautiful historic Chestertown, 114 High Street was thoughtfully and passionately renovated into two luxury rental units. As you step inside, you'll be captivated by the meticulous attention to detail, blending modern amenities with the charm of historic architecture. 114 High offers more than a stay—it’s a story. Discover the heritage, care, and craftsmanship behind our historic Chestertown vacation rental.
Stay at 114 High
114 Lower
114 Lower
114 Lower
2 Bedroom / 1 Bathroom
Sleeps 2-4
Features:
Outdoor patio
Bar
Large Kitchen
Front Porch
Laundry (W+D)
114 Upper
114 Lower
114 Lower
2 Bedroom + Sleeping Loft (3)
2 Bathrooms + 1 Powder Room
Sleeps 7
Features:
2 Story
Primary Bedroom with Walk-In Closet
Large Kitchen
Wet Bar + Wine Fridge
Laundry (W+D)
Our Partners
