Rent Luxury Holiday Cottages in Hudson Valley

The Architect's Gallery

• 10 guests

• 5 bedrooms

Greene County, Cairo

This 150-year-old Hudson Valley farmhouse sits on 16 acres of land that includes an apple orchard. It’s an idyllic base for those seeking an escape to the peace of the Catskills – though the town of Windham is just a ten-minute drive.

Walcott

• 8 guests

• 3 bedrooms

Bridgehampton, Southampton

With a swimming pool outside and a huge playroom inside, there's no chance of boredom at this Hamptons retreat. Set in luscious forest near Bridgehampton and Sag Harbor, you're a short drive from shops, restaurants, and activities, while being secluded in your own peaceful bubble.

The Reading Corner

• 7 guests

• 2 bedrooms

White Oak, Maryland

In a countryside-like setting, this beautifully rustic cottage resides far enough away from the hustle and bustle yet close enough to be within easy reach of the town of Silver Spring itself. The home's structure dates back to the mid-1800s and retains original oak beam ceilings and a stunning fireplace at the heart of the living room.