High Tea & Hedgerows
8 guests
4 bedrooms
Pawling, New York
This home sits pretty as an English manor in the countryside of upstate New York, a ten-minute drive from the picturesque town of Pawling. Grecian-style columns greet you on arrival and the striking white facade glows against the verdant green gardens – it sits on 18 acres of land.
On the Edge of Nature
4 guests
3 bedrooms
Gardiner, New York
It’s the end of the line. Beyond this chalet, there’s nothing but Minnewaska’s protected preserveland.
Pine's Reach
10 guests
3 bedrooms
Walton Park, Chester
It's back to camp at this lakeside home, which has been designed to make the most of its beautiful surroundings. Wooden floorboards, adjoining cabins, folding doors, and outdoor walkways give the sense of being in a giant – and rather quirky – treehouse.
Art & Nature
6 guests
4 bedrooms
Cragsmoor, Wawarsing
This home's architecture, interiors and colourful prints all share a mid-century modern style, but its woodland surroundings are more Hansel and Gretel than Gilbert and George. In a tiny hamlet in upstate New York, it’s surrounded by mountains, lakes and forest – great for skiers, hikers and wild swimmers alike.
Explore the 54 most perfect homes in our collection
Airbnb is a shot in the dark. We meticulously vet all our homes in Hudson Valley to ensure you won’t waste your precious holiday. Every home you'll find on Plum Guide comes fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Before being accepted into our collection, each home much pass a meticulous vetting process, culminating in a personal home visit from an independent Home Critic. Rent one of Plum Guide's luxury Hudson Valley Airbnb Alternatives, and enjoy a long or short stay to remember. Should you need any assistance with your booking, our friendly team of experts will be on hand to guide you through the process.
