Ahoy There
8 guests
4 bedrooms
Shelter Island, The Hamptons
This Hamptons home does island life the modern way. In the mornings, hit up the local farmers’ markets and seafood shops.
Columbia County Luxury Houses
Award-winning homes from £98
Home spotlights in Columbia County
Long Point
8 guests
4 bedrooms
Noyack, Southampton
Set within an acre of lush green grounds, this seriously charming home is just a twenty-minute drive from the centre of Sag Harbour - undoubtedly one of New York State's best-kept secrets. This centuries-old seaside village may be known as one of the most family-friendly places in the Hamptons, but its strictly adults-only activities include a visit to the nearby Wölffer Estate vineyards to sample their famed rosé cider.
Ode to the Past
10 guests
5 bedrooms
New Lebanon, New York
When you want to get away from the hustle and bustle, this New Lebanon home is the perfect choice. You’ll not only leave the hectic city behind – stepping through the doors feels a little like stepping back in time.
The Great Frontier
4 guests
1 bedrooms
Chatham, New York
Reminiscent of something from a Laura Ingalls Wilder novel, this picturesque cabin is a haven surrounded by peace and quiet and lush woodland. Although you can count on a serene stay here, you’re also just a five-minute drive from the quaint town of Old Chatham where you can find some local amenities, or a ten-minute drive from Chatham Town, which has several excellent restaurants and plenty of charming local shops.
We selected the top 3% holiday homes in Columbia County Houses
Explore the 252 most perfect homes in our collection
View on map
Check upcoming rates & availability for Columbia County Houses
Frequently asked questions
Similar destinations
All Plum Guide houses in Columbia County have been tested and approved by our team of independent home critics. These meticulous beings inspect everything –from the convenience of each house’s location right down to the art on the walls– so what you see really is what you get. Worried about thin curtains? Accessibility? Maybe wifi speed is your biggest concern? Rest assured, we obsessively check each house in Columbia County before approving it, so you can book with peace of mind.
Search Our Collection