Long Story Short
4 guests
2 bedrooms
Montauk, East Hampton
For the ultimate Montauk escape with style and character in abundance, this fisherman's cottage has you covered. Flamingo-pink shutters and the front door set the scene for a stay that's thoughtfully stylish, charming and quirky – a blend of boho and rustic that's sophisticated and easy to love.
Crop And Saddle
6 guests
4 bedrooms
Washington, Litchfield
Clued-up New Yorkers have slowly been turning their attention away from the Hamptons to this corner of countryside in Litchfield County. One step into this home, and we can see why they're making the swap.
A Country Call
4 guests
2 bedrooms
Bellport, Brookhaven
This sunny 1920s home lies in the heart of Bellport Village. While you'll be close to a few lovely shops and restaurants, we think you'll want a car here for getting to see the best of Long Island, not to mention the range of nearby beaches including Mother's Beach and Shirley Beach.
Explore the 914 most perfect homes in our collection
Discover our collection of home for a fishing holiday in Shelter Island. All of our Plum Guide homes are fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included, so all you have to worry about is remembering the bait. Book your trip to Shelter Island today and enjoy staying in one of our best fishing holiday homes. Our friendly team of experts is on hand 24/7 if you need anything.
