The Fifties Barn
8 guests
4 bedrooms
East Hampton, The Hamptons
Once a 1950s potato barn, this historic home now provides rustic charm in the affluent Hamptons. Though we fell in love with the loft library, dramatic furnishings, and leafy garden, complete with a private pool and hot tub, the location is also worth mentioning.
Artistic Sensibility
8 guests
3 bedrooms
East Hampton North, East Hampton
The Hamptons have been a byword for luxury for decades, largely thanks to grand homes such as this one. Here, the decadence starts before you even go through the front door, with the tree-lined garden playing host to a large swimming pool and a few loungers on which to soak up the sunshine.
Classic White
10 guests
5 bedrooms
East Hampton, The Hamptons
Minutes from the finest selection of dining and local beaches, this East Hampton shingle-style home is perfect for a classic Hampton getaway. Great for a group of family or friends, there’s plenty of room to socialise – from in the lounges to the outside dining area set on half an acre of pristine outdoor space.
Gambel Dollhouse
8 guests
4 bedrooms
East Hampton, The Hamptons
Built 1902, this traditional gambrel home is a luxurious hideaway in East Hampton. Its past life is evident as soon as you step through the door: polished wooden floors run through the house, oak beams characterise the kitchen, and white French doors and sash windows open out to the rolling gardens.
Explore the 9 most perfect homes in our collection
You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in East Hampton, The Hamptons, Suffolk County, New York, United States. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury East Hampton Home to Rent with a Swimming Pool today, and set up a holiday to remember.
