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.
Blueberry Dream
6 guests
4 bedrooms
Southampton, The Hamptons
Situated in Southhampton, only fifteen minutes from the storied Art Village on foot, this renovated home provides an idyllic base for families. Here, you're perfectly positioned for exploring, a six-minute drive from the soft white sands of Cryder and Cooper's Beach and even closer to Southhampton's bustling centre.
Oyster Castle
8 guests
4 bedrooms
Westhampton Beach, Southampton
An eco-friendly haven away from the world, you can see that the host’s focus on sustainability was instrumental in this home’s design. A solar powered saltwater pool, solar panels on the roof, and an electric car charging port make this Hamptons home a green getaway that doesn't compromise on style.
Shinnecock Hills Seclusion
14 guests
5 bedrooms
Shinnecock Hills, Southampton
Located on one acre of property, this modern Hamptons home will make the perfect base of operations for a family reunion or a big group of friends. Given the sheer size of land this home is built upon, it’s needless to say there won’t be a neighbour in sight, giving you the seclusion you need to switch off from the hustle and bustle of everyday life and just enjoy the simpler things.
Explore the 201 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 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 New York Home to Rent with a Swimming Pool today, and set up a holiday to remember.
