Tucked In The Trees
6 guests
4 bedrooms
Northwest Harbor, East Hampton
Get set to escape reality and embrace all things lavish and luxurious as you retreat to this sensational, mid–century East Hampton's home. Newly renovated and sat on 1.
Rent New England Homes with Swimming Pools
We selected the 66 homes worth renting in this location
Home spotlights in New England
Sweetwater Hideaway
6 guests
3 bedrooms
Ulster County, Woodstock
Sweetwater Hideaway is a magnificently organic cabin nestled in the forestry Woodstock landscape. The timber vaulted ceiling, exposed wooden beams and deep chestnut finishings create a grand interior.
Tudoresque
10 guests
5 bedrooms
Ossining, Westchester County
In the town of Ossining on the banks of the Hudson River, this home is reminiscent of an English Tudor mansion on the outside. Inside, there’s plenty of social space for the group to spread out – playing a game of pool in the main living room, settling in to watch Netflix by the fire, in the dedicated media room upstairs or perhaps sipping an old fashioned at the wet bar in the “sky lounge” at the top of the house.
The Mortar & Pestle
6 guests
3 bedrooms
Northwest Harbor, East Hampton
The Mortar & Pestle takes its name quite literally from the mortar and pestle collection in the dining room, a detail that represents the character and charm of this home. The many indoor and outdoor social spaces cater to groups of friends and families who love home-cooked meals and value one another's company.
We selected the top 3% holiday homes in New England Homes with Swimming Pools
Explore the 66 most perfect homes in our collection
View on map
Check upcoming rates & availability for New England Homes with Swimming Pools
Frequently asked questions
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 England, 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 England Home to Rent with a Swimming Pool today, and set up a holiday to remember.
Search Our Collection