Luxury Cottage Rentals
Our 5 stand-alone cottages on the property are the perfect option for families, friends and our favorite four-legged guests. They offer the added comfort of privacy and truly give the feeling of a home away from home vacation.

Three Bedroom Cottage
Our three-bedroom cottage, the largest accommodation on our property, is over 1,000 square feet and is perfect for families. With an open and airy feel, this 250 year old cottage features cathedral ceiling, a gas fireplace, two full bathrooms, a separate living room with a Queen sofa bed, a dining room that can seat up to eight people, and a fully equipped European style kitchen. Two bedrooms are on the 1st floor while a spiral staircase leads up to a cozy loft area in the 2nd floor with two twin beds which is the perfect sleeping nook for young kids. Both of the 1st floor bedrooms feather custom made beds – one King and one Queen. The cottage has been thoughtfully renovated to reflect the modern vision of The Roundtree, Amagansett fused with historic design details nestled throughout the property. This cottage features wide plank hardwood floor, modern bathrooms with a European premium vanity, walk-in shower and rain showerhead. Consider our three-bedroom cottage your families’ home away from home, with luxurious amenities such as Frette linens, Matouk towels, Nespresso machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.

Two Bedroom Cottage
Designed to preserve the historic beauty of the architecture, this charming cottage features beautiful original wood beam on its low ceilings. With 2 separate bedrooms and 1 shared bath, this cozy cottage is perfect for a family with young children. Luxurious amenities include Frette linens, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.