The 2 Bedroom Main House

Our quintessential standard rooms are newly renovated with luxurious furnishings. Housed in our newly renovated barn, this room features wide plank hardwood floor, modern bathroom with European premium vanity, walk-in shower, rain showerhead, a custom made Queen bed with luxurious Frette linens, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.

Our expansive deluxe guest rooms reflect the updated, contemporary vision of The Roundtree, Amagansett.  The addition of a queen sofa bed in this accommodation category makes this room perfect for a young family.  Housed in our newly renovated barn, each deluxe room features wide plank hardwood floor, modern bathroom with European premium vanity, walk-in shower, rain showerhead, a custom made Queen bed with luxurious Frette linens, a Queen sofa bed, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.

Ideal for two to three people, or a family with small children, our beautiful suites in our newly renovated barn offer the added comfort of a separate living space. Each of our suites has a private entrance and has been thoughtfully renovated with wide plank hardwood floor, modern bathroom with European premium vanity, walk-in shower and rain showerhead.  Each suite features one bedroom with a custom made King or Queen bed plus a separate living area with a Queen sofa bed that’s perfect for our littlest guests or a plus one. Select suites also feature cathedral ceilings. Luxurious amenities include Frette linens, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.

With its open layout and airy cathedral ceiling, our studio cottages are the perfect option for couples, and our favorite four-legged guests.  Located in our idyllic back lawn, the studio cottages have been thoughtfully renovated and reflect the modern vision of The Roundtree, Amagansett fused with historic design details.  Each cottage has been updated with wide plank hardwood floor, modern bathroom with European premium vanity, walk-in shower and rain showerhead and features a custom made King or Queen bed and a sitting area. Select studio cottages also feature a Queen sofa bed in the sitting area. Luxurious amenities include Frette linens, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival. 

Our beautifully designed one bedroom cottage, adjacent to the Main House, features an airy cathedral ceiling, gas fireplace and a private garden for reading, relaxing, and enjoying a morning cup of coffee (or evening glass of wine!) in total privacy. This cottage has been updated with wide plank hardwood floor, modern bathroom with European premium vanity, walk in shower and rain showerhead.  With an open and spacious feel, the cottage features one bedroom with a custom made King bed and French doors opening up to a separate living room with a Queen sofa bed. Luxurious amenities also include Frette linens, Matouk towels, Nespresso coffee machine, and a mini bar stocked with complimentary snacks and beverages upon arrival.

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.

Our three-bedroom cottage, 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 1^st floor while a spiral staircase leads up to a cozy loft area in the 2^nd floor with an additional Queen bed.  Both of the 1^st floor bedrooms feature custom made beds – one King and one Queen and the 2nd floor features a 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. 

The Roundtree’s historic 2 bedroom Main House features a 2-story home perfectly situated on Amagansett’s tree-lined Main Street.  Dating back more than a century but renovated with the stylish luxury traveler of today in mind, this home features a contemporary and soothing aesthetic with neutral color tones, light hardwood floors and art and decorative pieces sourced from around the world.  The home spans more than 2200 square feet over two levels. It has two bedrooms, two spacious en-suite baths with walk-in showers, a powder room, a fully equipped kitchen outfitted with Miele appliances, a dining room and a spacious living room with a gas fireplace. The bucolic furnished front porch invites lingering on warmer days, making this truly the home away from home.

Amenities include an exclusive dedicated concierge from the time of booking throughout your stay and a special welcome amenity.