Villa holiday rentals in Brookhaven

Hamptons Retreat | Pool, Hot Tub, Sleeps 10

Spacious Hamptons retreat with heated pool, 9-person hot tub, and ideal layout for groups—just 10 minutes to Southampton Village and Shinnecock Hills (US Open 2026). Perfect for summer getaways, long weekends, or tournament stays, this 5-bedroom home comfortably sleeps 10 and is designed for both relaxing and entertaining. Centrally located: • 6 min to LIRR/Jitney • 2 min to bay beaches • 10 min to ocean beaches & Southampton Village & Shinnecock Hills Golf Club • 20 min to wineries

Cottage in Silvermine: Norwalk New Canaan Wilton

Nestled in a leafy Norwalk neighborhood filled with historic houses, this newly remodeled charming guest cottage/Barndominum on 1 acres in opposite the Silvermine river (where New Canaan, Wilton, and Norwalk meet). The guest cottage is separate from the main house. It is a quaint, quiet and cozy. 1 bedroom 1 bathroom new kitchen including range, dishwasher, Keurig and washer and dryer. The bedroom has a queen bed and the living room has a sofa and chairs. Twin cots can be brought in.

Theodore Roosevelt, Victorian Private room

This 1897 Mansion in the Historical Town Of Oyster Bay and Oyster Bay Cove has been one of Long Islands' most seclusive yet fun spots to stay in. Your Private room in a Classic Vintage Victorian House Set on Half an Acre of land. This Home Has Preserved the original character. Blocks away from the main street, Roosevelt Beach, Theodore Roosevelt Park, LIRR Train Station to New York City (20) to Penn Station. More rooms available. Just ask

11 Min from Shinnecock Hamptons Bungalow with Pool

Escape to a contemporary, minimalist, dream in Hampton Bays! The bungalow is a 5 minute drive or a 15 minute bike ride to multiple beaches, farm stands, restaurants and village center. This slice of heaven is truly a special get away.

Lindenhurst Home/ Ryder Cup spot

This unique place has a style all its own. A perfect spot close to the 2025 Ryder Cup being held at Bethpage course at Bethpage State Park in Farmingdale, Long Island.