luxury houses with pool for rent Greenwich, United States

Welcome to this one of a kind, completely renovated, estate in Matinecock with inground heated pool on a park like property. The main house features a large living room with fireplace, formal dining room with fireplace and a sun room open to the garden and patios. The brand new EIK is perfect for family and entertaining. Upstairs is a large primary with fireplace and new primary bath featuring double sinks, bath and shower. There are two additional bedrooms and a new hall bath. The third floor offers a bonus room and the basement is finished. Through a breezeway you access the 1 bedroom cottage that has a kitchen and full bath. The heated free form pool has its own outdoor shower and toilet. The perfect retreat in the country!, Additional information: Appearance:Mint,Interior Features:Guest Quarters

Nestled on a quiet cul-de-sac in the prestigious village of Old Brookville, this stunning Mediterranean style estate offers the ultimate in luxury rental living. Set on 2 beautifully landscaped acres, this private, resort like retreat combines elegance, space, and exceptional amenities. With over 5,100 square feet of living space, this home features a large foyer that opens into a sophisticated and inviting living room, flowing seamlessly into a large formal dining room perfect for entertaining. The eat-in-kitchen is equipped with top-of-the-line appliances, granite countertops, and custom cabinetry, ideal for both everyday living and hosting. The residence offers 6 spacious bedrooms, including four on the main level and 2 on the lower level, along with four full bathrooms and two half bathrooms from which 3 are updated. The primary suite serves as a private sanctuary with a en suite bath and walk-in closet, while additional bedrooms provide ample natural light and generous storage. The outdoor setting is equally impressive, featuring a private tennis court, and heated swimming pool with spa, all surrounded by lush, manicured grounds. A spacious patio overlooks the serene flat property, creating the perfect backdrop for relaxation or entertaining. Offering exceptional privacy and tranquility while remaining conveniently close to shopping and dining, this is a rare opportunity to experience luxury living in one of Long Island’s most sought after locations. For added convenience and flexibility, the home is available for rent either fully furnished or unfurnished, allowing tenants to choose the option that best suits their lifestyle.

Welcome to 3 Old Shop Road—a timeless yet beautifully updated farmhouse that captures the essence of relaxed country living. Set on a sprawling, storybook property with lush lawns, mature trees, and a sparkling pool, this five-bedroom, five-bath residence offers the perfect blend of character, comfort, and charm. From the moment you arrive, you'll feel the magic of this home's setting—ideal for hosting garden parties, family gatherings, or intimate dinners beneath a canopy of trees. The outdoor spaces are a dream: a stone patio for summer entertaining, expansive grounds for play and leisure, and a pool that invites long, languid afternoons. Inside, the home balances antique soul with modern ease. The heart of the house is the kitchen—warm and welcoming with custom cabinetry, a relaxed layout, and a farmhouse table that invites conversation. The living room is anchored by a handsome fireplace and bathed in natural light, perfect for cozy evenings and lively weekends alike. The first-floor primary suite is a true retreat, featuring its own fireplace and direct access to the stunning grounds—so every morning feels like waking up in a private park. Rich in charm and tailor-made for modern living, 3 Old Shop Road is a rare offering in the coveted Cross River community.

Is this Westport or Provence? Sited high above Greens Farms is this charming and spacious renovated cottage on a prime, flat and open estate property. A water lover and swimmer's dream, with stunning, large heated pool (with kick pads) and spa (seats 8+). All-new gourmet kitchen, newly finished pickled wood floors, fresh paint throughout. Decorated for stylish and comfortable living, it's the perfect place to call home. Sunny living room, spacious family room with fireplace and wet bar. Private setting, away from main house. Walk to Greens Farms train station, quick bike ride to Burying Hill beach. Organic garden onsite with fresh herbs and occasionally vegetables available too! Full pool and spa privileges. See floor plans in attachments.

Fully Furnished Seasonal Rental in Westport - Fall 2026 through Spring 2027 Fully furnished contemporary home located on a quiet cul-de-sac, minutes from downtown Westport, beaches, and restaurants. Offering 4 bedrooms, 3 full bathrooms, and 4,711 sq ft of living space, this home features an open floor plan with high ceilings, oversized windows, and a double-sided brick fireplace. The property includes a fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors, a formal dining room, two living areas, and a welcoming foyer with a piano. The lower level offers a recreation room with ping pong, toys, books, and fitness equipment, while the primary suite features a soaking tub, heated floors, and a walk-in closet. Additional amenities include central air, an attached two-car garage, public utilities, a porch, deck, gas grill, outdoor seating, and a full-house automatic backup generator. Close to Sherwood Island State Park, golf courses, tennis courts, and town amenities. Available for Fall, Winter, and Spring 2026-2027 with flexible lease dates. Liability/renter's insurance with a minimum of $500,000 coverage required.