luxury property with pool for rent Orient, United States

AVAILABLE EARLY SEPTEMBER TO THE END OF MAY, 2027. Classic Madison charm meets modern family living in this inviting 4 bedroom Colonial on Wildcat Road. Step through the front door to discover hardwood floors that flow throughout, two fireplaces that add warmth and character, and an extra-large (front to back) Living Room perfect for gatherings large and small. Gardeners will love the Greenhouse, right off the Dining Room! Just off the Living Room leads to a delightful screened porch-ideal for morning coffee or summer dinners-and a spacious patio for outdoor entertaining. The walk-out lower level is completely finished and currently serves as a generous family room, offering a wood burning stove, spacious laundry area, flexible space for play, relaxation, or entertaining. Located close to Madison's charming town center and the Town Campus, this home delivers both convenience and community. As a special bonus, enjoy access to the inground pool next door-a rare perk that makes summer living effortless. Whether you're hosting friends, enjoying quiet evenings by the fire, or exploring all that Madison has to offer, this home provides the perfect backdrop for everyday life and lasting memories.

July is available at $20,000/mo. August has been rented. Also available for April, May and June at $12,000/mo. Academic available at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining, with room for everyone!

Year-round at $7500/mo or Academic at $6500/mo. Discover coveted Madison living on a private beach lane complete with an in-ground pool. Embrace coastal luxury in this stunning 4-bedroom, 5.1-bathroom shoreline retreat. 52 Kelsey Place features a chef-inspired kitchen, central air, 2-car garage, large patio with fire pit and BBQ, inviting fireplace, luxurious steam shower in primary bathroom, outdoor shower, and more. Perfect for entertaining, with room for everyone! Also available for April, May and June at $12,000/mo and or July and August for $20,000.

Panoramic vistas of Long Island Sound and the East River create a breathtaking backdrop for this sophisticated Madison waterfront retreat. Designed for elevated coastal living, the sun-drenched open floor plan flows effortlessly from the main living spaces to expansive water views beyond. Offering 3 bedrooms and 3 full baths, the home comfortably accommodates 8+ guests with thoughtful design and generous gathering spaces. Enjoy easy access to shoreline beaches, perfect for morning swims and evening strolls along the water, while the private heated pool provides a serene setting for long summer afternoons under the Connecticut sky. A rare opportunity to experience Madison's shoreline lifestyle at its finest - where timeless waterfront beauty meets effortless summer luxury. BOOKING SUMMER 2026 NOW! JULY & AUGUST AVAILABLE!

Available for an exceptional summer residency, Bois Dor is one of Newport's most distinguished 1920's era estates offering a rare opportunity to live within architectural history while enjoying modern luxury. Beyond its storied linden allee' entrance, this manor house unfolds across elegantly restrained formal rooms including soaring ceilings, and extraordinary period detail. Sunlight pours through oversized French doors, illuminating the elegant salon, garden loggia and dining room. It also sports the largest private ballroom in Newport which opens out to the 66' ft long pool, perfect for entertaining. The manicured gardens, sweeping lawns and natural meadow create a secluded retreat just moments from Bellevue Avenue and the harbor. The heated pool and terrace provide a resort-like setting for summer entertaining from champagne afternoons under the coastal sky. The estate offers generous bedroom accommodations for 20 (including 5 ensuite), multiple entertaining spaces, and a seamless blend of historic grandeur and contemporary comfort. Whether hosting intimate gatherings or enjoying quiet mornings on the grounds, Bois Dor delivers an incomparable Newport lifestyle. Resort-style pool & terrace, Grand ballroom & formal entertaining rooms, Expansive landscaped grounds, Prime Newport location near Bellevue & beaches and Central Air conditioning. A once-in-a-generation summer offering for the most discerning resident seeking legacy, privacy, and architectural distinction.

Available for an exceptional summer residency, Bois Dor is one of Newport's most distinguished 1920's era estates offering a rare opportunity to live within architectural history while enjoying modern luxury. Beyond its storied linden allee' entrance, this manor house unfolds across elegantly restrained formal rooms including soaring ceilings, and extraordinary period detail. Sunlight pours through oversized French doors, illuminating the elegant salon, garden loggia and dining room. It also sports the largest private ballroom in Newport which opens out to the 66' ft long pool, perfect for entertaining. The manicured gardens, sweeping lawns and natural meadow create a secluded retreat just moments from Bellevue Avenue and the harbor. The heated pool and terrace provide a resort-like setting for summer entertaining from champagne afternoons under the coastal sky. The estate offers generous bedroom accommodations for 20 (including 5 ensuite), multiple entertaining spaces, and a seamless blend of historic grandeur and contemporary comfort. Whether hosting intimate gatherings or enjoying quiet mornings on the grounds, Bois Dor delivers an incomparable Newport lifestyle. Resort-style pool & terrace, Grand ballroom & formal entertaining rooms, Expansive landscaped grounds, Prime Newport location near Bellevue & beaches and Central Air conditioning. A once-in-a-generation summer offering for the most discerning resident seeking legacy, privacy, and architectural distinction.

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.

STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a comfortable and chic look. Long distant views and rolling, verdant lawns add to the magic of this property. Close to top restaurants, art galleries, shopping and outdoor recreation. Only 90 minutes to NYC. Note: Field card indicates that there are 3 bedrooms but the house has 4 bedrooms and a 1250 tank.

All-inclusive furnished rental. Available: Winter- 3 month min. $8000/month. Summer Season- Memorial Day thru Labor Day $65,000/season. Summer monthly- $25,000/month. Escape to the serene countryside and experience the authentic charm of this beautifully renovated antique home with a refreshing, heated pool. This rental is fully equipped and all-inclusive with bi-weekly housekeeping. Step inside and discover the beauty of a historical Colonial home, thoughtfully updated with modern comforts. The rooms offer plenty of space and showcase exposed beams and vaulted ceilings. You'll appreciate the natural touch of hardwood floors and the convenience of five fireplaces for those cooler evenings. Stay comfortable all year long with central air conditioning ensuring a pleasant stay in any season. The heart of the home is a charming country kitchen, providing an ideal space for cooking up delightful meals. It opens onto a stone patio, inviting you to enjoy the outdoors with relaxed gatherings. Take in the tranquil views of the countryside as the property sits on level open land adjacent to a land trust. You'll find all the local amenities you need nearby, including a variety of recreation and cultural venues, shopping and fine dining options. 60 minutes to lower Fairfield County, NYC is 90 minutes.

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Available June and July. Call for Summer Pricing! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Available starting September $12k per month for yearly lease. Call for Summer Rental pricing. Minimum 24 hour notice to view.

Welcome to this stunning furnished 1999 Colonial situated on 2 picturesque, level and private acres. Outdoor features include a heated gunite pool/hot tub, stone terraces and a summer kitchen. A gracious entry hall offers a view through arched entry into the formal dining room. An elegant living room with fireplace and adjacent terrace connects to the office. The gourmet chef's kitchen opens into the breakfast area and Family room. French doors throughout the 1st floor and garden level offer access to the stone patios, summer kitchen and gorgeous grounds. A dramatic curved staircase leads to a stately Primary Suite with fireplace and balcony and 4 additional bedrooms, 3 of which are en suite. The lower level offers a 2nd family room and accommodates exercise, art projects and has a bedroom and full bath. This home abounds in luxuries and is ideal for cozy family events as well as large-scale entertaining. The ideal location is convenient to schools, the Purchase Community House, train stations and the Towns of Rye, Harrison and Greenwich. Come and take a look. You won't want to leave!

Welcome to this Magnificent updated Victorian Colonial set back approximately 200 feet from the road. This house offers 4 Bedrooms, 5 full bath on a beautifully landscaped 1.5 Acre lot. Inside you will find a wonderful floor plan great for entertaining or daily Life. You enter into a two story Entrance foyer with Marble flooring that leads into a 2 story Large Great Room with Fire place that leads to deck and pool area. Large kitchen with Island and breakfast Nook, Office, Full Bath and Laundry completes the first floor. Second floor offers Master Bedroom, with Master bath and 2 Walk-in Closets, 3 more bedrooms and 2 Full Baths. The basement is Walk out, featuring Movie Theater, Game Room with Fire Place, Exercise Room, Full Bath, Full Kitchen, Utility Room. Too Much to Mention, Don't miss this house. Interview, Credit Check and Renter's Insurance are required. Tenant responsible for snow Plowing.

Thoughtfully renovated from top to bottom, this exceptional home offers stylish, flexible living in a highly convenient location just 15 minutes from downtown Princeton. Combining contemporary finishes with generous indoor and outdoor spaces, this is a rare rental opportunity that truly feels like home. The bright, open floor plan features three spacious bedrooms, two-and-a-half beautifully updated bathrooms, and multiple living areas designed for today's lifestyle. At the heart of the home, the stunning chef's kitchen showcases quartz countertops, stainless steel appliances, a farmhouse sink, gas cooking, and an oversized peninsula that flows seamlessly into the dining area. An expansive family room features a striking shiplap accent wall with a modern electric fireplace and custom built-ins, while sliding barn doors open to a separate sitting room or media room, providing additional space to relax, entertain, or work from home. A vaulted sunroom, bathed in natural light, overlooks the backyard and creates an effortless connection between indoor and outdoor living. Upstairs, a versatile bonus room currently serves as a dressing room and home office but could easily accommodate a variety of uses. Outside, the private, fully fenced backyard is designed for exceptional outdoor living. Enjoy a covered outdoor kitchen, spacious patio, beautifully landscaped grounds, and an in-ground swimming pool that will be professionally opened for the 2027 season—creating the perfect setting for entertaining or simply unwinding at the end of the day. Ideally situated with easy access to Route 1, just minutes from Princeton, and convenient to nearby NJ Transit rail service to New York City, this home offers the perfect balance of peaceful suburban living and commuter convenience. Lawn care and pool maintenance are included in the monthly rent, allowing you to enjoy the property without the upkeep.

Approached by a gated drive, this undeniably romantic 7.3-acre property is reminiscent of a rambling English countryside estate. Stone walls, bay windows and a veranda mark the original residence, while later additions bring even more light-filled space for gracious everyday living, along with a garage connected by a covered walkway. Offering optimal privacy, five bedrooms across three levels are all served by beautifully tiled, renovated, en suite baths. The spacious living room with French doors on both sides is the centerpiece of the home, while a cozy, lower family room with a bar and built-ins is ideal for play or casual entertaining. The big, bright, cathedral kitchen, complete with a 48 Viking range and a beverage fridge, also has a sitting area and work station. The thoughtful design presents a choice of primary suites and quiet spots to work from home, plus a sunny gym with a sauna. This unforgettable home is just 3.5 miles from downtown Princeton and convenient to NYC and Philadelphia. Don’t miss the chance to spend this summer poolside in the shade of the cabana gazing out at bountiful gardens!

Charming, updated 18th century Bucks County furnished farmhouse nestled in the scenic Upper Makefield countryside. Enjoy classic Bucks County styling with modern comforts. The home features pumpkin pine hardwood floors throughout and a charming living room with a cozy fireplace and beautiful beamed ceilings adding rustic charm. The well appointed kitchen also features a beamed ceiling and beautiful white cabinets with upgraded counter tops and stainless appliances making this a chef’s delight. The bright, airy dining room with sky lights and walls of windows overlooking the deck and grounds is the perfect spot for intimate dining or large family gatherings. The second floor offers a primary bedroom with en-suite bath. There are an additional 2 bedrooms, each bedroom beautifully decorated, with the option of making them into an office or sitting room. The grounds surrounding the home are absolutely magical with mature landscaping and beautiful views of the countryside. A large deck is perfect for outdoor dining, relaxing and hosting parties for friends and family. There is also a lovely in-ground pool for seasonal enjoyment. The home is conveniently located close to Newtown with an array of dining options, shopping and excellent schools. It is also convenient to I 95 with access to Philadelphia, and train stations for transportation to NYC.