luxury houses for rent Darien, United States

Oversized first-floor one-bedroom residence offering nearly 950 square feet of living space in one of Stamford's most desirable communities. One of the largest one-bedroom floor plans in the complex, this freshly painted, move-in-ready home features 9+ foot ceilings, hardwood floors, and classic architectural details throughout. Enter through a charming English-style courtyard with ivy-covered brick exteriors into a welcoming foyer. The spacious layout includes a large living room, separate dining area, and an updated kitchen with a gas range and ample counter space, perfect for everyday living and entertaining. Heat and hot water are included in the rent. Additional amenities include card-operated laundry in the lower level, convenient 20-minute parking directly in front of the building for loading and unloading, plus ample resident and guest parking in the rear. Garage parking is available for $50/month when available (currently waitlisted). Ideally located just minutes from downtown Stamford, shopping, restaurants, entertainment, Metro-North, and major highways. Tenant pays electricity, gas, cable/internet, and renters insurance. Pets considered with a one time $150 registration plus $25/month pet rent.

Casual coastal living with a vacation vibe all year long here at Dolphin Cove. Set on the border of Old Greenwich close to Innis Arden Golf Club, the residents of the private Dolphin Cove waterfront community enjoy over 3 acres of lush green lawns, sandy beach, in ground heated pool, tennis and pickle ball courts, clubhouse, boat slips and yacht club. Open concept, bright and crisp interiors enjoy sparkling water views from just about every room. The primary bedroom has a wall of glass overlooking the water, with sliders out to the deck. Two additional second floor bedrooms share a bath. A private ensuite makes for the perfect home office or weekend guest space. An oasis to soothe the soul.

Built in 2012 and ideally located in the heart of Old Greenwich, this beautifully designed home offers modern comfort across approximately 4,750 sq. ft. on three finished levels. Featuring 5 bedrooms and 4 full baths, the home includes bright, open living spaces ideal for everyday living and entertaining. Thoughtfully built with enhanced insulation and double-wall construction for added sound reduction and privacy. The finished lower level offers a spacious TV/media room, gym area, and ample storage, while the two-car garage adds practicality. Close to Old Greenwich village, train, parks, restaurants, and shops, and located in the sought-after ISD Elementary and Eastern Middle School districts. Rental Terms: Annual: $13,000 Per Month

THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO BACK RECEPTION HALL, LIVING ROOM AND FAMILY ROOM WITH FIREPLACES, AN UPDATED GOURMET KITCHEN WITH ISLAND, FORMAL DINING ROOM AND STUDY. THE FAMILY ROOM OPENS TO FLAGSTONE TERRACE THROUGH THE FRENCH DOORS. ENJOY FLAT YARD WITH SWEEPING LAWNS AND MATURE TREES. BRIGHT PRIMARY BEDROOM SUITE WITH UPDATED PRIMARY BATHROOM. 3 ADDITIONAL BEDROOMS AND 2 BATHS ON SECOND FLOOR. 2 CAR ATTACHED GARAGE. THE TENANT PAYS FOR THE GROUNDS AND THE LANDLORD WIL PAY FOR THE SPRING AND FALL CLEAN UP. Rental Terms: Annual: $15,000 Per Month

Located on one of the most picturesque streets in Riverside and part of the Willowmere Waterfront Association. This classic center hall colonial offers over 3200 square feet with generous living spaces including a formal dining and living room, sunroom and family room adjacent to the well-appointed galley kitchen. 4 bedrooms and 3 full bath. An oversized bluestone terrace overlooks a beautiful level half acre with western exposure. You'll love going home to this special neighborhood. Rental Terms: Annual: $16,000 Per Month

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound - a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft, renovated in 2013, with abundant light throughout. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed as a house for sale, GMLS# 124609, and as land GMLS#124634, $5,600,000 Rental Terms: Annual: $14,000 Per Month

Just off South Avenue, with much quieter surroundings, sits a modern farmhouse Colonial almost new construction with innovative design, high-style and unparalleled building quality. The exterior blends classic colonial style with contemporary flair. The interior space is thoughtfully created to provide open concept living with transitional finishing elements that will satisfy the needs of today's sophisticated families. The home offers over 7,800SF of finished space including 5 en-suite designer inspired bedrooms and 5.5 baths. The third floor offers additional recreational space and the lower level is finished with gym, office and rec room.

A charming light-filled 4 bedrooms/ 4baths rental jewel in MINT condition with new baths, gourmet kitchen, freshly painted inside and out, new floors, and beautifully landscaped with pool. Take your pick for your Primary bedroom either on the first floor or upstairs! A relaxing and entertaining retreat with spacious rooms including the first floor family room as well as a great finished Lower Level walk out recreation room with a full kitchen, study, full bath. Could be a separate in-law or out-of-town guest quarters! And enjoy the outdoors in your wonderful screened-in porch overlooking a woodland stream. Convenient to the village, shopping, schools, train and the Merritt.

Discover the perfect blend of comfort and convenience in this meticulously maintained and updated in-town Cape. Flooded with natural light, this charming home features gorgeous wood floors, a welcoming living room with a fireplace, and a dedicated dining room with a cozy sitting area. With three wonderful bedrooms, two full baths, and a convenient location just a short walk to the train, town, and Mead Park, this residence offers an enviable lifestyle. Enjoy outdoor relaxation in your private yard with a patio, and benefit from the added peace of mind provided by a house generator. The finished basement offers extra utility with a washer, dryer, sink, and freezer, completing this fabulous in-town gem. Please remove shoes. Confirmed appointment with showing time. Key box located on the back door. Brand new gas stove, house generator, and Centric Air QA Deluxe 6500 Energy efficient whole house fan w/2 speed remote control.

Located just moments from town, this classic turn-of-the-century Victorian in the North Street School district has been meticulously gut-renovated for modern living. The home features a bright, airy open floor plan with gleaming hardwood floors and an abundance of natural light throughout. Functional highlights include a convenient laundry room off the kitchen and a flexible layout offering either 4 bedrooms or 3 bedrooms plus a dedicated office. The third-floor primary suite provides a private retreat (not included in official square footage). Enjoy summer days on the charming sitting porch or cooling off in the above-ground pool. 2-car garage. Rental Terms: Annual: $6,950 Per Month

CHARMING HOME LOCATED IN AN IN-TOWN ESTATE AREA. 3BR/2BATH WITH 1 CAR GARAGE. VERY PRIVATE YET CLOSE TO DOWNTOWN, TRANSPORTATION, LIBRARY, SHOPS AND RESTAURANTS. FIRST FLOOR WITH LIVING/DINING, KITCHEN, ATTACHED GREENHOUSE, FULL BATH AND LAUNDRY. SECOND FLOOR HAS 3 BEDROOMS AND A BATH. HARDWOOD FLOORS THROUGHOUT. THE HOUSE IS CURRENTLY OCCUPIED BY A TENANT. Rental Terms: Annual: $6,250 Per Month

Waterledge is a charming beachfront Colonial set on a 30-acre estate on Centre Island, just 34 miles from Manhattan. The home features an expansive deck overlooking Great Meadow Creek and a 100-acre wild bird sanctuary, offering a peaceful, scenic retreat. Recently and thoughtfully renovated, the home is furnished with brand-new pieces and showcases a modern kitchen with granite countertops, Sub-Zero and stainless steel appliances, three updated bathrooms, and wood floors throughout the first floor. The second level includes three bedrooms and two baths, while the first floor offers a versatile den that can easily serve as a fourth bedroom, along with a full bath. Set in a private, serene setting, this is an exceptional opportunity not to be missed. Available for year-round living ($10,500/month) or as a seasonal/summer retreat ($19,000/month).

This beautiful five-bedroom farmhouse in the highly sought after Old Hill area offers privacy and timeless curb appeal! Freshly painted with newly installed wood floors, this home is filled with natural light and warmth. A dramatic two story foyer with a sweeping staircase welcomes you inside. The large modern kitchen, a true centerpiece to this home has modern finishes and generous space for both everyday living and entertaining. It flows seamlessly into an adjacent great room/playroom. Enjoy dinners in the charming dining room, relax by the fire in the oversized living room or host in the expansive family room featuring beams, vaulted ceilings and fireplace. Each room truly an inviting space to gather. A three-season screened in porch extends your living space and beautifully brings the outdoors in. The main-level also includes a spacious mudroom and laundry room with separate entrance offering functionality and convenience. A bedroom and full bath on the main level provide flexibility for a home office or guest suite. Upstairs, the spacious primary suite features a spa-inspired bath, along with three additional well-proportioned bedrooms. The lower level offers ample storage. Outside, the flat yard is perfect for unwinding, complete with a fire-pit for cozy evenings and memorable gatherings. Just minutes to town, shopping and commuting routes, this home offers the perfect blend of comfort, style, and convenience. Available Immediately.

Charming Victorian farmhouse set on the largest parcel in the neighborhood. Huge yard provides extra privacy; great for strolling, gardening, or Relaxing. Resurfaced hardwood floors and other renovations elevate the farm vibe to something more contemporary. A landmark above neighboring Deep Gorge, the bright third floor space has a view, rafter ceilings and can be an office or living space. 5-minutes from downtown Greenwich and a short distance into town. The Historic barn is old world American. House features a Front porch and rear Deck over looking the Massive flat over sized yard that is Completely surrounded by an original Stone wall Barn/Garage on property not for Tenant use. Rental Terms: Annual: $5,200 Per Month

Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.

Escape to your own private sanctuary in this sun-filled, flexible layout home located in the highly desirable In-Town neighborhood, close to all of Westport's amenities. Offering a rare blend of dramatic natural beauty and everyday convenience, this property features breathtaking, unobstructed views of a waterfall on Lee's Pond, which flows directly into the historic Saugatuck River. This is a 5-bedroom house (3 bedrooms have the waterfall view) with an upstairs playroom. 2 of the 5 bedrooms have their own den area and a full bathroom-including a back staircase providing a separate living area with great privacy and independence for guests, an au pair, or in-laws. Launch your kayak right from your backyard and enjoy a scenic paddle directly into vibrant downtown Westport. Enjoy shopping, dining, and community events just minutes away. Host unforgettable summer cookouts on the patio while relaxing to the serene, soothing sounds of the waterfall.

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.

Totally renovated, this bright and beautifully updated town house in The Arbors has it all! The wonderful open eat-in kitchen with custom cabinets, stainless steel appliances, caesarstone counter tops and a breakfast bar opens to an airy dining area, living room and den. There are new hardwood floors and all baths and electrical have been updated. This gorgeous home is situated on a quiet cul-de-sac with a large fenced patio. The Primary Suite bedroom/sitting room features 2 fitted walk-in closets. The Arbors community with it's beautifully landscaped setting and convenient location boasts many amenities; which include a wonderful clubhouse with living room/kitchen/gym/, pool, tennis and paddle courts, and a playground. This great town house and community in the Blind Brook School District must be seen to be truly appreciated! Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:1 Car Attached,

CONNECTICUT CLASSIC, FULLY FURNISHED CENTER-HALL COLONIAL, GRACIOUS FOYER WITH COFFERED CEILING LEADS TO FORMAL L/R. FAMILY ROOM OFF KITCHEN FOR GREAT FLOW, CHERRY-WOOD LIBRARY, KITCHEN WITH GRANITE COUNTERS, SPACIOUS EAT-IN AREA, AND TOP OF THE LINE APPLIANCES. DOUBLE FRENCH DOORS OPEN TO NEW MAHOGANY DECK OVERLOOKING THE POOL AND 4 ACRES OF OPEN MEADOW. L/L FEATURES PLAYROOM, L/R WITH F/P + KITCHENETTE AREA AND LARGE GUEST SUITE W/ BATH AND LAUNDRY, GREAT FOR GUESTS WITH PRIVATE ACCESS/ENTRY. UPPER FLOOR HAS LARGE PRIMARY SUITE WITH F/P, LUXURY PRIMARY BATH, OFFICE AREA. 3 ADDITIONAL BR, 2 STONE & MARBLE BATHS, WHIRLPOOL TUB, LAUNDRY ROOM, COMPUTER/LOUNGE AREA. PETS MAY BE APPROVED ON A CASE BY CASE BASIS. 3 MONTH MINIMUM TERM. Rental Terms: Annual: $31,500 Per Month

An extraordinary offering, 125 Horseshoe Road is a private, gated waterfront estate of rare distinction, blending architectural elegance with resort-caliber amenities across an impeccably designed residence. Comprising 4 bedrooms and 4 baths, the home is thoughtfully curated for both entertaining and refined daily living. The home presents a sophisticated formal living and dining suite, with a walk out balcony, sitting room, and center hall gallery. These elevated finishes create a striking backdrop for intimate gatherings. The primary suite is accompanied by 3–4 additional bedrooms, offering flexibility for guest accommodations, private offices, work stations or bespoke lifestyle spaces. The home offers abundant closets and storage is available. Outdoors, the estate rivals a private resort, with access to a pool, spa and covered cabana, tennis and/or pickleball courts, and direct beach front access for kayaking, boating, or simply enjoying the serenity of the shoreline. Discreet, exclusive, and undeniably exceptional, this is a rare opportunity to reside in a waterfront estate of uncompromising luxury.

Ready to move in to this wonderful Talcott home? Stunning and updated! This special three bedroom 3.1 bath house has soaring ceilings and walls of glass in the living room with fireplace and dining room leading to a spacious deck overlooking the lovely grounds. It has a first floor primary suite with bath and also has its own deck. The granite and stainless kitchen has a large breakfast room. Two large bedrooms with an updated hall bath complete the second floor. The lower level has a family room and office with a full bath and laundry room and potential to make a fourth bedroom. Pool, lawn care and snow removal is included. A must see!