luxury houses for rent Darien, United States

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

Redesigned for elevated living, this fully renovated 4-bedroom home combines open-concept style with seamless functional flow, offering near single-level living on a private, scenic lot. An inviting entry opens into an informal living room with a cozy fireplace, a high-impact great room featuring soaring cathedral ceilings, stylish beams, and French doors that flood the space with natural light. At the heart of the home, the chef's kitchen boasts exceptional counter space, professional-grade appliances, and a massive center island with seating for effortless entertaining or ease of everyday living. The main living space opens to a private wrap-around back porch with built-in corner seating & planters, perfect for outdoor relaxation overlooking the tranquil, tree-lined yard with an area for a garden.A separate wing houses the private primary suite-a serene retreat styled with shiplap walls, vaulted ceilings, large picture window, and spa-inspired bath complete with dual sinks, a freestanding soaking tub, a custom marble shower, and skylights. Three additional light-filled bedrooms and a full bath provide comfortable accommodations for guests or family.Complete with an attached 2-car garage, lower level flexible space and laundry, storage shed, and a lush, rolling lawn.This turnkey residence offers easy living just minutes from everyday conveniences, award-winning New Canaan schools, the Nature Center, Waveny Park, designer boutiques, NYC-inspired dining & the Metro North train Primary bedroom and guest bedroom both have 2 closets. Primary bath has shower stall and free-standing tub with a full-size linen closet. Interior has recessed lighting on dimmers throughout. 3-zones for heating & cooling.

Completely renovated and updated charming four bedroom three full bath cape on a popular street close to town and Mead Park. Stunning eat-in kitchen with island and top of the line appliances opens to family room and has access to slate terrace and fenced in yard. Washer/dryer off mud room on the first floor. First floor bedroom with full bath perfect for office or guest room. Primary suite with full bath and walk-in closet. Additional 520 square feet in lower level has large finished space for playroom, exercise room or office. Loads of storage in basement. Landlord pays for lawn maintenance. Light filled and not your ordinary rental! You will feel right at home. Prime location and walking distance to village, train, new library and all the fabulous shops and restaurants in New Canaan.

Enjoy living in the heart of Cos Cob's charming historic district from this hidden gem, tucked away on a tree-lined street, just minutes from all. The open kitchen and family room are ideal for gathering and flow seamlessly to both a breakfast area and a new deck and rear yard. A nearby dining room, living room with fireplace, and office/den with hardwood floors throughout offer flexible living spaces to suit your lifestyle. Upstairs, you'll find four bedrooms and two full baths, including a primary suite and beautiful, just refinished wood flooring. The finished lower level features a second kitchen, a spacious multi-use bonus room with new vinyl flooring, a third full bath, and a separate entrance perfect for work-from-home needs or multi-generational living. An unfinished laundry area and ample storage complete the space. The entire home has been thoughtfully refreshed with new paint, lighting, and appliances and the large barn can accommodate parking for two cars plus additional storage. Just steps from Metro North, the Water Club, library, harbor, schools, and Cos Cob's vibrant shops and restaurants, the property is set back in a way that offers privacy and room for play or entertaining but offers the convenience of in-town living. Note: January 2027 occupancy. Rental Terms: Annual: $9,895 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

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.

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. Rental Terms: Annual: $6,250 Per Month

This exceptional stone residence, known as ''The Boulders'', is set atop 1.3 private acres,, seamlessly blending timeless architecture with modern comfort and convenience. Filled with natural light, the residence is defined by graciously scaled rooms, refined architectural detailing, and an effortless flow designed for both elegant entertaining and everyday living. The thoughtfully designed floor plan features a dramatic entry hall, a gourmet kitchen opening to an inviting family room, living, entertaining spaces, and a luxurious primary suite. Outdoor terraces and beautifully landscaped grounds create an idyllic setting for year-round enjoyment. A rare rental opportunity in one of Greenwich's most prestigious enclaves, offering historic character with modern amenities for easy living. Rental Terms: Annual: $24,000 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.

Set within the natural beauty of the Lloyd Neck peninsula, this striking post-modern home offers a sophisticated yet wonderfully relaxed lifestyle. Designed to embrace its setting, the home is bright and airy, with an open floor plan, soaring ceilings, and walls of windows that beautifully frame the surrounding landscape. At the heart of the home is an updated kitchen featuring top-of-the line stainless appliances including an 8-burner Viking stove, and a combination of generous cabinetry and open shelving. Just off the kitchen, a spacious den provides the perfect setting for casual entertaining, movie nights or simply unwinding at the end of the day. The spacious vaulted ceiling primary retreat has access to a private balcony, an ideal spot for morning coffee or quiet relaxation, and an updated and generously sized en-suite bath with a luxurious freestanding soaking tub and glass-enclosed shower. The spectacular grounds feature an expansive deck and in-ground pool which create a private resort-like setting for summer enjoyment. Nature lovers can enjoy nearby Target Rock National Wildlife Refuge and Caumsett State Park. This is a wonderful opportunity to enjoy the North Shore lifestyle.

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.

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

INCLUDED ONE GARAGE SPACE! NEW Washer/Dryer Unit! Prime South Wilton location. Beautiful fully furnished 900SF one bedroom apartment/cottage. Family Room has fireplace with Dining Area, One Bedroom on 2nd floor, 1 full Bath on Main floor, and galley EFFICIENCY kitchen (no dishwasher) with plentiful open shelving. Large Office/Living Room space plus 3 closets. Tons of windows, doors and natural light. Peace and quiet on 2 acre property surrounded by mature plantings and lovely landscape. This is a very special opportunity!

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.

Welcome to this newly renovated 4-bedroom, 3-bath home on a quiet street in highly desirable South Wilton. The home offers a bright, open layout ideal for everyday living and entertaining, highlighted by a large family room with vaulted ceilings and abundant natural light. The newly updated kitchen features Quartz countertops, all new appliances, a large center island, and modern finishes, and opens seamlessly to the main living and dining areas. Upstairs, the primary suite includes a wall of built-in closets, a newly renovated bath with double vanities, and sliding doors to a Juliet balcony. Two additional bedrooms and a second full bath complete the second floor, while a second en-suite bedroom with new full bath offers excellent flexibility for guests, work-from-home space, or extended family. Floors have been resurfaced throughout, and the home offers excellent storage. The lower level features an oversized playroom or second family room with sliders to a screened-in porch with vaulted ceiling and access to the deck, perfect for outdoor entertaining. Additional highlights include a two-car attached garage, laundry room with brand-new washer and dryer, new central air conditioning, new heating boiler and water heater, whole-house propane generator, new garage door, and new septic system. Conveniently located close to Wilton and Westport town centers, award-winning schools, shopping, and commuter routes. Move-in ready and available for immediate occupancy.

Beautifully appointed contemporary Colonial on a quiet private road in Westport, just minutes from the beach, town shops, restaurants, and everyday conveniences. Offered fully furnished for a seasonal rental, this spacious home offers comfortable, sophisticated living. The home features high-end European furnishings from distinguished designers, an impressive collection of artwork, and carefully selected finishes. The main level includes a light-filled Great Room and chef's kitchen with a substantial stone island, gas range, geometric backsplash, and breakfast bar. The living areas open to a private stone patio and beautifully landscaped grounds. Upstairs, the primary suite offers a peaceful retreat with a distinctive barn-door entry and spa-inspired bath featuring a deep freestanding soaking tub and tree-lined views. An additional bedroom is comfortably furnished for guests. The lower level and other flexible spaces offer room for a home office, additional living area, fitness space, guest area, or private retreat. With generous space throughout, the layout can adapt easily to different needs. Fully furnished and move-in ready, this Westport home combines high-end European design, curated artwork, generous living space, and a private setting close to the beach, shops, and restaurants.

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!

COMPLETELY RENNOVATED IN BAYVILLE! Welcome to 3 Ellison Street, where the character of a 1914 home meets the comfort, flow and finishes of today. Completely gut-renovated, this 3-bedroom, 2-full-bath home offers the best of both worlds—original charm and character alongside an entirely reimagined interior designed for modern living. Inside, 5-inch-wide white oak floors run throughout a bright, beautifully finished layout. The first floor features a spacious living room, formal dining area and brand-new eat-in kitchen outfitted with top-of-the-line appliances. A climate-controlled bonus room adds incredible flexibility and can easily serve as a mudroom, home office, playroom, or additional living space. A full bath on this level adds to the convenience and functionality of the home. Upstairs, you'll find three spacious bedrooms with generous closet space, including walk-in closets, along with a beautifully finished full bath. The primary bedroom also enjoys seasonal water views. And when it comes to storage, this home has plenty. A full pull-down attic with impressive standing height provides abundant storage, while the unfinished basement offers even more space along with a dedicated laundry area. A garage and newly paved driveway provide additional convenience, while the private deck and yard create the perfect outdoor space to relax and entertain. And then there’s Bayville. Set in one of the North Shore’s most distinctive waterfront communities, 3 Ellison puts you close to the beaches, boating, marinas and local favorites that give Bayville its unique character. Enjoy summer days by the water, evenings along the harbor, and the sense of community that makes this village so special. Historic character, modern luxury and coastal living—all wrapped into one very special home. Don’t let this one pass you by.

Welcome to 397 Midland - a beautifully maintained & updated home offers easy living and unbeatable convenience to town, Midland School, the train, and favorite local restaurants and delis. With both a welcoming entrance on the front & back of the home, there is tons of opportunity how this unit can live. Enter via Midland Ave into a welcoming front stoop with a versatile entry room with abundant closet space. The main floor also features two comfortable bedrooms and recently updated full bath. The charming back entrance with staircase, abutting a stone patio, could become your primary entrance and utilize the bonus room on the first floor as a Third Bedroom! The lower level provides flexible space off of the Kitchen that can serve as a Formal Dining Area, Play Room, or additional Recreation room. The Kitchen cabinets have been freshly painted with brand new stainless steel appliances, gas range with microwave hood, dishwasher, and fridge with ice maker. The lower level has convenient access to unfinished storage with a brand new washer and dryer, with a door to the outside for convenience. One parking space is included in the shared driveway, with additional street parking available. Thoughtfully maintained by excellent landlords, this home is truly a gem in an ideal Rye location.

NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.

Large Renovated 2 Bedroom, 1 Bath apartment close to town and train in Rye. Apartment has been renovated including new windows,, New kitchen including cabinets, quartz counters, floor and appliances, wood floors refinished, window treatments, washer/dryer, central air conditioning, Nest control for heat & a/c. Unit comes with two off street parking spaces. Tenant only pay gas & electric,Wifi. LeaseTerm: 12 Months or more. Bathroom currently being enlarged and renovated.

NEW 4 bedroom 4.5 bath townhome in the city of Rye close to all. This home features over 2,800 sq feet of living space with an open floor plan, The main level has a beautiful kitchen with large center island, stainless steel appliances, quartz countertop and backsplash, living room with fireplace, powder room, and sliding glass doors to a private deck overlooking the back yard. The second floor has a magnificent primary bedroom with a full bath, and spacious closets, 2 additional bedrooms, a hall bath, and washer/dryer. The 3rd level has a 4th bedroom, family room and a full bath, it can also be utilized as a private office, guest suite, or additional play area. The lower level is a large finished recreational room, with a gym, a full bath, natural light, and high ceilings.