Westport CT Real Estate & Homes for Rent

Indulge yourself this summer and escape to this impressive and welcoming farmhouse retreat. Magical gardens and an impeccably curated interior offer every gracious amenity for refined casual living both inside and out. Completely updated professional chef's kitchen with island and separate dining area. Gathering room with vaulted ceiling, fireplace and billiard table. Romantic and secluded master retreat with fireplace and balcony. Each of the charming family bedrooms offers full or queen beds and sumptuous linens. The 6th bedroom is currently a dedicated home office with full bath. The fully finished 3rd floor is perfect to welcome weekend guests or nanny. Relax on the screened porch or on the rear terrace with barbeque and a new fire pit, all overlooking the inviting pool & secluded spa. The fully fenced property offers ample space for play amid the incomparable beauty of the gardens in bloom.

Enjoy the summer month of August in Westport in this super charming, walk-to-town antique with covered patios and private in-ground pool. Country kitchen, and two family rooms enhance your experience. a formal dining room with original wide board floors and fireplace will remind you of staying in your own Bed and Breakfast! An inviting library overlooking the pool area creates a sense of calm after your day out and about!

Beautifully renovated apartment with private entrance. Close to all amenities. Walk to train and restaurants. One or more of this property's owners is a Real Estate Licensee.

Welcome to your perfect summer retreat in the heart of Westport! This enchanting fully renovated Cape Cod home combines modern luxury with classic New England charm. Every aspect of the house has been updated, including brand-new interiors and central air conditioning for ultimate comfort. The flat backyard, adorned with string lights, offers a spacious deck and a hammock for serene summer evenings. Its prime location allows for easy walks to both the local train station and the pristine beach, ensuring your summer activities are effortlessly accessible. Venture into the trendy area of Saugatuck, just a stroll away, to enjoy vibrant dining and the lively local scene. This home is close to Westport's beautiful beach and the town center, where unique shops, eateries, and cultural attractions await. Embrace the opportunity to make unforgettable memories in this idyllic summer rental, where convenience meets elegance. Book now to experience all Westport offers from the comfort of this charming Cape Cod home. Available for July.

AUGUST ONLY!!~FABULOUS OPEN CONCEPT LIVING SPACE WITH LOTS OF LIGHT FACING THE WATER. 3226 SQ FT WATERFRONT FURNISHED RENTAL. Wrap around porch facing water. HUGE YARD. Hear the waves and watch the sun come up every morning! 3 Bdm ensuite (private baths) lots of extra parking 6+ cars and 2 car garage. Tons of storage space ! This rental has lower level which is extremely rare at the beach. Hardwood floors throughout most of home.

Completely renovated Nantucket inspired cottage with cobblestone apron and crushed oyster shell driveway available for the month of August 18K or a furnished yearly starting in August or an academic year 12k a month rental. 90 steps from Compo Beach! Easy flowing Living/dining room with exposed distressed beams and oversize windows maximizing water views from almost every room. Cooks kitchen w Thermador appliances, a coffee bar and all the accessories you could wish for. Large deck off kitchen w fire pit table & a Weber grill for BBQs whenever you like. Deep manicured lawn w sprinkler system, outdoor shower and bonus studio w Wifi possible office or gym. Second floor includes a Master bedroom with private deck with sectional & fire pit to enjoy spectacular sunsets and a another bedroom with two twin beds. Lawn service and housekeeper maintained by owner. Outdoor shower. Westport also has a municipal country club called Longshore which offers a newly renovated 18-hole golf course, tennis and paddleboard courts, two swimming pools, and sailing school (with boat, kayak and canoe rentals) Enjoy water community living at its best! 10 minutes to Metro north (commuter bus available) and I95.

FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K Completely RENOVATED MOD CHiC !! Phenomenal WIDE WATER VIEWS. BIG covered front porch with outdoor fire pit in front yard and outdoor shower. Best Compo Beach views~Sunrise and Moonrise each day. FRONT ROW SEAT for 4th of July fireworks! Plenty of parking(6 cars, very rare) at this 4BD 2.2 Bath Compo Beach Bungalow. Come enjoy this incredible home with all the fun toys available for the best summer/fall ever. Kayaks/ Paddle boards/beach chairs available for tenants use. Can also be school year rental.

Rare opportunity to enjoy this newly refreshed contemporary home with pool, hot tub, private beach and endless views of Long Island Sound. Feeling like a world away, yet close to shopping, dining and all transportation, this modern sun-filled home offers an open floor plan with new windows and lovely natural light and dramatic water views from almost every room. Modern furnishings, updated kitchen and baths plus decks and balconies delight at every turn. A large, grassy lawn leads to the private beach. Savor spectacular sunsets overlooking the water in your private sanctuary on Shorehaven.

Enjoy the summer at this well maintained Custom Colonial with a gorgeous pool, expansive covered patio, fabulous yard in the heart of Westport. Featuring an open spacious floor plan, gourmet kitchen with large center island leading to the dining room, family room with a dramatic two sided floor to ceiling stone fireplace. Walls of glass open to the stone patio overlooking a private, fenced acre, in-ground pool, green house/barn. The 2nd floor includes a large primary suite plus 3 generously sized bedrooms all en-suite. Minutes to all town amenities, train, shopping, beaches, schools. Rental options include May, June (20K per month), July, August (25K), September (20K), negotiable for 4 month term

FANTASTIC OPPORTUNITY TO SPEND 1+WEEKS IN THIS STUNNING CENTRALLY LOCATED HOME ON A CUL-DE SAC.AVAILABLE 6/7-9/1,FLEXIBLE(WEEKLY$6500.MONTHLY $22K) HOUSEKEEPING INCLUDED,GORGEOUS SUN-FILLED. 4 LOVELY FLOORS TO ENJOY. 5 BEDS.(1 USED AS OFFICE) LARGE PRIVATE FENCED YARD FOR OUTDOOR FUN, BEAUTIFUL PATIO W/GRILL FOR ENTERTAINING.AWESOME MEDIA ROOM & EXERCISE STUDIO. DESIRABLE CUL DE SAC. A SHORT STROLL INTO TOWN.MINUTES TO COMPO BEACH,LEVITT PAVILION W/FREE CONCERTS 6 NIGHTS A WEEK!!LONGSHORE COUNTRY CLUB & TRAIN,NO SMOKING! HYPOALLERGENIC DOG CONSIDERED ONLY! EMAIL LIST AGENT W/QUESTIONS & OFFERS.

Fabulous location in highly desirable Winslow Park neighborhood, at end of cul-de-sac. This newer home, built in 2015, is the perfect summer rental, available for the 2024 summer season (June 19 - September 2). Walk to town and to the Westport Country Playhouse from this convenient, central Westport location just minutes from the train, Compo Beach and other area amenities. This Robert Storm designed home has a masterful floor plan with soaring ceilings, transitional finishes, state of the art kitchen and oversized family room with double patio doors. Large outdoor entertainment areas are complete with BBQ and tasteful furnishings. The main floor also features a home office. Upstairs you will find an oversized primary bedroom suite with king bed, fireplace, cathedral ceilings, and spa bath. There are 4 additional bedrooms on the second floor, two with private bathrooms (queen- and full-sized beds) and 2 bedrooms (queen- and full-sized beds) with a jack and jill bathroom. The second floor also features a spacious laundry room. Finished lower level includes a walk-out 6th Bedroom (queen bed), full bath, exercise room, home theater complete with reclining seating and rec/playroom (complete with ping pong/air hockey table).

Stunning 5 bedroom, 4.5 bath home that was brought down to the studs & rebuilt in 2021! Amazing open layout with hardwood floors, cathedral ceiling, beams & gas fireplace! Stunning eat-in-kitchen with quartz counters, stainless steel appliances, center island & state of the art lighting! Amazing primary bedroom with cathedral ceiling, ceiling fan, balcony, walk in closet (w/closet organizer) & full bath (with walk in shower) & double sinks. 2 additional bedrooms on main floor. The lower level features a large family room, 2 additional bedrooms (1 an ensuite - perfect for au pair/nanny/guest suite) and another full bath. An amazing layout for an in-law/au pair/guest situation! Mudroom with built in cubbies. C/A. 2 car attached garage. Large, level front yard perfect for a swing set! Paved driveway. Conveniently located close to all schools. Sought after cul-de-sac with lovely homes. Must see!

This is a great opportunity to live in an amazing move-in ready home in one of the most desirable locations in Westport! This spacious dream home is just a stone's throw to the Beach and Greens Farms Train Station, offering an open floorplan with 4 bedrooms and 3 baths on 1.8 acres of land. a possible in-law suite (or guest suite) located on the 1st floor, with a large bedroom, full bath, laundry, handy 2nd kitchen, walk-in pantry, and a large family room with fireplace and beautiful glass sliding doors that open to the backyard. Walk up a beautiful staircase to the upper level through the two-story foyer filled with natural sunlight that leads to the 2nd level eat-in kitchen w/sliding doors opening to a beautiful deck overlooking picturesque views of nature at its finest. The kitchen connects to a large formal dining room and living room for a perfect entertaining arrangement. On the 2nd level there is a primary master suite with a newly renovated bathroom, large closets and beautiful views. There are 2 other spacious bedrooms and a full bath with laundry on the upper floor. This home is nestled away and very private, and at the same time is located in the most convenient location in Westport, just minutes away from Westport Center. Optimal location for NYC commuters!

5 Star like resort home designed by Peter Cadoux. Luxurious living on over 2 acres of manicured lawns and gardens. Arts and Crafts style home with best quality in finishes. Furnished tastefully with many new items including Living Room, Den and Bedroom decoration. Wide planked hardwood flooring throughout. 4 large bedrooms including Master Suite with balcony overlooking the glorious backyard and pool. Chef's kitchen stocked with everything you need plus all high end appliances. Butler's Pantry with wine storage. Cozy family room with fireplace, screened 3 season room, Dining Room, Living Room and Music Room with Kawai baby grand piano. The lower level is walkout to the pool, Spa and patio with full bath, dry sauna and steam shower. World Class fitness room with state of the art Cardio equipment, free weights, and machine weights. Stone pool is among the largest in Westport with spa, stone waterfall and outdoor kitchen. Enjoy the Pool area all day long with gas lit Tiki torch exterior lighting. Privacy abounds in the serenity of this one of a kind estate! Minutes to Town and all of Westport amenities. Come for the Summer or extend your stay with an annual rental.

Glorious sweeping views give way to this Westport iconic landmark property, overlooking a yacht basin, Long Island Sound, Cockenoe Island, and beyond. Steps to Compo Beach invite family and friends to idyllic days of fun in the sun. Exquisite custom design is evident in the exceptional craftsmanship throughout. Spacious primary bedroom offers balcony, water views, fireplace, two walk-in closets and the most amazing bath. The perfect spot for entertainment is created on the main level which features a covered porch, French doors, and a seamless flow for both indoor and outdoor entertaining. Come and enjoy the Compo Beach lifestyle year-round. Owner will consider a one year or more rental term.

Charming CT home set down a private lane in the prestigious Old Hill neighborhood of Westport. This bucolic estate is available for rent for the month of July 2024. Situated on 1.5 acres of beautifully landscaped, private grounds that includes a pool and tennis court, this is the summer rental you have been waiting for. Recently renovated and updated by the current owners, the chef's kitchen has top of the line appliances and opens up graciously to the vaulted ceiling family room. Formal and casual living spaces seamlessly blend together for quiet enjoyment. Imagine dinner on the screened in porch, s'mores around the wood burning fire pit, a leisurely game of tennis or a dip in the pool. All this and more just minutes from downtown Westport. Enjoy views of the manicured grounds from the luxurious master suite with marble bath and walk in closets. With five additional bedrooms and four full baths there is plenty of room for family and guests. And to stay in shape, the gym on the lower level includes a Peloton bike and treadmill! Easy walk to downtown Westport, minutes from the, I-95, the Merritt Parkway and the train - 60 minutes to NYC.

LARGE LOG HUNTING LODGE ON THE RIVER WITH INGROUND POOL BEUTIFUL GROUNDS VERY PRIVATE ONE FLOOR LIVING. 4 BEDROOMS 3.5 BATHS SLEEPS 8 TOTAL. 1 HOUR TO NYC BEACH ACCESS. WONDERFUL RARE OPPORTUNITY TO RENT THE HOME YOU ALL ALWAYS WONDERED ABOUT. THE BEAUTIFUL TRANQUIL RIVER VIEW LODGE LOG HOME THAT SITS ON THE MAJESTIC SAUGATUCK RIVER. WITH OVER 575+ FEET OF DIRECT WATER FRONTAGE VIEWS THAT WRAP AROUND THIS WONDERFUL HOME. THIS HOME HAS BEEN ENJOYED BY NUMEROUS THEATRICAL PEOPLE BEFORE THEN BECAME A PRIVATE RESIDENCE THAT HAS BEEEN PHOTOGRAPHED IN NUMEROUS MAGAZINES AND MULTIPLE HOUSE TOURS. COME ENJOY IT FOR THE SUMMER AND FALL IN LOVE AND WE COULD CONSIDER SELLING. MAY 25,000 / JUNE 30,000 / MONTH JULY AND AUGUST 40,000/ MONTH SEPTEMBER 25,000. A WONDERFUL VACATION CLOSE TO NYC PLEASE NO DRIVE BY PRIVATE ESTATE. Renter responsible for electricity and gas for the pool If less than 90 days, 15% tax required

Luxury loft apartment in downtown Westport. Large exposed wood beams, super high ceilings, and lots of natural light. Private balcony overlooking Main Street. Gourmet kitchen with stainless appliances, granite counters, and breakfast bar. High-end full bath, walk-in closet with built-ins, and private laundry. Walk to shopping, restaurants, library, and Saugatuck River. Great for home office use, too.

Idyllic retreat on Saugatuck Island available for summer rental. Enjoy a tranquil setting with amazing panaromic views of Long Island Sound. Relish coastal living in a spectacular setting including beaches, world-class sailing, walking paths, kayaking, bird watching and fishing at your door step. Drench yourself in the sun on one of several patios or decks. Water access is easy from your own private dock. Summer is complete with great dining in Westport's trendy restaurants. Convenience to town amenities and transporation are a great plus. Perfect setting for watching the sunset and entertaining, sure to create lasting memories.

Flexible Terms/Short Term Furnished Rental....Hilltop privacy on a pretty acre just 5 mins from downtown and ten mins from Compo Beach this bright and open Mediterranean style Cottage enjoys lots of morning and evening sun. Open Plan Kitchen and Living Room /Dining Area. Glass sliders to hilltop stone patio with views of the acre+ property. Full bathroom with skylight, tub and shower & mega Master Bedroom. Washer and Dryer in master bedroom closet. Storage tent for bicycles. All just a 5 minute drive to town, shops, train & highways. Fireplace is not functional and may not be used.

Single family home on approximately one acre with heated pool and two pool cottages available for rent. Hardwood floors throughout. No carpet. 3 bedrooms and 2 Waterworks renovated bathrooms - one en-suite w/ a shower and the other w/ a jacuzzi tub. Petite yet gourmet kitchen has granite counter tops and high end stainless steel appliances - Viking, Miele, LG. Living room/great room has soaring ceilings, a stone fireplace and a wall of windows welcoming in the afternoon sunlight. Farrow & Ball paints used throughout the home. Central air conditioning. Fully fenced back yard centers around large in-ground heated Wagner gunite pool with mature plantings, unique trees and shrubs and professional landscaping. The two separate garden cottages are perfect for reading, relaxing and meditating. Ample private parking. Dream location minutes from everything. Weekly rate is $4,500/week.

Welcome to Compo Beach! Charming summer rental for the Month of June $15,000, July at $20,000 and August at $15,000. Beautiful water views from almost every room, and your beach is a few steps away. A perfect location to summer in Westport, with a short walk to Longshore Club with golf, tennis, sailing, 3 pools and more. Have lunch or dinner at Longshore at La Plage Restaurant, and then see a play at the famed Westport Country Playhouse. Or a summer concert at the Levitt Pavilion. Be sure to enjoy the Westport July 4 fireworks at the beach, an exciting celebration every summer!

AVAILABLE JUNE 23-August 23 flexible start and end dates. Enjoy your summer at this wonderful Greens Farms Colonial. What a perfect spot to come home to, after a day at the beach! Spend your evenings on the screened porch & in the festive, private back yard with a great patio featuring multiple seating areas, fire pit, hot tub (with outdoor smart TV) and swing set. The main level offers a living room complete with a comfortable TV area, a spacious country Eat-in Kitchen plus a Home Office -no need to travel to work from here! 3 sweet Bedrooms upstairs share a bath. The Primary has a king sized bed. One Bedroom has a twin with a trundle bed that opens to a king. The other has two twins and one twin has a trundle. The lower level offers a Home Theater, complete with recliners, plus the laundry. Detached Garage has been converted to an Entertainment/Lounge/Game Room with smart TV, piano and more! Owners reserve walk-up attic for their belongings. Just over an hour by train service from NYC. Enjoy all that Westport has to offer including great dining, Compo Beach, Longshore Country Club, Westport Country Playhouse and concerts under the stars all summer long at the Levitt Pavillion

A CLEAN LIVING HOME ! A HOME STOCKED WITH ALL NON CHEMICAL ORGANIC PRODUCTS, FRAGRANCE FREE & HYPOALLERGENIC. WE WELCOME CLEAN LIVING TENANTS IN THIS HOME. FRAGRANCE FREE, OWNERS ARE SENSITIVE TO ALL FRAGRANCE, PLEASE CONSIDER RESPECTFULLY. Premiere home situated in Old Hill of Westport. Available June 16th through August 29th. Tranquil space, organic & calming with a particularly comfortable & sophisticated modern interior all set on Nash's Pond! Temperature controlled, saltwater pool convenient with a changing area/ bathroom, launch kayaks, paddleboards, canoes, and relish in the water! Spa-like contemporary interior w/ a consistent wall of windows, a peace-like serenity in this beautiful home. Three-story home with an elevator offering an en-suite with every bedroom. 5 minutes to downtown Westport and 7 minutes to Saugatuck, 5 minutes to metro north, easy commute. Gourmet Kitchen and every bedroom with a private full bathroom. A phenomenal view. 1.9 Miles to Metro North, 5 Minutes to rejuvenated Downtown Westport, 10 Minutes to Compo Beach, Long Shore, Golf/Tennis/Beach, and more. 75 Minutes to midtown Manhattan. Top-notch gourmet food is found throughout Westport. Enjoy cultural treats like the Levitt Pavillion for the performing arts and The Westport Playhouse. A cleaning person is required. See Tenant Responsibilities and have a wonderful summer!

Welcome to Apartment 1 in Saugatuck, Westport - a newly renovated 2-bed, 1-bath unit with a sleek kitchen featuring white cabinetry, quartz countertops, and modern appliances, including a gas oven range and six-burner cooktop. ALL UTILITIES INCLUDED IN THE RENT & PRIVATE PARKING LOT OFF SAUGATUCK AVENUE BEHIND THE HOUSE, ADDITIONAL STORAGE IN THE BASEMENT. NO ONE ABOVE OR BELOW YOU. With in-unit washer and dryer, this apartment combines style and convenience. Situated near Saugatuck train station, this prime location offers easy commuting via Metro-North to NYC and neighboring areas. The apartment's proximity to a vibrant downtown with shops, restaurants, and entertainment makes it an ideal rental choice. Don't miss the chance to experience comfort and modern living at Apartment 1.