luxury properties for rent Fairfield County, United States

Bring your bathing suits and kayaks! Come and enjoy this fabulous riverfront oasis! This elegant home offers a flexible open floor plan with multiple home office options. The expansive chef's kitchen opens to the exceptional outdoor entertaining space with charming wrap-around covered porches, stone patios and stunning pool where lazy afternoons are enjoyed. The primary bedroom suite has 2 spacious dressing rooms, spa bath, office and separate sitting room all with sensational bucolic views, plus 3 additional en-suite bedrooms comprise the remainder second floor living space. There is also a separate secluded guest wing. The walk-out finished lower level with bedroom au pair/in-law set up, full and half baths, game room plus generator all at sited the end of a quiet cul-de-sac.

Come live your best Summer at the Beach. Just steps from a private deeded beach that you share with 12 houses at the end of a quiet dead end street. You can soak up Summer everyday by paddle boarding to a sandy beach island off the coast (2 paddle boards included). This gorgeous updated five bedroom property is an entertainer's dream and a retreat for those who want to get away to relax, while only being 1 hour away from NYC. Inside you can enjoy beautiful water views from almost every room in the house. The heart of the home is an open concept space with a chef's kitchen, casual living area with a wood burning fireplace and a dining area to provide the perfect place to gather. Sliding doors lead to the expansive deck that provides an area to sip morning coffee, watch tv, grill out for dinner and dry off after a dip in the jacuzzi. Corn hole, volleyball net, Giant Jenga, bikes, fire pit, numerous lounging options, outdoor TV, grill and dining table provide amble ways to enjoy the backyard. Two bedrooms, a dedicated office set up for 2, a gym, and an oversized family room and 2 full baths, round out downstairs. Upstairs has 3 bedrooms, and one with french doors leading out to the large terrace where you can enjoy the sunset while sipping your beverage of choice, and one NEWLY updated bath with a sauna to unwind. The property is less than a 5 minute drive to the Metro North and downtown Stamford, and minutes to Cove and Cummings Beach.

Experience the epitome of tranquility in this country retreat nestled on an 18-acre paradise in Redding, CT. Backed by a sprawling 100+ acre Samuel E. Hill Little River Nature Preserve and Robins Trail, this hidden oasis offers unparalleled privacy and stunning views from every room. With 4 bedrooms, 3 full baths, and 4 fireplaces, this home combines rustic charm with modern comfort. Indulge in hiking, cross-country skiing and snowshoeing, right from your doorstep. Entertain guests year-round on the custom stonework outdoor patio, complete with a restaurant-grade wood-burning pizza oven. Located just under 90 mins from NYC , surrender to the serenity of nature and make this retreat your own.

TOO GOOD TO BE TRUE! Once you turn the bend on Harbor Road it is like a retreat in the fabulous town of Westport! This gorgeous 3 bedroom, 2.1 bath with a sleeping loft is relaxing in a gorgeous beach community. If you always wanted to try beach living this is the place for you. The entire house is sun-drenched and has water views from almost every room! This home also boasts a stone patio and outdoor fireplace for family and friends to gather. Saugatuck Shores beach community is a fun and friendly neighborhood. -- The property is close to Saugatuck Rowing Club which has a beautiful fitness facility and restaurant. It is super easy to commute from the train station away from the traffic. Close proximity to other fabulous restaurants like Tarantino's, Gabriele's and The Whelk to name a few. Best of all is this home has front row seating on an amazing deck overlooking the water to the 4th of July fireworks celebration. - Imagine waking up to a full view of the sunrise every morning! Come and take a walk along the sound with a beautiful view of the lighthouse and relax and the beach. A moment of zen in the heart of Westport Connecticut!

Welcome to your dream summer retreat in Rowayton Beach Association! Available from 8/2-9/2, this stunning property offers an unparalleled experience for those seeking the ultimate summer getaway. $25,000 for 8/2-8/29, $30,000 8/2-9/2 including Labor Day, immerse yourself in luxury and convenience.This home boasts 360-degree views and is just a short stroll away from not one, but two beaches, the RBA boat house, and all the summer activities Rowayton has to offer. Imagine watching the 4th of July fireworks from your private rooftop deck or enjoying concerts on the beach, all within walking distance from your doorstep. Step inside this custom-designed home to discover a chef's kitchen, complete with top-of-the-line appliances and finishes. With three sets of sliding French doors opening to a private garden oasis, indoor-outdoor living has never been more seamless.Retreat to the primary bedroom featuring a private balcony with water views, ample closet space, and a luxurious marble spa bath. Two additional bedrooms each with their own full baths ensure comfort and privacy for all guests. Ascend to the sun-drenched third-floor office where sparkling water views inspire productivity (complete with guest daybed), and access the private rooftop deck to soak in the sights and sounds of summer. With all these amenities just an hour away from NYC, make this your best summer yet. Don't miss out on this chance to live the ultimate beach lifestyle in Rowayton.

Discover the epitome of Connecticut summer living in the picturesque, harbor town of Southport, CT! This superbly located, luxurious 5 BR, 6 BA Antique Colonial promises a memorable summer escape. Available August 1-31st...One of the most admired, stately homes in iconic Southport Village! Selected for the annual Garden Stroll, The Frances Jelliff House (c. 1838) offers exquisite design features inside and out. Enjoy all the splendors of summertime fun in this beautifully updated Greek Revival home, where historic significance and classic architecture blend seamlessly with everyday comforts + chic living. Outside, step into a delightful, private haven highlighted with breathtaking gardens in full summer bloom (think fresh flowers every day) and multiple entertaining spaces, including a charming covered porch, 2 terraces for dining al fresco, plus a firepit for warm, starlit evenings. There's even a LL walk-out studio apartment for au pair or other guests. Idyllically located - scenic Southport Harbor and the quaint Village shops at the end of the street (.2 miles) Close to Southport beach - The Frances Jelliff House guarantees a magnificent summer respite from the harried city life!

Beautiful open, bright, newly renovated home. POOL is heated and salt water. Fenced in backyard with patio for entertaining. Outdoor TV. Short distance to town for restaurants, & shopping. 7 min drive to the beach. Across the street are public tennis courts and baseball fields. Close to all conveniences and amenities.

Spacious Beach House available for the summer months. In the heart of the beach area, 453 Birch welcomes you home with four to five bedrooms, updated kitchen, first floor full bath, private yard and spacious upper deck. The newer kitchen has granite counter tops and gas stove. Nearby is a living room for all to gather. Upstairs there are four spacious bedrooms, all with great closet space, and the second full bathroom. Outside you'll find a large deck, and peaceful and private yard. Shady trees, blooming bushes and fragrant flowers provide a serene getaway, right in your backyard! This home is nestled perfectly between downtown Fairfield and Penfield Beach on one of the most desirable streets in the beach area. A short distance to the beach, parks, playgrounds, schools, downtown, the library, restaurants, the train station, and more.

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2024 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens, stone walls and chickens (!) along with an inground gunite pool and hardcourt tennis court. Beyond the property's large private pond are the distant country views that help to create this most peaceful country setting. Available for the month of June for $18,000; July and August at $20,000 per month. Memorial Day - Labor Day for $55,000.

Experience the ultimate beach getaway on the Connecticut Shoreline. This waterfront beach house in the charming community of Saugatuck Island offers all the amenities you need. With its bright and airy atmosphere, you can relax and take in the breathtaking views of Long Island Sound. The Primary Suite has access to an expansive deck where you can watch sunsets and aquatic life. Access the water from the home's private dock. The Island boasts its own private beach, park, boat launching ramp, and walking trail. It is also home to a world-class sailing club. The home is located close to town amenities and transportation for convenience. Trendy Saugatuck restaurant scene is a must visit during your stay. Don't miss out on this exceptional living experience. Book now! Home offers exceptional living experience. Book now!

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Bonus windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large kitchen island with bar seating. The formal dining room and outside deck area with BBQ grill are both accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The outdoor area includes a circular driveway with fountain, fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool. Available Summer 2024 (May 20-Sept 20) for $20,000 per month plus utilities.