luxury houses with pool for rent Fairfield County, United States

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

This light and bright 2BR/3BA condo in desirable Prospect Woods is in a terrific location close to town, the ACT Theatre, shopping, restaurants, schools, the library, and everything Ridgefield offers! With two ensuite bedrooms on the upper level and a full, newly updated bath on the main level, the den could also be utilized as a guest room/third bedroom. Spacious rooms, a private deck in the back, and gorgeous views of the trees from the front of the house. You'll have a two-car tandem garage, guest parking, and access to the complex pool. Just move in and enjoy!

Charming renovated farmhouse set on a beautiful level acre in one of Riverside's most sought-after locations. A heated pool surrounded by expansive terraces and mature gardens offers a private outdoor retreat . Thoughtfully updated interiors feature an open-concept eat-in kitchen and family room, an oversized sun-filled living room adjoining the formal dining room, and a cozy den ideal for a home office or library. The second floor offers a spacious primary suite, three additional bedrooms, a full bath, and a nursery or second office. Approximately 800 additional square feet in the finished third floor playroom, the detached garage with a gym and full bath and a second floor office or playroom. Two garage bays with storage. Offered furnished or unfurnished. Rental Terms: Annual: $24,000 Per Month

On a park-like private cul de sac; in Westport's Coleytown area....Imagine living smack dab inside one of the town's loveliest Formal Gardens! Welcome to Blau House, a stunning Mid-Century Modern home, nestled tranquilly, minutes from the Merritt and Downtown Westport, with its Beaches, Public Golf and other outstanding amenities! Rustic yet sophisticated living in the heart of this upscale water community....3,300 SF of Open, High-Ceilinged and Light-Filled space. The Kitchen/Living Room, with its charming, timber beams, is one of several distinct and unique interior environments, all seamlessly connecting with the spectacular Gardens, creating a colorful and ever-changing visual display from inside the home. Indulge in the Great Room with soaring Cathedral ceilings. Unwind in the Solarium, or take a refreshing dip in the Indoor Pool--ideal for year-round relaxation, fitness, and entertaining. The modernized Kitchen, equipped with high-end appliances, caters to both casual cooks and culinary enthusiasts. Lounge on the comfortable Screened Porch, surrounded by lush Nature. Retreat to one of the three Bedrooms, each with its own lovely garden views. The Finished Lower Level features a sauna, and a mirrored wall for dance or exercise. Garage has an EV charger. Blau House is a sanctuary of peace and elegance. This Rental is perfect for those who cherish the warmth of natural materials, and a seamless blend of indoor and outdoor spaces.

SUMMER SEASONAL RENTAL - Available 7/1/26 to 8/23/26. 4 week minimum preferred. Rent is $9K per week. Looking to escape the city for a countryside retreat in a private setting that provides plenty of room for entertainment, an in-ground heated pool, tennis court, golf chipping area and firepit seating? Look no further...Experience all that summer has to offer at your own private summer camp. Sprawling 5 bedroom, 5.5 bath country ranch on 4+ private acres. Spend warm summer days by the pool, host your own tennis tournament or play games on the rolling lawn. Enjoy relaxing summer nights dining al fresco by the pool or watching shooting stars sitting by the firepit - life doesn't get better than this. Many recent updates to this home give it a chic modern vibe.

Stunning! This beautifully updated 2-3-bedroom, 3.5-bath townhome in the sought-after Rivington community offers a modern layout and flexible living space. The main level features a renovated kitchen with tile backsplash, new hardwood floors, updated lighting, and an open design with built-ins, a contemporary gas fireplace, and sliding doors that fill the space with natural light. Upstairs are two en-suite bedrooms, including a primary suite with a vaulted ceiling, lovely views, a spacious bath, and a walk-in closet. The lower level provides direct garage access and a separate exterior entrance to the side lawn. A large bonus room with full bath, wider doorways, and level entry from the garage offers excellent versatility for a family room, home office, guest suite, or additional bedroom. Enjoy all of the amenities that Rivington has to offer - indoor/outdoor pool, tennis, pickleball, gym, and social events. Easy living!

Welcome to 15 Scuppo Rd, a well-maintained end-unit townhouse in the sought-after Mill Plain area of Danbury. This bright and inviting home offers a comfortable layout with a spacious living and dining area, perfect for everyday living or entertaining. The kitchen features ample cabinetry and convenient access to the dining space. Upstairs, the primary bedroom includes a generous walk-in closet and Jack-and-Jill access to a full bath, while the second bedroom offers flexibility for guests, a home office, or additional living space. A finished lower level provides bonus space for a gym, playroom, or office and includes in-unit laundry. Additional highlights include central air, an attached 1-car garage, and plenty of storage throughout. Enjoy HOA amenities including a pool and clubhouse, all while being close to shopping, dining, I-84, and everything Danbury has to offer. Move right in and enjoy!

A quiet country lane near the Lake Club (pool lake and tennis club) introduces this lovely Colonial set back on a beautiful, level property. The desirable open floor plan encompassing a warm and inviting kitchen and family room w/ a stone fireplace encourages lingering and relaxation. The gracious living room also with a fireplace and an expansive dining room are perfect for more formal entertaining. A large bonus room, 1st floor office, laundry and mudroom complete this level. The master suite enjoys a full bath and walk-in closet. Down the hall are three additional bedrooms and large hall bath. Finished walk-out lower level. Convenient location.

The ideal country House for your unforgettable Summer/Fall In Greenwich. Available from June 21st - September 13th. This amazing shingle style home was custom built in 2010 and offers 8482 square feet of beautifully detailed interior spaces with high ceilings Throughout. Offering graciously scaled public rooms, a private study, gorgeous formal dining room, a gourmet kitchen with breakfast room, access to a deck as well as a terrace for alfresco dining, fun filled third floor game room, 6 wonderful family bedroom suites, a walkout lower level with exercise room and a gorgeous brand new pool with spa! Rental Terms: Annual: $39,500 Per Month

Summer rental in Riverside, available Memorial day through Labor day, (flexible into September) Beautifully furnished and privately set, this serene retreat features a heated pool, expansive terrace, and charming screened in porch overlooking lush gardens-ideal for effortless summer living. The open floor plan offers exceptional entertaining spaces, including a dining room with fireplace and a generous family room with a second fireplace. The gourmet eat-in kitchen is thoughtfully designed for both everyday living and hosting. Recent updates include a new primary bath and custom closet, along with a first floor bath. Enjoy close proximity to the village of Old Greenwich, train station and Tod's Point Beach with its miles of scenic nature trails and shoreline. Rental Terms: Annual: $28,000 Per Month