500+ Connecticut Rentals

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Main Street
$7,800

Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24070392

This inviting rental property features charming exterior accents while maximizing space and welcoming natural light and elements inside. The interior has been freshly painted, and the bathrooms remodeled. Available for a 2 to 3-year lease. 310 Main Street features a Town of Westport approved HOME OCCUPATION professional space with a separate, handicap accessible exterior entrance on the lower level, making it perfect for a professional business with 2 offices and a waiting room. Alternatively, the lower level could be used to extend your living area with 2 additional bedrooms and a shared full bathroom. This home provides an ideal location for both business and living! 310 Main Street is a delightful home set within Westport's vibrant in-town neighborhood, offering a convenient 'walk to town' location. It is within walking distance of Westport's downtown shopping and dining scene, the Levitt Pavilion, the Westport Library, River Walk and more. The living area...

(203) 253-1800

Old Sharon Road
$7,500

Sharon, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24063386

~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs, each offering serene views of the surrounding nature. The heart of the home is the formal dining room and inviting living room (with elegant furnishings) each anchored by fireplaces that provide warmth and ambiance for gatherings. Rich wood paneling and an abundance of windows create a refined yet comfortable atmosphere in the den/library - an ideal retreat for quiet contemplation or enjoying your favorite literature. The large kitchen is a culinary enthusiast's delight, offering ample space for creating gourmet meals and entertaining guests. Step outside to the west-facing stone patio, where...

(203) 253-1800

Looking Glass Hill Road
$7,500

Litchfield, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24048149

Nature lover's retreat in desirable Bantam/Litchfield CT. Stone post and beam in private oasis with heated pool, fishing pond, views of the great outdoors from nearly every window. Totally serene setting but not remote. 5 minutes to great restaurants, shops, conveniences, hiking trails and lakes. Country living at its best. Totally unique getaway. Available Nov 15- May 15. Also listed as summer rental beginning May 28 2025.

(203) 253-1800

Longdean Road
$7,500

Fairfield, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24061685

2025 SUMMER FURNISHED JUNE-AUGUST. A charming cape-cod located on a quiet cul-de-sac in one of the most desirable and walkable neighborhoods in Fairfield Beach! Step through the front door and to the right, find the dining room with a wood-burning brick fireplace. Adjacent, discover the kitchen with ample cabinetry, SS appliances, granite countertop and sliding glass doors that open to the oversized trex deck. Enjoy your dinner sitting fireside indoors or sit out where the private and tranquil views are abundant. Down the hall, locate the convenient first floor full-bath, bedroom/office and large living room with cable hook-up. On the second level, notice the newly remodeled bathroom with laminate flooring and a sliding glass door to the beautiful stall shower with tile surrounds. The remaining two large bedrooms with wall-to wall-closet space complete this level along with a private balcony off the master bedroom. Brand new central air, flooring, upstairs...

(203) 253-1800

Long River Road
$7,500

Sherman, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 4
Web ID: 24040253

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. Additional 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...

(203) 253-1800

Lake Road
$7,500

Warren, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24052252

Avail Oct 15, 2024 thru May 15, 2025 @ $7,500 per month. This one of a kind Lake Waramaug property offers lake access with a dock and maintains complete privacy and tranquility on over 30 acres. The property features an antique barn, gracious lawns and is surrounded by land trust trails for hiking. It is situated just off the lake with a short level walk down the driveway to the dock and a short drive to the town beach. It is also just a mile from the picturesque village of New Preston with its world class shops, wine /pizza bar, and local produce/takeout options. The stylishly furnished main house has 4 bedrooms, each with a queen bed and 3 full baths. The sunroom opens to a terrace which overlooks a serene private pond, 100+ year old trees and sunset views. The stunning Party barn has a vintage bar, seating area,...

(203) 253-1800

Harbor Avenue
$7,500

Madison, CT
Rental
Rooms: 4
Bedrooms: 2
Bathrooms: 2
Web ID: 24067332

MONTH OF AUGUST!... You don't want to miss this one... A short walk to a nice sandy beach on Long Island Sound. Cozy and efficient Bungalow in Beach Community. Open Floor Plan. Kitchen with granite counters, hardwood floors throughout, central air conditioning. First Floor Master Bedroom with full bath and king bed, and second bedroom is on the upper floor with 2 single beds and its own bathroom. Sleeps 4 comfortably. Always as neat as a pin. Sliders from Great Room to large Bluestone Patio. Backyard is fenced for privacy.

(203) 253-1800

Geer Mountain Road
$7,500

Kent, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 3
Web ID: 24026601

FURNISHED RENTAL AVAILABLE @ $7,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC metro north train. 90 min drive to Midtown. Inquire about flexible rental terms and summer rental availability and pricing.

(203) 253-1800

Fairfield Beach Road
$7,500

Fairfield, CT
Rental
Rooms: 8
Bedrooms: 6
Bathrooms: 4
Web ID: 24051958

***Weekly Summer Rental 6 Nights, 7 Days. Academic rental also available.***ENJOY A TASTE OF BEACHFRONT/WATERFRONT LIVING! Amazing views from sunrise to sunset! Walk from your deck to the inviting waters of Long Island Sound. Whether you enjoy swimming, lounging, biking, fishing or tubing this is the place for you. Enjoy panoramic views of the water & sky. Visit local restaurants, attend concerts on the green, tennis, golfing, biking, dining, shopping just 5 minutes from your door. Minutes from downtown Fairfield, Metro North, I-95, 1 hour from Manhattan and 1 1/2 hour from the casino. This beautiful furnished beach front home contains 6 bedrooms, 4 bathrooms, sleeps up to 11 people. Flat screen TV in living room and master bed room. Wireless internet access and air conditioning!!

(203) 253-1800

Cornwall Bridge Road
$7,500

Sharon, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24074488

Fabulous Summer Rental minutes to the center of Sharon. Enjoy this ultra-private French Country-inspired home approached by a long winding drive through the woods. Ideal as a short-term rental and only 2 minutes to the center of Sharon! Lovely hilltop home has a gracious entry leading to a living room with fireplace, and dining room. Open concept kitchen and breakfast room make for easy conversation while cooking. 3 sunny bedrooms with large picture windows, 2.5 baths, and cozy study complete this comfortable one-level layout. Bluestone patio is perfectly positioned for outdoor dining to capture sunsets across the level and expansive backyard. Close to Hotchkiss, Salisbury School, Millbrook School and Indian Mountain School. Easy drive to Dutchess County. Less than 15 minutes to Wassaic train and only 2 hours to NYC. Ideal country retreat! Ask at other time periods all year round! WiFi and Internet.

(203) 253-1800

Church Lane 307
$7,500

Westport, CT
Rental
Rooms: 5
Bedrooms: 2
Bathrooms: 2
Web ID: 24067892

~HIGH END LIVING~ This home is located in the Golden Triangle of downtown Westport. Bedford Square is a unique multi-purpose destination that includes premier residences, beautiful public areas, high-end retail and dining. Bedford Square is the culmination of the renovation and restoration of the stately 1923 Bedford Mansion and historic Firehouse. Bedford Square is ideally situated in the heart of this vibrant community at the foot of Main Street and Church Lane. This luxury rental a two-bedroom floor is complete with upscale amenities and amazing views. Whether you are looking for an alternative to New York City living or want to downsize, Bedford Square presents a lifestyle of convenience to its residents. Available now. We can arrange rental lengths of yearly, two years or more.

(203) 253-1800

Bear Burrow Road
$7,500

Roxbury, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24017106

Charming barn-style home on 15.27 acres off quiet country road. Four bedrooms and two and one half baths. Open floor plan. Exposed timber. Double sided stone fireplace. French doors to rear patio. In ground pool and barrel sauna. The perfect summer retreat in the beautiful town of Roxbury. Available short term between September to May for $7,500 per month. Contact agent for availability. Just 90 minutes from NYC. Also available from June and July for $22,000 per month (MLS #24010919).

(203) 253-1800

Andrassy Avenue 157
$7,500

Fairfield, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 4
Web ID: 24073696

Welcome to your dream rental! This stunning 4-bedroom, 4-bathroom private townhome is the perfect blend of comfort, luxury, and convenience. Designed with elegance and functionality in mind, this home boasts an array of premium features: sophisticated living spaces, gas fireplace and spacious living areas with an abundance of natural light streaming through stylish plantation shutters.The kitchen, with top appliances and Carerra marble countertops is a true chef's kitchen. The HVAC includes a whole home scent infuser found in high end boutique hotels will customize your home experience. Store your finest vintages in the custom cedar wine cellar, perfect for connoisseurs and entertainers alike. Control your environment effortlessly with smart home technologies, like a Nest, next-gen tesla charger compatible with all e-vehicles, solar panels that reduce your carbon footprint and lower energy costs. With this home you can stay fit in your personal gym, unwind in the sauna or the infrared...

(203) 253-1800

71 Wild Duck Road
$7,500

Wilton, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 5
Web ID: 24069246

Located in the desirable South Wilton neighborhood on a cul-de-sac street, right at the border of New Canaan and walking distance to The Lake Club, this 4-bedroom and 5 bath stately home is available for rent fully furnished. The property's primary floor is replete with amenities such as a step-down great room with a projector to enjoy in-home movies, two wood-burning fireplaces, a large library/office, an 8-seater formal dining room, a separate family room with French doors opening into the patio, a large open kitchen equipped with Viking and Miele appliances and two wine fridges in addition to a large central island. The kitchen functions well for catered functions or private chefs. On the second level, the home boasts a primary suite of over 250 square feet overlooking the property, which includes an in-room wood-burning fireplace, an ensuite rain shower and a separate large soaking tub with double sinks....

Dorothee Ancel
(203-221-0666

340 Heights Road 202
$7,500

Darien, CT
Rental
Rooms: 4
Bedrooms: 2
Bathrooms: 2.5
Web ID: 24072963

Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street. This new construction 2 BR with oversized balcony, 2 -1/2 bath unit features a beautiful patio, GE Monogram appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. Open floor plan, large eat-in kitchen w/ Quartz countertops, backsplash, pantry, seated bar-height island, half bath and in-unit washer/dryer. Spacious en-suite bedroom features dual closets that open to large, personal balcony, and full bath with stall shower. Second en-suite bedroom features custom walk-in-closet and full bath with shower/tub combo. Soundproofing between apartment floors and exterior foam insulation for sound mitigation. This secure access building features garage parking, on-site staffing, elevator, fitness center, golf simulator, office spaces, trash chutes, event space, bicycle storage, package/mailroom. Pet restrictions, please ask. Model units available to tour soon, restrictions...

Beth Ann Vaccaro
(203-656-6560

Breda Casey
(203-656-6579

Oldfield Road 876
$7,400

Fairfield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24068159

Fairfield Beach area premier rental property. White glove treatment service. Enjoy Fairfield Beach to the fullest and leave the maintenance to us !!!

(203) 253-1800
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