500+ Connecticut Rentals

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4 Eastview Road
$16,000

New Fairfield, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24058635

Rental pricing for June 2025 is $16,000 Rental pricing for July 2025 is $20,000. Wake up to water views every day! Direct waterfront on Candlewood Lake, New England's hidden treasure. Rental for academic year starting October 1st-April 30th. Just a short level walk to the water to enjoy swimming, boating, fishing, kayaking, water skiing, tubing, paddle boarding, or hanging out on your private dock. Walk in and say Wow to the light and bright Great room with a wall of glass offering sparkling water views! An expansive island with seating in the kitchen is crowned by a soaring ceiling giving it a light and airy feel. Primary bedroom with full bath on main floor as well as a full-size washer and dryer. Two bedrooms share a full bath upstairs with a loft/game room. Barbeque on the patio or simply stargaze at night. Includes 2 paddle boards and water...

(203) 253-1800

2131 Fairfield Beach Road Yr 25-26
$16,000

Fairfield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24022946

Indulge in breathtaking views stretching all the way to New York from this remarkable abode! Parking is never a concern with the expansive 6-car garage, ensuring ample space for guests. Crafted with meticulous attention to detail, this home is designed for serenity, leisure, and enjoyment under the sun or in the shade of charming covered umbrellas. Take your pick of decks - whether it's the terrace level with sand front, the second floor, or the top floor, each offering its unique ambiance. Inside, an airy open floor plan seamlessly connects the kitchen, dining, and living areas, all adorned with mesmerizing water vistas that are simply unparalleled. Nestled on Fairfield Beach Rd, this residence boasts the ultimate waterfront lifestyle. The second floor unveils a waterfront Primary Suite, complete with a luxurious spa-like master bath featuring a separate shower and indulgent soaking tub, along with a private office and two additional bedrooms...

(203) 253-1800

23 Sterling Drive
$15,900

Westport, CT
Rental
Rooms: 11
Bedrooms: 6
Bathrooms: 6
Web ID: 24061029

Sterling Dr. Dates available are June 21st to Aug 25th. $15,900 per week with 4 weeks minimum. 8 weeks or more gets a 10% discount. Spectacular views of the water from all rooms in this new, well appointed 5 bedroom home. Enjoy the heated INFINITY POOL with automatic cover (making it 100% safe) and a few minutes walk to Compo Cove or Compo Beaches by foot. The light-filled gourmet Kitchen has 2 sinks, 2 dishwashers, quartz countertops, and Sub-Zero/Wolf appliances. Enjoy the views of Long Island sound from every room. Step onto the patio, with a Weber gas grill by the Pool and fenced in upper and lower yards perfect for summer days and nights. Easily sleeps 10 guests in 5 bedrooms (1 King, 3 Queens, 2 Twins). The Primary Bedroom has a King bed with a walk in closet, built-in gas fireplace and TV. The master bath has 2...

(203) 253-1800

36 Spriteview Avenue
$15,000

Westport, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24049134

A Short-term winter rental with a minimum of 2 weeks and maximum of 2 months (months can be flexible). A fabulous retreat with amazing LI Sound views for the months of February & March (there is some flexibility on the months). Come enjoy this unique, un-paralleled respite and experience breath-taking sunsets and sensational water-wildlife from all living rooms!. Located just 3 doors from the beach and within 1 +/- miles to the Metro North train station. One would be hard-pressed to find a more delightful refuge to cozy up in front of the fire and host family and friends. Reap the benefits of living on Saugatuck Island, this is your chance to experience one of the most unique waterfront settings in one of the most stunning Fairfield County waterfront locations. Within easy accessibility to Saugatuck train, and Westport's 5-star rated restaurants and stores.

(203) 253-1800

321 W Shore Road
$15,000

Washington, CT
Rental
Rooms: 10
Bedrooms: 6
Bathrooms: 5
Web ID: 24046394

Available Aug 15 - Sept 2nd 2025 @ $15K. Inquire about custom terms, more time or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with plenty of room for guests and a welcoming open floor plan. Media/Game Room with Ping Pong. and Pool Table. Close to the uber charming village of New Preston, hiking trails and Kent Falls Brewery. Just 10 minutes to the villages of Kent and Washington Depot for chic shopping and fine dining. 1 hour 45 minutes to NYC. 25 minutes to Harlem Valley train station. Lake Waramaug is the crown jewel of Litchfield County. Come enjoy all this lake has to offer. Also available June 6 -...

(203) 253-1800

220 Burr Street
$15,000

Fairfield, CT
Rental
Rooms: 17
Bedrooms: 5
Bathrooms: 5
Web ID: 24041026

Enjoy living in this expanded & renovated modern farmhouse, newly painted and elegantly decorated with a sunny open floor plan. Newly white washed oak floors on each level makes the house very bright. A spacious and fully equipped kitchen has top of the line appliances, a big center island, loads of cabinetry and a eat in kitchen option. Soaring ceilings welcome you into the open dining/living area with a large dining table. A separate family room/den has options for work, study or a playroom on the main level. Just a few steps down from the main level is a large mudroom, sitting area, laundry room, new powder room & 2 door garage access. There are 5 large bedrooms that include an office that can be converted to a bedroom per request. The master suite welcomes you into a sunny, private &spacious retreat featuring a large walk-in closet, a spa-like bath...

(203) 253-1800

2177 Cross Highway
$15,000

Fairfield, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24065263

Unique rental opportunity- beautifully renovated contemporary classic, long private driveway lighted with scenic pond as you enter, stocked with fish and turtle and frequented by wildlife. 2 new decks, one off kitchen over looking vista, the other overlooking pool with 4' wide stairs to upstairs bedrooms. majestic front entrance with new stone steps and landing, open to vast living area with soaring ceilings and magnificent floor to ceiling chimney. Master bedroom suite in first floor, large WIC and large bathroom jacuzzi tub and separate shower, slider to pool and outdoor shower and large bluestone patio- all new. New gas heater for pool, new lights, new stonework, tennis court freshly painted and new nets. Gourmet Chef kitchen with vintage Viking ovens and 2 sinks, 2 dishwashers. Beautiful island with new granite and backsplash, slider to deck. Half bath off kitchen, and large pantry/laundry....

(203) 253-1800

19 Bluewater Hill
$15,000

Westport, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24044912

Furnished Short Term Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. *Yearly Furnished Rental option possible @18,000/mo

(203) 253-1800

15 Bulkley Avenue
$15,000

Westport, CT
Rental
Rooms: 16
Bedrooms: 6
Bathrooms: 6
Web ID: 24053569

Welcome to your dream rental in Westport, CT! This stunning Modern Farmhouse Colonial features a charming front porch crafted from Brazilian Mahogany. Step inside to discover an open floor plan with soaring 10-foot ceilings on the first floor and 9-foot ceilings on the second, creating a bright and airy atmosphere throughout. Elegant transitional Metro trim, cove crown moldings, & tall wainscoting add a touch of sophistication to every room. The gourmet kitchen is designed for both entertaining & cooking, seamlessly connecting to the expansive great room. With abundant natural light pouring in through large sliding doors, this space is perfect for gatherings and everyday living. The first floor flows effortlessly from the kitchen to the great room, formal dining room, and library. The elegant master suite serves as a true retreat, featuring a fireplace, tray ceiling, two closets, and a luxurious updated marble master bathroom. Additional bedrooms include...

(203) 253-1800

147 Shore Road
$15,000

Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 121846

South of the village, updated 4-bedroom, 3/1-bath Colonial. Open floor plan with lots of light. The gourmet kitchen, adjoining family room with fireplace and spacious living room are the core of the house and the flow is perfect for entertaining. French doors from the family room access a private, oversized backyard with flagstone patio. A short distance to the beach, Old Greenwich shops, restaurants, school and train. House is available furnished or unfurnished.

(203) 253-1800

145 Shore Road
$15,000

Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121722

Spacious light filled home set on private rear lot south of the village. Close to all that Old Greenwich has to offer. The main level boasts high ceilings, formal living and dining room, large dine-in chef's kitchen that opens to family room, flexible space for first floor bedroom or office, full bath and powder room. Primary bedroom and bath, along with 4 bedrooms and 2 additional baths comprise the 2nd and 3rd levels. Ample storage space, two car garage, and serene backyard complete this property.

(203) 253-1800

13 Fox Hill Lane
$15,000

Darien, CT
Rental
Rooms: 12
Bedrooms: 5
Bathrooms: 7
Web ID: 24063253

Beautiful spacious home available for short term rental. Fully furnished. Quiet, sought-after neighborhood in central Darien. This home features sun-filled formal rooms with an impressive updated kitchen and cathedral ceilinged family room, a study/den and game room on main level, plus 5 bedrooms all with en suite baths on second level. Newly remodeled finished basement and gorgeous level yard with professional landscaping and gardens complete the picture. Move right in!

(203) 253-1800

46 Cook Road
$14,750

Stamford, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4.5
Web ID: 24060784

Fabulous rental available in the coveted Davenport Point Association with water access. Complete renovation in 2018 and 2024 fitted with a chef's kitchen, an open floor plan and a main level primary bedroom suite. Second story has three bedrooms and two baths. New third floor contains a flexible bedroom suite. Don't miss this fabulous opportunity to live near the water.

Laura Stahl
(203-869-8100

Randy Keleher
(203-869-8100

46 Cook Road
$14,750

Stamford, CT
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 121786

Beautiful unfurnished long term rental in the coveted Davenport Point Association with water and dock access. Renovations in 2018 and 2024 include a chef's kitchen, open floor plan, main level primary. Second story has three bedrooms and two baths. New third floor contains a flexible bedroom suite. Don't miss this fabulous opportunity to live near the water.

Laura Stahl
(203-869-8100

1 Old Church Road
$14,750

Greenwich, CT
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 121755

Stunning 3 bedroom, 3.5 bath condominium offering luxurious living space in prime downtown location. With vaulted ceilings, hardwood floors, and an open-concept layout, this home blends modern comfort and style. The spacious living room is bathed in natural light, while the adjoining dining area is perfect for entertaining. The gourmet kitchen offers sleek energy-efficient appliances, generous counter space and modern cabinietry. The Primary suite is complete with a walk in closet and luxurious en-suite bathroom with dual sinks, a soaking tub and separate shower. Two additional large bedrooms with large closets offer wonderful space for family or guests. The finished lower level adds versatility, whether you are seeking a home office, media room, or gym. Imaculate heated 2 car garage.

(203) 253-1800

29 Tito Lane
$14,500

Wilton, CT
Rental
Rooms: 7
Bedrooms: 5
Bathrooms: 5
Web ID: 24001930

Welcome to the former residence of Ace Frehley of the iconic band KISS. Cross through iron gates, over a stone bridge and up a circular driveway with garden pond and waterfall and arrive at this 6400 sf 5 bedroom 6 1/2 Bathroom home. Situated across from a 70 acre private farm w/ accessible hiking trails, makes this a perfect escape. Akin to something out of a magazine, this breathtaking home has wide open spaces, lots of glass & light. Come record in the restored studio, if you'd like :)

(203) 253-1800
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