500+ Connecticut Rentals

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336 Greens Farms Road Rent
$25,000

Westport, CT
Rental
Rooms: 15
Bedrooms: 5
Bathrooms: 6
Web ID: 24034559

Remarkable Westport Estate: The John Morehouse Jennings House. Stunning 1832 home, awarded by the Westport Historic District Commission for its exceptional restoration, is nestled within nearly 40 acres of Audubon-protected land. It ensures ultimate privacy on its own 2-acre lot, complete with a pool, tennis court, and a separate historic guest house. The main house, spanning 7,444 square feet, is a masterpiece that blends historic grace with modern living standards. It features generous room layouts, high ceilings, five fireplaces, and a kitchen wine cellar, making it a perfect home for entertaining with a charm and elegance seldom found. The updated guest house, with 790 square feet, is archived in the Historic Barns of Connecticut. It includes two bedrooms, one bath, an eat-in kitchen, and a garage, making it ideal for a nanny, grandparent, or caretaker. The property is an oasis framed by mature plantings along the Audubon preserve. Outdoor living...

(203) 253-1800

3 Woodside Drive
$25,000

Greenwich, CT
Rental
Bedrooms: 6
Bathrooms: 5.5
Web ID: 121216

Welcome to Milbrook Manor! Nestled in a private gated community, this exquisite recently renovated Normandy-style residence offers luxury and serenity on 1.66 acres of lush grounds. With 6 bedrooms and 4.2 baths, this spacious home is perfect for those looking for ample living space and modern comforts. Enter through the gracious foyer and introduced to classic details high ceilings throughout. The heart of the home is the gourmet kitchen, complete with a large island and top line appliances, perfect for preparing meals and entertaining guests. The primary suite is a sanctuary, boasting a generous layout and a luxurious dressing room. A guest or au pair suite, conveniently located off the kitchen, offers privacy and comfort with its en-suite bath. Entertain friends and family with the finished lower level, featuring a half bath and a movie screen. Enjoy the tranquility outdoors in the large backyard, complete with lush landscaping and ample...

(203) 253-1800

26 Pequot Lane
$23,500

New Canaan, CT
Rental
Rooms: 21
Bedrooms: 6
Bathrooms: 8
Web ID: 170493443

THIS MAGNIFICENT ESTATE HAS BEEN FEATURED IN THE N.Y. TIMES MAGAZINE FOR ITS EXTRAORDINARY ENTRY AND CONSTRUCTION. BE IT THE OVERSIZED POOL, ELEVATOR ON ALL 3 FLOORS, SPORTS & TENNIS COURT, MEDIA ROOM, HIS & HER BATHS WITH SEVERAL ADDITIONAL PRACTICAL AND FUN AMENITIES LIKE A CUSTOM BUILT BAR, TWO STEAM SHOWERS, UPSTAIRS AND DOWNSTAIRS LAUNDRY ROOMS, AN EXERCISE ROOM WITH EQUIPMENT, POOL TABLE, SAUNA, WINE ROOM, ETC. ETC. IT CAN BE RENTED PARTIALLY FURNISHED. TV'S, STEREO SYSTEM INSIDE AND OUTSIDE GRACE THIS ONE OF A KIND BEAUTIFUL BRICK HOME WITH PRIVACY ON ALL SIDES BUT CLOSE TO THE MAIN ROAD THIS HOME BOASTS ONE OF THE TOP SCHOOL SYSTEMS AND SPECIAL ED. PROGRAMS IN CT. STONE WALLS & SPECIMEN PLANTINGS ABOUND. NEW CANAAN IS ONE OF THE SAFEST COMMUNITIES IN THE TRI STATE AREA, A MUST CONSIDER IN THESE TIMES. IT IS A MUST SEE. YOU WILL NOT BE...

(203) 253-1800

274 Riverside Avenue
$23,000

Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121568

Nestled in the heart of desirable Riverside this classic colonial has it all. The 5 bedroom, 4 1/2 bath home is set on a flat, private .48 acre lot close to shopping village, train and schools. The main floor has a formal living room with fireplace, dining room, solarium, private office and recently updated kitchen/family room. A first floor bedroom suite completes the ideal floor plan. On the second floor is the primary bedroom suite and 3 additional bedrooms. The third level offers another bedroom and bathroom with a bonus family/playroom. Move in and enjoy all that Riverside has to offer.

(203) 253-1800

71 Wesskum Wood Road
$22,500

Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121355

Welcome to 71 Wesskum Wood - Overlooking Binney Park with all its amenities, including sports fields, tennis courts, Summer movie nights and July 4th fireworks! This is also the perfect location for easy access to Old Greenwich Village and train. Dramatic double height family room, dining room, eat in kitchen, and living room and laundry on the first floor, along with the 5th bedroom. The second floor features the primary suite with his and hers closets and 3 further family bedrooms. Large third floor perfect as a kids playroom and / or office area. Large finished lower level with further rec space / gym area / generous storage areas and mudroom connecting to the 2 car garage. Outside fireplace and grill area at the rear of the house is a fantastic entertaining area. Long term (multiple year) option available.

Rob Johnson
(203-869-8100

60 Wilton Road 2B
$22,500

Westport, CT
Rental
Rooms: 6
Bedrooms: 2
Bathrooms: 3
Web ID: 24037146

Welcome to Bankside House, unit 2B along the Saugatuck River in downtown Westport! Stunning new construction Condo complemented with beautiful furnishings. Live in the vacation style furnished home with the vibrant downtown Westport in a short distance. Private outdoor spaces, a balcony and terrace featuring a green wall. Open floor plan with white oak wood flooring, European-style kitchen with Cerrara marble and top of line applainces. State of the art fitness center with a Peleton bike and tread & row machines. 2 car covered spaces avail. wired for smart home automation.

(203) 253-1800

60 Wilton Road
$22,500

Westport, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121176

Welcome to Bankside House along the Saugatuck River in downtown Westport! Stunning new construction Condo complemented with beautifully furnished rental. Live in the vacation style home with the vibrant downtown Westport in a short distance. Private outdoor 2 spaces, a balcony and terrace featuring a green wall. Open floor plan with white oak wood flooring, European-style kitchen with Cerrara marble and top of line applainces. State of the art fitness center with a Peleton bike and tread & row machines. 2 car covered spaces avail. wired for smart home automation.

(203) 253-1800

117 Looking Glass Hill Road
$22,500

Morris, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24051182

Chic and fabulous, converted antique barn on a quiet and coveted, country road. Light-filled kitchen, spacious and open, dining and living room with wood stove and French doors which opening to the large stone terrace. Private en-suite, primary with balcony, fireplace and dressing room. 2 additional en-suite bedrooms privately situated away from one another. Cozy den with walls of windows, a vaulted ceiling and fireplace. Gorgeous and professionally landscaped private grounds with heated, Gunite pool with wisteria and a clematis laced pergola. Beach rights on Bantam lake. Minutes to Bantam and Litchfield's unique shops and eateries. 10 minutes to the villages of Washington and New Preston & Morris. Quintessential~New England~Country~Property. Available Academic asking $5750/month.

(203) 253-1800

29 Highview Avenue
$22,000

Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121248

A-1 location!! Uniquely private, this South of the OG Village custom-built home is on quiet street close to schools, RR, beach & shops. Sunny 5/6 bedrm home offers multiple play & work spaces. Chef's kitchen w lg stone island, banquette seating & adj family rm w fp opening to expansive patio. Beautifully detailed formal rms plus butler's pantry for entertaining. Convenient mudrm w side entrance. Prim bedroom retreat has 2 lg walk-in closets, luxe bath, fp & balcony overlooking gardens. 3 more bedrms, one w en-suite bath, plus Laundry on 2nd level. Hi ceilings & h'wood floors thruout. Fantastic, walk-out LL w sunlit 5th bedrm, office/6th bedrm, playroom & full bath. Private back yard. Landlord looking for a lease ending no later than May 31, 2025. Also avail for sale.

(203) 253-1800

18 Bear Burrow Road
$22,000

Roxbury, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24010919

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 June 15th to August 2nd for $22,000 per month. Just 90 minutes from NYC. Also available from short term between Labor Day and Memorial Day for $7,500 per month. Contact agent for availability.

(203) 253-1800

175 Long Lots Road
$22,000

Westport, CT
Rental
Rooms: 12
Bedrooms: 7
Bathrooms: 5.5
Web ID: 24036599

Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks...

(203) 253-1800

106 Patterson Avenue
$22,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 4.5
Web ID: 121619

Superbly renovated & totally modernized in 2022, this classic Tudor home is sited on parklike acreage on a premier in-town street only moments to schools, train, town & hospital. Go inside to a new kitchen, restored hardwood floors, new lighting & beautiful arches that create a seamless flow throughout. Upstairs, the primary suite features a newly renovated bathroom & a spacious dressing room. Four additional bedrooms & two updated bathrooms complete the 2nd & 3d floor. The pristine lower level has exterior access, laundry, ample storage, a 1-car attached garage, & a second 2-car detached garage. Outside, the stone terrace is an entertainers delight w/ beautiful views of the lush level lawn, gardens & privacy that are not to be missed.

(203) 253-1800

21 Harkim Road
$21,000

Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121513

RARE with CONCIERGE SERVICES & UTILITIES INCLUDED Breathtaking 1.5 acre country oasis with heated pool and lush lawns in the exclusive Bailiwick section of Greenwich. Renovated in 2024, this 4 Bedroom, 4.1 Bath, 5300+ square foot home offers the ultimate in privacy while being just minutes to both Greenwich and NY shopping, schools, amenities, and the Bailiwick Club which boasts 7 Har-tru tennis courts. Dramatic double height family room with stone fireplace open to the eat-in-kitchen is the perfect place for both everyday living and formal entertaining. Large windows and glass sliders throughout invite incredible vistas of the beautiful New England seasons to enjoy all year round. Main level primary suite with ample closet storage and built-ins.

(203) 253-1800

37 Attawan Avenue
$20,000

East Lyme, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 2
Web ID: 24030688

Available Dates are as follows: 7/11 - 7/20, 8/30 - 9/5, 9/15 - 10/18, 10/21 - On. Beautiful Attawan Beach House available for rent. Inquire for all short and long term rentals. This fully furnished home is perfect for a quiet relaxing getaway. A great spot to ride bikes, take walks, relax on the beach and enjoy the wrap around porch all day in the shade. Have a fire at night while grilling in the backyard and hearing the waves. You won't regret your stay. Through labor day - Weekly rentals at $5,950/week + $300 Cleaning fee September & October - weekly rentals @ $3,600/week + $300 cleaning fee Inquire about other dates NIGHTLY RENTALS AVAILABLE with 2 night minimum - INQUIRE Lease and Security Deposit required

(203) 253-1800

16 Owenoke Park
$20,000

Westport, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4
Web ID: 24033847

Rare opportunity at Owenoke Park, a private cul-de-sac situated between Long Island Sound and Grey's creek. Originally built in 1930 this classic waterfront home is something you would expect to find on Nantucket. Beautifully updated with pool, spa, dock and gardens, all just a quick 50 miles from N.Y.C. The dramatic chef's kitchen will be an instant gathering spot for family and friends. High end appliances, vaulted ceiling, a walk-in pantry and sliders to the deck and pool, with views of Longshore beyond. The main level also features a formal living room with wood burning fireplace, dining room with built-ins, an office with access to the pool and a very large family room with a gas fireplace which also opens to the pool, property and private dock. Located on the upper level the primary bedroom is a sanctuary with floor to ceiling windows providing amazing water views, plus a...

(203) 253-1800

19 Soundview Drive
$19,900

Westport, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24003535

FABULOUS ON THE WATER RENTAL. YEARLY RENTAL @ 19.9K. Start date JANUARY 2025. 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 (start date to be determined)

(203) 253-1800
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