500+ Connecticut Rentals

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105 Sleepy Hollow Road
$11,750

Ridgefield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24063938

Welcome Home to this gorgeous Farmhouse Colonial residence custom-built in 2021. Impeccable taste and outstanding furniture make this fully-furnished, all-inclusive home a gem! Light hardwood floors, double-entry doors, black window and door casings, and an elegant, open floor plan lend this home a relaxed vibe. The spectacular kitchen wows from the minute you walk in, providing even the most dedicated connoisseur with a chef-like experience. A large central island provides plenty of room for relaxed dining, while a formal dining space caters to more impressive dinners. A butler's pantry offers space to create that bar you've always dreamed about, while the family room provides a place to relax by a cozy gas fireplace. The yard evokes a quiet, private setting surrounded by rolling lawns, natural rock outcroppings, and mature trees. There is dining on the patio, an additional deck area, and a hot tub - a true outdoor sanctuary. Upstairs,...

(203) 253-1800

8 Windsor Road
$11,500

Darien, CT
Rental
Rooms: 8
Bedrooms: 5
Bathrooms: 3
Web ID: 24064233

In the heart of Darien sits this special, center hall colonial amid a private, 1.22 acre property. A generous, light-filled living room with fireplace and formal dining room are perfect for gatherings and are serviced by an eat-in kitchen that leads to a three season sun porch and dinner party sized deck. The family room with wood burning stove is adjacent to a full bath and has access to the lush and private level yard. 5 bedrooms and 3 full baths provides a place for everyone. 2 car garage. Minutes to schools, train and town. This gem is in the heart of it all.

Serena Richards
(203-656-5708

26 Lockwood Drive
$11,500

Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 121696

Ideal 4 Bedroom Colonial in the Desirable ''Edgewater'' Neighborhood in Old Greenwich. Welcome to this Spacious Floor Plan (3,300 SF) Updated Eat-in Kitchen w/Stainless Steel Appliances, Sliders Leading to an Expansive Deck for Outdoor Enjoyment. Flexible Floor Plan: Use as Den or Family Room w/Built-ins, Formal Dining Room & Living Room; The 2nd Level Offers a Large Primary Suite w/Walk-in Closet & Spa-Like Bath, +3 Add'l Bedrooms, + 2 Full Bathrooms. Additional Space in the Finished Lower Level Includes 2 Rooms, Ideal for Gym/Playroom, Home Office or Nanny/Guest Suite. All Tucked Away at the End of a Private Cul-de-Sac - Entire Yard is Fenced-in. Walk to OG's Village, Shops, Train, School, & Greenwich Point Beach/Park aka Tod's Point. PLEASE NOTE this is LOCKWOOD DRIVE off Edgewater

(203) 253-1800
Lease Signed
Rental Property at 11 Stanwich Road, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 3  - $11,500 MO. Previous PhotoNext Photo

11 Stanwich Road
$11,500

Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 121537

Welcome to 11 Stanwich Road, Greenwich! This charming 4-bedroom, 2.1-bathroom home spans 3,391 square feet and sits on a generous .69 acres. You'll love the spacious living areas and the serene outdoor space. Centrally located to everything in Greenwich, this home offers convenience and comfort in a sought-after area. Don't miss the opportunity to make this delightful residence your own! NEW DISHWASHER AND INTERIOR PAINT, PETS NEGOTIABLE

(203) 253-1800

71 Kensett Lane 71
$10,990

Darien, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 4
Web ID: 24023627

Enjoy a rare opportunity to rent in Kensett Darien where you will enjoy a lavish lifestyle! One of the newer Kensett homes offering 3 sun-filled BRs, 3.5BTHs w/ over 3500 square feet. This home is a corner unit nicely situated in the rear of the association! Beautifully appointed with high end touches offering an open floor plan that includes an elevator for added convenience! Hi-efficiency zoned gas heating and central air. The living room & den each has a gas fireplace. Gorgeous wood floors throughout main 2 levels. Custom window treatments and high ceilings throughout. Large finished lower level w/recessed lighting perfect for family room + extra unfinished storage + full bath. A kitchen for those who appreciate the 'art of cooking' on a 6 burner Wolf stainless steel gas stove. Attached 2 car garage. Great amenities include the clubhouse w/pool, hot tub and the excellent workout equipment! A...

(203) 253-1800

253 Tophet Road
$10,900

Roxbury, CT
Rental
Rooms: 2
Bedrooms: 1
Bathrooms: 2
Web ID: 170558652

Large Vaulted Pool House. King BR + BA,Trundle BR/BA - King Bed or 2 Twins. Chef's Kitchen. Covered BBQ. Deck Overlooking Pool.Garage. SUMMER June - August $24,900/month Memorial - Labor Day $59,000; OFF-SEASON September - May $10,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $129,000. Possible to rent with Main House with its own plunge pool. See listing for 253 Tophet. Inquire for other/shorter rental terms.

(203) 253-1800

39 John Street
$10,750

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 121566

This rental home is calling historic house lovers! This beautifully restored colonial home is situated on a picturesque 4.5-acre estate in one of the most prestigious areas of Greenwich - the Round Hill Historic District. Savor the calming nature views and natural light throughout each room in this charming home. Recent updates include restoration of hard wood floors, lighting fixtures and modern window treatments. Bedroom on first floor will be great as a Guest Room or In-Law Suite. Enjoy all the luxuries this quintessential coastal New England town offers from parks, gardens and hiking to authentic restaurants, cafes, and shopping. Enjoy the local and spectacular Tod's Point Beach. You are within minutes to downtown Greenwich Avenue, Route 15, I95 and Westchester Airport. The estate and property include four additional structures to include a riding stable, barn, dog kennel and cottage. *Only the Main House is for Rent. ** Full-time and...

(203) 253-1800

14 Wakeman Road
$10,500

Darien, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24024814

Wonderful 1940's colonial in one of the most sough-after neighborhoods on a cul-de-sac. An oversized level lot, with an idyllic English garden, and plenty of room for all. Formal living room with FP, formal dining room, magnificent oversized kitchen with vaulted ceilings. Kitchen has new counters, cooktop, refrigerator, as well as plenty of space to sit at the island or a separate informal dining table. Patio right outside slider to entertain or just BBQ. Spacious family room with FP, vaulted ceiling and character windows. First floor also has an office or 4th bedroom, full bath, and a generous sized laundry room. The second floor boasts a large master bedroom, plenty of closet space, and en-suite bathroom. Two additional bedrooms share a lovely hall bath. Additionally, there is an extra room - great for sitting room, or even an additional bedroom with closet. Storage in walk up attic or large unfinished...

Sarah Lexow Keena
(203-656-6588

836 Reef Road
$10,000

Fairfield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24061840

SUMMER 2025 furnished beach rental available from June 1st to September 1st. Take a 4 minute walk to Fairfield beach or downtown this Summer while living in this beautifully architected home. Open the front door and step inside the two-story foyer with paneled walls and crown molding and into the Chef's kitchen with a large seated island, SS appliances, gas stove and sliding doors to an outdoor stone patio. The Open layout is an entertainers delight, offering a shared Family room with gas fireplace, formal dining room and living area with a half bath! Upstairs, the Grand Master Suite provides a tray ceiling, gas fireplace, His & Hers walk-in closets and a walkout balcony with tranquil views of Veterans Park. The master bathroom is equipped with dual vanities, a walk-in shower and Jacuzzi bath for relaxing nights. Down the hall, find the Jack and Jill styles bedrooms to the right...

(203) 253-1800

70 Gregory Road
$10,000

Cos Cob, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 121804

This beautiful home offers a perfect balance of comfort and style, with lots of natural light and modern finishes throughout. The open floor plan seamlessly connects the living, dining, den and kitchen areas, making it perfect for hosting guests or relaxing with family. The kitchen boasts sleek countertops, ample cabinetry, and upgraded appliances making it a chef's dream. The spacious primary bedroom features a large walk-in closet and a beautifully renovated en-suite bathroom, offering a serene retreat. Three additional bedrooms share an updated hall bathroom with a bathtub and double sink, making it convenient for family members or guests. Great family room with full bathroom is filled with light. Lower level includes a dedicated home office, playroom and gym area with lots of space to enjoy. The oversized garage provides both parking space and additional room for storage. The large backyard is perfect for outdoor gatherings, playtime, or simply enjoying...

(203) 253-1800

6 Frisbie Road
$10,000

Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24063929

AVAILABLE MARCH - MAY '25 @ $10,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 50' x 20' with spa, cabana with a full bathroom, changing room, kitchenette and outdoor grill. Pristine 3 bedroom 3.5 bath main house all bedrooms have king beds. The home is nestled on 21+ acres with new circular driveway, large expanses of lawn, mature trees. Gourmet kitchen, formal dining room, living room with fireplace, large sun room. Covered back porch with comfortable sitting area and outdoor dining. Conveniently located close to town, The Mayflower Inn, tennis courts, fine dining and chic shopping. Many Summer Camps in the area and 1.5 hours to NYC. ALSO AVAIL SEPT 2025 - May 2026 @ $10,000 & JUNE - AUG 2025 @ $24,000 PER MONTH.

(203) 253-1800

6 Frisbie Road
$10,000

Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24063937

AVAILABLE SEPT '25 - MAY '26 @ $10,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 50' x 20' with spa, cabana with a full bathroom, changing room, kitchenette and outdoor grill. Pristine 3 bedroom 3.5 bath main house all bedrooms have king beds. The home is nestled on 21+ acres with new circular driveway, large expanses of lawn, mature trees. Gourmet kitchen, formal dining room, living room with fireplace, large sun room. Covered back porch with comfortable sitting area and outdoor dining. Conveniently located close to town, The Mayflower Inn, tennis courts, fine dining and chic shopping. Many Summer Camps in the area and 1.5 hours to NYC. ALSO MARCH- MAY 2025 @ $10,000 PER MONTH & JUNE - AUG 2025 @ $24,000 PER MONTH.

(203) 253-1800

53 Stonehedge Drive South
$10,000

Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 120906

Opportunity to be in desirable King Merritt neighborhood with its convenient location and plenty of space both inside and outside. Great yard and huge deck adjacent to pool offers great outdoor entertaining. 4 bedrooms, 4 baths, a finished lower level with a separate entrance and full kitchen and full bath offers flexible living possibilities. Primary bedroom and 2 bedrooms are located on the main level. 1 additional bedroom and 2 rooms for office or exercise room located on the second floor. Come see all that Greenwich has to offer.

(203) 253-1800

213 Rowayton Avenue
$10,000

Norwalk, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24052112

Price is PER WEEK. Nestled at the head of the scenic Five Mile River in Rowayton, CT, this classic colonial home brings you an idyllic blend of historic charm and modern amenities. Don't forget about the 40-foot deep water dock, a second tidal dock, and two deep water moorings...this property is a paradise for boating enthusiasts! With five bedrooms and two en-suite bathrooms, there is ample space for family and guests (2 King beds, 1 Full, 1 twin, 1 pull-out queen). The first floor boasts an inviting layout with expansive windows that illuminate the interior with natural light, showcasing stunning water views. Enjoy the updated kitchen and all bathrooms, renovated in 2021, designed with functionality and style in mind. Wake up to serene views from your private deck off the main suite, perfect for enjoying your morning coffee while taking in the sights of Long Island Sound. The recently built...

(203) 253-1800

1895 Fairfield Beach Road
$10,000

Fairfield, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 1.5
Web ID: 24060177

Fantastic furnished waterfront rental available for the 25/26 or 26/27 academic year. Open floor plan with incredible views across the water. Step out to a patio and walk down the sandy beach or sit at waters edge and enjoy sunrises and sunsets.

Helen R. Cusa
(203-221-0666

Cheryl Cusa
(203-221-0666

18 Old Sharon Road
$10,000

Sharon, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24063365

~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
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