500+ Connecticut Rentals

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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

137 Nichols Hill Road
$10,000

Washington, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 4
Web ID: 170544918

Tranquil country home located in Washington, CT with an understated and classic in design. This colonial home has two generously sized bedrooms with space enough for guests to comfortably join you in either the trundle bed that sleeps two in the office, or sofa bed that sleeps two in the den. After exercising in the outbuildings gym, find true relaxation in the professional grade spa room that includes a sauna and steam shower, or in the eight person outdoor hot tub. Local attractions include Lake Waramaug, Steep Rock Preserve, Shepaug River, hiking, fly fishing, tennis, golf, small shops and markets, and top-notch local restaurants. Feel at home while you visit your boarding students at The Frederick Gunn School and Rumsey Hall School, both only a short drive away. Unavailable for the month of August 2024.

(203) 253-1800

171 Proprietors Crossing
$9,800

New Canaan, CT
Rental
Bedrooms: 5
Bathrooms: 4
Web ID: 121008

Nestled at the end of a long private drive on a serene cul-de-sac, this picturesque Classic Colonial on 4.4 acres is among New Canaan's finest homes. Enjoy tranquil vistas and breathtaking seasonal landscapes from outdoor patios and decks. Elegantly restored with a harmonious layout, this home embodies the enduring allure of Connecticut architecture. A well-orchestrated design with fluid room transitions creates perfect spaces for entertaining and everyday comfort. With 5 bedrooms and 3.5 baths spanning over 5,300 square feet, enjoy a new kitchen with Thermador appliances, Quartz counters, and hardwood floors, opening to a sun-filled breakfast room and a large family room with a fireplace. The second level features a generous primary suite with a luxurious bath, walk-in closet, and sitting room option, plus 4 additional bedrooms with a guest suite. The renovated walkout lower level offers a media room, wine cellar, or exercise room. The 2-car garage provides extra storage. Discover a...

(203) 253-1800

171 Proprietors Crossing
$9,800

New Canaan, CT
Rental
Rooms: 12
Bedrooms: 5
Bathrooms: 4
Web ID: 24032059

Nestled at the end of a long private drive on a serene cul-de-sac, this picturesque Classic Colonial, set on 4.4 acres, situated on a street among some of New Canaan's finest homes. Tranquil vistas and breathtaking, ever-changing seasonal landscapes and outdoor patios / decks for enjoying the newly expanded way of spending more time at home. Elegantly restored with a harmonious layout, this home embodies the enduring allure of quintessential Connecticut architecture. A well-orchestrated design with fluid room transitions crafts the perfect space for entertaining and everyday comfort. With 5 bedrooms and 3.5 baths spanning over 5,300 square feet, experience the comfort and charm of a thoughtfully designed residence. The brand new, state-of-the-art kitchen boasts Thermador appliances, Quartz counters, and new hardwood floors, opening to a sun-filled breakfast room and a large family room with fireplace. Sliders in kitchen and family room lead to expansive deck overlooks...

(203) 253-1800

7 Glen Court
$9,600

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 121604

Ideal, in town location on prestigious cul-de-sac in central Greenwich, close to Greenwich Avenue, transportation, hospital and houses of worship. Five bedroom/three bath home with most rooms on the main level. Formal living room with fireplace, formal dining room adjacent to renovated eat-in kitchen. Attached accessory apartment with lounge and two of the five bedrooms and one bath. Walk-up attic. Laundry and walk-out family room on the lower level. Large, private terrace, greenhouse and lovely grounds. Many improvements, including new windows, Central AC, kitchen, new appliances, refinished hardwood floors, renovated terrace, landscaping and exterior paint. Ready for its next resident!

(203) 253-1800

2 Hampton Lane
$9,600

New Canaan, CT
Rental
Rooms: 10
Bedrooms: 3
Bathrooms: 3
Web ID: 24058355

Charming short term furnished rental. Available starting December with flexible terms. Located on a private lane moments to downtown New Canaan, the nature center, the May Fair, metro north and so much more. Easy furnished rental option with three bedrooms and two and a half baths. Nothing to do but move right in - bring your clothes and toothbrush and enjoy all that New Canaan has to offer whether you are visiting, renovating or house hunting, this home is the perfect option!

(203) 253-1800

60 Sound Beach Avenue
$9,500

Old Greenwich, CT
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 121120

Updated and wonderful home in a nice neighborhood. Perfect executive rental located in the heart of Old Greenwich near the Perrot library, Binney Park, close distance to MetroNorth, town and access to Todd's point beach. The house backs up to a quiet street on Center Drive. Large bedrooms: 3 BR/3Bath includes a finished walkout basement with attached 2 car garage accessible from Center Drive. The living room has a beautiful stone fireplace and there is custom millwork and hardwood floors throughout. The updated gourmet kitchen has granite counter tops and a wine fridge. The home has 2 new decks for relaxing and entertaining. Just converted from oil to gas.

(203) 253-1800

56 E Ridge Road
$9,500

Ridgefield, CT
Rental
Rooms: 15
Bedrooms: 6
Bathrooms: 4
Web ID: 24027156

Elegant Georgian Colonial 15 room home in prime location overlooking downtown Ridgefield. Walk 1 to 3 blocks to all the amenities that Ridgefield has to offer, premier restaurants and cafes, Ridgefield Library, Keeler Tavern and Museum, Loundsbury House, 4 theaters, and so much more. An Eat-In Gourmet Kitchen with top-of-the-line appliances and large Butler-Pantry. Third floor bedrooms can function as private guest quarters or au paire suite. Live in history in updated comfort. Perfect commuter location, approximately one hour to NYC. A beautiful inground pool for summer fun and entertaining.. All yard maintenance and snow removal paid by landlord.

(203) 253-1800

5 Park Avenue
$9,500

Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 3
Web ID: 121269

Welcome to 5 Park Avenue in charming Old Greenwich, CT! This spacious rental offers 5 bedrooms and 2.1 bathrooms, spread over a generous 2,990 square feet. Freshly painted and featuring new hardwood floors throughout, this home is move-in ready. The property sits on a 10,019 square foot lot and includes an in-law suite above the garageā€”a perfect retreat for guests or additional living space. Three garages that can fit up to four cars. Situated in a prime location, you're conveniently close to town, restaurants, the beach, and the train. This home is a true gem. Don't miss your chance to experience the best of Old Greenwich living! ***PHOTOS ARE VIRTUALLY STAGED***

(203) 253-1800

12 Great Hill Road
$9,500

Darien, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4
Web ID: 24048329

This spacious home features 5 bedrooms and 3.5 baths. The 6th bedroom on the lower level includes its own private bath and entrance would be perfect for guests or a nanny. The main level boasts a large family room with a wet bar and fireplace, an eat-in kitchen, an office, and a living room with a fireplace that opens to a screened porch and dining room. A large deck spans the entire back of the house, providing ample outdoor living space. The large primary suite includes a balcony, and the home also offers a 2-car garage with an EV charging station, an alarm system, and central air conditioning. Located in proximity to the school, train station, and town, this home is situated in a wonderful neighborhood known for its block parties and holiday events.

(203) 253-1800

883 Stillwater Road
$9,200

Stamford, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 4
Web ID: 24057864

Discover serene riverfront living in this beautifully renovated 4-bedroom, 3.5-bathroom single-family home, offering 5,000 square feet of sophisticated comfort. Nestled on a prime riverfront lot, this home showcases breathtaking water views from nearly every room, providing a tranquil backdrop that perfectly complements the refined interior. Step inside to find an a floor plan designed for both entertaining and everyday living. The spacious living and dining areas are filled with natural light, highlighted by modern finishes, elegant hardwood floors, and custom details throughout. The gourmet kitchen boasts state-of-the-art appliances, quartz countertops, and breakfast nook ideal for gatherings. The primary suite is a private oasis with panoramic river views, a luxurious en-suite bathroom featuring a soaking tub, and a walk-in closet. Additional bedrooms are generously sized with ample closet space, perfect for family or guests. Enjoy the expansive indoor patio with direct river views or the outdoor deck...

(203) 253-1800

96 Hillspoint Road
$9,000

Westport, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24053827

Charming fully renovated farm house available for furnished short term winter rental between January 6-April 3, 2025. Convenient location close to town, beach, and commuting. Beautifully furnished to create a comfortable oasis located in an ideal location. Price for full term: $21,000, for 2 months: $16,000, for 1 month: $9,000. End date is not flexible.

(203) 253-1800

96 Comstock Hill Avenue
$9,000

Norwalk, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 5
Web ID: 24051303

Enjoy the luxury of a fully renovated 5 bedroom home set on nearly three manicured acres complete with pool, spa, and your own par 3 hole for off-season golf practice! High-end gourmet kitchen with seamless flow to indoor and outdoor entertaining areas creates the perfect house for entertaining. Four generously sized bedrooms are located on the upper floor with the primary bedroom featuring access to upper deck, large walk-in closet, oversized bathroom with steam shower, complete with 8 faucet heads. Finished lower level is the perfect hang-out space with TV viewing, pool table, bar, 5th bedroom & full bath and well-equipped gym. Live, Work, Play - this property has it all! And to top it off, a red-light sauna will be a great way to end the day! Offered furnished for the months of Nov 2024-May 2025, monthy rent includes all utilities & maintenance costs.

(203) 253-1800

55 Shore Road
$9,000

Clinton, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 5
Web ID: 24037708

SPECTACULAR 5 BEDROOM DIRECT WATERFRONT HOME WITH PRIVATE BEACH AVAILABLE FOR THE ACADEMIC YEAR. Built in 1912 but completely remodeled within past 20 years, this open concept home offers unparalleled water views of Long Island Sound and Duck Island. The home is 3 stories (bedrooms on 2nd and 3rd floors) and rises above the water via a stone staircase from the beach and patio area. This home offers TONS of natural privacy from neighbors, upscale decor, kitchen island that seats 8 with a Dining Room close by, working stone fireplace, Sun Room, multiple decks (in front to the home and off the Primary), Rec Room / TV on 3rd floor...the perfect living and entertaining home. This home will serve as a retreat from your hectic life!

(203) 253-1800

28 Weston Road
$9,000

Weston, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 4
Web ID: 24032459

Newly updated!! Spacious waterfront home, stunning lake views, desirable location - what more could one want in a rental? This custom-built colonial located in the desirable Crystal Lake community boasts both privacy and convenience. From the moment you pull up, you are captivated by the impeccably manicured lawn, mature trees, and lake view. The bright and airy home gives a feeling of warmth and relaxation upon entering the grand foyer. High ceilings, an oversized stone fireplace, and continued sweeping water views are just a piece of what makes this home special. The first-floor layout makes entertaining friends and family all year long a breeze with a large eat-in-kitchen, dining room, and spacious living, and study/family room. Guests will enjoy peace and privacy in the lower level very large guest suite. After a long day head up to the expansive master suite equipped with a full bath with soaking tub, and...

(203) 253-1800

105 Cove Road
$9,000

Lyme, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24061681

A Rare Opportunity to live on the picturesque shore of Hamburg Cove. This Pristine 4329 sq foot waterfront home is available for rent sharing views of the Cove throughtout. The home boasts 4 bedrooms, with Primary bedroom on main floor leading to private deck off the suite. The Grand Living room features cathedral ceilings, fireplace, along with two story windows and slider access to balcony overlooking the Hamburg Cove. The spacious Kitchen includes built in hutch, eating area, pantry, windows allowing water views. Additionally, the home basement offers a finished walk out den area with fireplace, personal Gym, cedar closet, wet bar, and craft room. Cobble stone driveway leads to the impressive property featuring a three Car Garage. A fenced in yard where children will be pleasantly surprised to find a whimsical tree house as well as playscape for outdoor fun. All high technology security and lighting systems. Automatic full...

(203) 253-1800
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