500+ Connecticut Rentals

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5 Church Lane 307
$7,500

Westport, CT
Rental
Rooms: 5
Bedrooms: 2
Bathrooms: 2
Web ID: 24051838

~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 January 2025. We can arrange rental lengths of yearly, two years or more.

(203) 253-1800

414 Riverside Avenue
$7,500

Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24056662

Furnished farmhouse with Waterviews and Walk to Train. Forget your cares and your car! Artist's restored farmhouse with oodles of charm, sophistication and amenities (central air, porch, two swings, two patios, BBQ grill, grassy yards, outdoor Ping Pong, chef's kitchen and hydro tub for relaxing) in Westport's 'happening' restaurant village of Saugatuck. A 5-minute walk to everything: the train to NYC (one hour), kayak and paddle board rentals, ice cream, wine shops, dining. Across from a lovely riverside park with footpaths and nearby boardwalk. Stroll to library, Levitt Pavilion and bike to the beach and town golf, tennis, and sailing. What a location!

(203) 253-1800

40 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

379 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

3 Andrews Road
$7,500

Essex, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24048784

This home boasts over 3,000 sq ft of living space with beautiful views of the Connecticut River and Hamburg Cove. The inviting kitchen features a Viking range, Gaggenau ovens, Bosch dishwashers, and a Miele Nespresso coffee machine. Entertainment options include two Samsung 4K smart TVs with Apple TV, Sonos surround systems, and a full-sized shuffleboard. The three bedrooms are equipped with Sleep Number mattresses, and there are five modern bathrooms for added convenience. Outdoor spaces include a deck with a Weber Genesis grill, a patio with fire pit seating, and a river patio with Adirondack chairs. A gas-powered golf cart and three kayaks are available for recreation, along with beach chairs and a cooler. Stay connected with high-speed gigabit internet and enjoy ample parking, including an EV charging outlet. For those working remotely, there's an office with an adjustable Elgato Key Light.

(203) 253-1800

20 Church Street
$7,500

Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 121241

GREAT OPPORTUNITY TO LIVE IN TOWN. RENOVATED SPACIOUS 2 BEDROOM, 2 EN-SUITE BATH LUXURY CONDOMINIUM WITH 24/7 DOORMAN. The light-filled open floor plan concept designed and modernized by Award-Winning TREC Homes of Greenwich & Palm Beach. Hardwood floors throughout, stainless steel appliances, marble counter tops, new cabinetry and interior doors with balcony off Living Room. New windows throughout building. Storage Room and Bicycle Room in Basement. Heat and hot water included. Seconds to all that Greenwich has to offer. Close to Greenwich Avenue shopping, restaurants, train, movies, library and ferry to beach. Large balcony off Living Room.

(203) 253-1800

192 Birch Road
$7,500

Fairfield, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24032290

Life Is Better At The Beach! Come experience the coveted lifestyle of walking to Jennings or Penfield, a short stroll to Sherman Elementary, and the vacation vibe you get to experience year round. Or, simply enjoy your heated pool in the backyard while entertaining family and friends. This rental has been refreshed and is ready for a tenant to enjoy. Long term lease preferred.

(203) 253-1800

182 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

18 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

18 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

110 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

1027 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

10 Echo Lane
$7,500

Fairfield, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 3.5
Web ID: 24049793

Are you looking to test drive Fairfield? Doing renovations and need a temp place to live? Family in town for a visit? Welcome to 10 Echo Lane! This newly renovated & freshly painted home is available FURNISHED from January to April 30, 2025! This spacious home boasts 5 BRs and 3.5 BAs, one of which was newly added this year. The primary bedroom is located on the main floor and is massive in size. It has a walk-in closet, sitting area with a propane fireplace, TV, king bed, desk and an ensuite Bath with Jacuzzi tub, walk-in Shower, & built in storage. The main floor features an open floorplan with a combined LR/DR overlooking the back yard. The connected Den is perfect for relaxing with a 75 TV and access to the upper deck. The EIK features granite countertops, stainless steel appliances, full-size Fridge, double ovens, skylights, & an electric...

Tara Flynn
(203-656-6574

723 Laurie Lane
$7,250

Orange, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 4
Web ID: 24060682

Located on a serene cul-de-sac in desirable Orange, this beautifully designed 4-bedroom, 3.5-bathroom contemporary home offers luxurious living and modern charm. The property features an inviting two-story foyer that opens to a bright, airy interior with hardwood floors throughout. The living room is a true showstopper, showcasing a vaulted ceiling, dramatic stone fireplace, and oversized windows that fill the space with natural light. The custom eat-in kitchen is a culinary haven, equipped with Wolf appliances, Sub-zero fridge, granite countertops, and two generously sized islands! Adjoining is the cozy breakfast nook, overlooking the private backyard and enhanced by a vaulted ceiling, skylights and window surrounds. Exquisite octagonal sunroom, complete with a soaring ceiling and a gas fireplace, provides year-round comfort and charm. The primary suite is a true retreat with a vaulted ceiling, double vanities, and a spa-like soaking tub and dual head steam shower for ultimate relaxation. Three additional large...

(203) 253-1800

56 Old Field Point Road
$7,250

Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 2
Web ID: 121769

Pristine apartment in downtown Greenwich at a boutique luxury rental building. Prime location; Next to Equinox, an elite health and wellness experience. Minutes from coveted Greenwich Avenue. And a short distance to New York City at the Greenwich Train Station. Unit 7 features an expansive open floor plan with a chef's kitchen, gas fireplace, and private balcony. 2 large sunny bedrooms both with ensuite baths. (One bath is ADA accessible as is the building). Rental includes access to two covered/heated garage spaces with EV charging capability, rooftop deck with gas grill, and downtown views.

(203) 253-1800

22 Oldfield Drive
$7,250

Fairfield, CT
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 121820

SUMMER 2025 - June 1st 2025- August 31st 2025. Luxury rental fully furnished situated south of the Post Rd. between two of the most coveted beaches in Fairfield. Large kitchen with island, GE Cafe appliances and quartz countertops opens up into the living room. Outside offers a rear private patio, fenced in yard and grill. Less than 5 minutes in either direction to Penfield or South Pine Creek Beach. All you need to bring is your clothes and bed sheets! Ask about Summer 2025

(203) 253-1800
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