500+ Connecticut Rentals

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7 Rocky Acres Lane
$30,000

Westport, CT
Rental
Rooms: 12
Bedrooms: 6
Bathrooms: 5.5
Web ID: 24061035

Come spend the holidays in this fabulous home in the center of Westport. Available for the months of December and January.This beautiful home has the best of everything and has large open floor plan with 6 bedrooms. The finished lower level has large media room another bedroom and bath, a great rec room and exercise room. The back yard has incredible outdoor play space , with patios, fire pit, and pool house with a ping pong table. Room for large groups or a perfect place to just relax. Rent includes all utilities and a weekly housekeeper.

Helen R. Cusa
(203-221-0666

Cheryl Cusa
(203-221-0666

321 W Shore Road
$30,000

Washington, CT
Rental
Rooms: 10
Bedrooms: 6
Bathrooms: 5
Web ID: 24046378

Available June 6 - July 30, 2025 @ $55K total. 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 Aug 15...

(203) 253-1800

301 W Shore Avenue
$30,000

Groton, CT
Rental
Rooms: 8
Bedrooms: 6
Bathrooms: 4
Web ID: 24057073

Come spend part (or all) of your summer in this magical place on Connecticut's southeastern coast known as Groton Long Point. 301 West Shore has it all. Just steps from Main beach, this home has 5 bedrooms (6th is used as an office) and three full baths. The main bedroom is located on the 1st level and there is a third floor space to house the extra guests if needed. This wonderful home can sleep up to 11 comfortably. A gorgeous fully stocked kitchen, has every chef's needs satisfied. A large patio to the west provides able outdoor space for summer gatherings. Come to GLP next summer and make some memories. Available for July and/or August. Walk to beaches, boating, tennis, restaurant and fun!!

(203) 253-1800

30 Essex Street
$30,000

Groton, CT
Rental
Rooms: 14
Bedrooms: 8
Bathrooms: 6.5
Web ID: 24060512

Come and relax at this one-of-a-kind luxury property that captures the essence of refined coastal living. Nestled along the inviting western banks of the Mystic River, this extraordinary estate is a private sanctuary of timeless elegance and modern comfort. Located at the end of a quiet cul-de-sac in the Willow Point neighborhood, the home offers unparalleled panoramic water views, showcasing the beauty of Masons Island, Noank, Fishers Island, and the shimmering waters of Long Island Sound. Whether you're watching the sunrise, enjoying the ocean breeze, or admiring a vibrant sunset, every moment is framed by breathtaking scenery. Spanning nearly 6,000 square feet, this estate was designed to exceed all expectations. Unique architectural details and exceptional craftsmanship evoke the grandeur of historic estates, while contemporary amenities ensure ultimate comfort. The property's 350-foot private beach and 120' x 7' dock make it a haven for waterfront living, offering direct access to boating,...

(203) 253-1800
Lease Signed
Rental Property at 2 Broadview Road, Westport, Connecticut - Bedrooms: 6 
Bathrooms: 9 
Rooms: 14  - $30,000 MO. Previous PhotoNext Photo

2 Broadview Road
$30,000

Westport, CT
Rental
Rooms: 14
Bedrooms: 6
Bathrooms: 9
Web ID: 24048271

This stunning 6-bedroom, 9-bathroom home is set on acres of beautifully landscaped grounds, offering privacy and luxury just an hour from New York City. The classically inspired design showcases the finest craftsmanship, with vaulted ceilings, custom woodwork, and walls of windows that flood the home with natural light. Inside, you'll find a paneled library, staff quarters, a screening room, and spacious recreation areas. The gourmet kitchen and expansive entertaining spaces combine traditional elegance with modern amenities, providing both style and function. A rare opportunity to rent an estate of this caliber, blending timeless charm with contemporary convenience. Work is being completed on the house and property which will be completed by mid/late October in time for occupancy.

(203) 253-1800

10 Surf Road
$30,000

Westport, CT
Rental
Rooms: 16
Bedrooms: 4
Bathrooms: 5
Web ID: 24039255

This captivating haven at Saugatuck Shores, nestled along the pristine shores of Bermuda Lagoon, 100 feet of private beach and a deepwater dock-your perfect launchpad for unforgettable summer adventures or a warm winter escape. With soaring ceilings framing breathtaking water views, this open and airy oasis is ideal for year-round relaxation. Enjoy sunsets on the expansive wrap-around deck or cozy up inside by the fire as snow falls. Indulge your inner chef in the gourmet kitchen, featuring an industrial stove, then gather around the marble table for meals with stunning views as your backdrop. The master suite is a true retreat with its own waterside deck, walk-in closets, and a luxurious bath complete with a Jacuzzi tub, shower, and double vanity. The main level includes three additional bedrooms, two with charming lofts perfect for younger guests. On chillier days, head to the lower level family room with a...

(203) 253-1800

1 Sleepy Hollow Road
$30,000

Westport, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24060544

Incredibly located in Greens Farms, the prized estate setting of Westport, this customized luxury home showcases an array of thoughtful and luxurious upgrades. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/fpl & dining rm w/butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet kitchen w/fpl, lrg island, full suite of gourmet appliances include Viking range, Sub Zero all-refrig/all-frz, wine chiller, beverage drawers, speed oven & sunny breakfast area w/ bay window. An excellent mud rm w/vast storage, 2nd laundry & a full bath for the pool leads to the 3...

(203) 253-1800

60 Park Avenue
$29,000

Old Greenwich, CT
Rental
Bedrooms: 6
Bathrooms: 7.5
Web ID: 121470

This just built shore colonial is on one of Old Greenwich most desirable streets. This is truly a lifestyle most only dream of. Minutes from Old Greenwich Village, Metro north train and Tod's Point public beach. This 6 bedroom, six full and two half baths new construction embodies architectural details and luxurious amenities. Open concept first floor has a fabulous cook's kitchen, adjoining dining area opening to expansive deck overlooking in ground pool, great room with fireplace, and living room and mud room make up first floor. Second floor there is primary suite with multiple walk-in closets and bath with radiant heat, 3 double bedrooms all with en-suite baths. Third floor has bedroom, bath, office and 1/2 bath and large balcony overlooking property.

(203) 253-1800

551 Riversville Road
$25,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121457

Serenity and privacy abound in this sprawling 5.5+ acre Back Country spread. Expansive contemporary home boasts a spectacular light-filled living room with fireplace, wet bar, and vaulted ceiling. The spacious chef's kitchen/breakfast room is adjacent to dining and living rooms for easy entertaining. Library, guest bedroom, and exercise studio are conveniently located on the main floor too. Upstairs find the sumptuous Primary Suite with bedroom, luxury bath, and sitting room. Private terrace to savor the gorgeous views. Two additional bedrooms and laundry room with cedar closet. Lower level with additional 2190 sf offers a full in-law/guest suite with bedroom, bath and kitchen/fam room with access to yard. 3-car garage, heated pool/spa. Convenient to schools, shopping, and I-684.

(203) 253-1800

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

121 Indian Trail Road
$25,000

New Milford, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24058089

Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 10 minutes to the chic shops of New Preston. Renovated to perfection and stylishly decorated. Open floor plan with dramatic floor to ceiling windows. Huge chef's kitchen with pantry, top of the line appliances, wine fridge, 3 ovens, 2 dishwashers, 2 sinks, large center island and breakfast nook. Luxurious master suite with his/hers baths. 5 bedrooms, 5.5 baths. Spacious office/library Media room with uber comfy lounging couches. Deck and screened porch with panoramic views over pond, stone walls and mature trees. Fully irrigated gardens. Gunite Pool is large enough to play or float in and easy to heat as a jacuzzi. Enjoy the immaculate oasis with complete privacy, you will only hear the sounds of nature.

(203) 253-1800

10 Scout Trail
$25,000

Darien, CT
Rental
Rooms: 14
Bedrooms: 6
Bathrooms: 7
Web ID: 24058211

Oasis found at this stunning fully furnished Colonial home perched on top of a hill at the end of a cul-de-sac. This custom 6 bedroom home was built by one of the town's finest builders, Doherty & Deleo. The large eat in gourmet kitchen with an oversized island and butler pantry offers the finest appliances and finishes for you and your guests to enjoy. Relax by the fire in the family room. Retreat to the primary suite with vaulted ceiling, fireplace and walk-in closet. There are 4 additional bedrooms on the second level. Enjoy the professionally landscaped yard complete with a built in fire pit. There is a detached pool house for additional flex space for guests, home office or gym. This house is available from December 15th until March 31st 2025.

(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

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