500+ Connecticut Rentals

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W Morris Road
$19,000

Washington, CT
Rental
Rooms: 8
Bedrooms: 5
Bathrooms: 4
Web ID: 24072865

Available August. Sunny, bright, and clean with a gorgeous heated spa/pool. The rear deck overlooks the pool, patio, and expansive lawn, which leads out to the old rail bed for peaceful walks along the Bantam River. Private, tucked away but central to both Washington and Bantam and Litchfield's restaurants, shops, and conveniences. Become acquainted with the lifestyle of Litchfield County and enjoy nature in this beautiful setting.

(203) 253-1800

12 Cognewaugh Road
$18,500

Cos Cob, CT
Rental
Bedrooms: 4
Bathrooms: 7
Web ID: 121996

This private retreat in the North Mianus school district blends modern luxury and comfort. Built in 2015, w/state-of-the-art home automation, this home has 4 bedrooms and 6.5 bathrooms. The 1st floor has an open gourmet kitchen, family room with fireplace, a large living and dining room, mudroom, 2 car garage, and a great outdoor patio w/ a fully fenced yard. The 2nd floor boasts a spacious primary suite with a gas fireplace, luxurious bath and 2 large walk-in closets. Also, 1 additional bedroom suite, 2 large bedrooms and a laundry room. A 3rd floor vaulted bonus space offers a studio with full bath, oversized closets, w/possibilities for a gym and/or office. The walk-out lower level includes a home theater, wine room, playroom with gas fireplace and additional space for entertaining.

(203) 253-1800

Sprain Brook Road
$18,000

Woodbury, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24071910

Enchanting country sanctuary available for the month of July. Property can sleep 10 guests between home and guest space. Property includes a beautiful ca 1860's 3 bedroom Cape, inground saltwater pool with spa, barrel sauna, plunge pool, separate 1 bedroom guest space over 3 car garage, a cabin in the woods, separate two room tavern/cottage with heating/cooling, a screened porch and deck along a babbling brook. Pergola covered stone patio off the kitchen and living room, level lawn, and gorgeous gardens on a quiet country road. Central A/C. June rental possible.

(203) 253-1800

Leach Hollow Road
$18,000

Sherman, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24074769

Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens,...

(203) 253-1800

Belgo Road
$18,000

Salisbury, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24075232

Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre, Tanglewood is just 40 min away and 20 min to the Wassaic, NY Metro North Train to NYC. Available for both August and September only.

(203) 253-1800
Lease Signed
Rental Property at 6 Searles Road, Darien, Connecticut - Bedrooms: 5 
Bathrooms: 4.5 
Rooms: 10  - $18,000 MO. Previous PhotoNext Photo

6 Searles Road
$18,000

Darien, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4.5
Web ID: 24062395

This Coastal CT colonial in The Tokeneke Association has 5 bedrooms, one on 1st floor, four on 2nd. Gracious living spaces include formal living room, spacious office, formal dining and casual dining. Chefs kitchen is open to casual dining and casual gathering room with fireplace. Large mudroom from garage and back entrance with separate laundry. Main bedroom is spacious and private. En-suite bath and two walk-in closets. Second floor includes another en-suite bedroom and two additional bedrooms that share a newly renovated hall bath. There is a sitting/work area and abundant storage on the second floor. Basement is finished with wine room, casual sitting area and more storage. Two car garage attached with a third in the barn that allows even more storage. Beautiful stone patio surrounded by stone wall and paths and extensive green yard.

Susan Massey
(203-656-6571

34 Hassake Road
$18,000

Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122167

Totally gut renovated short term summer rental in wonderful Old Greenwich neighborhood. This 4 Br/ 3 1/2 bath house is meticulously maintained and decorated with beautiful furnishings. Short drive to beach, train, Binney park and village, restaurants. Whole house renovation/addition recently complete. Chefs kitchen with 48 inch range and walk in pantry which opens up into the living room and kids cozy reading nook. A wet bar sits next to chic formal dining room. Primary bedroom suite with walk in shower, soaker tub, heated floors and two additional bedrooms, bathroom on second floor. First floor has an office/ bedroom and full bathroom. Outdoor area features a deck, fire pit on lower patio and an outdoor shower for those beach days, trampoline. Finished Walkout basement/ tv room.

(203) 253-1800

3 Fairfield Avenue
$18,000

Old Greenwich, CT
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 121975

Enjoy the perfect summer retreat in this charming colonial, ideally located in Old Greenwich on a cul-de-sac, close to everything. Utilities and housekeeping included. This sun-filled home, built in 2012, features high ceilings, an open floor plan, and elegant finishes. The main level offers a living room, gourmet kitchen with an island, dining area, and a family room opening to a patio with a gas grill, firepit, and fenced yard surrounded by lush landscaping. Upstairs, the vaulted primary suite includes a spa-like bath, two bedrooms, a full bath, and laundry. The finished lower level has bonus space, a full bath, and a pull-out king sofa bed. Close to the train, Tod's Point Beach, parks, tennis, and village shops. Equipped with a generator, this home offers an unforgettable summer.

(203) 253-1800

48 Sound Beach Avenue
$17,500

Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121504

Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath, 3bdrm/2bath make up the 2nd fl. LL offers another en-suite bdrm, gym ,media rm, play rm, full bath with outside access. This house has great space with tremendous flexibility!

(203) 253-1800

Looking Glass Hill Road
$17,000

Litchfield, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24048191

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 for summer 2025, flex terms. $19,000 per summer month. Also listed as academic/winter rental MLS# 24048149 $7500. per month

(203) 253-1800

Pritchard Lane
$16,999

Westport, CT
Rental
Rooms: 10
Bedrooms: 6
Bathrooms: 6
Web ID: 24068600

Luxury living awaits! This stunning, newly renovated home sits on just under two acres of flat land in one of Westport's most beloved cul-de-sacs. An entertainer's dream, this 5600 sq ft charmer features a newly renovated gourmet kitchen with chef-grade appliances and radiant heated floors. French doors connect the kitchen with an expansive outdoor entertaining area. The beautifully landscaped, private backyard is the perfect place to enjoy every day or host guests. It features a large blue stone patio, a covered seating area, and a stunning gunite pool and spa. Off the kitchen, you'll find the perfect flex space great for a home office or small den that connects to the 2-car garage. The spacious living room offers lots of natural light with a wood-burning fireplace for those cold winter nights. The dining room is perfect for hosting dinner parties, large or small. On the other side of the first...

(203) 253-1800

Beach Avenue
$16,500

Madison, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24077708

71 Beach Avenue is available for the month of July and August, 2025 for $16,500/month. It is also available for 6 weeks, 7/19-8/30, for $24,000. A rambling one-level home, it is fully furnished. One home away from its own private beach, it is a truly special property. This beautifully maintained home has three bedrooms and two full bathrooms. You can feel the breeze off the Sound throughout the house, but especially in the large 4-season sunroom; here you can enjoy meals and relaxation. It looks out to the private backyard. The primary suite is fully renovated with a king bed and an ensuite bathroom. The 2nd bedroom has a full-size bed. The 3rd bedroom has 2 twin beds. The fully equipped kitchen is light and bright with a breakfast counter. Enjoy the landscaped grounds, quiet yard, and grill while you make wonderful memories. 2 bicycles, kayaks, and a paddleboard are...

(203) 253-1800

9 Lafayette Court
$16,500

Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121844

The Loren - ''Greenwich Living''. This fabulous new duplex at ''The Loren'' located a top of Greenwich Avenue features a brand new modern 2 bed, 2 bath Maisonette duplex with a private patio. The Loren features hotel amenities such as doorman/concierge services, valet parking, security, and daily housekeeping upon request. The home features designer appliances, the finest marbles and quality finishes, high gloss custom millwork, exposed brick walls and solid oak flooring. The maisonette features access from the main lobby as well as your own private entrance from the patio. Here is your opportunity to reside in a Manhattan style condo with Greenwich sophistication. The Loren was designed for residents who want more than a prestigious address but more a seamless lifestyle.

(203) 253-1800

2 Indian Drive
$16,500

Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122161

Enjoy views of Long Island Sound from this renovated Old Greenwich four bedroom spacious stone and shingle home. Located on a quiet cul-de-sac, in Ledge Road Association with area private beach, this home has high ceilings, plenty of light and lovely design and craftsmanship throughout. There is a gourmet eat-in kitchen, adjacent family room with fireplace and dining room with cathedral ceiling and access to an outdoor stone terrace with fireplace and a place to entertain, relax and take in the views. The primary suite has a lux bath and private balcony for enjoying the water views and sipping a cup of coffee. Bonus: First floor huge bedroom (with office space) and en-suite bath. This home is a short distance to Tod's Point, town, schools and Metro North train. Perfect for today's living.

(203) 253-1800
Lease Signed
Rental Property at 16 Joshua Slocum Dock, Stamford, Connecticut - Bedrooms: 3 
Bathrooms: 3  - $16,500 MO. Previous PhotoNext Photo

16 Joshua Slocum Dock
$16,500

Stamford, CT
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 120148

Charming Dolphin Cove 3 bed/2.5 bath furnished summer rental (June 15 until August15) with use of 40 ft deep water dock slip, and kayaks. Lovely stone terrace overlooking the Dolphin Cove inner harbor. Full use of the Dolphin Cove Club amenities which include, two pools, tennis/pickle ball, beach, cabana, clubhouse and lawn overlooking Long Island Sound. Call listing broker for details. 914.572.4526

(203) 253-1800

North Street
$16,000

Roxbury, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24074692

Summer 2025 at $16,000 per month. Quintessential Litchfield County Retreat with Fabulous Heated Gunite Pool in the Heart of the Town of Roxbury on 4 +/- pastoral acres. 4 bedroom and 2 and 1/2 bath charming Colonial with Great Room/Family Room with vaulted ceilings, Eat-in Country Kitchen, Formal Living Room with wood-burning fireplace, Formal Dining Room and a Wonderful Terrace overlooking the verdant open lawn replete with a picturesque pond, towering pines and mature trees, plantings and perennial gardens. Play tennis at the adjacent Roxbury Town courts, meander across the street for Ferris Acres Ice Cream and other delectables at the Roxbury Market or visit near-by Maple Bank Farm, Land Trusts with trails, river access and waterfalls or drive a short distance to many world-class restaurants. Two-car attached garage and bicycles available. Barn not included in rental.1.5 hours to NYC. Special. Inquire regarding longer rental term.

(203) 253-1800
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