500+ Connecticut Rentals

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Long Lots Road
$19,500

Westport, CT
Rental
Rooms: 12
Bedrooms: 7
Bathrooms: 5.5
Web ID: 24036599

Beautiful, spacious home with a storied past, set on 3+ picturesque acres across from the Hunt Club and close to Westport's nationally recognized schools. As you meander beyond the stone wall, down the circular driveway, past the heated in-ground pool and clay tennis court - you immediately know why some of Westport's finest once called this home. This enchanting and private property includes a sunken garden with water fountain, life-size chess board, mature specimen trees, and perennial blooms. With 7 bedrooms, including a main floor bedroom & full bath, there's plenty of room for everyone. Walk through the marbled foyer, past the curved staircase and you'll find a magnificent Great Room with fireplace and floor to ceiling windows and French Doors opening onto the veranda. You can picture hosting fabulous get-togethers here. The expansive eat-in kitchen with island, breakfast nook, side-by-side Sub-Zero fridge/freezer, double ovens, 2 dishwashers and 2 sinks...

(203) 253-1800

Belshyre Court
$19,500

Goshen, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24069744

Woodridge Lake furnished 8-room Colonial available for rent from June 1, 2025 through August 31, 2025--can be extended into the fall. This home features 4 bedrooms, 2-1/2 baths, custom kitchen with island and crown molding. Formal living room with fireplace and built-ins, family room, 2-car attached garage. and 20x14 deck. Enjoy all Woodridge Lake amenities including private clubhouse with fitness center, 8 tennis courts, boat marina, Olympic-size heated pool, 385-acre private lake with 4 beaches.

(203) 253-1800

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

6 Coachlamp Lane
$19,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 122234

The perfect fully furnished spring short-term rental available April 3rd. This luxurious center hall colonial is nestled in a serene private cul-de-sac close to everything! Meticulous attention to detail, featuring coffered ceilings and master craftsmanship, this home exudes sophistication. Enjoy a stunning open gourmet kitchen, complete with ample counter space and a spacious layout that seamlessly connects to the cozy family room, perfect for entertaining. Enjoy the comfort of five gracious ensuite bedrooms, including a breathtaking primary suite with a sitting room. With multiple flexible spaces, you can easily create a home office, study areas, or a large playroom and home theatre to suit all your living needs. Additional amenities include a three-car garage and a fenced yard, with dogs considered.

(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

Old Black Point Road
$18,000

East Lyme, CT
Rental
Rooms: 4
Bedrooms: 1
Bathrooms: 1
Web ID: 24081456

Welcome to your summer sanctuary! This stunning waterfront home on Old Black Point Road has something for everyone. Whether you're a sun worshipper or prefer to relax in the shade with a book, the spacious lot offers sunny areas, shady spots, grassy lawns, patios, sand, and water access. The primary bedroom is conveniently located on the main floor, and the spacious living room provides a comfortable gathering space and access to a loft that offers additional sleeping space. The kitchen boasts white shaker cabinetry, stone countertops, stainless steel appliances, and an eat-in area with water views. The full bathroom features tile floors and a walk-in shower. The partially finished boathouse provides yet another spot for entertaining, and can also serve as additional sleeping space for guests. The best part? It leads directly to a private dock. The abundance of outdoor space provides plenty of room for entertaining, happy hour, lawn...

(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

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
Lease Signed
Rental Property at 3 Fairfield Avenue, Old Greenwich, Connecticut - Bedrooms: 3 
Bathrooms: 4  - $18,000 MO. Previous PhotoNext Photo

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

12 Cognewaugh Road
$17,000

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

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

South Avenue
$16,950

New Canaan, CT
Rental
Rooms: 13
Bedrooms: 5
Bathrooms: 6
Web ID: 24077997

In the heart of downtown New Canaan, this 6,000+ sq. ft. residence offers 5 bedrooms, 4 full baths, and 3 half baths, blending elegance and comfort. The main level features a gourmet chef's kitchen with Wolf appliances, an expansive family room, and two dedicated offices. Soaring 9+ ft. ceilings enhance the light-filled interiors.Upstairs, the primary suite is a true retreat, boasting two-story windows, a spa-inspired bath, and a custom dressing room. Three additional bedrooms, two full baths, and a large second-floor laundry complete the level. The lower level is an entertainer's dream, with a home theater, wine cellar, and wet bar. Outside, expert landscaping, stone walkways, and a full outdoor kitchen set the stage for luxurious al fresco living. A private in-law/au pair suite above the garage offers a living room, bedroom, bath, and kitchenette-ideal for guests or extended family. This extraordinary home combines luxury and location-a must-see!...

(203) 253-1800

109 South Avenue
$16,950

New Canaan, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122245

In the heart of downtown New Canaan, this 6,000+ sq.ft. residence offers 5 bedrooms, 4 full and 3 half baths, blending elegance and comfort.Main level features a gourmet chef's kitchen featuring Wold appliances, and expansive family room and two dedicated offices. Soaring 9 ft ceilings enhance the light filled interior. Upstairs, the primary suite is a true retreat, boasting two story windows, a spa inspired bath and a custom dressing room. Three additional bedrooms, two full baths and a large laundry complete this level. The lower level is an entertainer's dream, with home theater, wine cellar, and wet bar. Outside, expert landscaping, stone walkways and a full outdoor kitchen set the stage for luxurious al fresco living. Private au pair/guest suite above the garage.

(203) 253-1800
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