500+ Connecticut Rentals

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Glen Gorham Lane
$30,000

Darien, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 6
Web ID: 24079410

Nestled in the picturesque neighborhood of Glen Gorham Lane, this charming rental home offers the perfect blend of comfort and convenience. Boasting five bedrooms and six bathrooms, this inviting residence features amazing water views, spacious gourmet kitchen, hardwood floors, high ceilings throughout, private office and many living/entertaining spaces. The open floor plan creates an inviting atmosphere, ideal for both relaxing and entertaining. Step outside to the expansive deck overlooking Gorham Pond and enjoy the serene surroundings. Conveniently located near near most amenities such as schools, parks, and shopping centers, this home provides easy access to everything Darien has to offer.

(203) 253-1800

Fern Avenue
$30,000

Litchfield, CT
Rental
Rooms: 12
Bedrooms: 4
Bathrooms: 4
Web ID: 24069186

$30,000 per month in summer. Inquire for other timeframes. Gorgeous 4 bedroom, 3.5 baths. Heated, Gunite pool with stone patio and outdoor fireplace that overlook extensive lawn and privacy. Hot tub. Lux, outdoor shower, decks & grill. 1st floor en-suite, guest bedroom, powder room, open & gourmet kitchen. Double height, living room on the main floor. Upstairs den & en-suite, primary bedroom with spa tub and separate shower. 2 additional bedrooms share a bath. Exterior barn with 4 stalls for a multitude of uses with an office space or additional hang out space. 5 minutes to town for a multitude of shops and dining. Bucolic area and street within 2 hours to NYC. Come for a month or summer!

(203) 253-1800

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

Auldwood Road
$30,000

Stamford, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 4
Web ID: 24068964

Classic Shippan Colonial with private Beach Access for Summer Rental! Have the ultimate summer with gorgeous pool, BBQ with outdoor kitchen framed by rose trellis, expansive patio with firepit, basketball hoop and ping pong. You will never run out of things to do! Updated kitchen and baths and perfect nooks for lounging, reading and relaxing. Complete with hammocks surrounded by summer perennials. Finished LL and separate office space to easily work from home while enjoying a quick commute to Grand Central. Walk to the private beach in the ALC association.

(203) 253-1800

47 Carriglea Drive
$30,000

Riverside, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122320

Offered fully furnished and available for a long term lease. Taken down to the studs & completely reimagined in 2014 this exquisitely renovated english manor sits atop a hill on an oversized 2.50 acre lot with stunning views of the Cos Cob harbor and Long Island Sound. The entire house can be controlled from a single touch of a button. Raise/lower every shade, light, heat, audio/visual, and security from the Crestron system. Beautifully appointed formal rooms, a gourmet kitchen, & two terraces provide for a seamless flow to the flat yard. There is a finished lower level with playroom and fitness room, 3rd floor with additional bedroom, & 4th floor ''tower room'' with sensational water views. Private water access!

(203) 253-1800

29 Weston Hill Road
$30,000

Riverside, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122188

Summer rental in Riverside. Available Memorial weekend-Labor Day; flex Sept. Beautifully furnished summer retreat nestled in the heart of Riverside. The property offers a serene setting with a heated pool with a spacious terrace, and a delightful screened-in porch overlooking pristine, flowering gardens. Perfect for summer living, the open floor plan features superb entertaining spaces, including dining room with a fireplace, a spacious living room, and a large family room with a second fireplace. The gourmet eat-in kitchen is designed to impress. New primary bath/closet &1st floor bath. Conveniently located within close distance to the charming town of Old Greenwich, the train station, and Todd's Point Beach, which boasts acres of nature trails, boat launches and sandy shores

(203) 253-1800

27 Stepping Stone Lane
$30,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5
Web ID: 122252

Beautiful oasis located in sought after Greenwich, CT. This home sits on a quiet cul-de-sac and boasts 5 bedrooms, 5 baths, plus finished basement and gorgeous backyard, perfect for relaxation plus wheelchair accessible! Have a nanny? This home has an Au-Pair Suite! Primary Suite, plus 3 bedrooms on the second floor and bonus bedroom on 1st floor. Home will be furnished and ready to rent from 6/20-8/31.

(203) 253-1800

Turtle Back Road
$29,500

New Canaan, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24072828

ONE MONTH SUMMER RENTAL - Available July 20 - The perfect summer retreat! This beautifully elegant and relaxing 5 bed, 4.5 bath country home is set on 2 acres with sweeping lawns front and rear in a sought-after neighborhood, less than 3 miles from downtown New Canaan's must-try restaurants, shops and train. Gourmet eat-in kitchen, light-filled rooms throughout and game room with pool table and dart board make this the perfect home-from-home with outdoor dining and living areas including a sparkling, heated, gunite pool, patio and stone fire pit. 5th bedroom with full bath on main floor currently being used as office but owners can move twin bed from lower level, if desired. Sleeps 10 comfortably. Discover all that New Canaan has to enjoy, including walking trails, nature center, parks, spectacular new library and only 45 miles from NYC

(203) 253-1800

River Road
$29,500

Washington, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24064656

AVAILABLE JULY OR AUG 2025 @ $29,500. Chic Riverfront Summer rental. 4 bedroom 3 1/2 baths on a quiet street close to Steep Rock Land Trust's hiking trails and minutes from Washington Depot. Open floor plan, hardwood floors throughout, top of the line chef's kitchen w/ butler's pantry. 2 first floor bedrooms with jack-and-jill bath. 2 bedrooms upstairs, each with full baths, finished lower level. Covered porch and flagstone terrace, Heated gunite pool and Generator. Perfect country retreat with easy access to NYC.

(203) 253-1800

131 Old Mill Road
$29,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121823

Amazing 1930 jewel completely renovated in 2017, including all new systems, windows, doors, bathrooms, stunning new kitchen and heated pool. Set back from the road, this feels like a European country manor, the charm and privacy incredible. Chic furnishings and interior design.

(203) 253-1800

Keeler Road
$28,000

Bridgewater, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 4.5
Web ID: 24061005

Enjoy this luxurious 4+ bedroom rental from Memorial Day - Labor Day 2025 @ $85K. Newly renovated and professionally decorated with open floor plan flooded w/ light. Multiple sets of French doors open up to the wraparound covered bluestone terrace with outdoor fireplace. Eat-in kitchen w/ high-end appliances, granite counters, a large center island, custom cabinetry & spacious butler's pantry. Gracious primary suite, spa bath, & steam shower. Back guest bedroom attaches to an upstairs media/play room that could be used as a 5th bedroom. Fully finished lower level game room, treadmill, media room with Ping Ping and Air Hockey. Exterior features incl: salt water heated gunite pool, expansive lawn, specimen trees, basketball hoop, privacy. Immaculate condition. Friendly neighborhood w/ easy access to the surrounding towns of Roxbury, Washington, Woodbury, Southbury, New Milford. Walk to Bridgewater Country Store w/ a gourmet deli, catering, farm to table dining. Chic shops, farmers...

(203) 253-1800

85 Mallard Drive
$28,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122265

SUMMER RENTAL, available from June 2-Aug 24: Private oasis in downtown Greenwich, with a level yard and heated pool, including a new safety fence. This fabulous home is centrally located, within excellent proximity to just about everything in town including train, restaurants, shops and beaches. It is very spacious, updated in 2020, with 5 bedrooms, all are en-suite, with 5.1 bathrooms, with a great layout. Bonus spaces includes a walk up finished third floor with an office and a gym. The house and backyard are perfect for entertaining, with a large stone patio, pool and professional lighting and landscaping. This home is a total of 4,638 sqft, including lower level and 3rd floor.

(203) 253-1800

Bluewater Hill
$27,500

Westport, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 24077144

Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping...

(203) 253-1800

60 Park Avenue
$27,500

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

24 Grimes Road
$27,500

Old Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 3
Web ID: 122081

Summer in Old Greenwich on the waterfront! What could be better? Beautiful 4 BR 3 BA home in the most peaceful of settings in a private association neighborhood with dock and beach. Gorgeous sun-filled DR, expansive LR, updated gourmet kitchen and glass-walled FR comprise the 1st floor along with 2 BRs and renovated bath. Upstairs the primary suite boasts a spacious BA, separate shower and private balcony w amazing views. A bright, roomy en-suite BR/BA complete the 2nd floor. Dine al fresco on the terrace with grill and pizza oven, soak in the bubbling hot tub, paddle board off your private dock into Greenwich Cove or simply delight in the water and wild life of the serene Long Island Sound. Less than a mile to train to NYC, shops, beach, tennis and pickleball.

(203) 253-1800

20 W Brother Drive
$27,500

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6
Web ID: 122013

Fully Furnished Millbrook Lakefront Rental!!! Flexible Term, can be offered unfurnished at $26,500/month. Privacy abounds as you enter over the bridge to your in-town private peninsula. This Gorgeous lakefront setting is truly a rare with oversized 1.11 acres in the R-20 Zone. The 5 bed 5 bath Manor Styled home has been recently renovated to include New appliances, new hardwood flooring, landscaping, paint and more.

(203) 253-1800
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