500+ Connecticut Rentals

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71 Byram Shore Road
$34,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 120741

You have found paradise w this spectacular waterfront 5 BR home w magnificent views of LI Sound, Calf Islands, Island Beach & Great Captains Island. With a private deep water dock, this special home also boasts a large rooftop deck & multiple terraces to enjoy the captivating water views. An open floorplan, great flow & soaring ceilings define the spaces with plenty of rooms for formal/casual entertaining inside & out to enjoy vacation all year long! A large sophisticated renovated kitchen w waterfall countertops, top of the line appliances is open to the family room. Formal Living room w fireplace/formal Dining room/private office with custom bookshelves. Wake up to shimmering water views in primary suite w walk in closet & chic bath/balcony. 5 BRs have en suite baths/7 baths/7,628 SF.

(203) 253-1800

367 Riversville Road
$32,500

Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 6
Web ID: 121443

Furnished rental with a pool and tennis court. Live the ''French'' lifestyle right here in Greenwich, CT. This 7,860sf Chateau has 6 bedrooms, 4.1 baths, formal and informal entertaining spaces, a playroom/media room for the kids as well a home gym. The backyard is the perfect playground, complete with a large terrace overlooking the heated pool, the sloping lawn and a tennis court with a basketball hoop. Includes new linens, towels, all utilities, grounds care, pool maintenance and a house keeper 3-4 days a week.

(203) 253-1800

35 Schoolhouse Road
$32,500

Roxbury, CT
Rental
Rooms: 10
Bedrooms: 4
Bathrooms: 5
Web ID: 24053558

Deluxe SUMMER 2025 furnished rental. AVAILABLE $32,500/MONTH or JULY 1-LABOR DAY @ $65,000. Fabulous location in estate area of Roxbury on a quiet single lane road yet minutes to town or Mayflower Inn, shopping etc. 4 bedrooms all en suite in main house as well as 2 washers and 2 dryers, a steam shower, an electric oven and gas range, 3 refrigerators and a wine cooler. The 1 bed guest house has a full kitchen and its own washer and dryer. Pool, large lawn and ponds. Total privacy.

(203) 253-1800
Lease Signed
Rental Property at 279 Davis Avenue, Greenwich, Connecticut - Bedrooms: 4 
Bathrooms: 5  - $32,500 MO. Previous PhotoNext Photo

279 Davis Avenue
$32,500

Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121831

FULLY FURNISHED - Welcome to this newly built modern masterpiece in the heart of Greenwich. This stunning home boasts a bright, airy open-concept layout with soaring ceilings, expansive windows, and luxurious finishes. The chef's kitchen features high-end appliances, custom cabinetry, a large island, and a built-in desk. The serene primary suite offers heated floors in the spa-like bathroom and a spacious walk-in closet. Additional amenities include a 2-car garage, gas fireplace, dry bar, large office, privacy shades, basement mudroom, and two laundry rooms. Fully decorated, it includes smart TVs, Sonos, Lutron, Ring doorbell, and a security system. Outdoor spaces feature a privacy gate and landscaping. Moments from downtown, this home defines modern luxury. Close to train.

(203) 253-1800

131 Old Mill Road
$32,000

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

This rental price includes all operating expenses. 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

849 Lake Avenue
$30,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 5.5
Web ID: 121701

Step into luxury with this stunningly renovated 1930s colonial, featuring 5 spacious bedrooms and 4.2 stylish baths. This beautifully furnished home blends classic charm with modern convenience, ensuring a move-in ready experience. Enjoy summer days on the newly refinished tennis and pickleball court, perfect for family fun and friendly matches. The expansive backyard offers ample space for relaxation and entertainment, with an inviting inground pool set to be completed by spring 2025, adding to the allure of outdoor living. With its prime location and thoughtful updates throughout, this home is a perfect retreat for those seeking elegance and comfort.

(203) 253-1800

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

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

126 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

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

81 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

10 Echo Lane
$26,000

Fairfield, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 3.5
Web ID: 24064971

This newly renovated, fully furnished home is available for rent for the month of August. This spacious home boasts 5 BRs with the primary bdrm on the main floor, 3 full baths, and a guest bath. It includes a king sized bed, double dressers, sitting area with sofa and smart TV above the propane fireplace. The ensuite bathroom has a jacuzzi tub & walk-in shower, separate vanity & plenty of storage. The main floor features an open floor layout, with combined LR & DR with cathedral ceilings overlooking the back yard. The connected Den is perfect for relaxing with a Smart TV and access to the upper deck. The EIK features granite countertops, stainless steel appliances, a full-size refrigerator, double ovens, skylights, & an electric cooktop. The adjacent laundry room has a washer & dryer & full-sized freezer. The add'l 4 Bdrms share a center hall bthrm with a tub...

Tara Flynn
(203-656-6574

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

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
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