500+ Connecticut Rentals

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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

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

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

6 Coachlamp Lane
$28,000

Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 121943

Welcome to your dream short-term rental! This luxurious, fully furnished 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. Located just minutes from downtown Greenwich. Don't miss the opportunity to make this luxurious residence your short-term home

(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

Valley Road
$26,000

Westport, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24069830

Family retreat with in ground pool and outdoor entertaining and cooking area is available for your summer getaway. Bike to the beach from this 4 bedroom 4 full bath cozy home with welcoming front porch, playroom and full bath on every level. Primary suite is private and features a full bath, and balcony for your morning coffee. Huge new deck off kitchen. Three family bedrooms with full bath, open floorplan with updated kitchen, huge family room, breakfast area and charming front porch. Lower level has a playroom, full bath and walks out to a huge entertaining area with bar, outdoor kitchen, patio and leads to a sparkling in ground pool for your summer enjoyment. Summer rental furnished from May 1 through August 30. Additional months possible but not guaranteed. Tenant may not use fireplace.

(203) 253-1800

Westwoods 2 Road
$25,000

Sharon, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24068793

Available June or July at $25k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth area of Sharon. Open Floor Plan with high ceiling, bright and airy rooms. Patio for great entertaining. Game Room with pool table. 30 ft Granite Fireplace with Beamed ceiling in Living Room. Gourmet Kitchen, 6 bedrooms, one on the first level, 4 En suite. 2 half baths. Private guest or in law apartment. Separate playground, large wooden deck ideal for relaxing. Beautiful Pastoral Area... The ultimate in Vacation Homes!

(203) 253-1800

Treasure Hill Road
$25,000

Kent, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 3
Web ID: 24067464

AVAILABLE August 1, 2025 - Labor Day. Complete privacy with remarkable distant views from this immaculate South Kent property on 16+/- acres. 3 bedroom main house plus 1-2 bedroom guest house. Incredible long views from open Living Room-Dining Room-Kitchen with stainless steel cabinets and appliances. Fabulous stone fireplace in Living Room. Gunite heated pool directly off house. Just minutes to Kent, New Preston, Lake Waramaug and Bulls Bridge Golf Club. Surrounded by estates in one of South Kent's prettiest locations.

(203) 253-1800

Sleepy Hollow Road
$25,000

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

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

Rowayton Avenue
$25,000

Norwalk, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24002614

Memorial Day- June for $25,000: May 25-June 30. Also Available in May also for Graduation if interested. Not available for the full year. Enjoy Rowayton living in the Frederic E. Lockwood House (circa 1897). This designer renovated Victorian has amenities galore - a gorgeous in-ground pool with dramatic landscape lighting and sculpture; an entertaining deck with gas grill and seating overlooking the property; and modern eat-in kitchen/ family room with marble counters; Viking range; and fireplace just steps away. Completing the main level, you'll be delighted by the office, dining room, and living room with door to the front porch, featuring a relaxing swing - the perfect spot for an afternoon refreshment. Upstairs, is a grand primary master suite with fireplace, ensuite bath with double sinks, and walk-in closet. Also on this level, are two additional bedrooms plus a hall bath with laundry. On the third floor/ attic...

(203) 253-1800

Litchfield Turnpike
$25,000

Washington, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4
Web ID: 24073934

Fallen Fence is a historic center hall colonial is located on 40 acres has modern day amenities including a large Chef's kitchen and a full first floor bathroom. The spacious dining room seats up to 12. The large 2nd floor primary suite features a newly renovated bath and private lanai which overlooks the pool and ponds. There are two additional bedrooms on this floor with a new marble bath & a laundry room with built-ins. The third floor contains 2 additional bedrooms that share a marble bath. There is a den with large screen t.v. and wood burning stove, a formal living room with a gas fireplace and a 4 season sunroom with heated floor, breakfast table and lounge furniture. The property is completely private for your enjoyment and utterly whimsical with a large, heated pool set amid nature with views of the pond and ridge-line. Amazing western sunsets with...

(203) 253-1800

Leeward Lane
$25,000

Groton, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 5
Web ID: 24071711

Amazing furnished academic rental available September 2- May 31!! Take advantage of this spacious cozy home for the ultimate New England Fall/Winter rental. This home is the perfect mix of options to stay in & have every entertainment need met, or hop in the car for a short drive to all of the fabulous attractions located downtown. Equidistant between Historic Mystic & seaside village of Noank easy access to great restaurants, marinas, tennis courts, playgrounds and so much more! Esker Point Beach less than a mile away; Excellent proximity to Haley Farm, downtown Mystic, & Amtrak. This home has loads of sunshine, gleaming wide plank hardwood floors, & open concept floorplan. Wide open kitchen, & living space. Chefs kitchen, with breakfast bar seating for 4. Countertops are quartz, stainless steel appliances, 5 element range, pot filler & hood. Double oven, Thermador refrigerator, and built in wine chiller! Laundry room is...

(203) 253-1800
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