500+ Connecticut Rentals

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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
Lease Signed
Rental Property at Sleepy Hollow Road, Westport, Connecticut - Bedrooms: 4 
Bathrooms: 5 
Rooms: 10  - $25,000 MO. Previous PhotoNext Photo

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 weekend- June 30: $25,000; September: $17,500. Please inquire for additional months. 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 level, there is a sweet...

(203) 253-1800

Parkview Road
$25,000

Norwalk, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 2
Web ID: 24078683

Summer in coveted Bell Island, Rowayton. A true beach house with beautiful water views from every room. Steps from two private LI Sound beaches available only to Bell Island association members, East Beach and South Beach. Directly across the street from private Clarke Park. 4 Bedroom, sleeps 10 (1 king, 2 queens, 4 twin beds). Open concept living-dining room, updated kitchen, dedicated office space, and a magical third-floor retreat [work, read, paint overlooking the water]. Stroll into Rowayton Village to sip coffee at Arden's, indulge in fresh lobster at The Restaurant, or explore local art at The Rowayton Arts Center. This chic coastal enclave, just 40 miles from NYC, offers an instant sense of community with an effortless summer vibe. Kayaks & bicycles included.

(203) 253-1800

North Street
$25,000

Roxbury, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24076203

Available Month of August at $25k. Spend a perfect summer month in this Gorgeous Connecticut Antique Edson Bradley Estate, beautifully updated 3 bedroom antique home, with an additional 1 bedroom guest apartment in the nearby renovated barn, a gunite pool with views west, apple orchard and a lovely park-like setting. The 3 bedroom home main house offers open kitchen to Conservatory for great light and family along with living room and library. Just a short drive to Roxbury Center, and privately sited with a grove of pine trees. Close to Roxbury Land Trust's gorgeous hiking trails, the Shepaug River and Maple Bank Farm, and just minutes away from Washington Depot, New Milford and Woodbury for great shopping and restaurants!

(203) 253-1800

Mansfield Avenue
$25,000

Darien, CT
Rental
Rooms: 14
Bedrooms: 5
Bathrooms: 7
Web ID: 24079438

Looking to get away this summer? Explore all that Darien has to offer in this gracious colonial located one mile from town and the highly anticipated Corbin District project featuring new shops and restaurants. Set within a beautiful waterfront community with two area beaches life in this home will be a welcome respite! Beautiful new gourmet kitchen with breakfast room adjacent to family room, amazing outdoor oasis ... pool, outdoor shower, terrace with ample seating and fireplace overlooking private backyard. With multiple recreation spaces and work from home areas - this property checks all the boxes. One mile to train makes a trip to the city a breeze! Available furnished for the months of June, July and August. (Homeowner is offering use of entire home except one bedroom/bath).

(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

Indian Trail Road
$25,000

New Milford, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24058089

Memorial Day thru Labor Day 2025 @ $75K. Sophisticated Barn-Style retreat in completely private Merryall location just 10 minutes to the chic shops of New Preston. Renovated to perfection and stylishly decorated. Open floor plan with dramatic floor to ceiling windows. Huge chef's kitchen with pantry, top of the line appliances, wine fridge, 3 ovens, 2 dishwashers, 2 sinks, large center island and breakfast nook. Luxurious master suite with his/hers baths. 5 bedrooms, 5.5 baths. Spacious office/library Media room with uber comfy lounging couches. Deck and screened porch with panoramic views over pond, stone walls and mature trees. Fully irrigated gardens. Gunite Pool is large enough to play or float in and easy to heat as a jacuzzi. Enjoy the immaculate oasis with complete privacy, you will only hear the sounds of nature.

(203) 253-1800

Dolphin Cove Quay
$25,000

Stamford, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24074381

Spectacular home with pool located at the very tip of Dolphin Cove peninsula. This unique site offers the rare opportunity to experience both the breathtaking sunrise views to the east and the magnificent sunsets to the west. The home is located in the private Dolphin Cove featuring a deep water marina, sandy beach, two pools, tennis and pickle ball court and club house. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty of the waterfront and marine activity.

(203) 253-1800

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 Finney Knoll Lane
$25,000

Riverside, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121816

Welcome to the luxurious 3 Finney Knoll! Located on a cul-de-sac, close to shopping areas, beaches and parks. This beautiful 4 bedroom, 4.5 bathroom home has a 2-car garage and is equipped with state of the art appliances, 9 foot ceilings and high end finishes such as Carrara Gold Quartz counters. The Primary Suite has 2 separate walk in closets and the bathroom has a large double sink vanity and a beautiful soaking tub. The home also has a finished basement, perfect for an in-home gym or entertainment room and finished attic with a bathroom that would be perfect for a playroom or office. Come see and fall in love with your future home.

(203) 253-1800

258 Dolphin Cove Quay
$25,000

Stamford, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122049

Spectacular waterfront with pool located at the very tip of Dolphin Cove peninsula. The unique site offers the rare opportunity to experience both the breathtaking sunrises to the east and the magnificent sunsets to the west.. The home is located in the private Dolphin Cove Association featuring a deep-water marina, pool, tennis court, pickleball court private beach and clubhouse. The home is designed to capture the beauty of the waterfront featuring a wide-open floor plan and walls of glass opening to a pool and oversized deck perfect for alfresco dining, toasting the sunset or simply a place to relax and enjoy the beauty waterfront and marine activity. Offered furnished.

(203) 253-1800

Frisbie Road
$24,000

Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24061985

AVAILABLE JUNE - AUG 2025 @ $24,000 PER MONTH. Quintessential CT Country Summer rental. Magnificent over-sized pool of 50' x 20' with spa, cabana with a full bathroom, changing room, kitchenette and outdoor grill. Pristine 3 bedroom 3.5 bath main house all bedrooms have king beds. The home is nestled on 21+ acres with new circular driveway, large expanses of lawn, mature trees. Gourmet kitchen, formal dining room, living room with fireplace, large sun room. Covered back porch with comfortable sitting area and outdoor dining. Conveniently located close to town, The Mayflower Inn, tennis courts, fine dining and chic shopping. Many Summer Camps in the area and 1.5 hours to NYC. Also avail $10,000 per month for March- May '25 and Sept 2025-May 2026

(203) 253-1800

Brightfield Lane
$24,000

Westport, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24070130

Your Perfect Summer Retreat in Westport - Available July & August 2025! Escape to this stunning contemporary home, located on a quiet cul-de-sac, just minutes from downtown, beaches, and top-rated restaurants. This beautifully designed residence provides the perfect blend of comfort and convenience. The spacious home features 4 bedrooms, 3 full bathrooms, and 4,711 square feet of living space, including a finished basement. The open floor plan boasts soaring ceilings, oversized windows filled with natural light, and a double-sided brick fireplace. Key Features: Heated gunite pool surrounded by a landscaped backyard, ideal for outdoor fun. Fully equipped kitchen with stainless steel appliances, gas range, and heated wood floors. Formal dining room for 10, two living areas, and a cozy foyer with a piano. Lower-level entertainment room with ping pong table, toys, books, and fitness equipment. Luxurious master suite with soaking tub, heated floors, and walk-in closet....

(203) 253-1800

939 Black Rock Turnpike
$24,000

Easton, CT
Rental
Rooms: 15
Bedrooms: 5
Bathrooms: 5.5
Web ID: 24061220

This 1700's estate is a perfect summer retreat. It's situated on 3+ acres on the Connecticut Golf Club & serves as a serene and secluded escape from the city. If you are looking for some space to spread out and relax, this 6000+ sq foot home has a little something for everyone. All 5 bedrooms are located upstairs (queen or king beds) with multiple living areas downstairs for reading, working or unwinding. There is an open kitchen & breakfast area for leisurely meals, as well as a large dining room perfect for hosting both casual and formal dinners. It's a beautiful blend of historic character & modern design and there's plenty of room to spread out yet still come together in the shared spaces. Nearby you can find all your favorite New England adventures, including local farms (apple picking, blueberry picking, etc.) and small charming CT towns to...

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