500+ Connecticut Rentals

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48004900 Congress Street
$39,000

Fairfield, CT
Rental
Bedrooms: 7
Bathrooms: 9
Web ID: 120793

Surrounded by stone walls, this spectacular private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was restored and expanded to incorporate 7 bedrooms and 7 full baths, all with views over the open, exquisitely landscaped property. Libraries, play spaces, private wings, a hidden theater, and a stunning Moroccan lounge with bar are some of the special features of this extraordinary property. Amenities include a pool and a pool house with full kitchen, bath and spacious gym. A separate stone farmhouse accommodates guests or staff.Live in ultimate style at this private retreat an hour from NYC

(203) 253-1800

Smith Ridge Road
$36,000

New Canaan, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 5
Web ID: 24067044

SUMMER SEASONAL RENTAL - (6 weeks preferred) available July 12 - August 23rd. Looking to escape the city for a countryside retreat in a private setting that provides plenty of room for entertainment, an in-ground heated pool, tennis court, golf chipping area, trampoline & opportunities to explore the mature gardens? Look no further...Experience all that summer has to offer at your own private summer camp. Sprawling 5 bedroom, 5.5 bath country ranch on 4+ private acres. Spend warm summer days by the pool, host your own tennis tournament or play games on the rolling lawn. Enjoy relaxing summer nights dining al fresco by the pool or watching shooting stars sitting by the firepit - life doesn't get better than this. Many recent updates to this home give it a chic modern vibe. This rental is $36K a month. For each additional week over a month there is a $9K...

(203) 253-1800

Spriteview Avenue
$35,000

Westport, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24076798

Saugatuck Island in Westport, Connecticut, is a unique and desirable waterfront community that offers residents a serene and picturesque living experience. This private island, accessible by a bridge, is nestled at the mouth of the Saugatuck River and Long Island Sound, providing a tranquil retreat with stunning water views and a sense of seclusion while still being close to the amenities of Westport with the convenience trains, trendy dining option and water activities. Enjoy the panoramic views at this tranquil setting with a private dock and water access. Perfect setting for watching amazing sunsets and entertaining on you private patio.

(203) 253-1800

Shore Road
$35,000

Clinton, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 5
Web ID: 24071593

An incredible opportunity to rent a fully furnished dream beach house on the Long Island Sound for a minimum of three months in the summer! The location cannot be beat. Access to this expansive and perfect sandy beach is private. This home is stunning. The living room, dining room and family room have large windows that frame a perfect view. Imagine waking up to that view every morning, watching the sun rise over the water, and having a front-row seat to the changing tides and weather. The fully stocked kitchen will not disappoint. The home has modern amenities such as an EV charger and a generator. A separate bedroom suite with its own sitting area and full bath would be a fantastic retreat for guests. Having three other bright, comfy, large bedrooms gives plenty of room for family or friends, and of course, the primary bedroom suite would be...

(203) 253-1800
Lease Signed
Rental Property at 37 Grovers Avenue, Bridgeport, Connecticut - Bedrooms: 5 
Bathrooms: 6 
Rooms: 15  - $35,000 MO. Previous PhotoNext Photo

37 Grovers Avenue
$35,000

Bridgeport, CT
Rental
Rooms: 15
Bedrooms: 5
Bathrooms: 6
Web ID: 170584547

Summer of 24 ! Gracious Summer 2024 Rental ( Available June July August 2024 - Entire 3 Month Block preferable / 1 month minimum) ! Entertain or Relax at Beautiful St Marys By The Sea! Rent this meticulous circa 1896 - 7500 sq. ft Grand Georgian Manor with a fabulous 84 foot long open main floor with french doors out to a covered veranda and deck overlooking a majestic lawn , a 40' saltwater pool and spa all against expansive views of Long Island Sound! The tall ceilings and the light infused open main-floor spaces create a great modern relaxed vibe on a scale of a by-gone era. Fireplaces on the water side in the large dining and living rooms provide a cozy warmth in the cool water breeze evenings. A sunroom with wet bar sits at the opposing end of the main floor from the dining room and overlooks...

(203) 253-1800

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

Woodside Avenue
$33,000

Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24075139

Summer in Westport! Clean living at its best. A home prepared with non-chemical, organic products. The owners live here year round with ZERO FRAGRANCE in any way, shape or form. Owners are extremely sensitive. Please ONLY CLEAN LIVING TENANTS. Organic, non fragrance, non chemical, hypo-allergenic product home. Products will remain in the home for summer tenant to utilize during their stay. This is available June 15th through August 24th. The most spectacular home with all things luxury, set on Nash's pond, with a 3 story elevator AND tremendous island like location. Tranquil, organic and calming with a particularly comfortable modern interior. Temperature controlled home, saltwater pool with a changing area and fenced in on the main grounds. Spa-like, walls of windows overlooking the pond and oasis location. Similar to your own island off Woodside Avenue. It is a beautiful setting all around. Gourmet kitchen on the main level with open...

(203) 253-1800

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 JUNE 28- AUG 14 @ $45,000. 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

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

51 Senff Road
$30,900

Washington, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 170305991

Pristine 5-bedroom private home on scenic dirt road ideal for walking, jogging and biking. Magnificent design with 2 gas fireplaces and filled with the art of Thomas McKnight. 2 over-sized wood decks overlooking the heated pool surrounded by endless summer hydrangea and 3 acres of lawns. The perfect location minutes from the center of Washington, the Mayflower and Winrian Inns & Spas.SUMMER:June - August $30,900/month; Memorial - Labor Day $74,000;OFF-SEASON:September - May $13,900/month. If over 3 months, subtract $1,000 per month. And no tax is due. ANNUAL:$169,000. Inquire for other/shorter term rental information.

(203) 253-1800

45 Moosehorn Road
$30,900

Roxbury, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 170306004

Perfect 6BR 3.5 Bath home with heated pool and child's play gym on a scenic country dirt road that leads into a land preserve along the Shepaug River - perfect for walking, jogging, biking. The most desirable rural historic location within 2 hours of NYC - Roxbury and Washington CT. Home to actors, writers, artists and the owners of luxury estate vacation homes. Many world class restaurants, inns and spas. Skiing, Lake Waramaug Beaches, BBQ, farm stands and fairs, antiquing, and numerous recreational activities.SUMMER June - August $30,900/month; Memorial - Labor Day $74,900; OFF-SEASON September - May $13,900/month. If over 3 months, deduct $1,000 per month and no tax is due. ANNUAL $169,000. Inquire about other/shorter rental terms.

(203) 253-1800

33 Sentry Hill Road
$30,900

Roxbury, CT
Rental
Rooms: 11
Bedrooms: 6
Bathrooms: 4
Web ID: 170305994

Mint 6 bedroom colonial reproduction on scenic dirt road. Walk, jog, bike into land preserve. Heated pool, outdoor play set, bbq, 3 acre lawn, 4 wood-burning fireplaces. SUMMER:June - August $30,900/month. Memorial - Labor Day $74,900.OFF-SEASON: September - May $13,900/month If over 3 months, subtract $1,000 per month and no tax is due. ANNUAL:$169,000. Inquire about other/shorter rental terms.

(203) 253-1800

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

Turkey Hill Road
$30,000

Westport, CT
Rental
Rooms: 13
Bedrooms: 5
Bathrooms: 5
Web ID: 24075132

Nestled on the coveted Turkey Hill Road S. in the heart of Greens Farms, this impeccably maintained 5BR Colonial offers the perfect blend of classic elegance and modern comfort. Set on professionally landscaped grounds, this home is a true retreat, complete with a Glengate-designed Gunite saltwater pool, spa, and stunning stonework. Inside, the thoughtfully designed layout creates an inviting and sophisticated atmosphere. The gourmet kitchen is a chef's dream, featuring high-end appliances, quartz countertops, a spacious island, a butler's pantry, and ample storage. The sun-drenched living spaces offer seamless flow for both relaxing and entertaining, with refined architectural details throughout. The private primary suite is a sanctuary, boasting two walk-in closets, a dressing area, and a spa-like bath with a soaking tub. Two additional BRs are en-suite, while the other two share a Jack-and-Jill bath, ensuring comfort and privacy for all. The third floor bonus room is a versatile space-ideal...

(203) 253-1800
Lease Signed
Rental Property at Soundview Avenue, Madison, Connecticut - Bedrooms: 4 
Bathrooms: 3 
Rooms: 8  - $30,000 MO. Previous PhotoNext Photo

Soundview Avenue
$30,000

Madison, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24078133

Immerse yourself in the coastal charm of this direct waterfront residence, available for an August retreat from August 1-31st, 2025. Experience the epitome of summer luxury in a home that not only graces the edge of the water but also provides private beach access for those serene morning walks and picturesque sunset moments. This exceptional property boasts a spacious deck and expansive yard, leading to a natural tidal pool that invites you to connect with the tranquil seaside environment. The meticulously designed outdoor space is perfect for entertaining, relaxation, and soaking in the breathtaking views that surround you. Inside, the home welcomes you with a harmonious blend of comfort and elegance. The main level features a convenient bedroom complete with a full bath, ensuring accessibility and privacy for guests or family members. Ascend to the second floor to discover the sumptuous primary en-suite, a sanctuary of peace with its own...

(203) 253-1800
Lease Signed
Rental Property at Shore Avenue, Groton, Connecticut - Bedrooms: 6 
Bathrooms: 4 
Rooms: 8  - $30,000 MO. Previous PhotoNext Photo

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
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