10 Morgan Point
$40,000
Groton, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 170613373
This gorgeous 4 bedroom 3 bath home sits on the CT water front with a beautifully landscaped park like property and two white sandy private beaches. A modern interior and large wrap around deck provide for the perfect retreat. Panoramic views of Fisher’s Island Sound and the mouth of the Mystic River are perfect for enjoying any season, ideal for summer outdoor relaxation, swimming and sunbathing, fabulous fishing right off the beaches and boating. Begin and end your days with dramatic sunrises and sunsets. The large bi-fold doors are a show stopper, allowing you to gaze at the spectacular views and take in the ocean breezes from the comfort of the living room. If visiting during the fall or winter, the water takes on a lovely shimmer, viewed from the large picture windows throughout the house. You can cozy up to any of the three fireplaces. The home comfortably sleeps...
Congress Street
$39,000
Fairfield, CT
Rental
Rooms: 16
Bedrooms: 7
Bathrooms: 9
Web ID: 24020637
Surrounded by stone walls, this one-of-a-kind, spectacular and private 36-acre Greenfield Hill country compound has had a stunning top-level transformation, creating a breathtaking Fairfield County estate like no other. The storied 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. Lofty ceilings and walls of glass create magical interior spaces. 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. The full array of amenities includes a striking and sunny pool and chic barn-style pool house with full kitchen, bath and spacious gym. A beautifully updated separate stone farmhouse easily accommodates guests or staff. The charming separate office pavilion is tucked in a private garden area. In autumn...
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
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...
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.
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...
Arrow Point Road
$35,000
Warren, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 5
Web ID: 24082397
Spend the summer in this recently constructed home steps away from your own private sandy beach and dock. Designed to take full advantage of the lake views. Terrific open floor plan. Great kitchen open to dining area. Large living room that opens to a fabulous screened porch on the lake side. Three bedrooms with en-suite baths and an office on the second floor. Additional bedroom with an en-suite bath on main floor. Finished lower level with a recreation room and a media room offers additional overflow sleeping area. Large level front yard for lawn games. Stone patio overlooking the lake. Dock. Phenomenal views, usable waterfront area! Come stay at the lake! July and/or August '25 @ $35,000 per month.
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...
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.
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...
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.
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.
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.
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.
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.
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...
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