White Oak Shade Road
$10,000
New Canaan, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24068364
Charming AND spacious Colonial perfectly situated on two lush acres so convenient to New Canaan town center, Darien, Norwalk and the Merritt. Very well-maintained home with kitchen/family room boasting huge fireplace and adjacent sunroom. Wonderfully private extra space for au-pair or in-law as well. *Please note below grade sq ft is 1680 not 3360 as detailed above*
Trumbull Avenue
$10,000
Milford, CT
Rental
Rooms: 13
Bedrooms: 5
Bathrooms: 4
Web ID: 24077590
Direct Waterfront! The ideal beach vacation home in one of the top 10 coastal towns in the US. Enjoy breathtaking water views and the sound of the surf from the wraparound front porch that is included with this completely renovated and furnished 5+ Bedroom 3.5 Bath 4,573 sq. ft. classic New England Colonial situated in sought after Fort Trumbull Beach. The spacious open floor plan has multiple waterfront living and dining areas, a fabulous gourmet kitchen, butler's pantry, and main level office/bedroom. 5 Bedrooms on the upper level include a waterfront Primary bedroom suite with sitting area, spa inspired bath, and waterfront balcony access. The nicely finished walk-out lower level includes a Rec Room, Exercise Room, Full Bath, and infra-red Sauna. Private Beach in front of house. A short walk to downtown Milford's 17 restaurants and Metro North/New York City train. A week you won't forget!
South Street
$10,000
Roxbury, CT
Rental
Rooms: 6
Bedrooms: 2
Bathrooms: 3
Web ID: 24069761
Summer 2025: June $1ok; July $12k; August $12k. Utterly Charming In-Town Delight with New Heated Pool. 2 Bedroom, 2.5 Bath Main House + 1 Bedroom, 1 Bath Guest House with Separate Kitchen. Moments From Library, General Store & Town Tennis Courts. Inviting Eat-in Kitchen with Dining & Seating Area. Separate Formal Dining Room. Large Living Room with Fireplace. 2 En-Suite Bedrooms. Brand New Pool with Separate Pool House. Comfortably Furnished and Well Appointed.
Rowayton Avenue
$10,000
Norwalk, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24052112
Price is PER WEEK. Nestled at the head of the scenic Five Mile River in Rowayton, CT, this classic colonial home brings you an idyllic blend of historic charm and modern amenities. Don't forget about the 40-foot deep water dock, a second tidal dock, and two deep water moorings...this property is a paradise for boating enthusiasts! With five bedrooms and two en-suite bathrooms, there is ample space for family and guests (2 King beds, 1 Full, 1 twin, 1 pull-out queen). The first floor boasts an inviting layout with expansive windows that illuminate the interior with natural light, showcasing stunning water views. Enjoy the updated kitchen and all bathrooms, renovated in 2021, designed with functionality and style in mind. Wake up to serene views from your private deck off the main suite, perfect for enjoying your morning coffee while taking in the sights of Long Island Sound. The recently built...
Reef Road
$10,000
Fairfield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 4
Web ID: 24061840
SUMMER 2025 furnished beach rental available from June 1st to September 1st. Take a 4 minute walk to Fairfield beach or downtown this Summer while living in this beautifully architected home. Open the front door and step inside the two-story foyer with paneled walls and crown molding and into the Chef's kitchen with a large seated island, SS appliances, gas stove and sliding doors to an outdoor stone patio. The Open layout is an entertainers delight, offering a shared Family room with gas fireplace, formal dining room and living area with a half bath! Upstairs, the Grand Master Suite provides a tray ceiling, gas fireplace, His & Hers walk-in closets and a walkout balcony with tranquil views of Veterans Park. The master bathroom is equipped with dual vanities, a walk-in shower and Jacuzzi bath for relaxing nights. Down the hall, find the Jack and Jill styles bedrooms to the right...
Old Sharon Road
$10,000
Sharon, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 5
Web ID: 24063365
~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs, each offering serene views of the surrounding nature. The heart of the home is the formal dining room and inviting living room (with elegant furnishings) each anchored by fireplaces that provide warmth and ambiance for gatherings. Rich wood paneling and an abundance of windows create a refined yet comfortable atmosphere in the den/library - an ideal retreat for quiet contemplation or enjoying your favorite literature. The large kitchen is a culinary enthusiast's delight, offering ample space for creating gourmet meals and entertaining guests. Step outside to the west-facing stone patio, where...
Narrow Rocks Road
$10,000
Westport, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 2
Web ID: 24073530
*Charming Compo Beach Rental - Available Now! Experience the best of Westport living in this beautifully renovated 3-bedroom, 3-bathroom home located just steps from Compo Beach and the Longshore Club. Available immediately through May 2025 for $10,000/month, and also available for June, July, and August 2025 at $20,000/month. Walk to Compo Beach or enjoy nearby amenities at the Longshore Club, including golf, tennis, and pools. Open-concept living spaces with hardwood floors throughout. The first-floor den with an adjacent full bath can serve as a 4th bedroom or guest room. Fully updated eat-in kitchen perfect for entertaining. Relax by the gas fireplace or unwind in the screened-in porch. The primary suite includes an updated ensuite bath, while two additional bedrooms feature vaulted ceilings and skylights. Outdoor Living: Enjoy the private backyard deck with a BBQ, string lights, and a cozy seating area. Dogs considered on a case-by-case basis (no cats)....
Nappa Drive
$10,000
Westport, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 3
Web ID: 24071890
PACK THE FAMILY & DOG AND LIVE IN WESTPORT! Welcome to the Lucky Seven House! The house's name reflects the current owners' love of entertaining and gatherings that prompt people to return again and again thus making it the lucky, happy house to be in. You'll find it's easy to fall in love with both the home and its convenient beach community neighborhood. Get ready to cook with an eat-in professional kitchen w/chef-favorite appliances & an island that flows into the large family room, living room and playroom. Memories are made here and forever cherished as this completely renovated, loved and adored home offers style, grace and the perfect location with all the benefits of Westport residency. Walk to the train station, Longshore, and Compo Beach and immerse yourself in the Westport beach lifestyle and fun. Casual luxury personified in one delightfully enchanting home.
Middle Beach Road
$10,000
Madison, CT
Rental
Rooms: 14
Bedrooms: 7
Bathrooms: 6.5
Web ID: 24066301
Daydreaming about warmer days and fun in the sun? About waking up and walking to your very own private beach? Make your dreams come true at 118 Middle Beach Road, now renting for the summer of 2025. With 7 bedrooms, 5 full baths, and 2 half baths, this iconic property comfortably accommodates up to fourteen guests. The main level is an entertainer's paradise featuring an oversized kitchen, formal dining area, living room with views from every angle, and generously-sized screened-in porch! In addition to six of the seven bedrooms, the second floor features a family room perfect for kicking back and soaking in the expansive views! The third floor is a private retreat with the seventh bedroom and enormous recreation room. Outside, sun, sand, and saltwater air await you! This is the perfect place to be this summer - schedule your private viewing today! Multi-week rentals may also be...
Hemlock Point Road
$10,000
Sherman, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24077734
Welcome to your dream getaway-a fully renovated rustic-modern stunner sitting directly on the sparkling waters of Candlewood Lake! This stylish retreat is fully furnished and fabulously decorated, offering everything you need for the perfect lakefront escape. Step inside and be instantly wowed by gorgeous cedar-planked walls, gleaming hardwood floors, and jaw-dropping views from every angle. The open-concept main level boasts a chic living area, cozy dining space, and a sleek modern kitchen with top-of-the-line Thermador appliances! On this level, you'll find a dreamy primary bedroom with a king bed, a second bedroom with two twin beds, and a stunning full bathroom fit for a spa. Head downstairs to the ultimate entertainment zone, complete with a gorgeous wet bar, wine fridge, and ice maker (because cocktails by the lake just hit differently). The lower level also features a second primary suite with a king bed, a full bath, powder room, and...
Frisbie Road
$10,000
Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24063929
AVAILABLE MARCH - MAY '25 @ $10,000 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 SEPT 2025 - May 2026 @ $10,000 & JUNE - AUG 2025 @ $24,000 PER MONTH.
Frisbie Road
$10,000
Washington, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 4
Web ID: 24063937
AVAILABLE SEPT '25 - MAY '26 @ $10,000 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 MARCH- MAY 2025 @ $10,000 PER MONTH & JUNE - AUG 2025 @ $24,000 PER MONTH.
63 Church Street
$10,000
Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 122183
Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings, wide-plank oak floors, and designer finishes. The gourmet kitchens feature custom cabinetry, quartz countertops, and premium appliances. Primary suites offer walk-in closets and spa-like bathrooms. Select units include private balconies. In-unit laundry and parking complete the offering. Moments from Greenwich Ave, parks, and Metro-North.
53 Stonehedge Drive South
$10,000
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 120906
Opportunity to be in desirable King Merritt neighborhood with its convenient location and plenty of space both inside and outside. Great yard and huge deck adjacent to pool offers great outdoor entertaining. 4 bedrooms, 4 baths, a finished lower level with a separate entrance and full kitchen and full bath offers flexible living possibilities. Primary bedroom and 2 bedrooms are located on the main level. 1 additional bedroom and 2 rooms for office or exercise room located on the second floor. Come see all that Greenwich has to offer.
Peria Drive
$9,800
Rocky Hill, CT
Rental
Rooms: 21
Bedrooms: 7
Bathrooms: 7.5
Web ID: 24067530
Welcome to Zachary Estates. This spectacular custom home is a builder's own 9,100+/- square foot masterpiece. Constructed in 1999 by Lawlor Builders and sited on nearly eight private acres in the heart of central Connecticut, this modern estate features a stunning gunite pool and spa with pool house and cabana, a regulation tennis court with lights, a 4-car barn, and a Koi pond with waterfall. The unparalleled craftsmanship and millwork are evident throughout the home's expansive interior. You are immersed in luxury when you enter the grand foyer with its soaring ceiling and marble floors. The recently remodeled Chef's Kitchen features a large granite island, floor-to-ceiling custom cabinets, and top-of-the-line appliances, including a massive Viking refrigerator, dual wall ovens, and a six-burner gas range by Dacor. French doors lead from the kitchen to the Formal Dining Room, while the Great Room, with its floor-to-ceiling fieldstone fireplace, sliders to the...
25 Osborn Farm Road
$9,750
Weston, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 2.5
Web ID: 24078484
Welcome to 25 Osborn Farm Rd in a quiet area of Georgetown, an idyllic part of Weston. This lovingly cared for home has just been completely painted inside, hardwood floors refinished, and lower level with new flooring. A long driveway off a neighborhood rd - no through traffic - leads to this private classic center hall colonial with over 2 acres of organically landscaped level property. The yard is a perfect mix of grassy areas, perennial gardens, mature trees, stone walls and woods with fenced in yard. Looking for fresh eggs? There is a chicken coop for the aspiring farmer. Enter through a spacious foyer - the living room features an immense window with lovely fireplace and great flow to the dining room overlooking the patio. The warm country kitchen has granite counters and new stainless steel appliances. The family room is adjacent to the kitchen with a great fireplace...
Barbara Reynolds
(203-221-0666
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