Glen Gorham Lane
$30,000
Darien, CT
Rental
Rooms: 11
Bedrooms: 5
Bathrooms: 6
Web ID: 24079410
Nestled in the picturesque neighborhood of Glen Gorham Lane, this charming rental home offers the perfect blend of comfort and convenience. Boasting five bedrooms and six bathrooms, this inviting residence features amazing water views, spacious gourmet kitchen, hardwood floors, high ceilings throughout, private office and many living/entertaining spaces. The open floor plan creates an inviting atmosphere, ideal for both relaxing and entertaining. Step outside to the expansive deck overlooking Gorham Pond and enjoy the serene surroundings. Conveniently located near near most amenities such as schools, parks, and shopping centers, this home provides easy access to everything Darien has to offer.
Fern Avenue
$30,000
Litchfield, CT
Rental
Rooms: 12
Bedrooms: 4
Bathrooms: 4
Web ID: 24069186
$30,000 per month in summer. Inquire for other timeframes. Gorgeous 4 bedroom, 3.5 baths. Heated, Gunite pool with stone patio and outdoor fireplace that overlook extensive lawn and privacy. Hot tub. Lux, outdoor shower, decks & grill. 1st floor en-suite, guest bedroom, powder room, open & gourmet kitchen. Double height, living room on the main floor. Upstairs den & en-suite, primary bedroom with spa tub and separate shower. 2 additional bedrooms share a bath. Exterior barn with 4 stalls for a multitude of uses with an office space or additional hang out space. 5 minutes to town for a multitude of shops and dining. Bucolic area and street within 2 hours to NYC. Come for a month or summer!
Essex Street
$30,000
Groton, CT
Rental
Rooms: 14
Bedrooms: 8
Bathrooms: 6.5
Web ID: 24060512
Come and relax at this one-of-a-kind luxury property that captures the essence of refined coastal living. Nestled along the inviting western banks of the Mystic River, this extraordinary estate is a private sanctuary of timeless elegance and modern comfort. Located at the end of a quiet cul-de-sac in the Willow Point neighborhood, the home offers unparalleled panoramic water views, showcasing the beauty of Masons Island, Noank, Fishers Island, and the shimmering waters of Long Island Sound. Whether you're watching the sunrise, enjoying the ocean breeze, or admiring a vibrant sunset, every moment is framed by breathtaking scenery. Spanning nearly 6,000 square feet, this estate was designed to exceed all expectations. Unique architectural details and exceptional craftsmanship evoke the grandeur of historic estates, while contemporary amenities ensure ultimate comfort. The property's 350-foot private beach and 120' x 7' dock make it a haven for waterfront living, offering direct access to boating,...
Auldwood Road
$30,000
Stamford, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 4
Web ID: 24068964
Classic Shippan Colonial with private Beach Access for Summer Rental! Have the ultimate summer with gorgeous pool, BBQ with outdoor kitchen framed by rose trellis, expansive patio with firepit, basketball hoop and ping pong. You will never run out of things to do! Updated kitchen and baths and perfect nooks for lounging, reading and relaxing. Complete with hammocks surrounded by summer perennials. Finished LL and separate office space to easily work from home while enjoying a quick commute to Grand Central. Walk to the private beach in the ALC association.
29 Weston Hill Road
$30,000
Riverside, CT
Rental
Bedrooms: 4
Bathrooms: 4
Web ID: 122188
Summer rental in Riverside. Available Memorial weekend-Labor Day; flex Sept. Beautifully furnished summer retreat nestled in the heart of Riverside. The property offers a serene setting with a heated pool with a spacious terrace, and a delightful screened-in porch overlooking pristine, flowering gardens. Perfect for summer living, the open floor plan features superb entertaining spaces, including dining room with a fireplace, a spacious living room, and a large family room with a second fireplace. The gourmet eat-in kitchen is designed to impress. New primary bath/closet &1st floor bath. Conveniently located within close distance to the charming town of Old Greenwich, the train station, and Todd's Point Beach, which boasts acres of nature trails, boat launches and sandy shores
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
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.
131 Old Mill Road
$29,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121823
Amazing 1930 jewel completely renovated in 2017, including all new systems, windows, doors, bathrooms, stunning new kitchen and heated pool. Set back from the road, this feels like a European country manor, the charm and privacy incredible. Chic furnishings and interior design.
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...
Bluewater Hill
$27,500
Westport, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 4
Web ID: 24077144
Secluded Mediterranean inspired estate located on prestigious Bluewater Hill South with tennis courts and private beach rights to Compo Beach located steps away. Magnificent historical gardens designed by F.L. Olmstead of Central Park fame in the early 1900's. A crescent shaped pool and pergola over patio crown the front lawn and gardens. The upper living level open floor plan boasts water and garden views from the over sized windows throughout the rooms. The living and dining rooms feature a gas fireplace. A balcony off the living room has seating for many guests. Renovated kitchen with custom Maple cabinets and flooring, built in cabinets, stainless steel appliances and dining area. The den located off the kitchen with the laundry can function as an additional bedroom if needed. Master Suite has large renovated bath with custom built in cabinets. Enter on the garden level through the front door and see a sweeping...
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.
279 Davis Avenue
$27,500
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121871
Welcome to this newly built modern masterpiece in the heart of Greenwich, CT. Featuring an open-concept layout, soaring ceilings, expansive windows, and luxurious finishes, this home exudes elegance. The chef's kitchen includes high-end appliances, custom cabinetry, a large island, and a built-in desk. The serene primary suite boasts a spa-like bathroom with heated floors and a walk-in closet. Additional highlights: a 2-car garage, gas fireplace, dry bar, enclosed office, privacy shades, and mudroom. Smart home amenities include Sonos, Lutron, and Ring. Enjoy a private, landscaped yard—just moments from downtown Greenwich. Modern luxury at its finest! Price for cottage available on request.
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.
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.
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.
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!
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