126 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.
60 Park Avenue
$29,000
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.
81 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...
6 Coachlamp Lane
$28,000
Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 6.5
Web ID: 121943
Welcome to your dream short-term rental! This luxurious, fully furnished center hall colonial is nestled in a serene private cul-de-sac close to everything! Meticulous attention to detail, featuring coffered ceilings and master craftsmanship—this home exudes sophistication. Enjoy a stunning open gourmet kitchen, complete with ample counter space and a spacious layout that seamlessly connects to the cozy family room, perfect for entertaining. Enjoy the comfort of five gracious ensuite bedrooms, including a breathtaking primary suite with a sitting room. With multiple flexible spaces, you can easily create a home office, study areas, or a large playroom and home theatre to suit all your living needs. Additional amenities include a three-car garage and a fenced yard, with dogs considered. Located just minutes from downtown Greenwich. Don't miss the opportunity to make this luxurious residence your short-term home
2 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.
10 Echo Lane
$26,000
Fairfield, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 3.5
Web ID: 24064971
This newly renovated, fully furnished home is available for rent for the month of August. This spacious home boasts 5 BRs with the primary bdrm on the main floor, 3 full baths, and a guest bath. It includes a king sized bed, double dressers, sitting area with sofa and smart TV above the propane fireplace. The ensuite bathroom has a jacuzzi tub & walk-in shower, separate vanity & plenty of storage. The main floor features an open floor layout, with combined LR & DR with cathedral ceilings overlooking the back yard. The connected Den is perfect for relaxing with a Smart TV and access to the upper deck. The EIK features granite countertops, stainless steel appliances, a full-size refrigerator, double ovens, skylights, & an electric cooktop. The adjacent laundry room has a washer & dryer & full-sized freezer. The add'l 4 Bdrms share a center hall bthrm with a tub...
Tara Flynn
(203-656-6574
66 Westwoods 2 Road
$25,000
Sharon, CT
Rental
Rooms: 11
Bedrooms: 4
Bathrooms: 6
Web ID: 24068793
Available Memorial Day through Labor Day 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!
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.
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.
233 Rowayton Avenue
$25,000
Norwalk, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24002614
Memorial Day- June for $25,000: May 25-June 30. Also Available in May also for Graduation if interested. 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...
151 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.
121 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.
10 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.
1 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...
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...
Mary Kate Klemish-Boehm
(203-221-0666
6 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
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