Morris Road
$19,000
Washington, CT
Rental
Rooms: 8
Bedrooms: 5
Bathrooms: 4
Web ID: 24072865
Available August. Sunny, bright, and clean with a gorgeous heated spa/pool. The rear deck overlooks the pool, patio, and expansive lawn, which leads out to the old rail bed for peaceful walks along the Bantam River. Private, tucked away but central to both Washington and Bantam and Litchfield's restaurants, shops, and conveniences. Become acquainted with the lifestyle of Litchfield County and enjoy nature in this beautiful setting.
Looking Glass Hill Road
$19,000
Litchfield, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 2
Web ID: 24048191
Nature lover's retreat in desirable Bantam/Litchfield CT. Stone post and beam in private oasis with heated pool, fishing pond, views of the great outdoors from nearly every window. Totally serene setting but not remote. 5 minutes to great restaurants, shops, conveniences, hiking trails and lakes. Country living at its best. Totally unique getaway. Available for summer 2025, flex terms. $19,000 per summer month. Also listed as academic/winter rental MLS# 24048149 $7500. per month
12 Cognewaugh Road
$18,500
Cos Cob, CT
Rental
Bedrooms: 4
Bathrooms: 7
Web ID: 121996
This private retreat in the North Mianus school district blends modern luxury and comfort. Built in 2015, w/state-of-the-art home automation, this home has 4 bedrooms and 6.5 bathrooms. The 1st floor has an open gourmet kitchen, family room with fireplace, a large living and dining room, mudroom, 2 car garage, and a great outdoor patio w/ a fully fenced yard. The 2nd floor boasts a spacious primary suite with a gas fireplace, luxurious bath and 2 large walk-in closets. Also, 1 additional bedroom suite, 2 large bedrooms and a laundry room. A 3rd floor vaulted bonus space offers a studio with full bath, oversized closets, w/possibilities for a gym and/or office. The walk-out lower level includes a home theater, wine room, playroom with gas fireplace and additional space for entertaining.
Sprain Brook Road
$18,000
Woodbury, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24071910
Enchanting country sanctuary available for the month of July. Property can sleep 10 guests between home and guest space. Property includes a beautiful ca 1860's 3 bedroom Cape, inground saltwater pool with spa, barrel sauna, plunge pool, separate 1 bedroom guest space over 3 car garage, a cabin in the woods, separate two room tavern/cottage with heating/cooling, a screened porch and deck along a babbling brook. Pergola covered stone patio off the kitchen and living room, level lawn, and gorgeous gardens on a quiet country road. Central A/C. June rental possible.
Leach Hollow Road
$18,000
Sherman, CT
Rental
Rooms: 9
Bedrooms: 4
Bathrooms: 3
Web ID: 24074769
Beautifully restored and updated antique farmhouse with inground pool, cabana, guest house, tennis court and pond. Available to rent for the 2025 summer season or by summer month. Scenic distant views frame this private 15-acre compound. Elegantly presented interiors, with extensive renovations supervised by an AIA architect specializing in historic preservation. Attention to detail and quality is evident throughout the home. The main level offers a warm and welcoming country kitchen/dining room with oversized island, high end appliances and finishes. There is also a charming living room, spacious family room (each with fireplace), a small office and a partially-screened wraparound porch. Four bedrooms and 2.5 Baths are offered on the upper level, including a wonderful primary bedroom suite with fireplace, full bath and dressing room. Additional accommodation is available in the newly finished guest house encompassing a living area, plus bedroom, kitchen and bath. Outside are patios, terraces, stunning gardens,...
Bluewater Hill
$18,000
Westport, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24044919
Furnished Yearly Rental with dramatic views of the Long Island Sound and pool at one of the areas premier addresses- Steps To Compo Beach and Longshore Country Club. Located on prestigious Bluewater Hill, this home is part of association with deeded Beach rights and Tennis courts. This home offers 4 bedrooms, 3 full baths, flexible floor plan with great entertaining areas, outdoor patios and property. Shorter Term Rental option possible @15,000/mo
Belgo Road
$18,000
Salisbury, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24075232
Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre, Tanglewood is just 40 min away and 20 min to the Wassaic, NY Metro North Train to NYC. Available for both August and September only.
6 Searles Road
$18,000
Darien, CT
Rental
Rooms: 10
Bedrooms: 5
Bathrooms: 4.5
Web ID: 24062395
This Coastal CT colonial in The Tokeneke Association has 5 bedrooms, one on 1st floor, four on 2nd. Gracious living spaces include formal living room, spacious office, formal dining and casual dining. Chefs kitchen is open to casual dining and casual gathering room with fireplace. Large mudroom from garage and back entrance with separate laundry. Main bedroom is spacious and private. En-suite bath and two walk-in closets. Second floor includes another en-suite bedroom and two additional bedrooms that share a newly renovated hall bath. There is a sitting/work area and abundant storage on the second floor. Basement is finished with wine room, casual sitting area and more storage. Two car garage attached with a third in the barn that allows even more storage. Beautiful stone patio surrounded by stone wall and paths and extensive green yard.
Susan Massey
(203-656-6571
3 Fairfield Avenue
$18,000
Old Greenwich, CT
Rental
Bedrooms: 3
Bathrooms: 4
Web ID: 121975
Enjoy the perfect summer retreat in this charming colonial, ideally located in Old Greenwich on a cul-de-sac, close to everything. Utilities and housekeeping included. This sun-filled home, built in 2012, features high ceilings, an open floor plan, and elegant finishes. The main level offers a living room, gourmet kitchen with an island, dining area, and a family room opening to a patio with a gas grill, firepit, and fenced yard surrounded by lush landscaping. Upstairs, the vaulted primary suite includes a spa-like bath, two bedrooms, a full bath, and laundry. The finished lower level has bonus space, a full bath, and a pull-out king sofa bed. Close to the train, Tod's Point Beach, parks, tennis, and village shops. Equipped with a generator, this home offers an unforgettable summer.
48 Sound Beach Avenue
$17,500
Old Greenwich, CT
Rental
Bedrooms: 5
Bathrooms: 7
Web ID: 121504
Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath, 3bdrm/2bath make up the 2nd fl. LL offers another en-suite bdrm, gym ,media rm, play rm, full bath with outside access. This house has great space with tremendous flexibility!
189 Davis Avenue
$17,000
Greenwich, CT
Rental
Bedrooms: 4
Bathrooms: 5
Web ID: 121666
Discover the epitome of luxury living in this stunning rental townhome, built in 2023 within a private gated association in the heart of downtown Greenwich. The perfect balance of elegance & comfort, showcasing unparalleled attention to detail. Culinary enthusiasts will love the gourmet kitchen, perfect for cooking & entertaining, while the expansive family room offers a welcoming space for relaxation. Retreat to the opulent primary suite, complete with multiple walk-in closets, and luxury bathroom. Go outside to your own private fenced yard or indulge in your individual rooftop deck. With Greenwich Ave seconds away, you'll have easy access to all the vibrant dining, shopping, & entertainment options downtown has to offer!
Pritchard Lane
$16,999
Westport, CT
Rental
Rooms: 10
Bedrooms: 6
Bathrooms: 6
Web ID: 24068600
Luxury living awaits! This stunning, newly renovated home sits on just under two acres of flat land in one of Westport's most beloved cul-de-sacs. An entertainer's dream, this 5600 sq ft charmer features a newly renovated gourmet kitchen with chef-grade appliances and radiant heated floors. French doors connect the kitchen with an expansive outdoor entertaining area. The beautifully landscaped, private backyard is the perfect place to enjoy every day or host guests. It features a large blue stone patio, a covered seating area, and a stunning gunite pool and spa. Off the kitchen, you'll find the perfect flex space great for a home office or small den that connects to the 2-car garage. The spacious living room offers lots of natural light with a wood-burning fireplace for those cold winter nights. The dining room is perfect for hosting dinner parties, large or small. On the other side of the first...
Fairfield Beach Road
$16,500
Fairfield, CT
Rental
Rooms: 6
Bedrooms: 4
Bathrooms: 4
Web ID: 24049457
Live at the beach! Welcome to 2123, a spectacular beach front home w/ a separate dwelling on the creek side. A furnished rental or academic rental 2025/26 term. Please inquire on dates. This spectacular FEMA COMPLIANT RAISED home has 4 bedrooms, 3 and 1/2 baths. Three floors of beautiful living space with water views at every window. This elegant and sunny home has the best of everything including high end appliances, top of the line marble flooring and granite counters, open floor plan, a neutral and gray color palette throughout, modern design, fabulous panoramic views of Long Island Sound and creek side dock with endless amazing sunset views. Enjoy your own private beach and relax, read a book, or swim. Above the creek side garage, there is an additional 220 sq. ft. space. Just bring your boat or drop your kayak creek side. The beach neighborhood is known for organized...
9 Lafayette Court
$16,500
Greenwich, CT
Rental
Bedrooms: 2
Bathrooms: 3
Web ID: 121844
The Loren - ''Greenwich Living''. This fabulous new duplex at ''The Loren'' located a top of Greenwich Avenue features a brand new modern 2 bed, 2 bath Maisonette duplex with a private patio. The Loren features hotel amenities such as doorman/concierge services, valet parking, security, and daily housekeeping upon request. The home features designer appliances, the finest marbles and quality finishes, high gloss custom millwork, exposed brick walls and solid oak flooring. The maisonette features access from the main lobby as well as your own private entrance from the patio. Here is your opportunity to reside in a Manhattan style condo with Greenwich sophistication. The Loren was designed for residents who want more than a prestigious address but more a seamless lifestyle.
16 Joshua Slocum Dock
$16,500
Stamford, CT
Rental
Bedrooms: 3
Bathrooms: 3
Web ID: 120148
Charming Dolphin Cove 3 bed/2.5 bath furnished summer rental (June 15 until August15) with use of 40 ft deep water dock slip, and kayaks. Lovely stone terrace overlooking the Dolphin Cove inner harbor. Full use of the Dolphin Cove Club amenities which include, two pools, tennis/pickle ball, beach, cabana, clubhouse and lawn overlooking Long Island Sound. Call listing broker for details. 914.572.4526
Eastview Road
$16,000
New Fairfield, CT
Rental
Rooms: 7
Bedrooms: 3
Bathrooms: 3
Web ID: 24058635
Rental pricing for June 2025 is $16,000 Rental pricing for July 2025 is $20,000. Wake up to water views every day! Direct waterfront on Candlewood Lake, New England's hidden treasure. Rental for academic year starting October 1st-April 30th. Just a short level walk to the water to enjoy swimming, boating, fishing, kayaking, water skiing, tubing, paddle boarding, or hanging out on your private dock. Walk in and say Wow to the light and bright Great room with a wall of glass offering sparkling water views! An expansive island with seating in the kitchen is crowned by a soaring ceiling giving it a light and airy feel. Primary bedroom with full bath on main floor as well as a full-size washer and dryer. Two bedrooms share a full bath upstairs with a loft/game room. Barbeque on the patio or simply stargaze at night. Includes 2 paddle boards and water...
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