Wells Hill Road
$8,000
Weston, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 5
Web ID: 24070770
Do you love modern homes but the charm of wood beams? This 3/4 bedroom rental home is for you! This architecturally significant home is a wonderful former Westport barn that is now a light-filled modern home. The first floor's two-story open living area has a living room with fireplace, dining room, and kitchen, while also offering a library and full bath. Upstairs is the master bedroom suite with its own balcony, and a cozy loft for family games/TV. The lower level houses a family room/office, 2 sunny bedrooms, a full bath, a storage room, and laundry. Adjacent to the home is a 2 car detached garage with workshop AND a separate apartment with kitchenette, living room, full bath, and sleeping loft; perfect for a nanny, guests or home gym. Set on a sloping pasture facing south, this home has incredible views of the almost 3 acre property from many vantage...
S Kent Road
$8,000
New Milford, CT
Rental
Rooms: 9
Bedrooms: 3
Bathrooms: 3
Web ID: 24079547
This is a furnished SUMMER RENTAL for $6,500 for month for June, $8,000 per month for July and/or August, or $20,000 for all 3 months (or Memorial Day -Labor Day). Located in beautiful Litchfield County, antique lovers will delight in this absolutely charming C. 1836 renovated Colonial with original wide board flooring, 3 fireplaces, built-ins and preserved vintage detailing throughout. Tremendously appealing and sited on a beautiful 2.34-acre lot encompassing lovingly maintained gardens and a picturesque open field/yard. Many recent updates include stylish kitchen and bathroom upgrades and the addition of a beautiful screened in porch. This is a gem of an antique home in historic Gaylordsville - minutes south of the destination village of Kent, CT. Located within 90 minutes of Manhattan with convenient access to all Litchfield County amenities as well as the Berkshires and nearby areas of NY State. Minutes to Metro North trains and close to...
Reef Road 2025-26
$8,000
Fairfield, CT
Rental
Rooms: 8
Bedrooms: 4
Bathrooms: 3
Web ID: 24075066
Student rental available for the 2025-2026 school year. (also available Summer 2025) Max 5 occupants. Close to the private beach and Lantern Point. 8 room, 4 bedroom, 2 bath home with open concept floor plan - featuring huge eat in kitchen with all necessary appliances - and opens to dining area and family room. Wood burning fireplace AND wood burning stove. Sliders to patio. 2 full bathrooms. Washer/Dryer in house. Tons of parking.
Owen Drive
$8,000
Stonington, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24059715
GET AWAY TO THE SEASHORE Walk 5 minutes to a charming New England seaside village for choice of waterfront restaurants, shopping, swimming at local beach, playing tennis, paddle or bocce and playground for the little ones. Gather local produce at the farmers market and prepare a farm to table meal for dinning. (large grill in garden). Spend the day touring scenic surroundings, ocean front beaches, vineyards, hiking and tourist attractions. Relax in a bright sunny house with large private garden. Open kitchen with sliding glass doors to large yard and patio. Sleeping accommodations include first floor bedroom with Queen bed and full bath and 2nd bedroom with single bed. Second floor bedroom with Queen size bed, full bath, large deck and walk in closet. Separate room for Office space on first floor. AVAILABLE BY THE MONTH. JUNE, JULY, AUGUST OR SEPTEMBER $8,000. 2 month maximum
Osborne Place
$8,000
Fairfield, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 3
Web ID: 24068396
Luxury townhouse - 1/2 duplex - LEFT side unit. Spacious open floor plan spanning over three levels. Newly built in 2022, the house shows beautifully with high end finishes and hardwood flooring throughout. Open floor plan on main level offering a Living Area with gas fireplace, kitchen with center island and Quartz counters and a dining area. Mud room/powder room, conveniently located by interior door leading to the 1 car attached garage. Ample parking available in driveway and on street. Upper level offers a Primary Bedroom Suite with vaulted ceiling, full bath with large walk-in stall shower and a large walk-in closet. Two additional bedrooms and hall full bathroom on upper level. Dedicated laundry room (upper level). The finished lower level offers an office/work out area/playroom/family room area - great flex space! Ample storage opportunity in Lower Level. Exterior features professional landscaping, a two tiered patio, fire pit and a...
Old Mill Road B
$8,000
Westport, CT
Rental
Rooms: 3
Bedrooms: 1
Bathrooms: 1
Web ID: 24066906
A true artists retreat! Featured in Cottages & Gardens magazine and Magnolia Network's Beach Cottage Chronicles, this impeccably designed home is the perfect beach retreat. Enjoy sunrises from the beautiful terrace cantilevered over Mill Pond, and spend your evenings relaxing in the vaulted living room in front of the Malm fireplace. The bright and cheery office makes it easy to work from home. The primary bedroom is outfitted with a queen bed, while the loft contains two twins for guests. ALSO AVAILABLE AS SUMMER ONLY RENTAL.
Middle Beach Road
$8,000
Madison, CT
Rental
Rooms: 14
Bedrooms: 7
Bathrooms: 6.5
Web ID: 24034715
The iconic 118 Middle Beach Road is available for the academic year, offering occupancy for up to 14 people with 7 bedrooms, 5 full baths, and 2 half baths. 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 salt-water air await you! Schedule your private viewing today and make Red Top your home for the academic year! Short-term rental also available; please inquire.
Main Street 2101
$8,000
Stonington, CT
Rental
Rooms: 5
Bedrooms: 2
Bathrooms: 3
Web ID: 24064801
Desirable summer rental offered for the first time. Beautiful 1st floor 2-3 bedroom Stonington Borough Condo in mint condition. Granite Counters stunning wood floors, crown molding and an open floor plan. Gas fireplace in the living room, south facing with a large patio for outside enjoyment in the summer months. 3rd bedroom currently being used as a office/den. Primary bedroom suite with a lovely bathroom. The southern exposure gives nice light and lets warm sunshine into the unit. Covered carport for parking, central air. Easy vacation style living, it is a short stroll or bike ride to Dubois beach, all the fine restaurants, specialty boutique shops, art galleries and the Velvet Mill where you can visit the wonderful Saturday morning Farmers Market.
Kings Highway
$8,000
Fairfield, CT
Rental
Rooms: 10
Bedrooms: 3
Bathrooms: 3.5
Web ID: 24068629
Located in Southport's highly desirable neighborhood, this renovated colonial home on 0.32 acres, has four levels of exceptional living space. Designed with an open floor plan, abundant natural light, and beautiful hardwood floors throughout, the property is ideal for modern day living. A stone staircase leads to a charming bluestone patio and covered porch, creating an inviting entry where modern comforts meet timeless character. Inside, the thoughtfully planned layout allows for effortless flow between rooms, making it perfect for everyday living and entertainment. The bright, contemporary kitchen impresses with high-end stainless-steel appliances, marble tile, custom cabinetry, and a spacious island with seating is an ideal gathering spot for family and friends. Additional features include a mudroom and space to finish a butler's pantry. The open and airy living room, framed by large windows and polished hardwood floors, provides a relaxing and welcoming space. The primary bedroom suite is a private...
Harbor Avenue
$8,000
Madison, CT
Rental
Rooms: 8
Bedrooms: 2
Bathrooms: 2
Web ID: 24077121
Available for JULY & AUGUST 2025.. Adorable & cozy yearround bungalow in a cul-de-sac, Beach community. 2/3 bedrooms & 2 full baths. Enclosed porch with wrap-around sliders lead out to a deck and nice backyard....freshly painted with some new flooring/carpeting and refreshed bathrooms and kitchen. A sweet place to be. Minutes from Madison Center, commuting routes and restaurants. Lovely sandy beach just a short distance away. Come enjoy the little gem on Harbor Avenue... Also available for just the months of June & Sept at $4,500/each; and academically for $2,800/month... Annually, furnished or unfurnished at $3,500/month
Fillow Street
$8,000
Norwalk, CT
Rental
Rooms: 7
Bedrooms: 4
Bathrooms: 3
Web ID: 24049592
Introducing a spectacular split-level home at 295 Fillow Street in Norwalk, CT! This gorgeous home has undergone a complete renovation and is ready for its new tenants to move in and enjoy. With 2,650 square feet of living space spread across three levels, this home has plenty of room for family living and entertaining. With new solar panels and electrical system, no detail has been overlooked in the totally renovated home. The backyard has been beautifully landscaped, including a newly renovated pool, cabana with bar and patio, providing the perfect outdoor oasis for relaxing and entertaining. The 2 car garage has been redone with finished cabinets, epoxy floor and pull down staircase, providing ample storage space. The updated HVAC, insulation, siding, roof, and windows make this home energy-efficient and comfortable year-round. Inside, the home is filled with natural light and features new hardwood floors and carpeting throughout. The updated chefs...
Bishop Lane
$8,000
Avon, CT
Rental
Rooms: 14
Bedrooms: 6
Bathrooms: 6.5
Web ID: 24057736
Welcome to this extraordinary stone and shingle country estate nestled on 70 acres of private retreat, boasting spectacular western views, ponds, a greenhouse, and a horse barn. This meticulously crafted residence showcases exquisite taste with high-end finishes and top-of-the-line appliances in its granite chef's kitchen, complemented by a butler's pantry and dining area. The formal dining room, captivating great room, and masterful living room feature soaring ceilings, slate floors, and two impressive stone fireplaces stretching floor to ceiling. With 7 generous bedrooms and 5.2 bathrooms, including two screened-in sunrooms and ample French doors and Palladian windows, this home invites natural light to flood every corner. Step outside to enjoy the breathtaking views from the extensive slate patio and large deck, perfect for entertaining or quiet relaxation. The finished lower level offers additional living space with a full kitchen, two mud rooms (one with a separate laundry room, shower, and wash...
65 Orchard Street
$8,000
Cos Cob, CT
Rental
Bedrooms: 4
Bathrooms: 2
Web ID: 122076
Immaculate and bright, this nicely updated 4BR vintage colonial sits in the heart of Cos Cob. High ceilings, fresh paint and newly refinished hardwood floors create a lovely backdrop for year round enjoyment. The kitchen features new state-of-the art appliances and both full baths have been tastefully updated including one with radiant heat floors. The lower level offers an additional 600 sq. great for storage or hobbies and the 2-car garage allows space for off-street parking. The level, fenced yard will soon feature blooming perennials and fruit trees. This sought after location is just minutes to train, schools, shops, beautiful parks and houses of worship. Fireplace is for decorative purposes only. Easy to show...just call or text Amy.
Kirock Place
$7,950
Westport, CT
Rental
Rooms: 8
Bedrooms: 3
Bathrooms: 4
Web ID: 24077313
Enjoy the Summer in Westport!! Beautiful home located in the Greens Farms section of Westport. Spacious living room, hardwood floors throughout, deck overlooking stream, waterfall, and stainless steel appliances. House available from June 20th to Sept 2nd. Enjoy everything Westport has to offer.
Litchfield Turnpike
$7,900
Washington, CT
Rental
Rooms: 9
Bedrooms: 5
Bathrooms: 4
Web ID: 24069861
$7900/month for remainder of academic season 2025. $8500/month annual. $25,000/month summer 2025. Fallen Fence is a historic center hall colonial is located on 40 acres has modern day amenities including a large Chef's kitchen and a full first floor bathroom. The spacious dining room seats up to 12. The large 2nd floor primary suite features a newly renovated bath and private lanai which overlooks the pool and ponds. There are two additional bedrooms on this floor with a new marble bath & a laundry room with built-ins. The third floor contains 2 additional bedrooms that share a marble bath. There is a den with large screen t.v. and wood burning stove, a formal living room with a gas fireplace and a 4 season sunroom with heated floor, breakfast table and lounge furniture. The property is completely private for your enjoyment and utterly whimsical with a large, heated pool set amid...
Newtown Turnpike
$7,800
Westport, CT
Rental
Rooms: 6
Bedrooms: 3
Bathrooms: 2
Web ID: 24070760
Single family home with pool on approximately an acre of land available for rent. Grounds have a heated pool and two pool cottages / offices. Home is light and airy with hardwood floors throughout - there is no carpet anywhere. Home has three bedrooms and two bathrooms renovated with Waterworks and Restoration Hardware fixtures. One bathroom is en suite and has a remodeled shower with glass door and the other bathroom has a jacuzzi tub in it with chromotherapy lights. The kitchen is petite yet has top of the line stainless steel appliances for gourmet cooking - a Viking gas stove, a Miele dishwasher and a large LG refrigerator. The living room / dining room area is more like a great rook with soaring ceilings, a cozy stone fireplace and a wall of windows welcoming in the afternoon sunlight. Farrow & Ball paints have been used throughout the home...
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