luxury houses for rent Connecticut, United States (page 5)

EXCITING NEWS! This absolutely darling academic rental is unexpectedly available as Tenant had a change in plans. Fully furnished 1 bedroom 1 bath carriage house apartment available for rent SEPTEMBER 2025 - JUNE 2026. This 2nd floor unit overlooks a beautifully manicured backyard and features a private entrance and ample off street parking. Enjoy the walk to beach and downtown as this rental is prime location here in Madison! Completely renovated with modern fixtures, the Upper Deck is one of the prettiest and well kept rentals. Kitchen is updated with modern finishes and opens to the living / family room area. The bedroom is nicely sized with a queen bed and ample closet space. The full bath has been renovated and features a stackable washer dryer. This rental does not last! Landlord covers snow removal, lawn care, trash, WIFI and Cable. Tenant covers for electricity and water. No smoking. EXCELLENT credit required. Ideal only for single person or couple based on septic size. Two months security required.

Completely renovated and updated charming four bedroom three full bath cape on a popular street close to town and Mead Park. Stunning eat-in kitchen with island and top of the line appliances opens to family room and has access to slate terrace and fenced in yard. Washer/dryer off mud room on the first floor. First floor bedroom with full bath perfect for office or guest room. Primary suite with full bath and walk-in closet. Additional 520 square feet in lower level has large finished space for playroom, exercise room or office. Loads of storage in basement. Landlord pays for lawn maintenance. Light filled and not your ordinary rental! You will feel right at home. Prime location and walking distance to village, train, new library and all the fabulous shops and restaurants in New Canaan.

Comfortable 3+ bedroom, 2 bath Sharon rental minutes to the center of town. Enjoy a true mid-century modern house on a quiet country road. Once inside, stairs lead up to a spacious living room with a pleasant circular flow into the dining room and kitchen. Primary bedroom with full bath and 2 other bedrooms on the main floor and additional bedroom with twin beds upstairs. Just up the road from the Sharon Audubon Center, hiking trails and many farm to table restaurants. Enjoy the Sharon Playhouse during the summer months, Mudge Pond for swimming and easy access to surrounding towns for dining and shopping. Close to area private schools: Hotchkiss, Millbrook School, Kent School and Indian Mountain School.

ANNUAL RENTAL: Cozy and super charming 3 BDR, 2 BATH country cape offering a peaceful retreat on beautifully maintained estate grounds. The serene property boasts a lovely yard, complete with mature plantings that provide a picturesque setting for this idyllic home. A light-filled, well-appointed interior exudes warmth and comfort with a layout that flows effortlessly. Lovely dining room opens into both a large kitchen and light-filled living room. Bedroom and full bath on the main level. Primary bedroom and 3rd bedroom upstairs with full bath. Enjoy relaxing on the wood deck amidst the beauty of the pines and natural surroundings. Ample parking in driveway or under covered garage. Located near the charming and historic Cornwall Covered Bridge, this home combines the tranquility of country living with the subtle touch of historical significance that is found in the Northwest Corner. Enjoy this special sanctuary where every day feels like a peaceful escape. Close to area private schools (Hotchkiss, Kent, Salisbury & Berkshire Schools). Hike the Appalachian Trail, swim in area lakes, and dine at farm to table restaurants. 2+ hours to NYC.

Available at $16,500 for Aug. 17 - Sept 7, Labor Day. 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!

Discover this unmatched mid-century contemporary marvel, a unique estate in the beauiful Westledge neighborhood that perfectly blends architectural sophistication with modern comfort. Designed with elegant, professionally curated interiors and featuring signature walls of glass, the home frames stunning, sweeping views while flooding every space with natural light. Nestled on 6.6 private acres of breathtaking beauty just minutes from the charm of Litchfield, Bantam, and the shops of Torrington, this peaceful retreat invites you to unwind and reconnect, offering vibrant outdoor gardens, ample space to explore, and even your own private 3-pin golf course. Whether you are looking for a turn-key luxury furnished residence or the flexibility of a separate, well-appointed in-law apartment, this unique property offers an unparalleled lifestyle where exquisite design, nature, and functionality integrate seamlessly. Unique & Flexible Rental Opportunity! This stunning property offers incredible versatility with two distinct living spaces. The owner is offering either the spacious main house OR the private, fully-equipped in-law apartment for rent. Whichever exceptional unit is not rented will be reserved for periodic use by the owner. Enjoy premium living tailored to your needs-whether you require the full layout of the main residence or the cozy, independent setup of the in-law suite. Inquire for specific pricing and configuration details for each unit! Minimum 3 month lease required

Lovely and charming home rental in the Cranbury Park neighborhood. Exceptionally well cared for, recently updated and clean as a whistle. Move-in condition. Features three bedrooms on the upper level and a room on the main level which has been used as a bedroom in the past. Washer/dryer is in the basement, and there are also hookups on the main level. Unfinished basement provides additional storage space. Enjoy the pleasures of the outdoors on the lovely front porch and the enclosed rear yard. Convenient for a short bike ride to Cranbury Park and to all local amenities. No pets, no smokers and tenants must carry liability insurance.

ANNUAL UNFURNISHED (OR PARTIALLY FURNISHED) RENTAL), AVAILABLE AUGUST 1. Located between downtown Madison and the Hammonasset State Park Beach, this 3 bedroom renovated ranch offers a comfortable life style. The house offers a deck to enjoy the outdoors, large yard, easy access to the Shoreline Greenway Trail and beach access at the end of Webster Point Road. The primary bedroom has a full bath, the other two bedrooms share a full bath. AC is via window units and heat is electric. This house is cute and comfortable. Some pets considered.

Your private retreat awaits. Situated to capture breathtaking, panoramic views of Candlewood Lake and the lush surrounding hills, this elegant estate offers the ultimate in privacy and peace. The expansive deck provides a flawless setting for sunset entertaining, while the interior layout-featuring 5 bedrooms and six bathrooms-offers flexible, well-designed space for any lifestyle. With the added luxury of 5 garage bays and grounds that promise total seclusion, this property represents the perfect harmony of nature and architectural refinement. Available furnished on a month-to-month basis, for the summer, or longer!

Welcome to 250 Westledge Drive, a stunning Torrington property offering a rare and uplifting lifestyle. Nestled on over 6 acres of park-like grounds, this beautiful estate is surrounded by mature trees, gorgeous gardens, and exceptional outdoor amenities, including a private 3-pin golf course, croquet, and a soccer penalty shootout area. It's the ultimate setting for relaxation and recreation, with plenty of space to easily set up your favorite outdoor games. The crown jewel of this estate is the beautiful, independent apartment attached to the main house. Recently renovated by an interior architect/designer, this sophisticated space features its own private keypad entrance, offering true autonomy and style for multi-generational living or guests. Conveniently and centrally located just 5 minutes from Route 8, this property blends peaceful privacy with easy accessibility. You are just minutes away from local shops, the historic Warner Theatre, and multiple charming nearby villages. Don't miss this rare opportunity to rent a versatile, turnkey property that offers so much more than just a place to stay-it's a true lifestyle retreat. Schedule your private tour today! Laundry is shared with main home

Luxurious Federal Colonial Rental in Prime Darien Location. Welcome to this stunning 4-bedroom, 4-bath custom-built home, designed by an award-winning architect, and nestled in one of Darien's most sought-after neighborhoods. Just a short walk from the train station, town center, parks, and Royle Elementary School, this exquisite property offers the perfect blend of historic charm and modern luxury. Completed in 2016, this home embodies the timeless elegance of Federal Colonial architecture while offering all the modern amenities you desire. Set on a private half-acre lot, the residence features an open-concept floor plan with high ceilings and beautiful millwork throughout. The spacious family room, with its wood-burning fireplace and French doors, opens to a patio and generous yard-ideal for both relaxation and entertaining. The gourmet eat-in kitchen is a chef's dream, equipped with Viking and Bosch appliances, a marble-topped island, and a large walk-in pantry. Adjacent to the kitchen, the mudroom offers a secondary entrance for convenient access and additional parking, along with sidewalks leading to Darien's vibrant downtown and the newly developed Corbin District. The home's layout is designed for comfort and privacy. The primary suite, located on the second floor, serves as a luxurious retreat with dual walk-in closets and a spa-like ensuite bath. Two additional bedrooms on this level share a well-appointed Jack and Jill bathroom, and a large laundry room.

The idyllic, private setting, back from the road among majestic trees, stone walls and rock outcroppings is what makes this property so special. While being very convenient to shops, restaurants, parks and recreation, it feels like a retreat. Recently painted and refreshed throughout including new stainless appliances, the ranch style layout offers ease and flexibility. Specifically, it includes a separate, 2-story in-law apartment and finished walkout lower level. The principal rooms are large and great for entertaining, as is the expansive deck overlooking the 1-acre, lush property. This cherished family home has room for all. Glenville School. To show, call Cate-203-536-8187 or Stephanie Mazzota -203-609-5040. Rental Terms: Annual: $7,500 Per Month

Tucked within the secluded Indian Point Association, this 1.55-acre waterfront sanctuary in coveted Riverside invites you to imagine the lifestyle that you have always wanted. From its sweeping southwestern vantage point, the property opens to mesmerizing views of Long Island Sound - a living canvas that shifts with every season, every tide, every change of light. A charming 1949 built house sits on the site: 5 beds/3.1 baths, 4,324 sq ft, renovated in 2013, with abundant light throughout. First floor bed/bath and family room are actually up about 6 steps from the first floor, off the kitchen. Mudroom/laundry room and garage are about 6 steps down from the kitchen. Also listed as a house for sale, GMLS# 124609, and as land GMLS#124634, $5,600,000 Rental Terms: Annual: $16,000 Per Month

Lake life, every day! Enjoy year round waterfront living in this renovated and freshly painted two bedroom, two bath Cape overlooking Rainbow Lake. Start your mornings with coffee and spectacular water views. Watch the seasons unfold through oversized windows that fill the home with natural light. The bright, open concept living space features hardwood floors, a stone wood burning fireplace, and a stylish quartz kitchen. Upstairs you'll find laundry, while the lower level offers additional storage. Step outside to the stone patio and soak in the peaceful surroundings. Tenant may enjoy use of the in ground pool. Life at the lake is all about embracing the outdoors. Bring your kayaks, canoes, and paddle boards, spend summer days at the residents only beach, cast a line from the shore, or enjoy ice skating and curling when winter arrives. Beach rights and a mooring are included, and nearby hiking trails offer even more ways to connect with nature. Tucked away in an idyllic setting, yet just minutes from I-684, I-84, Route 7, and Metro North, this home offers the best of both worlds. Enjoy all that Ridgefield has to offer, from its highly regarded schools and renowned golf course to charming Main Street with its boutiques, cafes, and acclaimed restaurants. Catch a show at The Playhouse, or a movie at The Prospector. Explore the town's many parks and trails, and experience the vibrant sense of community that makes Ridgefield one of Connecticut's most desirable places to live.

Newly renovated contemporary home in the heart of Washington is now available to rent for upcoming academic year: September 1, 2026-May 31, 2027. Drenched in natural light, this home is located on Wykeham Road, minutes from the Washington Green, Washington Depot and the Frederick Gunn School. The Leicht kitchen is a showstopper with superior European-designed cabinetry and white marble countertop boasting seamless, modern lines. High-end appliances compliment the sleek construction, including a Wolf wall oven, Gaggenau stove and oversized Thermador stainless fridge. White oak, wide plank flooring throughout adds to the crisp, clean style of the home. The open floor plan and designer lighting (Flos, Tom Dixon, Menu and Gobi) honors the simple but elegant character of this home. The en-suite primary bedroom graces the main level, with the second level offering 2 additional bedrooms and an office. Towering evergreen trees and mature perennial gardens envelop this home and give it a warm, country feel, while still being close to town center. Beautiful outdoor space and decks complete the picture for the perfect country home. Weekly housekeeping required at renter's expense required. Excellent credit score required.

SEPT '26 - MAY '27 ACADEMIC WATERFRONT RENT Plan ahead. With amazing views out over Long Island Sound & beyond this light & bright Beach Colonial was built in 2006 plus has a recent 3 BR addition! Featuring an open floor plan, all in excellent condition with lots of glass & a wrap around deck to take full advantage of it's setting. Located at the very end of a private street this special home is in a nice quiet setting especially in the off season. Hardwood floors both up & down, central vac, a first floor den with sleeper couch that is perfect for that unexpected guests with a full bath right around the corner, newer propane heat and fully air conditioned. Set up high on piers, you'll feel like you are on a boat! Enjoy awesome sunrises AND sunsets from a single location! August might be available too. Exact dates to be determined. Unique opportunity.

Incredible country home with heated gunite swimming pool skillfully blended into the natural stone landscape. The perfect place for relaxing and entertaining, whilst enjoying open, sunshine views over the golf course. Views from every room! Located within the River Oaks Country Club with resort quality amenities, this large and tastefully furnished 4 bedroom (each with walk-in closets), 3 & 1/2 bath home is offered fully furnished and in mint condition. Laundry room is located on the bedroom level. Enter the master bedroom suite through double doors, featuring two walk-in closets and spacious en-suite bathroom with cast iron tub, double vanity and dressing area. Large walk-in shower with rain fall, wall jets and sitting bench. Additional windowed room off the bathroom which could be used as an office / gym / huge closet! This well equipped home includes central air-conditioning and a superbly appointed kitchen with Viking appliances, wet bar, breakfast dining area and a large island with bar seating. The formal dining room and outside deck area with BBQ grill are accessible from the kitchen. A feature fireplace in the spacious living room and attached 3 car garage complete this home. The fenced in rear yard with expansive patio area, waterfall and custom-built infinity pool designed and constructed by premier area designer, Dobson Pool Company. Available academic term September 2026-2027 $7500/mth plus utilities. Also available summer term 2027, $20,000/mth plus utilities.

The views from this charming Sachems Head waterfront home are exceptional. Located next to the Sachems Head Yacht Club this fully furnished academic rental is a dream come true. Four bedrooms and two full baths, with an additional bedroom and full bath on the ground level in the warmer months. Additional rooms offer an excellent option for home offices. The main level features a wood-burning fireplace and an open floor plan with views from nearly every window. Available September 1, 2026 through June 1, 2027. Flexibility in early June extension. Pets are considered with owner approval. Excellent credit required. Showings by appointment only.

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Available June and July. Call for Summer Pricing! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Available starting September $12k per month for yearly lease. Call for Summer Rental pricing. Minimum 24 hour notice to view.

A charming light-filled 4 bedrooms/ 4baths rental jewel in MINT condition with new baths, gourmet kitchen, freshly painted inside and out, new floors, and beautifully landscaped with pool. Take your pick for your Primary bedroom either on the first floor or upstairs! A relaxing and entertaining retreat with spacious rooms including the first floor family room as well as a great finished Lower Level walk out recreation room with a full kitchen, study, full bath. Could be a separate in-law or out-of-town guest quarters! And enjoy the outdoors in your wonderful screened-in porch overlooking a woodland stream. Convenient to the village, shopping, schools, train and the Merritt.

Discover the perfect blend of antique charm and modern convenience at 50 Ledge Hill Road. This delightfully updated and maintained antique colonial is available for annual rental, offering a truly peaceful and picturesque retreat on six and a half acres of serene land. Despite the feeling of total privacy and seclusion, you'll remain conveniently located within a fifteen-minute drive of all local amenities. The home features three bedrooms and one and a half baths along with ample living space: a dedicated living room, a comfortable family room, an office, and a den, providing flexibility for working from home or hosting guests. The charming, eat-in kitchen is pleasantly sized, perfect for casual, everyday dining or holiday gatherings. Step outside and enjoy the expansive, sprawling backyard, featuring an inground pool for fun all summer long. The home also features brand-new central air conditioning and landlord-maintained solar energy and professional landscaping. With its blend of historic character, abundant space -inside and out, wonderful amenities and prime location, 50 Ledge Hill Road is a renter's dream. Don't miss this unique opportunity-schedule your private tour today.

THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO BACK RECEPTION HALL, LIVING ROOM AND FAMILY ROOM WITH FIREPLACES, AN UPDATED GOURMET KITCHEN WITH ISLAND, FORMAL DINING ROOM AND STUDY. THE FAMILY ROOM OPENS TO FLAGSTONE TERRACE THROUGH THE FRENCH DOORS. ENJOY FLAT YARD WITH SWEEPING LAWNS AND MATURE TREES. BRIGHT PRIMARY BEDROOM SUITE WITH UPDATED PRIMARY BATHROOM. 3 ADDITIONAL BEDROOMS AND 2 BATHS ON SECOND FLOOR. 2 CAR ATTACHED GARAGE. THE TENANT PAYS FOR THE GROUNDS AND THE LANDLORD WIL PAY FOR THE SPRING AND FALL CLEAN UP. Rental Terms: Annual: $15,000 Per Month

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

Charming home in the coveted Dundee school district convenient to schools, restaurants and shopping. An updated country kitchen with huge island is a great place for entertaining. While the flexible floor plan has a first floor guest or aupair suite, spacious second floor primary and wonderful lower level media and exercise rooms. Enjoy the private backyard with terrace and safety of a quiet cul-de-sac. Offered furnished or unfurnished. Weekly maid service available. 24 hr notice for showings if possible. (King bed and dresser in primary suite excluded if leased furnished). Flexible term 9 mo - 1 year. Perfect for buyers needing more time to look! Rental Terms: Annual: $13,000 Per Month