luxury houses for rent Litchfield County, United States

Blue Bungalow. Enjoy the Academic Year at this sweet and serene lakeside cottage just a few minutes from the center of Sharon. Beautifully renovated and utterly charming! 2 bedrooms (each with queen beds), 1.5 baths, and office space with daybed has access to 1/2 bath and laundry. The heart of the home is the open concept living and dining room, anchored by a cozy fireplace that sets the stage for memorable gatherings. Adorned with tasteful mid-century modern furniture, the space invites relaxation and socialization in equal measure. The front porch is well situated for outdoor entertaining along with the inviting firepit. A leisurely stroll to the tranquil waters of Mudge Pond, this home affords the perfect blend of tranquility and convenience. This property is a magical getaway with easy access to area ski resorts: Catamount, Mohawk Ski Area and Butternut. Close to area private schools including Indian Mountain School, Hotchkiss School, Salisbury School and Millbrook School. 2 hours to New York City.

Welcome to White Deer Rocks, where luxury meets comfort in a fully furnished haven that promises an exceptional living experience. This well-appointed home features a grand great room with soaring double-height ceilings that create an atmosphere of open, airy elegance. The seamless flow of the dining and living area add a touch of sophistication, perfect for hosting gatherings. In warmer months retreat to the large deck overlooking the pool and pond beyond. Culinary enthusiasts will delight in the large kitchen with hi-end appliances, complete with banquet and bar seating. The main floor is graced by an en-suite primary bedroom, offering a private retreat with all the comforts one could desire. Additionally, a versatile den/office space provides the perfect setting for work from home privacy. Ascend to the second floor to discover two more generously sized bedrooms, accompanied by a full bath, ensuring ample space for family and guests alike. The finished basement is an entertainment paradise, featuring a large TV room that invites you to kick back and relax. A full bath, game, and exercise areas are thoughtfully designed to cater to all your recreational needs, with direct access to the pool for an invigorating swim or poolside lounging. The pool deck includes loungers and an outdoor fireplace to keep warm on cool summer nights! Close to hiking trails and only minutes from the coffee shops and restaurants of Woodbury.

Welcome to the Weatogue Farmhouse. This 1900s colonial sits on a quiet road across from a working horse stable. Set on 4.5 acres and complete with a 4 car barn-style garage, this 2 bedroom, 2.5 bath home is a private paradise. Enter into the mudroom with adjoining powder room and laundry room. Into the kitchen, find ample counter and storage space. An open dining area extends down a few steps into the main living room with a stunning stone fireplace, vaulted ceilings, and wall-to-wall built-ins. Original wood beams flow throughout the home, adding to the historic charm. Upstairs, find 2 cozy bedrooms, two bathrooms, and a study with beautiful wood built-ins. The hardwood floors and dark beams extend throughout the upper level. The farmhouse is conveniently close to the coveted Twin Lakes, many hiking trails, and local private schools. Travel 20 minutes north and find yourself in Great Barrington; home of Guido's Fresh Marketplace and local ski areas. Travel west to the center of Salisbury and a few miles further to Millerton, NY to enjoy the local restaurants and shops. Talk about Tri-State living!

Welcome to 21 Karl Street, a classic four-bedroom colonial that perfectly blends timeless charm with modern comfort. Nestled just moments from the Historic Litchfield Green, this home invites you to experience the best of Litchfield's vibrant community and serene New England beauty. Step onto the sun-filled enclosed porch, a perfect spot for your morning coffee. The spacious kitchen features granite countertops, a shiplap ceiling, and rich cherry cabinets. Adjacent is the formal dining room, designed for both intimate dinners and festive celebrations. Unwind in the cozy den or the living room adorned with built-in cabinets, each offering a warm and inviting atmosphere. Hardwood flooring throughout the home adds elegance and durability, while the walk-up attic provides ample storage solutions. Step outside to the large deck overlooking beautiful perennial gardens, ideal for outdoor entertaining or simply enjoying the tranquil surroundings and embrace the spring and summer months in your own garden paradise, bursting with color and life. Upstairs one can find the primary bedroom, your private sanctuary for rest and rejuvenation. Three additional guest bedrooms allow comfort and relaxation for all. Laundry facilities are located in the basement as well as a one-car garage, providing additional storage or keeping your vehicle sheltered year-round adding to the practicality of this charming home.

A Charming, Country Rental - 336B Norfolk Road, East Canaan, CT Discover the perfect blend of comfort and convenience in this spacious 3 BR, 1.5 bath, Year round, Unfurnished. One level, side-by-side, housing units are separated by a garage & situated on 2.6 acres providing a tranquil living experience complete with the Blackberry River flowing on the back end of the property. Enter into the large, open kitchen w/dining table area, adjacent to LR with picture window facing a mountain view that promotes ample natural sunlight, with hardwood floors, & an exit to an outdoor back patio. 3 well-appointed BR's, primary BR has been recently renovated with a walk in closet & easy, private access to the garage. 2nd large BR carpeted with a 1/2 bath, 3rd BR is smaller, can be nursery or den. There is an additional room for an office that leads to an enclosed patio area. This home is spacious, with plenty of closets & storage options. A large attached 2-car garage w/attic provides secure, convenient parking. An ideal property for those seeking a peaceful lifestyle with the convenience of nearby amenities. 10 minutes in either direction is the quaint town of Norfolk or the center of North Canaan. Travel 10 more min & you can cross the MA line into Sheffield & Great Barrington. Take advantage of many cultural & outdoor activities, nearby skiing, antiques, shopping, restaurants, & close proximity to the many local boarding schools. A must see gem. Hot tub in photos not operational

Fabulous long western views stretching out towards the Catskills can be seen from this spacious rental starting October 1st. Enjoy this very private 3 bedroom, 3 bath cape-style home surrounded by rolling lawns and fields. Expansive living room (with large picture windows) is ideal for entertaining, especially at sunset when the views are at their best. 2 bedrooms on main level with full bath and large bedroom upstairs with full bath. Lovely dining room off of eat-in kitchen provides ample space for gatherings. Minutes from the center of Sharon and local venues such as the Sharon Playhouse and right up the road from the Audubon Center. Hiking and biking trails abound. Farm to table restaurants, lakes and many more outdoor activities to be enjoyed. 2 hours NYC. 15 minute drive to train in Wassaic to Grand Central.

Available starting October 1, 2024. 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 and secondary bedrooms with full bath on the main floor with 3rd bonus 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.

Welcome to your contemporary retreat in the heart of Goshen, CT. This modern home, nestled within the tranquil surroundings of Litchfield County embodies a perfect blend of luxury and comfort for your short-term getaway. Sleek lines, expansive windows, and a minimalist aesthetic define this stunning property. Situated amidst lush greenery, with serene outdoor views that promise a peaceful stay. The home's spacious interior is designed for flow and functionality, featuring high ceilings and an open-plan layout. Equipped with top-of-the-line appliances, perfect for culinary enthusiasts. Boasting multiple bedrooms, each thoughtfully appointed to ensure restful nights. A private deck and outdoor seating areas allow guests to immerse themselves in nature's beauty. Just moments away from Dog Pond and the charming town centers of Goshen and Litchfield, one can enjoy a variety of dining and shopping options. Whether you're seeking a peaceful retreat or an active escape, this home is the perfect base for exploring all that the Litchfield Hills is known for. Indulge in a stay that promises relaxation and rejuvenation. Summer (Jun-Aug) $10,000 per month. Please see listing agent for weekly availability.

A rare opportunity to experience daily enjoyment of what many call the best view in town. For years local residents have flocked to the top of Tanner Hill Road for the best vantage point of Warren's 4th of July fireworks show, and that same postcard worthy scenery overlooking Lake Waramaug and Hopkins Vineyard can be admired from nearly every space in this charming Colonial home. Enter into the sun filled living room equipped with a wall of Western facing windows, a gas log fireplace, built ins, and access to the covered deck. Adjacent are the kitchen and dining room, each with their own dining tables and doors leading to the spacious screened in porch. On the opposite end of the main level is the primary bedroom with an ensuite bathroom, plus a powder room and laundry room. Upstairs are two additional bedrooms, the larger one featuring the stunning view, both of which have great closet space and access to the second full bathroom. Outside, a breezeway connects the home to the 2 car garage equipped with an EV charger. Beautiful mature plantings and trees surround the two structures, creating a country cottage setting worthy of a magazine feature. Leaf peeping season is here, and there's no better place to enjoy the changing of the seasons. Located just 10 minutes to Washington Depot, 15 minutes to Litchfield, and under 20 minutes to other local attractions like shopping in Kent and skiing at Mohawk Mountain. Only 30 minutes to Metro North trains and 2 hr to NYC!

Perfect getaway for fall, winter and spring. Enjoy beautiful Twin Lakes, extensive hiking on the Appalachian Trail and skiing at Catamount, Mohawk and Butternut. Afterwards, relax in this one bedroom/one bathroom lakeside cottage completely renovated in 2021 which is well appointed and fully furnished. The sunlit living room features large windows with lake views, other features available are WIFI , central air, generator and lake access feet away from the cottage. Close to Salisbury, Hotchkiss, and Indian Mountain.

Flexible term! Embrace the quintessential New England lifestyle in this classic and elegantly furnished one-level home, nestled in the heart of the vibrant village of New Preston. 3 Bedrooms and 1 1/2 baths, eat-in kitchen, living room with decorative fireplace and a private patio offers a serene spot for relaxation or entertaining. New Preston has an array of specialty shops and delightful eateries. The Litchfield Hills has an abundance of activities year round. Close to Washington, Litchfield, and Lake Waramaug also area private schools, ski resorts, hiking, state parks. This flexible rental offers a seamless blend of comfort and convenience. Some furnishing can be removed if needed. Fireplace is for decorative purpose only.

THE NEST,THREE YEAR OLD LUXURY BUILDING W EASY ACCESS TO MAJOR HIGHWAYS,SHOPPING & RESTAURANTS W NYC PUBLIC TRANSPORTATION AT DOOR STEP.UNIQUELY DESIGNED CONTEMP STYLE APT EXCEEDS EXPECTATIONS AT EVERY TURN.RESORT STYLE LOBBY,HEALTH CLUB,PUBLIC BATHROOM,MEDIA/LIBRARY/PARTY ROOM.LG PRIVATE STORAGE RM.FREE WiFi COMMON AREA.DESIGNER CARPETS IN HALLWAYS.OPEN FLOOR PLAN OVER 1,450 SQ FT 2 BEDROOM UNIT.ITALIAN QUARTZ COUNTER-TOPS W STAINLESS APPLIANCES.CENTER ISLAND/CHANDELIER.GLASS SUBWAY TILES,DESIGNER ITALIAN KITCHEN CABINETS.LG FRENCH DOOR REFRIGERATOR.DESIGNER H/W FLOOR W SOUND INSULATION BOARD.10.5' HIGH CEILINGS,EXPANSIVE WINDOWS FOR NATURAL LIGHT,ITALIAN CUSTOM BLINDS,RECESSED LED LIGHTING.BIG MASTER BEDROOM W MASTER BATH,GLASS DOOR SHOWER & LARGE WALK-IN CLOSET ROOM.ITALIAN VANITY W MATCHING MIRROR,TOTO TOILET,POLISHED WHITE SUBWAY TILE,WASHER/DRYER IN UNIT.BIG 2ND BEDROOM W FULL BATH.SEPARATE STORAGE UNIT,ONE ASSIGNED PARKING,WATER INCLUDED IN RENT.WARM AND FRIENDLY COMMUNITY!

JUST REDUCED TO $1500 PER MONTH.. Amazing location, just across from Land Trust for hiking. Annual Unfurnished Studio Apartment above the garage at Red Studio Farm. Located in the scenic and historic Nettleton Hollow area of Washington and just 90 minutes from NYC! Wonderful western exposure for sunsets and views over nearby meadows and pond. The apartment has Great room with Cathedral ceiling, sleeping loft, full bath and kitchen on over 5 acres of secluded and lightly wooded land with stone walls and towering oak trees, along with a balcony which overlooks the Litchfield Hills. Small kitchen and full bath with a loft above.

Discover a beautifully renovated 3-bedroom, 2-bathroom home in Kent, CT, offering just over 1,500 sqft of thoughtfully designed living space. This charming property is nestled on a serene and picturesque country road, providing a peaceful retreat from the hustle and bustle of everyday life. The home comes fully furnished. Every room is tastefully appointed with modern furnishings that complement the home's updated aesthetic. The spacious deck and wood burning fireplace are standout features, offering an ideal setting for indoor/outdoor entertaining, or simply unwinding while taking in the tranquil surroundings Located just a 5-minute drive from the historic town of Kent, you'll have easy access to a variety of charming shops, delightful dining options, and local attractions that make this area so special. Whether you're exploring the scenic countryside, visiting local art galleries, or indulging in gourmet cuisine, you'll appreciate the convenience of being so close to everything this vibrant community has to offer. This home perfectly balances modern amenities with the serene ambiance of country living, making it a rare and inviting opportunity. Whether you're seeking a quiet escape or a comfortable and stylish place to call home, this property has it all. Don't miss out on the chance to experience the best of Kent living in this truly exceptional rental.

Welcome to Litchfield County living while enjoying this great country carriage house. This (2) bedroom home is located in a converted barn with privacy and outstanding views. At the end of a cul-de-sac this furnished home has all of the amenities needed to just move in. Perfect for weekend and holiday get away as well as full time living. Close to Taft and other area private schools, you will enjoy everything this area has to offer. Enjoy entertaining on your deck and patio or enjoy the warmth from the wood stove. Home features an outdoor shower, exercise area, and (3) season room to enjoy the beautiful outdoors. Reminiscent of past farming days you will relax and enjoy this special property. Approximately 2 hours from either NYC or Boston. Abuts miles of trails for hiking or cross country skiing. Perfect retreat for authors or artists.

There is no better place to spend your time in Litchfield County than the town of Woodbury. Honored as Connecticut's most charming town you have access to award-winning dining (indoor & outdoor), local farms & CSA's, natural food stores, spa's, vineyards & breweries, antique shops, golf courses, bike trails, lakes & hiking - all minutes away from this centrally located property. This home's long curving drive pulls you into quiet country seclusion. On a west-facing hill, overlooking its 12 acres, the home and property offer the utmost in privacy. You can enjoy long, sunset views from two levels of furnished terraces. Carefully and thoughtfully designed as a countryside retreat, the landscaped gardens and outdoor living space offer endless enjoyment, privacy, and serenity. Walk the private, wood-chipped walking paths. Take a refreshing outdoor shower and rejuvenate under the stars, soaking in the outdoor spa. The interior is tastefully decorated with clean, sophisticated furnishings, in neutral tones. Abundant natural light energizes the home and the clean hardwood cohesively joins each brightly lit space. The finished lower level is large enough to provide space for exercise, studies, or socializing. The property is within walking distance to the 2100-acres of hiking trails at Whittemore Sanctuary, minutes to several private lake clubs for swimming and kayaking (kayaks included with the house), as well as a private pool & tennis club.

AUGUST 2024 ~ French Country Storybook Estate - unique opportunity to rent one of Sharon's most notable properties in the heart of town. This very private 4+ BDR, 4 Bath charming home is surrounded by fields, verdant lawns, and long western views over the Sharon Green. A long driveway leads to a stunning pea stone courtyard - the perfect entree into this stately home. The recently updated galley kitchen opens into a formal dining room with high ceilings. Two large bookcases divide the dining room and spacious family room, complete with cathedral ceilings, wood beams and a bank of western facing windows. 3 BDRs on the main level and cozy study/den. Circular stairs in the center of the house lead to another large bedroom with full bath upstairs. The property evokes a feeling of old world charm both inside and out. Enjoy summer evening sunsets on a lovely patio or breakfast on the bluestone terrace overlooking the gardens. Memorable and transporting. Pleasant walk to library, coffee shop and food store. Minutes to Metro North and 2 hour drive to NYC.

Annual or Academic ~ French Country Storybook Estate - unique opportunity to rent one of Sharon's most notable properties in the heart of town. This very private 4+ BDR, 4 Bath charming home is surrounded by fields, verdant lawns, and long western views over the Sharon Green. A long driveway leads to a stunning pea stone courtyard - the perfect entree into this stately home. The recently updated galley kitchen opens into a formal dining room with high ceilings. Two large bookcases divide the dining room and spacious family room, complete with cathedral ceilings, wood beams and a bank of western facing windows. 3 BDRs on the main level and cozy study/den. Circular stairs in the center of the house lead to another large bedroom with full bath upstairs. The property evokes a feeling of old world charm both inside and out. Enjoy summer evening sunsets on a lovely patio or breakfast on the bluestone terrace overlooking the gardens. Memorable and transporting. Pleasant walk to library, coffee shop and food store. Minutes to Metro North and 2 hour drive to NYC. (Also available as an Academic or Annual rental at $6,000/mo).

Available October 1, 2024. Lovely Cape with options! This home has a total of 3 bedrooms and 3-1/2 bathrooms, beautiful outdoor patio space and a pool. The house is divided between 2 distinct living spaces that are connected at both the first and lower levels. It is ideally suited for in-laws, an au pair, or all the guests you'll be hosting poolside. The main portion of the house has a large living room with fireplace and comfortable seating area, dining room with large expandable table, kitchen and half bath/laundry room. Upstairs are 2 bedrooms and a hall bath. The other side of the house has an open floor plan with living room, eat-in kitchen and full bath. Upstairs there is another full bath, along with a spacious and bright bedroom with high ceilings overlooking the expansive back yard. Outside, after a day of swimming and lounging by the pool or gardening, enjoy dinner on the expansive patio under the pergola adorned with twinkling, hanging lights, making for a magical night. There is a grill for cooking, a gas patio heater, as well as a fire pit with Adirondack chairs to enjoy the warmth of the flames or a marshmallow roast, allowing you to enjoy the patio in spring, summer & fall. This house is in a wonderful location in Woodbury and offers so much to be enjoyed any time of the year. Rent increase reflects costs of pool maintenance & lawn care being folded into rent. Tenant is responsible for all utilities, snow & trash removal & renters' insurance.

Spend a season in Salisbury CT in this completely renovated 3 bedroom/3.5 bath home. Available for up to four months (minimum of three) between September 2024 - June 2025. This turn-key home -- flooded with light, tastefully furnished, and surrounded by nature - does not have a bad angle. The property has a large side porch, over-looking Pettee Brook which provides a serene setting to relax in the freshest of air. Spend your time exploring the Litchfield Hills surrounded by inspiring art and classic touches. The floorplan, while open and airy, also gives everyone space to be independent in the home, and enjoy the privacy of en-suite bathrooms. Close to skiing - Butternut, Mohawk, Catamount. Close to IMS, Salisbury School, Hotchkiss. Spend the fall surrounded by the changing colors of New England. Come in the winter for ice skating, skiing, and holiday festivals. Or the spring, when the northwest corner comes alive with the yellows of forsythia and green rolling meadows. The hardest part will be choosing which season to stay.

Tranquil country home located in Washington, CT with an understated and classic in design. This colonial home has two generously sized bedrooms with space enough for guests to comfortably join you in either the trundle bed that sleeps two in the office, or sofa bed that sleeps two in the den. After exercising in the outbuildings gym, find true relaxation in the professional grade spa room that includes a sauna and steam shower, or in the eight person outdoor hot tub. Local attractions include Lake Waramaug, Steep Rock Preserve, Shepaug River, hiking, fly fishing, tennis, golf, small shops and markets, and top-notch local restaurants. Feel at home while you visit your boarding students at The Frederick Gunn School and Rumsey Hall School, both only a short drive away. Unavailable for the month of August 2024.