luxury houses for rent Litchfield County, United States

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.

Modern in the Litchfield Hills - This modern masterpiece enjoys spectacular sunset views that stretch to the Catskill Mountains in the distance. Entering the home, one is greeted by a floating steel and glass staircase and is drawn to the living room highlighted by a two-story wall of glass as well as handsome exposed beams. The sleek kitchen with island opens to an eating area as well as a wonderfully spacious covered porch that overlooks the pool area. A formal dining room, den with fireplace, main floor bedroom with private bath, powder room, and mudroom round out this level. Up one, you will find the primary bedroom suite with private bath, two ensuite bedrooms, and a dedicated laundry room. The third floor of the home is finished and includes a sitting area, kitchenette, half bath and bedroom. Available Summer 2025 for $20,000 for June, $25,000 for July, and $35,000 for August.

~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs, each offering serene views of the surrounding nature. The heart of the home is the formal dining room and inviting living room (with elegant furnishings) each anchored by fireplaces that provide warmth and ambiance for gatherings. Rich wood paneling and an abundance of windows create a refined yet comfortable atmosphere in the den/library - an ideal retreat for quiet contemplation or enjoying your favorite literature. The large kitchen is a culinary enthusiast's delight, offering ample space for creating gourmet meals and entertaining guests. Step outside to the west-facing stone patio, where you can indulge in the captivating sunset views and enjoy al fresco dining amidst the property's natural splendor. This timeless estate promises a memorable rental experience and a rare opportunity to enjoy a piece of history with all the modern comforts of today. Available January - May 2025 for $7,500/mo, October - December 2025 for $8,000/mo. Also available: July and/or August 2025 for $10k/mo.

~Fair Rising~ Experience the grandeur of the past with this exquisite 1790 classic Georgian Colonial, nestled on a private 21-acre sanctuary just minutes from the charming center of Sharon. As you approach the residence via the elegant circular drive, you are welcomed by the breathtaking beauty of the meticulously maintained grounds. This historic gem boasts 5 well-appointed bedrooms upstairs, each offering serene views of the surrounding nature. The heart of the home is the formal dining room and inviting living room (with elegant furnishings) each anchored by fireplaces that provide warmth and ambiance for gatherings. Rich wood paneling and an abundance of windows create a refined yet comfortable atmosphere in the den/library - an ideal retreat for quiet contemplation or enjoying your favorite literature. The large kitchen is a culinary enthusiast's delight, offering ample space for creating gourmet meals and entertaining guests. Step outside to the west-facing stone patio, where you can indulge in the captivating sunset views and enjoy al fresco dining amidst the property's natural splendor. This timeless estate promises a memorable rental experience and a rare opportunity to enjoy a piece of history with all the modern comforts of today. Available July and/or August 2025 for $10k/mo. Please ask about other available terms and see related listing.

1960s Ranch Home being offered for a year rental. This two bedroom home offers approximately 864 square-foot home. An enclosed three season porch overlooking Beautiful Lake Harrington. An open kitchen area with new appliances ( Fridge, Stove, Washer and Dryer) flows into the living Area. Primary Bedroom just remodeled with full bath plus a 2nd bedroom with full bath. All rooms are freshly painted. Attached 2 car garage that leads into mudroom. New generator, New flooring in kitchen and both bedrooms. Incredible location. No pets, No smoking.

Welcome to Fernwood, a thoughtfully renovated, fully furnished, three-bedroom, three-bath home in Warren, CT. Available for rent in mid-January for the 2025 winter season. Perched amongst the trees on a quiet road, Fernwood is the perfect winter retreat for those looking for a bit of peace and quiet. Inside, you'll find an open and airy living space. Thoughtfully curated furnishings add to the home's effortlessly chic and comfortable aesthetic. The home features a wood-burning stove, and a spacious wrap-around deck, giving endless opportunities for indoor and outdoor entertainment and enjoyment. The updated kitchen is beautifully appointed with a large island, breakfast bar, and high-end appliances including a Wolf 6-burner range. The living room provides ample space for friends and family to gather; the hand-crafted dining room table seats 6-8. The second-floor landing serves as the perfect work-from-home office. The primary bedroom has high ceilings, large windows, and an en suite bathroom with a large soaking tub. Two additional bedrooms, one with an en suite bathroom and private balcony, complete the second story. Located near Mohawk Mountain, Catamount, and Butternut ski areas. Within a short drive to Kent, Cornwall, Litchfield, and Washington, you'll have convenient access to all the area has to offer, from scenic countryside views and outdoor activities to local shops, dining, and art galleries. Close to area boarding schools, including the Kent School, Hotchkiss, Marvelwood, Millbrook, Salisbury, Rumsey Hall, and the Gunn School. Bring your own winter gear or pull from the assortment of snowshoes, ice skates, and cross-country skis provided. The opportunities are endless. This special home perfectly blends modern convenience with comfortable living. Don't miss the opportunity to call Fernwood home for the winter, and experience the best of Litchfield County living.

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!

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.

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 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!

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.

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.

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.

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.

This charming country Cape in the heart of Washington Depot is now available for rent after a considerable remodel. The home sits on just under 2 acres in a quiet setting, yet is walking distance from the center of town. The eat-in kitchen features marble counters, stainless steel appliances, a breakfast nook, and is adjacent to the dining room with built in cabinets. Off of the kitchen is a screened in porch with a bluestone floor, and a brand new full bath near the rear entrance. Next to the porch is a beautiful recently installed bluestone patio and hot tub. The opposite side of the main level consists of a large living room with a gas fireplace, built ins, and French doors leading to the back yard and porch. Adjacent is a cozy den with a pullout couch that could be used as a 4th bedroom. The upper floor includes three bedrooms and 2 full bathrooms. The primary bedroom has a brand new full bathroom, equipped with a spacious shower and radiant marble floors. The two additional bedrooms are bright and comfortable, and a full bath in the hallway accommodates the two rooms. Hiking in Steep Rock Preserve, The Frederick Gunn School, and Washington's beautiful Lake Waramaug are all just minutes away. Shopping or dining in the Depot is less than half a mile and can be reached by car or on foot. Only 35 minutes to Metro North trains and 90 minutes to Manhattan.

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.