Litchfield CT Real Estate & Homes for Rent

Spend August enjoying this spectacular, light-filled, tastefully furnished, spacious, 4 bedroom, 4.5 bath modern farmhouse sitting high on a hill with breathtaking, 360-degree views and complete privacy. No matter where you look and from every room in the home, the views are stunning. The home boasts an open floor plan, 3 fireplaces and lots of glass that brings the beauty of the outside in, and outside enjoy a fabulous blue stone patio and an infinity pool, worthy of a 5-star resort. The front porch of the home offers another stunning place to sit, enjoy a meal or a drink, watch the sun set and take in the incredible views. It is located on a scenic quiet road in Duchess County, and is just minutes to Sharon and Kent, CT and other beautiful Litchfield County towns, and close to Millbrook & Millerton NY and all that the Hudson Valley has to offer. It is a truly special place and the perfect summer rental. Available August 2nd- September 2nd, 2024 for $20,000. Well-behaved dogs will be considered.

Academic rental. Inquire for summer pricing. Perched on the crest of a plateau overlooking panoramic, protected views, West Wind Hill, a bespoke country estate on 389 acres, straddles Kent, CT and Amenia, NY. Experience this truly magnificent classic stone and shingle manor house sited perfectly to experience lush sunsets and fairytale mists with the upmost in privacy. Only eight minutes from the center of Kent and less than two hours from New York City, access is via a private gated road that winds through trees, past old stonewalls with glimpses of open meadow and a serene pond. Spacious rooms perfect for entertaining include a large great room with a soaring peaked ceiling and a 20' stone fireplace, a sun-filled formal dining room with three exposures and a huge chef's kitchen with a massive stone fireplace and adjoining catering kitchen, a marble paneled powder room and mud room. Beautiful reclaimed chestnut floors, exquisite detailing and numerous banks of windows and French doors make this an unparalleled home. The master bedroom suite--which includes paneled library, separate office workspace and large bathroom and dressing areas--is located on the first floor in a private wing of the house. Of course, there is a billiard room, complete with mini-kitchen and bar, full bath and adjoining guest bedroom/office area. A second-floor master-sized guest room has a beautiful bath with soaking tub and deck that faces the amazing mountain views. Two bedroom suites with ensuite bathrooms, a charming peaked children's bedroom and a well-appointed office area complete this floor. The extensive and recently renovated lower level contains a media room with 9' screen, half bath, wine tasting room and wine cellar with adjoining prep kitchen for large gatherings. In addition, there is a sunny laundry room, craft room and gym with ground level access. Beautiful stone steps lead down to a stunning natural stone pool and a tennis court. There is also a two-story pool house with spiral staircase, full kitchen and full bath. The expansive two building maintenance court also contains a pumping system for irrigating the lawns and gardens.

Spacious one bedroom accessory apartment located off a quiet country road in a beautiful setting. Great natural light, new windows, new bamboo floors. Sliding doors off the living room lead to a deck and fantastic yard. The primary bedroom has a large en-suite full bathroom. Nice sized kitchen, separate laundry room with washer and dryer and half bath complete the unit. Heat is included in the monthly rent. Pets are welcome. The unit has 200 amperage service and central air conditioning. Storage available in the attic. Ideal location, five minutes to Metro North, restaurants, and shopping in Wassaic and Amenia. Less than 15 minutes to Kent, CT another chic fabulous town with shopping, stores, and restaurants.

SEASONAL RENTAL. Straight out of a storybook is this enchanted log cabin secluded in the forest overlooking the Webatuck Creek. The primary bedroom with its own fireplace overlooks the waterfall and gardens. There are two additional bedrooms, one with a queen bed overlooking the creek and the other reached by its own staircase has twin beds. There are two baths, one with an adjoining a room just for a soaking tub. This period home, built in 1933, affords a rustic allure with classic furnishings and original hardware yet many conveniences of the modern world. So many charming spaces to enjoy, from the elegant great room with soaring ceilings and stone fireplace, to the delightful porch where one would want to curl up for a nap to the sounds of cascading water. This magical setting of 8.2 acres, is located directly on the creek overlooking a waterfall. Enjoy fly fishing or a cool dip in the summer. The property exudes peace and tranquility while located just five minutes from the Metro North train and convenient to Kent and Sharon, CT as well as Millbrook. Nearby amenities include Harlem Valley Rail Trail, Silo Ridge Field Club, Millbrook Hunt Club, Mashomack Club, the drive-in movie theater, Lakeville Lake, Troutbeck, and all of the area's incredible outdoor recreation, restaurants and shops. No pets. References & credit check required.

Magnolia Cottage is nestled within a luxurious country retreat in eastern Dutchess County, offering a concierge-style experience. Just minutes from the train, it's an easy 90-minute journey to Manhattan and 75 minutes to Albany. This charming 3-bedroom retreat boasts a sunlit living room, a versatile den/bedroom with ample storage, a well-appointed kitchen, and a generous bath with a clawfoot tub and separate tiled shower. Two bedrooms feature queen-sized beds, while the third offers a cozy twin bed. Step onto the private deck to grill and unwind, or explore the wooded trails, with the expansive saltwater pool and its surrounding cabanas, gardens, patios, and screened pavilion inviting relaxation and recreation. Your rental package includes weekly maid service, along with pool and personal linens, utilities, wifi, cable, reserved parking, and full access to resort amenities. Beyond the retreat's borders, discover a wealth of experiences, from visits to wineries, distilleries, and breweries to exploring farmers markets, enjoying polo matches and theater, savoring farm-to-table dining, indulging in shooting clubs, and much more.

Reserve your spot for the 2024 Season at The Carriage House, a charming part of an exclusive country resort in eastern Dutchess County. Just minutes from Silo Ridge, Metro North, and a short drive from Manhattan and Albany, this circa 1790 two-story cottage, once a carriage storage, has been elegantly transformed into a Victorian-era lodging. Step into the spacious sunken great room with 14' ceilings and large windows overlooking lush lawns and woodlands. The updated kitchen boasts stylish stone counter tops, complementing the two generous bedrooms and modern bathroom featuring a delightful glass-enclosed shower. Relax on the private awning-covered patio with a BBQ, surrounded by extensive gardens. Explore wooded trails, take a dip in the expansive salt-water pool with cabanas, or unwind in the screened-in pavilion. Walk to nearby restaurants or cozy up by the fire pit for stargazing nights. Your rental includes weekly maid service, pool and personal towels, linens, utilities, WiFi, cable, reserved parking, full access to resort amenities, and a complimentary breakfast on your first morning. For additional luxuries, inquire about services like a personal chef, daily maid services, or private poolside parties. Dive into Dutchess County's offerings, from wineries, distilleries, and breweries to farmers' markets, polo matches, and farm-to-table dining. Minimum rental is 60 days, offering the perfect blend of serene country living and vibrant local experiences.

Welcome to The Lodge, nestled within a concierge-styled country resort in scenic Dutchess County, just minutes from the train station and a short commute to Manhattan and Albany. This charming retreat features a rocking chair front porch, a spacious vaulted living room with patio access, a gourmet kitchen with island seating, 2 full tiled bathrooms, and a sunroom. Enjoy outdoor amenities like private wooded trails, a salt-water pool surrounded by cabanas and gardens, and a screened-in pavilion. The rental includes weekly maid service, pool and personal towels, linens, utilities, wifi, cable, reserved parking, and full-use of resort amenities. Explore nearby wineries, breweries, farmers markets, farm-to-table restaurants, and shooting clubs. Experience the tranquility of country living and convenience of resort-style amenities at The Lodge.

Great one bedroom cottage in great location, close to train village of Millbrook, Wassaic, Its a great home completely redone No Pets

Experience the allure of a meticulously renovated and maintained 1785 farmhouse, showcasing 2 bedrooms, 2 baths, and genuine wood floors. The deck offers breathtaking views of the surrounding countryside, providing a perfect retreat. Conveniently situated for easy access by car to Millerton, Sharon, CT, Amenia, and the Wassaic Train Station. Nearby activities include biking, hiking, skiing, golf, and sport shooting. Immerse yourself in the local bounty from farm stands and markets. Please be aware that pets are not permitted.,AboveGrade:1029,Basement:Interior Access,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,FLOORING:Tile,Wide Board,Wood,FOUNDATION:Concrete,InteriorFeatures:Beamed Ceilings,Other School:PRIVATE,OTHERROOMS:Laundry/Util. Room,OwnerPays:Fire Insurance,Maintenance,Sewer,Taxes,Water,RentalTerm:ONE YEAR LEASE,ROOF:Asphalt Shingles

Second floor apartment has both front and back entrances, one level living, Large bedroom/living room, Spacious Eat in Kitchen, new renovated Bathroom with light up vanity mirror, deck. Building equipped with back up generator in case of power outage. Heat, hot water, garbage and snow removal of parking lot included in rent. Tenant pays electric, cable (optimum), internet, and phone. No Smoking. Tenant to fill out Rental Application, provide pay stubs(Proof of Income) and Credit Report. Conveniently located to shopping and walking distance to Harlem Valley - Wingdale Train Station. Tenant to pay: First month rent, one month security and one month rental fee.

Spectacular Views from New Renovation - Available 5/1/2024 - 4/30/2025 - $4500 per month plus utilities. A long driveway approach brings you to this beautifully renovated home with gorgeous distant southern views. Features include a new Kitchen with soapstone counters, Pantry, large Living Room/Dining Room with propane fireplace and vaulted ceiling, 3-Bedrooms and 2 Full Baths, and 2 front Porches facing the view. Single-floor living in a fabulous location just a short hop to the Village of Millerton, NY, the Wassaic Train Station, and Lakeville and Sharon, CT. Be sure to see this outstanding rental!

Three bedroom manufactured home for rent 1.5 baths newly painted and updated, great condition ready to move in. Close to village of millerton, private rd great views.

This beautifully renovated Revolutionary War Era home is a rare find in Dutchess County. It is a cherished gem from the Georgian period and is highly regarded in the Millbrook region. Situated on a spacious, manicured and private 120-acre property overlooking a pond, the updated home offers all the amenities needed for a perfect summer vacation in upstate New York. An oversized family room makes for memorable gatherings, the expansive eat-in kitchen opens up to a covered porch, gardens (enhanced with recent plantings), and an inviting inground saltwater pool; perfect for cooling off in the summer heat. Additionally, there is a gym for those who enjoy staying active. Enjoy a large primary suite and four well-appointed guest bedrooms and 5.5 bathrooms. For those who love to entertain, the formal dining room and library are perfect spaces for hosting summer gatherings, as is the outdoor patio for entertaining and al-fresco dining. Upon request, there is also a newly refurbished apartment available. The downtown area of Millbrook and the Dover Plains train station are just a short distance away, adding to the convenience and charm of this exceptional property.

$18,000/TERM - May 24, 2024 - Sept 3, 2024 - Escape to this idyllic Hudson Valley retreat for the summer season, available from Memorial Day through Labor Day. Renowned Interior Designer Glenn Ban has impeccably revitalized this charming cottage. The kitchen boasts DeVol fixtures, custom-built cabinetry, and exquisite marble counters with a perfectly weathered patina. At the same time, the window above the AGA range invites in refreshing summer breezes, complemented by French doors leading to a delightful stone patio. Every corner of the home has been meticulously lime-washed, exuding artistic flair, and the main living area features a cozy wood stove for cool evenings. The first-floor primary bedroom offers an ensuite oasis with a bathroom that will leave you in awe. Accessible only by a ladder, the upstairs sleeping loft adds a touch of adventure, ideal for those seeking excitement.

Furnished Yearly or Summer Rental. SOUTHFIELDS. This spacious and private country retreat in Millbrook is located on 24 acres with pastoral views. The home is tastefully furnished and provides an abundance of space with 4,978 square feet; and 4 bedrooms and 5 full and 2 half baths. The floor plan flows beautifully between rooms and has gorgeous wide board floors spanning the first floor. A spacious living room with a large stone fireplace is the perfect location to enjoy chilly winter nights. The eat-in country kitchen is bright and spacious with top of the line appliances, soapstone countertops, butcher block island and an office nook. Double doors lead to the patio with a 16'5" x 10'2" screened porch for enjoying the warmer seasons. A heated, gunite pool also can be enjoyed during the summer. There is a first floor primary suite that has a cozy fireplace and includes two separate primary bathrooms. An office, entry, mudroom, half bath and bar area add to the first floor. Upstairs is a great room with soaring cathedral ceilings framed by large post and beams, a game room and three additional ensuite bedrooms. Adding to the list of amenities is a large covered front porch, two car garage under, central vacuum and an automatic generator. References and credit check required. Also available Memorial Day through Labor Day for $50,000.

Nestled amidst 23 acres of lush woodland, this contemporary 2-bedroom home offers a serene retreat for the summer season, available from Memorial Day to Labor Day. The privacy of the location invites you to meander through the woods to discover a modern haven, complete with a convenient carport. Inside, the residence boasts wood flooring throughout and plush carpeting in the primary bedroom, ensuring comfort and style. The primary bathroom is a highlight, featuring elegant tile work and a large soaking tub perfect for unwinding. Outside, the property extends an invitation to relax on the patio or the expansive deck, both offering tranquil views of the verdant backyard. This idyllic escape is conveniently situated just 15 minutes from the charming village of Millerton and the Wassaic Train Station, blending accessibility with the peace of country living. Rental Memorial Day to Labor Day.

Nestled amidst the tranquility of nature, this private 3-bedroom, 1.5-bath home offers a serene escape on a sprawling 7.6 acres. Imagine waking up to the gentle sounds of nature, stepping onto your deck to overlook the scenic backyard and its centerpiece, a peaceful pond. Inside, the warmth of wood floors greets you on the main level, leading you to a cozy living room where the fireplace awaits to create memorable moments. Just a stone's throw away, the charming Village of Millerton invites you with its community spirit and local amenities, all within a brief 5-minute journey. This home is available for a school year rental from August 15, 2024, to June 30, 2025, offering a perfect blend of privacy, comfort, and convenience for those seeking a temporary haven during the academic year.

Welcome to Twin Lakes Cottage! Available monthly June-Sept. This stunningly restored 1930s a-frame stone cottage on a private lake in West Mountain State Forest features a new deck, patio, soaring skylights, 21' tall wood-burning fireplace, brand new custom kitchen & bath, and rests on a hillside with 180 degree views of two lakes. Designed as an artists' studio, the home offers a modern yet rustic aesthetic. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility. The exterior features a bluestone patio, fire pit, propane grill, and stone pathway leading directly to the private community lake for swimming, kayaking, and fishing. Bike riding & hiking trails nearby. Fully furnished and fully stocked kitchen. Hair dryer, body wash, shampoo, conditioner, and toilet paper supplied. Bi-weekly cleaning included. Sleeps up to 4; a queen size mattress in the bedroom loft and a queen size air mattress in the basket next to the couch.

Hudson Valley private hillside retreat with south western mountain views. Located in the desirable Shekomeko Valley this fully furnished country oasis home is on over 30 bucolic acres. Set well off the beautiful country road, the driveway leads to this renovated private haven. Gorgeous vistas of countryside farms and mountains, the landscaping allows for relaxing exploration and exercise through walking paths, pastoral fields and glorious natural vegetation. Exterior wide decking provide additional vantage points for the spectacular surroundings. Entering the house you will see thoughtful stylish design bathed in bright natural light. There are wide-board pine and hardwood maple floors. The Great Room includes vaulted and beamed ceiling living and dining spaces, featuring a wood-burning fireplace. The galley kitchen is open and cheerful with up to date appliances. Glass door with wooden screen door takes you out to one of the decks from here. All bathrooms are fully renovated with accent lighting. Also on this level is the Primary bedroom which includes a wonderful wall of windows and cathedral beamed ceiling. A loft up top brings an additional bedroom with vaulted ceiling. The lower entry level provides new charming screen door, the foyer and additional bedroom with glass slider and another full size bathroom. An exercise room and one car garage is also accessed here. Also included is the use of a custom gym nearby with self guided mirror trainer program. Yoga teacher, Personal Chef and Physical Therapy also upon request. Nearby towns of Pine Plains, Millbrook, Rhinebeck, Millerton and Sharon CT. all provide excellent dining and shopping. This is all just two hours from New York. Train service provided by Metro North or Amtrak. Experience the Hudson Valley!

Hudson Valley experiences await you with this bucolic setting at Picardy Farm. Once the home of one of the finest jazz musicians, composer, bandleader, actor and author, Artie Shaw, the 19th Century Greek Revival property includes The Garden House now available for lease. This 3 bedroom, 2.5 bath home is FULLY FURNISHED and ready for you to realign with nature and all that upstate New York has to offer. Entering the house from the rear of the property, the windowed, heated Foyer/Mudroom provides excellent storage. This leads into the 'Tavern Room', an open Living/Dining experience with wide board flooring and beamed ceilings. The fireplace is located on a wall of windows enabling wonderful light. The cozy kitchen includes a charming wall pantry and new appliances. There is a renovated bathroom with duel walk-in shower, clawfoot tub and a large laundry room on this level also. An office/den with more storage includes direct exterior access. Another bathroom and bedroom with exterior access are also here before we venture upstairs. There you will find the primary bedroom with vaulted ceiling, another bedroom and linen closet. Recessed lighting, security and thermostat control, mature landscaping, the use of a Yoga studio and gym are just a start to what you will find here. Located in serene Shekomeko Valley, nearby to the dining and shopping towns of Millbrook, Pine Plains Rhinebeck, Millerton and more. This is just two hours from New York City. Your peaceful Hudson Valley retreat is ready when you are.

This is your peaceful Hudson Valley retreat. Charming Picardy Farm, located on 10 quiet acres in the bucolic Shekomoko Valley is ready for immediate experiences and exploration. The sophisticated, fully furnished barn conversion includes 3 bedrooms, a stunning Great Room with dining, cathedral beamed ceiling, eat- in country kitchen, charming windowed porch and more. You enter the property off a country road on to a mature tree lined driveway with pastoral farm views. The property is a spacious oasis with well maintained landscaping and lawns for unwinding, playing and relaxing; including raised bed gardens and outdoor shower. There is optional use of a Yoga Barn; a restored schoolhouse adjacent to a seasonal stream. Simply serene. Back inside, there are restored wide-board and hard wood floors throughout. New screened, all-weather windows with shades anchor the renovation. The inviting bedrooms are all tastefully appointed and comfortable. The Great Room is a grand escape to the country with an open living/dining plan. All appliances including washer/dryer are up to date in addition to a remote control heating and security system. Also included is the use of a custom gym with self guided mirror trainer program. Yoga teacher, Personal Chef and Physical Therapy also upon request. The location is ideal and convenient to towns of Pine Plains, Millbrook, Rhinebeck, Millerton, Sharon CT. and more where shopping and dining are minutes away. Experience Catamount Ski Area, Mashomack Polo Fields, numerous hiking and nature options, Troutbeck, Culinary Institute of America, and more. Picardy Farm is just two hours from New York City and also accessible via Metro North and Amtrak. Your Hudson Valley homestead awaits!

Fabulous 2 bedroom guest home on a 14 acre country estate located in the peaceful Shekomeko Valley with a pond and pastoral views. Enjoy an open kitchen, dining, and living area with a wood stove and sliding doors that lead out to your stone patio with stunning views. The home has a separate driveway from the main estate house and plenty of privacy. A Pet is allowed with the owners approval. The home is unfurnished, if furnishing is required the rental rate will be higher. The home is available beginning June 15. Tenant pays heat, electric, internet, garbage and snow removal.

Equestrian Rental: 15 Stalls, Indoor Ring, Paddocks. Experience the ultimate equestrian opportunity to rent a horse barn, featuring 15 spacious 12'x12' stalls with beautiful brick floors. The barn is equipped with a convenient wash stall, complete with an adjustable hose. Additionally, there are two tack rooms capable of holding 14 saddles, ensuring ample storage for your equipment. Grain and hay storage are available to support the filled stalls. Enjoy the convenience of a kitchenette and laundry facilities right in the barn. Take advantage of our well-maintained turn-out paddocks, enclosed by a white stockade fence, providing abundant grazing areas for your horses. Access to an indoor riding area with jumps is also included, allowing for year-round training and exercise. Rent for this exceptional equestrian facility is $3,500 per month, excluding utilities. Subletting stalls is an option, offering additional flexibility. Don't miss this incredible opportunity, perfect for any passionate rider or equestrian professional.,AboveGrade:4896,Other School:WEBUTUCK,ROOF:Metal

The most charming Millbrook rental, 20 Linden Court, is privately situated on .75 acres and only one mile to Franklin Avenue. This is an 1863 compound with a 3 bedroom, 1.5 bathroom main house, a pool, and a separate pool house / studio with a kitchenette, full bath, and lots of room to entertain. The main house features a stylish and functional kitchen, a powder room, a dining room with French doors leading to a beautiful outdoor deck, a living room, and separate sitting room. All rooms are chicly furnished for the most discerning tastes. There are three bedrooms plus a dressing room on the second floor including a full bath with a soaking tub. The pool house, replete with kitchenette and full bath has two rooms perfect for a home office, art studio, yoga room, or the occasional overnight guest. The pool is situated between the main house and pool house and is attractively decked. The property is fully landscaped and lighted for absolute enjoyment in outdoor entertaining. Tenant pays all utilities.

Unique Raised Ranch, located privately on 2 acres in a lovely, rural setting, surrounded by an estate & a horse farm. This special home has been completely renovated to perfection this year, nothing is left of the original house. New windows, electric fplc, new Trex deck, stunning new chef's kitchen w/quartz counters & stainless appliances, opened up to the dining area, new flooring thruout, new bathrooms, it's all been refurbished. There is a whole house propane generator, central air & electric heat pump for heat. There are 3 BR's, an office, a family room, the lower bathroom opens to a laundry w/access to the garage. There is a new blacktop driveway & a new path to the back of the property. This home is unique & wonderful, not to mention how close it is to the Village, the train & highways. The location couldn't be better! Tenant pays all utilities, mowing & plowing. Tenants must fill out application, credit score 700 or more, Rent Spree for background & credit is $20 each.