Lakeville CT Real Estate & Homes for Rent

Spacious New England Farmhouse - Amidst the rolling hills of West Cornwall and offering magical mountain views this lovely warm antique farmhouse offers 3776 square feet of living space, four bedrooms, and three baths. There is a wood-burning fireplace in the living room, an open kitchen and breakfast nook, a dining room, and a queen bedroom on the main floor. The private primary suite on the second floor offers a vaulted ceiling, queen bed, ensuite bath, and lounge area with a wall of windows showcasing the expansive mountain views. Two more bedrooms and a full bath complete the second floor. The home is set on 6.36 acres perfect for sledding, cross-country skiing, and snowshoeing. The backroads of Cornwall encourage wanderlust as you explore its beautiful countryside. Mohawk Mountain Ski Area is only a six-minute drive. Cornwall is a vibrant community with two weekly Farmer's markets. Close to Catamount and Butternut ski areas, and the Towns of Salisbury/Lakeville, Sharon, CT, Millerton NY, Great Barrington MA, and the train to NYC.

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!

AVAILABLE from Memorial day through Labor day at 25k plus utilities. Enjoy the Summer in the Country at this charming, well-maintained 1768 antique Cape Cod. The house sits on 15+/- acres just minutes from Sharon town center. The main house has 4 bedrooms, 2.5 baths, many original features and 3 wood burning fireplaces. The large kitchen boasts a Viking range, Traulsen refrigerator, Corian counters and pantry. Formal Dining room, Living room and Media Room with bar. The screened in sunroom looks out to the beautiful backyard and offers both ping pong and pool tables. In ground gunite pool with pool house. Great privacy and serenity. Central air and generator. 2 hours drive to NYC. Easy and convenient 15 minute drive to Metro North train station.

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!

Spend your summer in the country enjoying this privately located home in the Ancram area which is convenient to The Berkshires and other surrounding areas that offer hiking, boating and cycling. Visit the local farmer's markets and dine out in the area's many fine restaurants. This 1880's Victorian features 5+ bedrooms, 3.5 baths, large chef's kitchen with a dining area. There is a cozy family room which opens to a screened in porch and patio overlooking an expansive lawn and heated in ground pool. Plenty of room to entertain family and friends. Located on 21+ acres at the end of a country lane. Longer term considered. Convenient to Mashomack Club and area private schools.

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.

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 September 1, 2024. Tenant pays heat, electric, internet, garbage and snow removal.

Sharon, CT - Nature is your neighbor in this welcoming 3 bedroom 1.5 bath home nestled amongst tall trees and rolling hills of countryside providing tranquil living with picturesque surroundings. Enter through the open kitchen with ample cabinets and counter space featuring a brand new energy-efficient wood burning stove & dishwasher. Adjacent to the kitchen is the open LR w/cathedral ceiling that is showered with abundant natural light through skylight windows. Next to the LR is a first floor primary bedroom with its own outdoor privacy entrance. Full bath & laundry on main level. Upstairs are 2 generous sized bedrooms & a large 1/2 bath. Propane utilities & wood burning stove keep heating costs minimal. Cooled by window AC & ceiling fans. Electric Vehicle Charging Station on Premises. Experience life in peaceful Sharon - outdoor hiking just minutes walk from the home @ sharonlandtrust @ Sharon Audubon, entertainment @ Sharon Playhouse @legamin @theedward, lazy days @ Mudge Pond. Library & Hospital in town. The surrounding area offers quaint cafes, antiques shopping, lakes, rivers, waterfalls, local private schools, Lime Rock Park, bustling country town of Millerton, NY within 10 miles, or just stay home in your lovely surroundings. Unfurnished, yearly rental, available June 1st. NYC 2hrs by car

Modern and Stylish in Sheffield - Open floor plan, stylish and modern family rental in convenient Sheffield. Lovely sunny lawn, trampoline, and detached garage. Quiet country roads, excellent for biking and walking, convenient to Route 7 and Route 41. Cement floors, high ceilings, big bright windows, renovated bathrooms. The primary bedroom has southern exposure and an en suite bath with a walk-in shower with Kohler fixtures, a 16-inch rain head, and custom tile work. A separate family wing, with vaulted ceilings and polished concrete radiant floors, includes 2 bedrooms, an extensive family room, guest bathroom with thermostatic Kohler fixtures. Six-foot soaking tub with custom concrete surround.

Nestled in the picturesque landscape of Ancram, New York, Herondale Farm offers a serene getaway with its charming 3-bedroom, 2-bath farmhouse. This 1800 square foot home is fully furnished, featuring light-filled rooms, polished wood floors, and a cozy AGA stove-equipped kitchen. The main floor bedroom and propane woodstove add to the home's rustic appeal, while the large covered front porch invites peaceful afternoons overlooking the pastoral surroundings. Accommodating guests is effortless with the beautifully designed 1-bedroom apartment above the 3-car garage, boasting 1500 square feet of space, wood floors, cathedral ceilings, and a kitchen. The apartment's bathroom and expansive views encapsulate the tranquil essence of country living. Herondale Farm, known for its natural healing products and services, becomes a hub of activity from Memorial Day to Labor Day, making it an ideal time for a rental. Whether seeking a summer retreat or a unique living experience, this property promises a blend of comfort and elegance amidst nature's beauty.

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.

Summer 2024 Rental - $10k/Month: June/July/August. Uber Stylish 4 Bed/3.5 Bath Cabin. Quiet & Private Setting Tucked Back from Low-Traveled Town Road. Open Floor Plan with Fireplace & Vaulted Ceiling. Elevator. 1st Floor Primary Suite with Luxurious Bath. Upstairs En Suite First Class Bedroom Plus 2 Others with Shared Bath. Wonderful, Large Screened-in Porch. 3 Min to Village; 12 Min to Metro North; Proximate to Lakes & Area Attractions.

Welcome to 2 Pritchard Road, a comfortable retreat nestled in the quiet countryside of Cornwall, CT. This 1920's Sears kit house, blends country charm with modern comforts, offering an idyllic living experience. Step inside this well-appointed home and discover a haven of tranquility. With 3-beds & 3-baths, each room is designed to provide comfort and relaxation. The spacious living room invites you to unwind in its warm embrace, adorned with tasteful finishes and a generous amount of natural light. Indulge in the beauty of nature from the 3-season screened porch. Two fireplaces add an element of cozy sophistication, providing a warm ambiance during cooler evenings, creating the perfect atmosphere for intimate gatherings or peaceful solitude. Outside, the grounds of this remarkable property are a true testament to the wonders of nature. Stone walls add a touch of rustic elegance, while a small pond adds a touch of whimsy and stillness. Located on a quiet country road, 2 Pritchard offers unparalleled privacy and seclusion. This is a place where you can escape and immerse yourself in the serenity of nature. The home is available from January 1 through April 30. It is close to Mohawk Mountain Ski Area, the Housatonic River, and the beautiful towns of Kent, Sharon, Warren, and the Village of Cornwall.

EXQUISITE FALL-WINTER RENTAL: Embrace the autumn season in this magnificent fully renovated residence offering panoramic sunset vistas. The property features a 5100-square-foot main house complemented by a 750-square-foot private one-bedroom guest apartment. Elegantly furnished, this home provides ample space with six bedrooms, four full baths, and one half-bath. Designed for both living and entertaining, this extraordinary country home showcases a spacious eat-in kitchen equipped with high-end appliances, seamlessly flowing into the dining and living areas, all boasting breathtaking countryside views. A cozy TV room completes the main floor. The primary suite and two additional ensuite bedrooms are situated on the second floor, while three more bedrooms, a bath, and a library occupy the third floor, all easily accessible via an elevator. Outside, the grounds offer enchanting landscapes with expansive lawns and ample patio spaces perfect for outdoor gatherings. Minutes to Pine Plains

Available July or August at $29k per month. 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 children's playground, large wooden deck ideal for relaxing. Beautiful Pastoral Area... The ultimate in Vacation Homes!

July $10,000/month & August $15,000/month - Cornwall Summer Rental with Pool - This beautiful Cornwall, 2-bedroom home with an in-ground pool epitomizes the Litchfield Hills lifestyle. With a picturesque setting and New England-style charm with sophisticated furnishings, this property commingles indoor and outdoor spaces and gracefully balances private and public spaces. An additional bonus room offers great bonus space. Enjoy a summer of peaceful respite in the heart of Litchfield County.

Recently renovated Farmhouse style cottage with long range Western sunset views of the Housatonic River Valley. The home sits on 6 open, manicured acres and is located less than a mile from Mohawk Mountain Ski Area. Hardwood flooring, built-ins, and great natural light are present throughout the home. Enter into the kitchen equipped with black walnut countertops, a gas range stove and breakfast bar area. The adjacent dining room features plenty of built-in storage and an 8 person table. Sunlight fills the living room through a glass door leading to the screened-in porch, and through a large row of windows offering amazing views of the surrounding mountains. A cozy den connects the living room and main level en-suite bedroom, and includes a pull-out sofa to hold additional occupants. The second floor consists of a large primary bedroom with the same stunning Western views, a 10x8 room that could function as closet space or an office, and an additional bedroom with two full sized beds. A full hallway bathroom accommodates the upper level. The tranquility of Cornwall, CT can be enjoyed year round from the 60 ft. long wrap around porch, the large and flat yard, or the hot tub. Additionally, there is a 2 car detached garage and separate barn that is suitable for a studio, workshop, or exercise area. Shopping and dining in nearby Kent, Sharon, Litchfield, and New Preston can be reached in 20 minutes or less. Only 30 min to Metro North trains and 2 hrs by car to Manhattan!

A Tranquil Retreat Surrounded by Nature. Rhoda Pond: Fully furnished. 4 BR 32 BTH. A three-season, 16 x 21 screened porch. Private community, w/ access to a common area with a dock and beach. The rental includes a skiff equipped with an electric motor, community Tennis Court, and more. Great things about this home and location: 1. Beautiful clear swimming lake 2. Great fishing. 3. Great for quiet strolls around the community. 4. Your own boat with an electric motor, canoeing and kayaking 5. Right outside your door, the best biking in the East plus 25-mile HVRT 6. Excellent equestrian facility nearby 7. 2 tennis courts 8. Softball field 9. Minutes from skiing 10. Active pickleball community 11. Great aerial Park and longest zip line in America 12. Bash Bish Falls 13. More and varied restaurants than one can count 14. Access to a famous working dairy farm. 15. Many local farmers markets 16. Short trip to Hudson, Great Barrington MA Tanglewood, Sharon CT. 17. Many local music venues 18. Orvis shooting school 19. Room for vegetable garden

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.

Summer 2024! June $20k; July $23k, Aug $27k. Utterly Charming Colonial on Quiet Road Near Village & Metro North. Brand New High-End Eat-in Kitchen. Fabulous Pastoral & Distant Views. Cell Service! Excellent Wifi! Screened Porch. Stone Terracing. 4 Bedrooms, 3.5 Full Baths. Renovated Modern Primary Bath. Central AC. Screened-Porch. Lovely Retreat from NYC. #EscapeNYC

Step into the enchanting world of Stissing Farms, where the dream of peaceful living becomes a delightful reality. Starting at just $2,550, these brand-new 2 bedroom/2-bathroom rental townhomes in the serene town of Pine Plains offer a charming escape into luxury and comfort. Each home boasts spacious layouts with soaring ceilings, creating an open ambiance, welcoming natural light and air. Our modern kitchens are complete with stainless-steel appliances and elegant granite countertops, perfect for both aspiring chefs or everyday meal prep. Step outside to your private deck, for a sweet retreat or evening relaxation. Each townhome includes a one-car garage, with a full unfinished basement, offering expansive storage space. Beyond the doorstep, the Hudson Valley stretches out with its breathtaking beauty. Nearby hiking trails invite you to immerse yourself in nature, while the cozy small-town charm of Pine Plains is just moments away. Schedule your tour today and experience luxury.

Step into the enchanting world of Stissing Farms, where the dream of peaceful living becomes a delightful reality. Starting at just $2,600, these brand-new 2 bedroom/2-bathroom rental townhomes in the serene town of Pine Plains offer a charming escape into luxury and comfort. Each home boasts spacious layouts with soaring ceilings, creating an open ambiance, welcoming natural light and air. Our modern kitchens are complete with stainless-steel appliances and elegant granite countertops, perfect for both aspiring chefs or everyday meal prep. Step outside to your private deck, for a sweet retreat or evening relaxation. Each townhome includes a one-car garage, with a full unfinished basement, offering expansive storage space. Beyond the doorstep, the Hudson Valley stretches out with its breathtaking beauty. Nearby hiking trails invite you to immerse yourself in nature, while the cozy small-town charm of Pine Plains is just moments away. Schedule your tour today and experience luxury.