Lakeville CT Real Estate & Homes for Rent

Luxurious Salisbury Summer Retreat - $75,000/term: May 25, 2024 - Sept 3, 2024, or $30,000/month: June, July & August 2024 - Escape to the epitome of luxury and tranquility in the heart of Salisbury, Connecticut. This architecturally designed 9,000 sq. ft. home with pool, set high on a hill of rolling lawn, offers breathtaking views of the Housatonic River Valley and Taconic Mountain Range - the perfect backdrop for stunning sunrises and sunsets. Spread over four floors, this magnificent retreat boasts 7 bedrooms and 9 baths, providing ample space for family and friends. The well-appointed kitchen with generous eat-in space is ideal for preparing and savoring meals, while the adjoining covered porch invites you to dine al fresco amidst nature's splendor. The first floor features sun-drenched common areas with soaring ceilings, including a grand dining room, expansive living room with two fireplaces, a serene sunroom, and a cozy den/TV room - offering an abundance of space for relaxation and entertainment. The second-floor landing boasts an inviting common seating area with oversized windows, a sublime spot to unwind and appreciate the surrounding beauty. The luxurious Primary Bedroom Suite serves as a private oasis, complete with a sitting room, office, and two fireplaces. Additional bedrooms on the second and third floors ensure comfort and privacy for all guests.

Spend your summer in this amazingly elegant home perched in natures wonderland minutes from the center of picturesque Salisbury. No expense was spared in this carefully curated home of design enthusiasts dreams. This homes light and airy nature is welcoming and comfortable. The large floor to ceiling windows provide amazing light and give you the sense that you are residing in a tree house. Plenty of rooms for guests: three bedrooms with King beds (one of them can be converted to two twins), as well as a portable crib. The house features 3 full bathrooms, one on each floor. The chefs kitchen featuring a gas range will make entertaining a breeze. Host your guests at the large dining table, outside on the wrap around deck or on the expansive lawn. Roast marshmallows in the evenings at the firepit. The lower level provides an additional entertaining space that could be used as a playroom, media room or additional guest quarters (with a pull out bed). As a summer resident of Salisbury, you have access to Lakeville Lake including swimming, basketball, playground. Spend your days exploring nearby Great Barrington, Sharon, Salisbury, and Millerton. Head to Tanglewood on the weekends for unbelievable live performances or to nearby Sharon Playhouse for local theatre. All utilities included. Tenant is responsible only for liability insurance, lake pass & credit check. Available: 6/28-9/3 ($15k per 4 weeks)

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.

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!

Spectacular Views From New Renovation - 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!

***Available 5/24/2024 through 9/8/2024 $35,000/term or $12,000/month, 3 months minimum*** Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on the first floor; fourth Bedroom and Bath on the second floor. The elegant lofted-ceiling Living Room includes a fireplace, Steinway piano, built-in bookshelves, and a dining area. Also, enjoy the Gourmet kitchen; study or office; extensive walks and gardens; screened-in gazebo, and canoe for outdoor enjoyment. Paddle into the larger lake, or drive to nearby Lakeville Lake for supervised swimming. Minutes from Salisbury CT, Great Barrington MA, Millerton NY, and only 2hrs to NYC.

Welcome to the summer Lake House of your dreams! Available from Memorial Day to Labor Day, entire term $65K. July $25K, August $25K or 4 weeks for $25K. Overlooking the picturesque Washining Lake, affectionately known as the larger of the two Twin Lakes. This home boasts 4 bedrooms, 3.5 baths and a one-of-a-kind view. Entering the home, you will step into an open concept kitchen and dining area, attached to a cozy sunroom. On the other side of a large, stone fireplace, are large leather couches backed up against a jaw-dropping view of the lake. Down a short hallway off the kitchen is a laundry room, and small den area. Also on the main living area is a master suite with access to the large deck and a full master bath. Up the stunning, live edge staircase to the second floor are 3 more bedrooms, one of which is a second primary with ensuite bath. Outside, a wraparound deck provides the perfect place to soak up the summer and enjoy the breeze off the lake. A large yard surrounding the home dips down to the water with ample lake access. Enjoy your private dock with water toys. Take in the serenity of the lake from the new deck and new deck furniture. Looking for more summer fun? Rent a boat for a day on the lake at O'Hara's Landing Marina located less than 1 mile away. Enjoy a summer concert on the lawn at Tanglewood, go shopping in Great Barrington, grab a bite to eat at one of the many restaurants in Salisbury.

Charming Twin Lakes Lakefront Retreat Nestled along the serene shores of Washining Lake, this beautiful 4 bedroom, 3 bath home offers a tranquil retreat for those seeking relaxation and natural beauty. With its spacious interior and breathtaking views, this rental property promises an unforgettable experience. This lake home is the perfect place to create lasting memories. Whether you seek a peaceful retreat or an adventurous getaway, this lake home offers the best of both worlds. Soak in the breathtaking views and listen to the soothing sounds of nature on the brick landing overlooking the lake. This home offers a harmonious blend of tranquility and convenience. The surrounding area is renowned for its natural beauty with nearby amenities to ensure that all your daily needs are within easy reach. Please note that a one-time cleaning fee of $300 will be in addition to the monthly rent. No Pets and No Smoking. The property includes a shared brick landing with the owners, providing convenient access to the lake. However, the large dock is off-limits to renters. You can still enjoy the lake from the shared dock, which is a perfect spot for fishing, relaxing, or launching smaller watercraft. There is also an EV Charger available. *Unavailable for month of July & August 2024*

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

This fabulous, converted barn is the guest house on the owners 40-acre property. Located on a quiet dead-end road within walking distance to the lovely village of Sharon. With approximately 2,500 square feet of beautifully-appointed living space and an expansive open floor plan, everything (from the construction of the living space to the furnishings) is new. In addition to a modern kitchen with counter seating for four, a spacious dining area, a very large living/great room and a gas fireplace, two bedrooms and 2.5 bathrooms with radiant heat in the floors & a sizable mud room, there is a laundry room, pantry, garage space for 1 car, and full-house generator. Tenants are welcome to enjoy the in-ground, gunite, salt water pool. A unique luxurious rental it is conveniently located at the center of all that Litchfield, Dutchess and the surrounding Counties have to offer; just minutes to some of the areas most lovely towns including Millbrook, Millerton, Lakeville, Salisbury, Kent, Washington and Great Barrington. A lovely drive to Rhinebeck, an easy 2 hour drive to Manhattan and 10 minutes to Metro North trains to Manhattan. Landlord is responsible for wifi, mowing/landscaping, garbage disposal Tenant is responsible for electric. propane, cable tv and house cleaning No pets allowed Candidates must have excellent references & credit

This fabulous, converted barn is the guest house on the owners 40-acre property. Located on a quiet dead-end road within walking distance to the lovely village of Sharon. With approximately 2,500 square feet of beautifully-appointed living space and an expansive open floor plan, everything (from the construction of the living space to the furnishings) is new. In addition to a modern kitchen with counter seating for four, a spacious dining area, a very large living/great room and a gas fireplace, two bedrooms and 2.5 bathrooms with radiant heat in the floors & a sizable mud room, there is a laundry room, pantry, garage space for 1 car, and full-house generator. Tenants are welcome to enjoy the in-ground, gunite, salt water pool. A unique luxurious rental it is conveniently located at the center of all that Litchfield, Dutchess, Columbia and Berkshire Counties have to offer; just minutes to some of the areas most lovely towns including Millbrook, Millerton, Lakeville, Salisbury, Kent, Washington and Great Barrington. A lovely drive to Rhinebeck or Hudson, an easy 2 hour drive to Manhattan and 10 minutes to Metro North trains to Manhattan. Landlord is responsible for wifi, mowing/landscaping, garbage disposal Tenant is responsible for electric. propane, cable tv and house cleaning No pets allowed Candidates must have excellent references & credit

Enjoy a cozy stay at this charming 2 bedroom cottage in Northeast, a town in Northern Dutchess County, NY. This cottage features hardwood floors, a fireplace with a wood stove insert for warmth, a kitchen with a skylight, a 3/4 bath, and a large sun room that lets in natural light from the open side yard. You can also experience glamping on the platform outside. Relax in the beautiful perennial gardens and the inviting patio. Only 10 minutes away from Wassaic Train and Village of Millerton. Discover the wonders of the Greater Hudson Valley from this lovely location.

Welcome to your new home in the picturesque town of Sharon, Connecticut! This charming two bedroom, one bathroom apartment is the epitome of comfort and style, offering a perfect blend of modern amenities and New England charm. Upon entering, you'll be greeted by a spacious kitchen that boasts both functionality and style. The living area is equally inviting, providing a generous space for relaxation and socializing. Large windows flood the room with natural light, creating a warm and inviting atmosphere. Whether you're unwinding after a long day or hosting friends for a cozy get-together, this living space is sure to become the heart of your new home. The two bedrooms offer a peaceful retreat, each designed with comfort in mind. With ample space, these bedrooms are the perfect escape for restful nights and lazy Sunday mornings. Beyond the comforts of your new home, Sharon, Connecticut, offers a wealth of recreational activities to enhance your lifestyle. Embrace the natural beauty of the area with hiking and biking trails that showcase the stunning landscapes. Take a leisurely stroll down the town's charming green, enjoy the cafes, and cultural attractions. In Sharon, you'll find beautiful landscapes and endless hikes just moments away.

This beautifully remodeled home is located in a private setting with a large yard and surrounded by woods. A very spacious kitchen/dining area with island, has plenty of cabinet and counter space with hard wood floors leads out to a deck overlooking a large backyard where nature abounds. Living Room and Family Room both have original wide board wooden floors and decorative fireplaces. There is also an office and 1/2 bath on the first floor. Bright and cheery throughout with new windows. Upstairs you will find a Primary Bedroom Suite - a nice bright bedroom with full bath and attached sitting room (which can also be used as an additional bedroom) with wood stove. There are three additional bedrooms upstairs. One bedroom has an enclosed porch - perfect for relaxing with a good book! There is an additional full bath, laundry room and large cedar closet upstairs. Additional features include central air, full house generator, enclosed porch and a two car garage. Fireplaces on first floor are decorative only. Barn is not included in this rental. All room sizes are approximate.

1-Week Rental - Only Available Aug 23-30. Wonderful Sharon CT Rental w/ Heated Pool & Western Views. Privately Set Near the Village off Quiet Town Road, this Newer Retreat Offers 3 Bedrooms & 2.5 Baths. Heated Pool & Outdoor Spaces Beacon! Large Eat-in Kitchen Speaks to Attached Family Room with Fireplace. Separate Large Great Room with Fireplace. Primary Bedroom with Full Bath. 2 Other Bedrooms Share Full Bath. Easy Access to: Metro North Train; Sharon Playhouse; Library; Town Lake; Farm-Stands; Shops/Restaurants & All that Summer in Sharon CT has to Offer.

Fabulous Summer or Short-term Rental. Enjoy this ultra-private French Country-inspired home approached by a long winding drive through the woods. Ideal as a short-term rental and only 2 minutes to the center of Sharon! Lovely hilltop home has a gracious entry leading to a living room with fireplace, and dining room. Open concept kitchen and breakfast room make for easy conversation while cooking. 3 sunny bedrooms with large picture windows, 2.5 baths, and cozy study complete this comfortable one-level layout. Bluestone patio is perfectly positioned for outdoor dining to capture sunsets across the level and expansive backyard. Close to Hotchkiss, Salisbury School, Millbrook School and Indian Mountain School. Easy drive to Dutchess County. Less than 15 minutes to Wassaic train and only 2 hours to NYC. Ideal country retreat! Available for various time periods all year round! WiFi and Internet.

Fabulous winter/ski weekend retreat or short-term rental. Enjoy this ultra-private French Country-inspired home approached by a long winding drive through the woods. Ideal as a short-term rental and only 2 minutes to the center of Sharon! Lovely hilltop home has a gracious entry leading to a living room with fireplace, and dining room. Open concept kitchen and breakfast room make for easy conversation while cooking. 3 sunny bedrooms with large picture windows, 2.5 baths, and cozy study complete this comfortable one-level layout. Bluestone patio is perfectly positioned for outdoor dining to capture sunsets across the level and expansive backyard. Close to Hotchkiss, Salisbury School, Millbrook School and Indian Mountain School. Easy drive to ski areas including Mohawk, Catamount and Butternut as well as Dutchess County. Less than 15 minutes to Wassaic train and only 2 hours to NYC. Ideal country retreat! Available for various time periods all year round! ($8,000/mo for June, July or August 2024)

Recently renovated bright and open 3 bedroom, 2 full bath home. New Appliances with washer and dryer with plenty of space for a home office, den or study. This rental home is within close proximity to Falls Village and North Canaan. Surrounding towns Salisbury, Cornwall and Sharon are within minutes along with the Massachusetts and New York boarders. NO PETS and NO SMOKING Rental Application must be approved by Management company prior to any viewings.

Enjoy a unique retreat at the Lodge! This fully furnished rental boasts a large open floor plan that includes kitchen/dining area, seating area in front of large stone fireplace, sleigh bed, tv area and a beautiful custom bar. One full bath and one half bath. Plenty of space for a gathering or just a few. Vacation at the Lodge and enjoy the beauty of the Northwest Corner of Connecticut. Surrounded by hiking trails, nature preserve and nearby Twin Lakes. Close to the Berkshires and many ski areas. This rental is available by the month. Square footage and room size are approximate.

Available $25k/month summer. Lilac Cottage is the perfect country rental and close to town. All new bathrooms just completed. Perfect and private rental all on one level. 3 bedrooms, 3.5 baths. Primary suite with french doors leading to blue stone patio and Jacuzzi tub with separate shower and double sink. Guest bedroom with new, en-suite bath. Additional bedroom with it's own new bath. Large living room with flat-screen. Dining room with french doors to patio. Newly renovated chef's kitchen with breakfast bar and 1/2 bath and new, four season sunroom overlooking the private gardens and pool. 2 car attached garage. One level living with great flow. Fire pit and generator complete the package. Minutes to town with gourmet grocery, shops and dining. Enjoy Mudge Pond as well. Quintessential New England at it's best!...

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

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.