Lakeville CT Real Estate & Homes for Rent

Available: Annual or Academic Year: Welcome to this well-located furnished 5-bedroom, 2.5-bath Colonial, fresh and clean, and ready for you to move in! Situated in a private and quiet area near the charming villages of Salisbury and Lakeville, this home offers proximity to the area's prestigious schools such as Hotchkiss, Salisbury, and Indian Mountain. The spacious eat-in kitchen has modern appliances, perfect for culinary enthusiasts. The main floor features a guest bedroom or den, a generous living room with a fireplace and TV, and a cozy den or office also with a TV. The primary bedroom includes an en-suite full bath for your convenience. Enjoy the outdoors from the lovely screened porch and stone terrace overlooking the private grounds. Additional features include a 2-car attached garage and efficient multi-zone central AC. This home provides easy access to local hiking trails, lakes, and year-round recreational activities. Don't miss out on this exceptional rental opportunity!

Salisbury Summer Rental with Pool - This private summer retreat with a heated pool and spa is ideally located on 4 park-like acres with stately trees and a level lawn at the end of a private lane for ultimate relaxation. This modern-feeling home offers open-concept spaces enhanced by high-end finishes, expansive windows, and extraordinary craftsmanship. Infused with natural light the airy gourmet kitchen joins the inviting living and dining rooms, both with wood-burning fireplaces, and invites you outdoors to a bluestone patio area and separate screened-in porch overlooking the pool area. The 1st-floor bedroom suite, office/study, and greeting room complete the first floor. The second floor has a fabulous primary suite and offers two abundantly spacious walk-in closets and a stunning primary bathroom with radiant heated floors. In addition, there are two additional bedrooms with a shared bath and a generous laundry room. Located within minutes of the villages of Salisbury, Lakeville, and Millerton. Enjoy summer 2025 in the Litchfield Hills!

Rustic Chic Barn, renovated as an energy efficient home, consisting of 2 large open floors w/ a Queen Bed on 1st floor, and 2 more on the 2nd Floor. A group, or two couples should be comfortable sharing this unique space. Fully equipped kitchen w/gas stove, washer & dryer. There is a separate toilet with sink, and a single shower with sink. Radiant floor heating throughout. Full music set up w/instruments & PA on 2nd floor. 1GB Wifi, smart thermostat, smart lighting, AC window units, 2x 42' TV w/firestick & cable. There is also a full house Auto-Backup Generator. Ambient light moves through the building during the day & no artificial lighting is needed. Excellent star gazing, with spectacular views of the Milky Way on a clear night. Circular driveway lined with Apple Trees leads to a large stone patio w/BBQ as well as an above ground fire pit. Summer guests have access to a canoe, blueberry, peach and apple groves, as well as a Lakeville lake facility and parking pass. The Hotchkiss 9 hole golf course is 1 mile away. Winter guests have 3 local ski resorts 30-45 minutes away plus a ski jump in Salisbury. Hotchkiss, Indian Mountain, Salisbury private schools, Lime Rock Park Racetrack & cultural activities & shopping in Millerton, NY are all within a 5 mile radius. Privacy, amazing marsh views w/abundant bird watching, wildlife, country living, comfort & convenience awaits you.

Enjoy the best of Litchfield County's country living from this 2 Bedroom, 2 Full Bath home in Salisbury, CT. This light-filled, first-floor unit is ideally located in the village center overlooking the sprawling lawn of the Scoville Memorial Library. A custom-built Dinette and well-appointed Kitchen offer an open living area that tastefully frames the Living Room with a beautiful bay window. Two Spacious Bedrooms, including the ensuite Master, complete this luxurious rental. Newly renovated, carefully styled, and quality finishes - the convenience of in-town living paired with the beautiful backdrop of the Berkshires.

Quiet, peaceful, and oh-so charming. This is 24 Bunker Hill Road. Located on an infrequently traveled road just minutes away from the center of Salisbury, this 4 bedroom, 2.5 bathroom home has something for everyone. Offered unfurnished, it is the perfect blank canvas for those looking to settle in Salisbury. Enter through the screened-in porch and into the main living space. Hardwood floors flow from room to room, adding to the warmth of the home. The living room has large windows a fireplace and convenient built-ins with plenty of storage. The dining room, with a cast iron stove, is the perfect place to host dinner parties throughout the seasons. A swinging door allows for easy access between rooms. The kitchen has ample storage, butcher block countertops, and access to a small outdoor deck. The first-floor primary bedroom has lots of light and an ensuite bathroom. The main floor is completed by a bonus room that could be utilized as an office or flexible guest bedroom. Upstairs are two additional bedrooms connected by a shared bathroom. This classic but charming home is complete with a sunny studio perfect for any endeavor; from painting to yoga. Skylights let in sunlight from above, and glass doors open out onto a sunny wood deck.

Nestled in the picturesque landscape near Indian Mountain School, this Colonial home in Lakeville, CT, is indeed a gem waiting to be discovered. Its architectural charm is matched by its practical layout, featuring three well-appointed bedrooms, two full bathrooms, and two half bathrooms, ensuring ample accommodation for both the brood and guests. The heart of the home is the formal living room, which, along with the dining room, sitting room, and a delightful 4-season porch, offers diverse spaces for both relaxation and social gatherings. The versatility of the additional rooms as potential offices or extra bedrooms caters to the evolving needs of modern living. The thoughtful inclusion of all utilities and the convenience of an attached 2-car garage underscore the property's commitment to comfort and ease. Moreover, its strategic location offers the tranquility of a small-town setting while maintaining close connections to the vibrant communities of Millerton, Salisbury, and Sharon, CT. This residence promises a blend of elegance, functionality, and serene living.

Spacious 3 bed, 2 full bath rental in Lime Rock. Additional large living area. Possibilities are endless with the unit. Half of Duplex. Rent includes heat. Available immediately.

3 Bedroom Lime Rock Rental - Annual, Unfurnished, 3BR & 1BA: Nestled in the Lime Rock hamlet of Salisbury, this newly refreshed three-bedroom rental offers ample space and comfort. Positioned at the rear of a quaint property that houses two homes, this single-story rental is elevated above a garage. The interior includes three-bedrooms and one full bath, with a separate closet offering laundry hookups. Tenants will enjoy the convenience of a dedicated one-bay garage, ensuring easy access to vehicle storage while making the most of the outdoor space.

Magical Antique for Winter Rental Oct 1 - May 15 - this Beautiful 1827 country home, with 4 Bedrooms, and 2.5 Baths, is located in the Lime Rock section of Salisbury. Wide-board wood floors, fireplaces, Living Room, 1732 Family Room, eat-in Kitchen, formal Dining Room, Screened-in Porch, en-suite Master Bedroom, plus 3 additional Bedrooms and Hall Bath. Gorgeous farm setting with barns and a pond surrounded by over 200 acres of paths and meadows. No pets.

Available 01/10/2025-4/15/2025 Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the peaceful waterway that meanders by from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this magical turn-of-the-century Carriage House. A Primary Bedroom Suite, plus Two Bedrooms with shared Full Bath on the first floor; fourth Bedroom and Bath on the second floor. Featuring an elegant lofted ceiling in the Living Room warmed by a wood-burning fireplace, Steinway piano, built-in bookshelves, and dining area. Also, enjoy the Gourmet kitchen; study or office; extensive walks and gardens; screened-in gazebo, and canoe for outdoor enjoyment. Minutes from Salisbury CT, Great Barrington MA, Millerton NY, and only 2hrs to NYC. Nearby Butternut Ski Area, Catamount Ski Area, and Mohawk Ski Area.

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.

FURNISHED RENTAL AVAILABLE @$2,950/MONTH Plus utilities. Charming and chic, this 2 bedroom, 1 full bath cottage is clean, cozy and ready for immediate occupancy. Bright and sunny living room with easy access to large outdoor dining terrace. Private setting with woodland views. New propane heating system. Whole house generator. Close to West Cornwall center and convenient to skiing and hiking!

Bright and Remodeled 2 Bedroom, 1 Bath Home with Full Basement, Deck, and New Appliances. Comfortable living in this charming 2 bedroom, 1 bath ranch located in Falls Village. This home offers a perfect blend of modern convenience and inviting warmth in its remodeled 996 sq ft living space. Plus, a washer and dryer are included for added convenience. The full basement provides ample storage space. No Smoking and No Pets. Application must be approved by management company prior to any showings

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.

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 large living/great room and a gas fireplace, two bedrooms and 2.5 bathrooms with radiant heat in the floors & a sizable mudroom, there is a laundry room, pantry, garage space for 1 car, and full-house generator. Tenants enjoy a beautiful, in-ground, gunite, salt water pool. A luxurious rental, conveniently located at the center of all that makes Litchfield, Dutchess, and the surrounding counties so appealing; 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. Excellent references & credit required. Available beginning January 5, 2025 at $5,800/month. Price for Summer months is $8,600/month (June, July, August). Available Sept 15, 2025-May 15, 2026 at $5,800/month

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 large living/great room and a gas fireplace, two bedrooms and 2.5 bathrooms with radiant heat in the floors & a sizable mudroom, there is a laundry room, pantry, garage space for 1 car, and full-house generator. Tenants enjoy a beautiful, in-ground, gunite, salt water pool. A luxurious rental, conveniently located at the center of all that makes Litchfield, Dutchess, and the surrounding counties so appealing; 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. Excellent references & credit required. Price for Summer months is $8,600/month (Memorial Day Weekend to Labor Day Weekend). Also, available Sept 15, 2025-May 15, 2026 at $5,800/month

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.

Experience the Serenity of Music Mountain: Your Luxurious Northwest Connecticut Retreat Nestled in the heart of Connecticut's scenic Northwest Corner, this exquisite lodge is a haven for those seeking a blend of elegance, comfort, and tranquility. With close proximity to the premier ski areas of Mohawk Mountain, Catamount, and Butternut, this property is an ideal winter destination for outdoor enthusiasts - 5 Spacious Bedrooms & 4 Well-Appointed Baths: Perfect for gatherings or intimate living, each space is designed with comfort in mind. - Grand Living Room with Fireplace: A focal point for relaxation and entertainment, the large living room invites warmth and conversation. - Elegant Dining Room: Host memorable dinners in a space that exudes sophistication and charm. - Gourmet Chef's Kitchen: A culinary dream, this kitchen is equipped with top-of-the-line appliances and ample space for creating delectable dishes. - Convenient Travel: Only 35 minutes to Metro North trains and a 2-hour drive to Manhattan, blending rural tranquility with city accessibility. - All Utilities Included: Emphasizing a lifestyle of ease - Tranquil Small-Town Setting: Enjoy the peaceful ambiance of Music Mountain, away from the hustle and bustle. - Vibrant Local Communities: Engage with the cultural and social scenes of nearby Millerton, Salisbury, Sharon, CT and Great Barrington MA

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.

~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.

Charming Renovated Home in the Heart of North Canaan Welcome to 13 Reed Street-a beautifully updated, move-in-ready home that effortlessly combines modern convenience with timeless charm. Meticulously renovated from top to bottom, this stunning property offers peace of mind and a seamless living experience. Highlights of this home include: Extensive Updates: Brand-new electrical system, newer roof, updated countertops, a brand-new deck, a refreshed bathroom, and much more. Classic Features: Original hardwood floors in the dining and living rooms, preserving the home's character. Functional Layout: A cozy yet practical design, perfect for everyday living and entertaining. The property also features a small garage-ideal for storage or a workspace-and a prime backyard, perfect for enjoying North Canaan's spectacular fireworks display or cozying up around the fire pit on starry nights. Conveniently located just a 2-minute drive from North Canaan Elementary School. Don't wait-schedule your showing today.

This quintessential country home is located in a lovely estate on the outskirts of Sharon and West Cornwall. Three bedrooms and a study can comfortably accommodate 4 adults with children. The large kitchen flows into a sun-filled living room with access to a private deck for family barbeques and summer gatherings with friends. Laundry is located in the large finished basement which provides ample overflow storage. Dry covered parking for 2-3 cars. Landscaped surroundings and mature trees provide privacy and a feeling that you are far, far away yet you are only half an hour from the Wassaic train station for a quick commute into NYC....if needed. Otherwise, enjoy everything the NW corner of CT has to offer like skiing at the local mountains, swimming and boating in the many area lakes, hiking the Appalachian Trail, racing cars at Lime Rock Race Track, attending concerts at Tanglewood, and so much more!! Conveniently located to New England's best private schools such as Hotchkiss, Salisbury, Berkshire, and Kent. This home is an ideal weekend retreat from city life or a place to settle down and join our lovely community.

Located on a rural estate in the heart of the NW corner of CT this country cottage has 3 bedrooms, 2 full baths, a sun-filled living room, a den, and a lovely porch overlooking a manicured lawn and mature native trees. Ample covered parking for two cars with additional storage if needed. Whether you choose to live here year-round or make this your weekend getaway from the hustle and bustle of the city this cottage is minutes to the covered bridge in West Cornwall, and the towns of Sharon, Salisbury, and Kent and a short drive to the Berkshire towns of Great Barrington, Lenox, and Stockbridge. Ski at Mohawk Moutain or Catamount, bike the Harlem Valley Rail Trail, swim in the lakes, hike the Appalachian Trail, attend a concert at Tanglewood, it's all right here!

**AVAILABLE JANUARY/FEBRUARY 2025**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.