Lakeville CT Real Estate & Homes for Rent

AVAILABLE MAY 15, 2025. HEAT INCLUDED IN RENT - ONE YEAR MINIMUM- Discover modern living in this beautifully renovated one-bedroom apartment for rent in Lakeville, CT, ideally located just steps from Lakeville Lake and charming local restaurants. This new construction apartment combines comfort and style with elegant hardwood floors, one spacious bedroom with two closets, and a smart layout featuring a kitchen with granite countertops and full-size appliances, separated by a knee wall from the cozy living area. The living room includes built-in storage and a designated TV space, while the bathroom is designed for luxury with marble tile, a Kohler vanity, and a custom shower door. Enjoy year-round comfort with an in-unit washer/dryer, a wall-mounted air conditioning unit, and ceiling fans in both the living room and bedroom. A dedicated parking space adds extra convenience. This Lakeville rental offers the perfect blend of location, modern amenities, and thoughtful design-ideal for anyone seeking a stylish and centrally located home in the scenic Litchfield Hills.

Affordable and convenient Lakeville three-bedroom rental. Includes a first floor bedroom with full bath, and two upstairs bedrooms and full bath. Living room with electric fireplace. Updated kitchen with eat-in dining area. Sunny deck at back of house; lawn and small garden. Walking distance to the swimming beach and playground at the Town Grove, close to Salisbury Central School, Hotchkiss School, Indian Mountain School, Salisbury School. Also walking distance to restaurants and shops. Short commute to Wassaic Train Station with service on Metro-North to Grand Central.

AVAILABLE JULY 1, 2025 - JULY 31, 2025: Nestled in the village of Lakeville, this thoughtfully designed home is conveniently situated with sidewalk access to restaurants, the bike path, and Lakeville Lake. The property features a renovated Chef's Kitchen, complete with a marble island, along with separate Dining and Living Rooms. The first floor also includes a Study equipped with a wood-burning fireplace and its own Full Bath. The second level houses four Bedrooms, including the Primary Suite, while an inviting modern loft is located on the upper level, offering more living space and another full bathroom. This delightful home is perfect for enjoyment and is just minutes away from local schools, outdoor recreation, and all of Litchfield County's amenities.

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!

Experience a summer on Lakeville Lake like no other in this beautifully maintained 3 bedroom, 2 bath home. Enjoy outdoor dining on the back porch overlooking the serene waters of the lake, or take a stroll down to the private dock and spend your days boating or fishing. The first floor features a cozy living room with a wood stove, a dining room off the kitchen, and a fully equipped kitchen with an island for additional seating. Also, on the first floor, you'll find a bedroom with a comfortable queen bed and a full bath. Upstairs are two more bedrooms, one with two twin beds, the other with a queen bed and a full bath. This charming home is perfect for families or small groups looking for a relaxing summer getaway in a prime location. You'll be just a short drive from local restaurants, shopping, and other attractions. Don't miss out on the opportunity to spend your summer on Lakeville Lake in this lovely home!

Available August 2025 - Just moments from the picturesque town of Salisbury, this private summer retreat is a masterpiece of contemporary design by premier architect StoneFox. Complete with soaring ceilings, expansive windows, high-end finishes, and a pool, the home blends sleek modernity with a warm, inviting atmosphere. The heart of the home is the open-concept living space, where floor-to-ceiling glass doors seamlessly extend the indoors to the outdoor entertainment area. The chef's kitchen is a dream for cooking and gathering, equipped with high-end appliances and a spacious eat-in island. Just off the main living area, a moody flex space effortlessly transforms from a productive work-from-home office by day to a cozy movie den by night. Upstairs, there are three sunny bedrooms, each with an ensuite bathroom. The primary suite has a king-size bed, while the additional bedrooms-each offering two beds-provide flexibility for family and friends. Thoughtfully placed windows frame stunning views of lush summer greenery, bringing nature into every corner. Step outside, and the experience continues. A beautiful stone patio is the perfect set-up for leisurely al fresco dining. An expansive gunite pool is perfect for long summer days spent under the sun. Designed for effortless indoor-outdoor living, this home is a luxurious escape where modern design meets the beauty of a Salisbury summer.

Available: June 1, 2025- Escape into the heart of Salisbury in this well-appointed luxury rental. A spacious Living, Dining, Kitchen area offers quality finishes and designer decor overlooking the Scoville Library Lawn and magnificent stone architecture. Two Bedrooms, a Full Bath, and Laundry Closet complete this home. Enjoy the best of Litchfield County's country living with a convenient village lifestyle. Steps away from Salisbury General Store, Sweet William's Cafe, LaBonne's Market, and local boutiques. Ride the bike path to Lakeville Lake's town beach and restaurants. Other Nearby attractions include: Hotchkiss & Salisbury Schools; Catamount Ski Area, Ski Butternut, Mohawk Mountain; Twin Lakes, Sharon Beach, Lake Wononscopomuc; Lion's Head, Hudson Valley, & Appalachian Trail hiking; the villages of Great Barrington, MA & Millerton, NY.

Available: academic year (September 1st - June 15th) This renovated 4-Bedroom, 4-Bath home brings you to the heart of Salisbury. A renovated Kitchen, Living Room with Fireplace, Family Room, Dining Room, Sun Porch, and First Floor Bedroom with Bath complete this home's first floor. 3 Large Upper-Level Bedrooms, each with its own Bath, offer enough space for everyone! Enjoy in-town activities, the Salisbury Bike Path, Lakeville town Beach, Twin Lakes boating, and the quintessential charm of living in the village center. Short distance to White Hart Restaurant, Provision Cafe, Sweet Williams Bakery and Cafe, Labonne's Market, boutiques, Scoville Memorial Library, Lakeville Town Grove, Appalachian Trail hiking, Lion's Head hiking. Pets are considered on a case-by-case basis.

Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre, Tanglewood is just 40 min away and 20 min to the Wassaic, NY Metro North Train to NYC. This listing is available for July, August and September individually for 10,000 or any 2 of those months for 18,000. See listing # 24080338 for a single month.

Utterly charming country home set only a couple of miles from both the villages of Lakeville, CT and Millerton, NY, on a quiet country road. The house is well appointed and equipped. The home sleeps 8 and has air conditioning, a large lawn, patio, gazebo, outdoor shower and sunset views. There is so much to do in the area from its many lakes and endless hiking trails, to summer theatre, Tanglewood is just 40 min away and 20 min to the Wassaic, NY Metro North Train to NYC. for either July, August or September at 10,000 or any two months for 18,000, see MLS listing #24075232

Available for the Summer Season (July & August 2025) Spend the season in this charming 1700s farmhouse offering 4 bedrooms, 2.5 bathrooms, stunning pastoral views, and timeless character. Enter through the mudroom into a classic country kitchen complete with a breakfast nook and two adjacent seating areas-perfect for entertaining while cooking. The formal dining room leads to a cozy den, ideal for reading, remote work, or quiet relaxation. A first-floor bedroom with an ensuite half-bath completes the main level. Upstairs, you'll find two additional bedrooms, one thoughtfully stocked with books, games, and toys. Tucked above the garage is a surprise bunk room with five extra-long twin beds and plenty of games-perfect for rainy summer afternoons or visiting guests. Outside, enjoy cool summer evenings and sunset views from the blue stone patio. Host unforgettable dinners under the stars or simply unwind and take in the scenery. Located minutes from hiking the Appalachian Trail, swimming in Lakeville Lake (Wononscopomuc), and boating on Twin Lakes. Golfers will appreciate the proximity to the Hotchkiss golf course, ranked among America's top 25 nine-hole courses. Enjoy shopping, seasonal events, and great dining in Salisbury or the neighboring towns of Sharon and Millerton, NY. An easy commute to NYC makes this truly the ultimate New England summer retreat. All utilities and lawn care are included. Price reflects both July and August.

Idyllic 3-Story Guest House with Views -$5,500/month: July & August 2025 - $4,500/month: September & October 2025 - This stunning contemporary cottage, set on a peaceful country road with breathtaking mountain views, is now available for summer and fall. The first floor features a cozy sitting room that leads to an en-suite bedroom, complete with a washer and dryer and access to a charming screened porch. Upstairs, the second floor boasts dramatic double-height ceilings in the sunlit living area, seamlessly connected to a well-appointed kitchen. A full bath and a spacious porch-ideal for soaking up the sun or dining al fresco-complete this level. The third floor offers a serene retreat with a king-sized bed, perfect for restful nights. Don't miss this idyllic summer escape!

Luxurious Estate With Breathtaking Views In Salisbury, Ct - (Availability: $75,000/term: July 2 - September 2, 2025. $40,000/month: July or August to September 1, 2025) Escape to luxury in Salisbury, CT, with this stunning 9,000 sq. ft. estate atop a hill, offering panoramic views of the Housatonic River Valley and the Taconic Mountain Range. This 6-bedroom, 7-full-bath, and 3-half-bath home spans four levels, providing ample space for family and guests. The main floor features sunlit living spaces, a grand kitchen with a pantry, a formal dining room, expansive living room with two fireplaces, sunroom, TV/sitting room, and a full bath. The second floor includes a luxurious primary suite with a sitting area, office, and spa-like en-suite bath, along with four en-suite bedrooms and two additional bedrooms sharing a bath. The third floor offers a playroom, gym, steam room, and flexible sleeping spaces. Entertainment includes a home theater, game room, rec room with kitchenette, and heated pool surrounded by outdoor spaces. The estate is located near Lakeville Lake, Twin Lakes, and the Appalachian Trail. It's just a short drive to the Berkshires and Hudson Valley, offering the perfect blend of luxury, comfort, and natural beauty.

Twin Lakes Lakefront Annual Rental Salisbury, CT Furnished Year-Round Rental with direct frontage on Lake Washinee, the smaller and quieter of the Twin Lakes, with a wide lawn and a Dock. $3700. per month starting June 1, 2025 (not by month or season). Features include a Front Deck, Living Room, Dining Area, Kitchen, Sunroom, Mudroom, 2 Bedrooms, 1 Full Bath, Loft, and 1-bay of the Garage. Close to private schools, the Twin Lakes Marina, skiing, and the Berkshires. Enjoy Southwestern views from your cozy cottage on a lake that is gorgeous year-round. Tenant Responsibilities: heating oil, electricity, mowing, driveway plowing, internet/TV (Tenant to secure connection), Tenant's insurance, and, if desired, the Tenant will need to supply a clothes Dryer.

Discover the perfect blend of tranquility and convenience in this charming, fully furnished home in Sharon. Nestled in a serene setting, this property offers a peaceful retreat with the ease of being a short stroll from local amenities - shops, groceries, restaurants, and sundries. Available starting July 1st, 2025, choose between a year-long stay or an academic term lease. The residence boasts a pristine layout with two 1st floor bedrooms, two bathrooms, a cozy basement den, and a spacious primary suite upstairs. The outdoor grounds are a haven of beauty with manicured gardens, a cozy fire pit area, a versatile outbuilding, and a 2 car garage. Situated near prestigious schools like Hotchkiss, Salisbury, and Indian Mountain, and with recreational activities like golf and skiing nearby, this home is an idyllic sanctuary for anyone to enjoy.

Seasonal Rental- Memorial Day thru Labor Day! Modern Convenience with Vintage Charm Welcome to this beautifully restored four-bedroom, two-bathroom home in the picturesque town of Falls Village, Connecticut. With 2,082 square feet of thoughtfully furnish living space, this seasonal and Academic year rental property beautifully balances vintage charm with contemporary comfort. Step inside and be greeted by exceptional renovations that respect the home's historical character. Original wood trim and classic architectural details have been lovingly preserved, creating an atmosphere that's both timeless and welcoming. The kitchen features beamed ceilings and a walk-in pantry that add character and warmth to the space-perfect for gathering with family and friends. This quality-built home showcases the craftsmanship of a bygone era while offering all the amenities today's lifestyle demands. The primary bedroom provides a peaceful retreat, while three additional bedrooms offer plenty of space for family members and guests. The location truly shines with its proximity to local attractions. Just a short drive brings you to Great Falls, where often cascading waters create a mesmerizing natural spectacle. Enjoy The charming Falls Village Inn is nearby for those evenings when you'd rather let someone else do the cooking.

ACADEMIC SCHOOL YEAR RENTAL - AVAILABLE SEPT-2025 Modern Convenience meets Vintage Charm Welcome to this beautifully restored four-bedroom, two-bathroom home in the picturesque town of Falls Village, Connecticut. With 2,082 square feet of thoughtfully furnish living space, this seasonal and Academic year rental property beautifully balances vintage charm with contemporary comfort. Step inside and be greeted by exceptional renovations that respect the home's historical character. Original wood trim and classic architectural details have been lovingly preserved, creating an atmosphere that's both timeless and welcoming. The kitchen features beamed ceilings and a walk-in pantry that add character and warmth to the space-perfect for gathering with family and friends.This quality-built home showcases the craftsmanship of a bygone era while offering all the amenities today's lifestyle demands. The primary bedroom provides a peaceful retreat, while three additional bedrooms offer plenty of space for family members and guests. The location truly shines with its proximity to local attractions. Just a short drive brings you to Great Falls, where often cascading waters create a mesmerizing natural spectacle. Enjoy The charming Falls Village Inn is nearby for those evenings when you'd rather let someone else do the cooking.

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.

Secluded Salisbury Rental With Private Pool & Riverside Charm - Escape to this tranquil 3-bedroom, 2.5-bath cottage nestled at the end of a private road in Salisbury, CT. Thoughtfully furnished and brimming with charm, this home features three fireplaces, rustic brick flooring, and a three-season sunroom perfect for unwinding. Step outside to a riverside patio, where you can sip your morning coffee to the sounds of nature, or take a refreshing dip in the in-ground pool surrounded by lush greenery. Stay connected with high-speed internet and cable while embracing the peace and quiet of this serene retreat. Just minutes from Lakeville Lake, Twin Lakes, and the Appalachian Trail, outdoor enthusiasts can spend their days swimming, kayaking, or hiking before exploring nearby farmers' markets, charming shops, and local restaurants. Those looking to venture further can take a quick 10-minute drive to Salisbury center or enjoy a scenic 15-minute trip to Great Barrington, MA, and Catamount Ski Area.

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

Available: May 26, 2025 through September 30, 2025 - Twin Lakes Lodge - Twin Lakes Lodge is a Landmark building located next to O'Hara's Marina. Features of this rental include a primary suite on the first and second floor, living room with a wood burning fireplace and a recently renovated kitchen. Enjoy entertaining or relaxing on the wrap around porch there is also a boat slip available to use at the marina. Twin Lakes is great for kayaking, canoeing, fishing, and water skiing. Conveniently located to restaurants, shopping, hiking and local entertainment.

SUMMER RENTAL TERM: $15,000 for 6/1/2025 - 8/15/2025. Experience 2.5 months in the center of Sharon at the perfect fusion of timeless elegance and contemporary luxury in this stunningly renovated 1928 home. The entrance, now graced with new stone steps, welcomes you into a space where classic charm meets modern luxury. The home's layout includes a beautifully appointed living room with new 1/2 bath, state-of-the-art kitchen, and breakfast area on the main level. 2 bedrooms with full bath upstairs. An inviting 3-season porch extends the living space, offering a tranquil spot to enjoy meals, relax, and soak in the sunsets. Outside, the pristine lawn with professional landscaping creates a picturesque outdoor haven. Majestic trees dot the property, each thoughtfully adorned with lights that cast a gentle glow, enhancing the natural beauty and ambiance of the evenings. This property offers a private sanctuary in the heart of town where one can enjoy the vibrancy of town life without sacrificing the peace and quiet of a country escape. Walk to area shops, restaurants, library, historical society and so much more. The best of Litchfield County with easy access to hiking trails, lakes, and other outdoor activities. A short drive to Millbrook, NY and the Hudson Valley. 2 hours to NYC.

Fabulous Summer Rental minutes to the center of Sharon. 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! Ask at other time periods all year round! WiFi and Internet.

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.