Canaan CT Real Estate & Homes for Rent

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*

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.

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.

Idyllic 3-Story Guest House with Views - This perfect contemporary cottage with gorgeous mountain views on a quiet and beautiful country road is now available to rent from August 2024 for $6000 and September 2024 for $5000. Enter the first floor to a sitting room that opens up to an en-suite bedroom with a washer and dryer and a screened porch. Enjoy the second-floor views with dramatic double-height ceilings in the living space that's open to a well-appointed kitchen. The second floor is completed by a full bath and porch that is perfect for sitting in the sun or dining outside. The 3rd-floor bedroom has a king-sized bed.

***Available 5/24/2024 through 9/8/2024 $9,500.00 per Month*** 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.

This meticulously maintained Salisbury charmer is what you've been waiting for in a rental home. Move right in for the academic year. Available September- June. When you can chose to work from anywhere, why not work from this private country location, yet moments from the center of town. With highspeed internet, and a private office space you can easily work from home, and step out on your lunch to enjoy all of the hiking trails just minutes away. Fully furnished 4 Bedroom 2.5 bathroom, plenty of room for family and friends. Tastefully renovated with high-end everything including, internet, cable, appliances, full house Sonos speakers. All bedrooms have their own television for ultimate privacy and downtime away from it all. Ensuite primary bedroom is secluded on it's own floor. Three additional bedrooms share a large bathroom on the second floor. Close to: hiking, lakes, arts & cultural events, Berkshire School, Salisbury School, IMS, Hotchkiss. Terms are flexible: school year, annual, quarterly.

SUMMER RENTAL AVAILABLE JULY 17th-August 31st (rate is per 4 weeks). Are dreaming of a rental in the country with a pool? This meticulously maintained Salisbury charmer is what you've been waiting for. Bring nothing but your friends, family and laptop. Work from this private country location, yet moments from the center of town. With highspeed internet, and a private office space you can easily work from home, and step out on your lunch to enjoy all of the hiking trails just minutes away. Spend the summer swimming in spectacular Twin Lakes, and family friendly, Lakeville Lake. Fully furnished 4 Bedroom 2.5 bathroom, plenty of room for family and friends. Tastefully renovated with high-end everything including, internet, cable, appliances, full house Sonos speakers. All bedrooms have their own television for ultimate privacy and downtime away from it all. Ensuite primary bedroom is secluded on it's own floor. Three additional bedrooms share a large bathroom on the second floor. Come work and play this summer from the seclusion and serenity of the country setting. Available July 17th-Aug 31st . Close to: hiking, lakes, arts & cultural events.

Salisbury Annual Rental - This 2-bedroom, 2.5-bath condo is situated in Lion's Head Association in Salisbury, CT. Both Bedrooms are upstairs. This unit offers a nice back deck and spacious living areas.

AVAILABLE: July 1, 2024 - August 30, 2024 4-BR SALISBURY VILLAGE HOME - This newly renovated 4-Bedroom, 4-Bath home brings you to the heart of Salisbury for an ideal summer retreat. 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! Pets are considered on a case-by-case basis. Enjoy in-town activities, the Salisbury Bike Path, Lakeville town Beach, Twin Lakes boating, and the quintessential charm of a summer home right 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.

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)

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.

LAKEVILLE VILLAGE RENTAL - Available: July 2024 - Located in the village of Salisbury within walking distance to restaurants, galleries, and Lakeville Lake is this well-designed fun summer village rental. New Chef's Kitchen with marble island, separate Dining, and Living Rooms, and additional Study with wood-burning fireplace on the first floor. Four Bedrooms including the Master Suite are on the second level and a modern loft is on the upper level. Great, fun house to enjoy and within minutes to Hotchkiss, Indian Mountain, and Salisbury Schools.

Welcome to this charming, fully furnished 4-bedroom, 3-bath country home, nestled within a mile of Lakeville Town Grove and the beautiful Lake Wononskopomuc. This spacious and inviting home is perfect for all seasons, whether you're looking for a full-year residence, an academic year retreat, or a summer rental. Ideally located close to Indian Mountain School, Berkshire School, Salisbury School, and Hotchkiss School, this home offers easy access to a variety of recreational activities including basketball courts, padel courts, tennis courts, and fishing. Enjoy nearby dining options, yoga studios, and explore local attractions such as Mohawk Mountain, Lime Rock Park, Catamount, Tanglewood, Music Mountain, Butternut, and many more. Pets are welcome with an additional deposit. Summer rental is available at $10,000 per month. Come and experience the comfort and serenity this lovely home has to offer!

Spend a season in Salisbury CT in this completely renovated 3 bedroom/3.5 bath home. Available for up to four months (minimum of three) between September 2024 - June 2025. This turn-key home -- flooded with light, tastefully furnished, and surrounded by nature - does not have a bad angle. The property has a large side porch, over-looking Pettee Brook which provides a serene setting to relax in the freshest of air. Spend your time exploring the Litchfield Hills surrounded by inspiring art and classic touches. The floorplan, while open and airy, also gives everyone space to be independent in the home, and enjoy the privacy of en-suite bathrooms. Close to skiing - Butternut, Mohawk, Catamount. Close to IMS, Salisbury School, Hotchkiss. Spend the fall surrounded by the changing colors of New England. Come in the winter for ice skating, skiing, and holiday festivals. Or the spring, when the northwest corner comes alive with the yellows of forsythia and green rolling meadows. The hardest part will be choosing which season to stay.

JULY RENTAL WITH DAZZLING VIEWS - $18,000/month: June 30 - July 30, 2024 - This 4-Bedroom, 4-Bath light-filled home will immerse you in the heart of Litchfield County this summer. Conveniently located to the villages of Lakeville and Salisbury, yet the benefit of beautiful countryside views and privacy. A back deck is ideally suited for indoor-outdoor living. Nearby Amenities include: Lakeville Lake; Millerton, NY; Twin Lakes; Catamount Aerial Park; Appalachian Train Hiking; Sharon Audubon

Available: July & August 2024 - 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! Also Available: Annual and Academic MLS#24030349

Available: Academic Year: 09/01/2024 - 05/31/2025, and Annual starting 07/05/2024 - 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! Also available: Summer July & August MLS#24030387

Enjoy this Lakeville retreat perched on top of a private road for the academic year. This home is sophisticated, yet comfortable. No expense was spared in the recent renovation. The new kitchen features all new appliances including a five burner Bertazzoni gas range. The kitchen features both a breakfast nook and dining table so multiple entertaining options. Off the kitchen is a laundry room and powder room featuring chic Cole & Sons wallpaper. A convenient floor plan the living room is located off the kitchen and is is flooded with sunlight. Head upstairs to four bedrooms, two full baths, and an office. The primary offers an en suite bathroom with both a soaking tub and separate shower, and a smart mirror featuring time and temperature. The lawn is level great for entertaining or a game of catch. Off the front door is a deck where you can relax and read a book at your own private oasis. Out back features another expansive deck great for entertaining. Minutes from Lakeville, Salisbury, Millerton. Close to shops, schools, Sharon Playhouse, Lime Rock and skiing. Rate is based on academic year rental.

Summer Rental With Pool And Guesthouse *AVAILABLE WEEKLY 6/29-7/13/2024, 7/30-8/17/2024, $6,000.00 PER WEEK* Privately set on a hill overlooking Lake Wononscopomuc, the main house is newly renovated effortlessly merging sleek sophisticated design, with warm wood tones and endless bucolic views. Main floor with Kitchen opening to dining area and living room with vaulted ceiling, and fireplace, both have floor to ceiling sliding glass doors opening to an expansive deck, heated pool with spa, and sweeping views over the lake. Primary bedroom with king bed, ensuite bath and soaking tub, sliding glass doors out to the deck with a sunken hot tub. Laundry room off the kitchen, a den and full bath complete the main level. Upper level offers two spacious bedrooms with a queen bed in the first and two doubles in the second, connected by a full bath. Lower level media room, full bath and walkout to pool area. GUESTHOUSE in a woodland setting with King bed in loft and open kitchen/living area, full bath, attached screen porch and footpath through the forest leading to the babbling brook. There is a separate building housing a gym, pingpong table and lofted office space. This home is truly bursting with amenities appealing to all ages. Enjoy access to the Lakeville Town Beach, Salisbury Bike Path, nearby Millerton, NY, Great Barrington MA, Sharon CT and only 2 hr to NYC

Spectacular Summer Rental With Pool, Lakeview, And Amazing Outdoor Area - Available: June 15 - July 31, 2024 - Discover this amazing 6-bedroom/5.5-bath home available for rent in Lakeville, CT. Thoughtfully designed for summer enjoyment, the property boasts a gunite pool with a spacious patio area and breathtaking views of Lakeville Lake. The outdoor patio is equipped with a full cooking area featuring grills, cooktops, and a green egg. This home offers generous living spaces on two levels, with bedrooms and baths spread across three floors. Conveniently situated near the town beach on Lakeville Lake, as well as restaurants, shops, Millerton for movies, and additional shopping and dining experiences. With its proximity to Hotchkiss, the Harlem Valley Metro North train line, and an abundance of outdoor activities like paddling, hiking on the AT, state forest land, you'll have access to everything the Litchfield Hills, Hudson Valley, and Berkshires have to offer.

Simple clean expression, natural materials, and timeless design characterize this architect-designed house carefully sited to enjoy stunning views over protected land. Set on 11 bucolic acres along one of Litchfield County's prettiest roads, the meticulously cared-for home is filled with light, air, and warm materials. Large sheets of glass eliminate barriers and bring the outdoors in. The open floor plan is organized around a commanding two-sided thick granite curbstone fireplace that unites the living room and kitchen. The primary suite is stunning with a classic design and extra-large bathroom. Three other spacious bedrooms welcome friends and family in style. Private first-floor office with internet for office meetings and family chats. Chefs kitchen with extra-large refrigerator and space to entertain friends and family. A large grassy area is perfect for enjoying those long lazy summer days and central air is a nice getaway from the heat. Salisbury Land Trust Conservation Easement. Easy access to Metro-North.

Property available as negotiated after viewing and agreement of terms is reached, and lease is signed. House IS rented furnished, 'as is', minus current occupants' belongings. House can sleep up to 6. Seasonal terms, as an alternate to a year's lease includes Summer period from current date to 8/31; or Winter period from SEPTEMBER 1 TO/THROUGH JUNE 1, or 15. Or any other term acceptable to the owner. The MONTHLY lease rate posted in this listing is guaranteed ONLY for the FIRST full year term, and may be subject to change thereafter. Seasonal terms are at DIFFERENT rates from the 1st year annual rate posted. Only registered service dogs are automatically permissible. Other pets are not permitted unless agreed to by the owner, and would require a separate pet security fee.

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 2024 in the Litchfield Hills!

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!

Elegant Historic Home for Rent - Available June 19 - July 19, 2024 for $6500. and Sept - May for $4500. per month - plus utilities. A very special renovated Historic Colonial is offered with 3 Bedrooms, one on the Main Floor, 2 Full Baths, a large Living Room with a fireplace, and a separate TV Room or Den/Office. The Main House is offered for: June 19 - July 19, 2024 for $6500 per month and/or the months of Sept-May for $4,500 per month and for June 2025 for $7000. plus utilities. Additionally available is a 2-bedroom Cottage with a Great Room, Kitchenette and Full Bath. The Main House and the Cottage may be rented together for an additional price. Close to private schools, Lakeville Lake, the Villages of Salisbury, Lakeville, Sharon CT, and Millerton, NY, the Wassaic Train Station with trains to NYC, hiking, and winter ski slopes. Fabulous!