Homes for Rent near Housatonic Valley Regional High School

Your weekend/weekday escape is waiting for you. Beautifully maintained log cabin on 3 acres surrounded by State Land. Large open living room with a stone fireplace, dining area, open kitchen, and wall of sliding doors leading to an extra-large deck perfect for summer entertaining and relaxing. Two bedrooms and a full bath on the first floor, primary bedroom and ensuite bath on the second floor

Carolyn Morrison William Pitt Sotheby's Int'l

Elegant Seasonal Estate in Lakeville, CT Available November to May | Fully Furnished - Set amid 3.9 beautifully landscaped and fenced acres, this exquisitely decorated Colonial offers a rare opportunity for refined seasonal living. From the moment you enter, you'll experience warmth and sophistication. Prepare your favorite meal in the sun drenched chef's kitchen, outfitted with top-of-the-line

Karen Grimaldi William Pitt Sotheby's Int'l

Welcome to this impeccably furnished modern farmhouse rental, where no expense has been spared in its complete transformation. Nestled in a serene setting, this home offers a peaceful escape with 2 bedrooms, including a primary suite, and 3 full bathrooms, providing ample space and comfort. The soaring living room with a remarkable 3-story ceiling creates an airy and inviting atmosphere. The

David Taylor Elyse Harney Real Estate

Just outside the idyllic New England town of Salisbury, this 3-bedroom, 2.5-bath Cape offers the perfect peaceful retreat. Set on a 60+ acre farm, the home provides exceptional privacy while remaining close to the shopping, dining, and hiking trails that make Salisbury so desirable. Step into a welcoming mudroom with built-in storage and a designated laundry area. The adjoining kitchen is

Brierley Hannan William Pitt Sotheby's Int'l

Wonderful rental right in the heart of Sharon. 2-bedroom unit in duplex with 1 full bath and 1 half bath. Suitable for two people. Walk to the town green, J. P. Giffords, The Farm Market, or take a short ride down to the town beach on Mudge Pond. Front and back porches where you can sit quietly and relax or entertain friends and family. The unit has its own washer and dryer located in the full

Amy Longley William Pitt Sotheby's Int'l

Available 11/01/2025-4/08/2026 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;

Colleen Vigeant Elyse Harney Real Estate

"The Lodge" on Twin Lakes, located in the picturesque Litchfield Hills of Connecticut, is the ideal summer rental for those seeking a nostalgic and charming lake experience. This spacious property features 4 bedrooms, 2.5 baths, and an open floor plan perfect for family gatherings and friendly get-togethers. The cozy atmosphere, complete with a stone fireplace and a screened-in porch, provides

Tracy Macgowan Elyse Harney Real Estate

Camp House Rental On Twin Lakes in Salisbury, Connecticut, is the quintessential summer getaway. This spacious 6 bedroom, 3 bathroom house offers a comfortable and inviting setting, perfect for a family vacation or gathering of friends. The main living area includes a kitchen, dining room, and living room with a cozy fireplace. The large screened porch provides ample outdoor seating and space for

Tracy Macgowan Elyse Harney Real Estate

Fabulous long western views stretching out towards the Catskills can be seen from this spacious rental available now. Enjoy this very private 3 bedroom, 3 bath cape-style home surrounded by rolling lawns and fields. Expansive living room (with large picture windows) is ideal for entertaining, especially at sunset when the views are at their best. 2 bedrooms on main level with full bath and large

Diana Bisselle William Pitt Sotheby's Int'l

Charming Kent Ranch with Mountain Views - Macedonia Location. Nestled in the scenic Macedonia section of Kent, this inviting three-bedroom, one-and-a-half-bath ranch offers comfort, privacy, and beautiful mountain views. The single-level layout is bright and airy, with large windows framing the natural beauty that surrounds the property. A spacious living area flows into a well-appointed kitchen

Dave Fairty Regency Real Estate, LLC

"Riverside Paradise" Academic Year rental opportunity. Riverfront Cape with Private Pond and over 800' of frontage on the Housatonic River in Sharon, Connecticut. Gated, and set on just under five ultra-private acres in the heart of Litchfield County, this completely renovated Cape-style home offers the perfect balance of modern comfort and timeless charm-with 800 feet of direct frontage in the

Dave Fairty Regency Real Estate, LLC

Charming 3-bedroom, 2-bath cottage available for rent in Lakeville, CT. Set in a peaceful location with pastoral views, this inviting home offers comfort and convenience in the heart of the Litchfield Hills. Hardwood floors run throughout the kitchen, open living/dining area, and all bedrooms. The sunny kitchen features a breakfast bar and opens into the main living space-ideal for everyday

Tracy Macgowan Elyse Harney Real Estate

Beautiful Salisbury Cape for School-Year Rental Available August 25, 2025-June 15, 2026 (not individual months). In a landscaped country setting yet very close to Town, this lovely renovated home features a Living Room with a stately stone fireplace, a Dining Room which opens to the fabulous Kitchen, a cozy Sunroom with a door to the Terrace, a Main Floor Primary Bedroom with Dressing Room and

Juliet Moore Elyse Harney Real Estate

Experience comfort and convenience in this bright and welcoming 3-bedroom, 2-bath residence located in the heart of Kent Village. This well-maintained home offers an eat-in kitchen, in-unit laundry, and a front deck ideal for relaxing or enjoying your morning coffee-just minutes from the shops, restaurants, and charm of downtown Kent. Recent updates include freshly painted first-floor interiors,

Samantha Behm William Pitt Sotheby's Int'l

Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a

Vanessa Henderson William Pitt Sotheby's Int'l

Your perfect winter getaway awaits in the heart of the Litchfield Hills! This modern masterpiece, set amid rolling hills, offers breathtaking sunset vistas that extend all the way to the Catskill Mountains. Step inside to a dramatic floating steel and glass staircase and a stunning living room with a soaring two-story wall of glass that frames the views. The sleek, contemporary kitchen with

Steve Pener William Pitt Sotheby's Int'l

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

David Mallison William Pitt Sotheby's Int'l

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

Juliet Moore Elyse Harney Real Estate

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

KATHLEEN DEVANEY Elyse Harney Real Estate

Charming Litchfield County Escape- Short term stays considered. Perfect weekend or seasonal retreat just over the NY border. This 2013 home offers granite & stainless kitchen, hardwood floors throughout, and a spacious cobblestone patio ideal for entertaining. Main-level primary suite with double sinks and walk in closet. Two cozy bedrooms and a full bath upstairs, plus a finished lower level

Mary Ann Bennett Drakeley Real Estate, Inc.

SKI SEASON IS ALMOST HERE! Enjoy country living in this stunning location with spectacular views and total privacy. Close to Mohawk Mountain and Butternut Basin. The Berkshires are less than 90 minutes away. Explore the homes 142 acres on cross country skis.Plenty of room for family and friends. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full

Sharon McGuire William Pitt Sotheby's Int'l

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

William Melnick Elyse Harney Real Estate

~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,

Diana Bisselle William Pitt Sotheby's Int'l

~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,

Diana Bisselle William Pitt Sotheby's Int'l