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Homes for Rent near The Hotchkiss School

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  • /24

    $5,800 per month

    • 2 Beds
    • 2.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    55 Still Meadow Rd, Sharon, CT 06069

    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

    Agent Photo

    Ann Stettner

    Neil Charles Real Estate

    (860) 730-9854

    55 Still Meadow Rd, Sharon, CT 06069
  • /23

    $3,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,526 Sq Ft
    • House for Rent

    30 Pettee St, Lakeville, CT 06039

    LAKEVILLE VILLAGE ACADEMIC YEAR/SEASONAL RENTAL - Available: September 2025 - Located in the village of Lakeville on a quiet dead-end street with access to Rail Trail, across from town park with tennis courts, short distance to restaurants, galleries, and Lakeville Lake is this spacious and well-appointed farmhouse. A large covered front porch welcomes you into the home with a large, updated

    Evan Cooper Elyse Harney Real Estate

    30 Pettee St, Lakeville, CT 06039
  • /25

    $4,500 per month

    • 4 Beds
    • 3.5 Baths
    • 2,564 Sq Ft
    • House for Rent

    44 E Main St, Salisbury, CT 06068

    Available: Sept 1, 2025 - May 31, 2026 - A Covered Front Porch with bead-board ceiling opens to this home's open-concept Kitchen, Dining & Living Areas - creating an inviting and comfortable in-town country retreat. Three floors of pristine living space, including 4 Bedrooms and 3.5 well-appointed Baths are highlighted by fine craftsmanship and attention to detail throughout. A large mudroom /

    Elyse Morris Elyse Harney Real Estate

    44 E Main St, Salisbury, CT 06068
  • /30

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 2,284 Sq Ft
    • House for Rent

    17 Rhynus Rd, Sharon, CT 06069

    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

    17 Rhynus Rd, Sharon, CT 06069
  • /8

    $2,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,702 Sq Ft
    • House for Rent

    50 Farnum Rd, Lakeville, CT 06039

    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

    Cynthia Hochswender Christie's International Real Estate

    50 Farnum Rd, Lakeville, CT 06039
  • /13

    $2,500 per month

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • House for Rent

    10 Library St Unit B, Salisbury, CT 06068

    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

    Holly Leibrock Elyse Harney Real Estate

    10 Library St Unit B, Salisbury, CT 06068
  • /26

    $3,800 per month

    • 4 Beds
    • 3.5 Baths
    • 2,117 Sq Ft
    • House for Rent

    81 Main St, Millerton, NY 12546

    Welcome to this freshly remodeled 1933 Colonial ideally located on Main Street in the vibrant Village of Millerton. Blending classic character with modern updates, this home features original hardwood floors, wood moldings, and a charming corner cabinet in the formal dining room.The fully renovated kitchen is a true showpiece, complete with new cabinetry, butcher block countertops, a farmhouse

    Tracy Macgowan Elyse Harney Real Estate, LLC

    81 Main St, Millerton, NY 12546
  • /24

    $4,800 per month

    • 5 Beds
    • 2.5 Baths
    • 2,898 Sq Ft
    • House for Rent

    32 Burton Rd, Salisbury, CT 06068

    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

    William Melnick Elyse Harney Real Estate

    32 Burton Rd, Salisbury, CT 06068
  • /5

    $2,200 per month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • House for Rent

    343 Main St, Salisbury, CT 06068

    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

    Elyse Morris Elyse Harney Real Estate

    343 Main St, Salisbury, CT 06068
  • /35

    $14,000 per month

    • 4 Beds
    • 2.5 Baths
    • 3,078 Sq Ft
    • House for Rent

    1 Town Hill Rd, Lakeville, CT 06039

    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

    Brierley Hannan William Pitt Sotheby's Int'l

    1 Town Hill Rd, Lakeville, CT 06039
  • /22

    $8,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,793 Sq Ft
    • House for Rent

    288 Main St, Salisbury, CT 06068

    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

    Roberta Green Elyse Harney Real Estate

    288 Main St, Salisbury, CT 06068
  • /31

    $5,500 per month

    • 4 Beds
    • 4.5 Baths
    • 2,484 Sq Ft
    • House for Rent

    16 Under Mountain Rd, Salisbury, CT 06068

    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

    Holly Leibrock Elyse Harney Real Estate

    16 Under Mountain Rd, Salisbury, CT 06068
  • /15

    $5,500 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    49 Prospect Mountain Rd, Salisbury, CT 06068

    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

    49 Prospect Mountain Rd, Salisbury, CT 06068
  • /12

    $2,000 per month

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft
    • Apartment for Rent

    14 Barton St Unit 16, Millerton, NY 12546

    Located in the charming Village of Millerton, this delightful duplex apartment features 2 bedrooms and 1 bath. The main level welcomes you with a spacious living room adorned with hardwood flooring and a conveniently located kitchen. Upstairs, discover two cozy bedrooms and a versatile office space that could serve as a potential third bedroom, complemented by an updated bathroom. The basement

    Brad Rebillard Dutchess Country Realty, Inc.

    14 Barton St Unit 16, Millerton, NY 12546
  • /30

    $15,000 per month

    • 2 Beds
    • 1.5 Baths
    • 1,024 Sq Ft
    • House for Rent

    80 Upper Main St, Sharon, CT 06069

    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

    Diana Bisselle William Pitt Sotheby's Int'l

    80 Upper Main St, Sharon, CT 06069
  • /24

    $10,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,599 Sq Ft
    • House for Rent

    172 Belgo Rd, Lakeville, CT 06039

    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,

    Mimi Harson William Pitt Sotheby's Int'l

    172 Belgo Rd, Lakeville, CT 06039
  • /24

    $30,000 per month

    • 3 Beds
    • 3.5 Baths
    • 4,111 Sq Ft
    • House for Rent

    60 Selleck Hill Rd, Salisbury, CT 06068

    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

    Brierley Hannan William Pitt Sotheby's Int'l

    60 Selleck Hill Rd, Salisbury, CT 06068
  • /26

    $17,000 per month

    • 5 Beds
    • 3.5 Baths
    • 3,625 Sq Ft
    • House for Rent

    90 Mill Rd, Millerton, NY 12546

    Welcome to a timeless piece of history, the Ezra Clark House, believed to be the oldest home in the village of Millerton. Built in 1780, this remarkable estate stands as a testament to centuries of architectural craftsmanship and refined elegance.Step into the main house, where 2,625 square feet of living space awaits. With 3 bedrooms, 2.5 bathrooms, and two inviting living areas, this home

    Brian Hastings Serhant LLC

    90 Mill Rd, Millerton, NY 12546
  • /14

    $30,000 per month

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft
    • House for Rent

    123 Interlaken Rd, Lakeville, CT 06039

    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

    KATHLEEN DEVANEY Elyse Harney Real Estate

    123 Interlaken Rd, Lakeville, CT 06039
  • /24

    $18,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,599 Sq Ft
    • House for Rent

    172 Belgo Rd, Lakeville, CT 06039

    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,

    Mimi Harson William Pitt Sotheby's Int'l

    172 Belgo Rd, Lakeville, CT 06039
  • /27

    $7,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft
    • House for Rent

    161 Cornwall Bridge Rd, Sharon, CT 06069

    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

    Diana Bisselle William Pitt Sotheby's Int'l

    161 Cornwall Bridge Rd, Sharon, CT 06069
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