300/NIGHT Hillsdale, NY Rental Available only December 18 to February 28.: Private, scenic 4-bedroom, 3-bath country home. This peaceful retreat features a cozy wood stove, a well-appointed kitchen, and is offered fully furnished with tasteful, comfortable pieces throughout. Enjoy quiet rural living just minutes from Catamount Mountain Resort. All utilities included, bring your streaming hardware

Rochelle Bartolo Beach & Bartolo Realtors

Tucked up against hill and overlooking farmland, you'll find this peaceful retreat, a Harlemville hideaway. This furnished home is available for a 6-12 month lease. The perfect spot if you are looking to get away to the country but still want to be within reach of amenities or you want or need to be close to Hawthorne Valley which is only a 2 min drive or 10 min walk away. The house, a rustic

Jennifer Sesma Beach & Bartolo Realtors

Newly available 2-bedroom, 1-bath first-floor apartment in North Canaan. This inviting unit offers comfortable living with bright bedrooms, on-site laundry, and parking. Heat and trash removal are included. Ideally located close to town amenities, shopping, and dining, with easy access to Routes 7 and 44. $1,500 per month. No pets. No smoking. An ideal choice for tenants seeking a centrally

TAMI REID Northwest CT Realty

Discover a private Columbia County/Berkshires retreat set on a secluded, wooded lot just minutes from skiing and top regional attractions. Available as a seasonal furnished rental, this spacious home offers exceptional indoor–outdoor living with mature gardens and an expansive wraparound deck ideal for relaxing or entertaining. Inside, the home offers a flexible layout. The king bedroom features

Kelcey Otten Compass Greater NY, LLC

Perched high on a quiet mountainside in one of Hillsdale's most coveted locations, this modern farmhouse sanctuary set on 50+ private acres blends timeless Hudson Valley romance with the ease of updated, contemporary living. Accessed via a private road and tucked discreetly into the hillside, this calming and zen-like retreat offers complete privacy—just minutes from the center of town.

Matthew Snyder Compass, Hillsdale

Driving into the nearly 300 acre PRIVATE ESTATE uphill through the red maple, yellow birch and hemlock forest with all the birdsong surround kindles the imagination as the approach to the historic 1800 Greek Revival eyebrow architecture house is everything you thought it would be a the end of such a private gravel driveway. The property is resoundingly expansive echoing a quietude of place and

Parker Meyer Four Seasons Sotheby's Int.

Enjoy this beautiful mid-century home high on a hill with expansive Catskill views, 10 minutes to Hudson, now available year round.Originally built in 1957, to the highest standards, this completely updated home has been stylishly renovated and furnished by the new owner (a prominent professional design expert) using the best interpretation of mid-century modern style. Located high above a

Peggy Lampman Peggy Lampman

Enjoy lake living at this cozy 2 bedroom 1 bath cottage at beautiful Copake Lake. Lake access providing the perfect spot to relax and swim. Conveniently located near local dining, outdoor recreation and just a short drive to Hudson, Great Barrington and the Taconic State Parkway. 18 month lease preferred. All utilities and maintenance responsibility of the tenant. Must have renters insurance and

Theresa Westlake Copake Lake Realty Corp.

Completely renovated and MOVE-IN Ready! T his charming Two-Story, Two-Bedroom Apartment in Claverack, has just been completely remodeled with everything new, offering the perfect blend of modern comfort and small-town charm. Step inside to find a bright and inviting living space adorned with brand new flooring and a fresh coat of paint, brand new kitchen creating a warm and welcoming atmosphere.

Barbara Robinson Red Apple Realty

Charming Second Story Floor Two-Bedroom Apartment in Claverack, NY!Discover your new home in the heart of Claverack! This freshly renovated two-bedroom apartment offers the perfect blend of modern comfort and small-town charm. Step inside to find a bright and inviting living space adorned with brand new flooring and a fresh coat of paint, brand new kitchen creating a warm and welcoming

Barbara Robinson Red Apple Realty

This fully furnished 3-bedroom 1 bath rental is nestled in a quiet corner of Litchfield County is available starting February through June 2026. This bright and nicely decorated home is a peaceful retreat offering comfortable country living. This home features a fully equipped, spacious kitchen, ideal for entertaining, cozy living, and dining areas with an abundance of natural light that creates

Margaret Alexson Elyse Harney Real Estate

FOR RENT - 2,500/Month | Hillsdale, NY Area Simple home. Beautiful life. Discover country charm in this 3-bedroom, 1-bath ranch (924 sq ft) tucked just outside of Hillsdale — where peaceful living meets endless adventure. Enjoy the best of Columbia County living: hiking, skiing, shopping, dining, and more — all just minutes away. Spend your weekends on the slopes at Catamount Ski Area, grab fresh

Heather Davala Davala Real Estate, LLC

Check out this spacious and renovated apartment in the country! This newly updated two-bedroom one bath apartment, one wing of a two-family home, has brand new floors, new window blinds, plus new kitchen cabinets and a bathroom vanity crafted by the cabinetmaker landlord. There are two good sized bedrooms, each with a large closet, and a large bathroom with a linen closet. The eat-in kitchen has

David Norman Hall Houlihan Lawrence Inc.

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

This charming lake house on Twin Lakes delivers the quintessential year-round summer retreat experience in the picturesque Litchfield Hills of Connecticut. "The Lodge" combines 4 bedrooms, 2.5 baths, and an open floor plan perfect for family gatherings and friendly get-togethers, creating a nostalgic and inviting atmosphere full of character and charm. The spacious interior centers around

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

New Apartments in the W.K. Garage Block - Main Street, Great BarringtonBe the first to live in these brand-new apartments located in the heart of Great Barrington. A variety of sleek studio, one-bedroom, and two-bedroom residences are now available, with monthly rents ranging from $2,400 to $3,200. Designed with modern style and industrial touches, each apartment features stainless steel

Christian Deckert WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Great duplex on Route 22 near intersection with Route 23. opposite Stewarts Convenience/Gas. 2 levels, 600sf each. Upstairs is living space, kitchen, bath, shower. Downstairs is 2nd BR or office or retail space. Building has mixed commerical/residential zoning. 6 month lease, pay own utilities. Walk to convenience store, restaurant, supermarket, other stores. 1 mile to Ski Catamount. Great

David Birch Barns & Farms Realty, LLC

Rent at Long Lake! Lovely 2-bedroom 1950s Cottage w/ updated amenities featuring open living, dining and kitchen with cathedral ceilings and skylights. Full remodeled bathroom with walk-in shower. Washer/Dryer. Sunroom for additional living space. Furnished or unfurnished. Quiet country road with private rights to Long Lake. Perfect for weekend getaway or full-time residence. Tenant pays

Terese Mondello MONDELLO UPSTATE PROPERTIES LLC

An updated commercial condo in a prime location! This versatile space features flexible layout options, and abundant natural light--ideal for office, retail, or professional use. Situated in a high-traffic area with excellent visibility and easy access to major roads and public transit. Perfect for businesses seeking a polished, move-in-ready space in a thriving commercial hub.

Michael Harrigan BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

An incredible opportunity awaits in the heart of downtown Great Barrington. This 2,200 square foot space in a historic building features high ceilings, wood floors, a large commercial kitchen, and basement storage. An overhead garage-style door opens from the bar area onto the street, creating an ideal setup for vibrant, street-side dining. Indoor and outdoor seating areas maximize the potential

Tony Segalla LANCE VERMEULEN RE, INC

Second floor office space in a high-traffic location. Currently configured with three offices, a conference room, reception area, and half bath. This space also has air conditioning, forced air heat, and its own electric meter. Ample off-street parking available.

Lance Vermeulen LANCE VERMEULEN RE, INC

Welcome to The Lake Cottage – A Rare Seasonal Retreat on Twin Island LakeDiscover The Lake Cottage, a one-of-a-kind, fully furnished seasonal escape on the shores of Twin Island Lake. This private lakefront compound offers a tranquil and inspiring setting, making it the perfect getaway for artists, writers, creatives, or anyone in search of rest and renewal.Nestled behind lush, mature

SHERI SCEROLER Four Seasons Sothebys Intl

Seasonal Rental available July only. Contemporary home with 3 bedrooms, 2 baths, separate laundry room, in excellent condition. Porch, decks pool and hot tub. Private and beautifully landscaped. New stainless steel appliances in kitchen with granite countertops. Pets OK with owners permission.Possibly first 2 weeks of August included.About 10 mins to Hudson also near Taghkanic State Park

Rochelle Bartolo Beach & Bartolo Realtors

SEASONAL RENTAL - Book your 2026 visit now! Set amongst the bucolic Berkshire foothills surrounding Lake Copake, this newly built and beautifully appointed 6 bedroom, 5.5 bathroom modern farmhouse style home offers exceptional indoor and outdoor living with an expansive covered porch, pergola, grill kitchen, and hot tub overlooking the links of the Copake Country Club and the lake beyond. Full of

Susanna Scott-Mitchell Compass Greater NY, LLC

The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

Tony Segalla LANCE VERMEULEN RE, INC

The Berkshire Block on Main Street in Great Barrington has been recently renovated and still has beautiful office spaces available for lease on the second and third floor. Office sizes range from 254 SF to 589 SF, choice of flooring, and can be furnished. Prices start at $975/month. The spaces offer elevator access, fiber internet, common reception area, conference room and restrooms. Private

Tony Segalla LANCE VERMEULEN RE, INC