13 properties for rent in Sheffield town

Settle in among the beauty of the Berkshires at Whitney, a private retreat overflowing with comfort and charm. Enjoy the fresh mountain air and the surrounding foliage from a screened patio, complete with a foosball table and seating. Whitney features a lar. Get the best price at ListedBuy! Amenities: oven, dishwasher, internet, heating

2 Bedroom, 1 Bathroom Apartment For Rent. 0 Sqaure Feet. $1450/Month, $1500 Deposit.. 31 Railroad St, N Canaan, CT 06018

Kick back among the wooded hills of the Berkshires at this charming log cabin, Half Moon. The rustic exterior gives way to naturally chic spaces inside, offering a perfect blend of style and comfort. Enjoy the fresh air from the large deck with comfortable. Get the best price at ListedBuy! Amenities: oven, dishwasher, internet, heating

3 Bedroom, 1.5 Bathroom Apartment For Rent. 1200 Sqaure Feet. $1950/Month, $1950 Deposit. Hardwood Flooring|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Laundry In Building. 136 Hillsdale Rd, Egremont, MA 01230

Vacation perfection! Look no further. This spacious and comfortable 5 bedroom, 3 1/2 bath home has it all. A pool, a tennis court, panoramic distant and scenic views, and it is in close proximity to two of the more popular Berkshire County restaurants. Don't want to eat out? Enjoy this home's large and attractive cook's kitchen. Fully available as of August 1st for $30,000 plus utilities. The rent per month for September 2026 through June 2027 is $10,000 per month

A Regal Sanctuary with recent key upgrades! Seize the opportunity to own a piece of majesty with this unparalleled castle perched atop a hill, commanding 60+ acres of pristine land. Surrounded by conservancy property, this estate promises uninterrupted tranquility and privacy. As you ascend the private road, the castle's imposing silhouette against the horizon is a prelude to the grandeur within. Boasting expansive living spaces, this 7,000+ sq ft residence offers endless potential for luxury and craftsmanship. The property's elevated position on the ridgeline affords breathtaking panoramic views stretching all the way to the Berkshires, ensuring every sunset is a spectacular event. The surrounding acreage, a mix of open spaces, ponds, woods and wild beauty, provides a serene retreat from the world. With nature as your neighbor, the possibilities are endless. There are trails for miles, an old mill, enjoy the local flora and fauna or simply bask in the peace that only such a secluded e

3 Bedroom, 2 Bathroom Apartment For Rent. 1500 Sqaure Feet. $2475/Month, $2475 Deposit. Hardwood Flooring|Wireless Internet|Washer/Dryer|Central Heat|Water Included. 104 Orchard St, Lee, MA 01238

East Street. Get the best price at ListedBuy! Amenities: heating, internet, dishwasher, oven

Recognized as one of our best, this home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays. Bold, modern design perched right above the shores of Lake Garfield, Forget-Me-Not is a vast, three-story Berkshires retreat with. Get the best price at ListedBuy! Amenities: balcony, oven, dishwasher, internet, heating

Welcome to Chester! Fall head over heels in love with this gorgeous country home in the tranquil town of Austerlitz, NY. High vaulted ceilings, large view-facing windows, a fireplace, a formal dining area, and a chef-worthy kitchen are just a few of the man. Get the best price at ListedBuy! Amenities: balcony, oven, dishwasher, internet, heating

Escape to the enchanting retreat of Sunny Pond, a charming estate nestled on a private pond among the serene forest of the Berkshires. Recognized as one of our best, this home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier s. Get the best price at ListedBuy! Amenities: balcony, oven, dishwasher, internet, heating

Experience the beauty of the Berkshires from Cordelia, your charming Massachusetts home with a chic cottage style and romantic outdoor spaces. Head to the backyard to find a brick patio and picturesque dining table that makes setting up an Insta-worthy spre. Get the best price at ListedBuy! Amenities: oven, internet, heating

2 Bedroom, 1 Bathroom Apartment For Rent. 1100 Sqaure Feet. $2650/Month, $2650 Deposit. Dish Washer|Hardwood Flooring|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Water Included|Laundry In Building|snow plowing. 1154 Boston Corners Road, Millerton, NY 12546

3 Bedroom, 2 Bathroom Apartment For Rent. 1480 Sqaure Feet. $3500/Month, $5000 Deposit. Air Conditioner|Cable|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Washer/Dryer|Yard|Updated Bathroom|Central Heat|Stainless Steel Appliances|Electric Included|Gas Included|Water Included. 120 Looking Glass Hill Road, Litchfield, CT 06759

3 Bedroom, 2 Bathroom Apartment For Rent. 1766 Sqaure Feet. $4000/Month, $5000 Deposit. Air Conditioner|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Water Included. 123 Looking Glass Hill Rd, West Morris, CT 06763

2 Bedroom, 1 Bathroom Apartment For Rent. 700 Sqaure Feet. $1800/Month, $1800 Deposit. Additional Storage|Storage Space|Heat|Updated Bathroom|Updated Kitchen. 22 Albany Street, Unit 4, Saugerties, NY 12477

2 Bedroom, 1 Bathroom Apartment For Rent. 950 Sqaure Feet. $1850/Month, $1850 Deposit. Cats ok|Dogs ok up to 25 lbs. 83 Torrington Ave, Collinsville, CT 06019

4 Bedroom, 1.5 Bathroom Apartment For Rent. 1344 Sqaure Feet. $2950/Month, $2950 Deposit. Additional Storage|Storage Space|Air Conditioner|Cable|Hardwood Flooring|Heat|Wireless Internet|Washer/Dryer|Yard|Updated Kitchen|Central Heat|Stainless Steel Appliances|Electric Included|Gas Included|Water Included|Duncane Gas Grill|Outdoor Pizza Oven & Outdoor Sink & Fridges. 40 Debra Avenue, Lee, MA 01238

3 Bedroom, 1 Bathroom Apartment For Rent. 1499 Sqaure Feet. $1875/Month, $1875 Deposit. Hardwood Flooring|Heat|Yard|Updated Bathroom|Electric Included|Gas Included|Water Included. 155 Francis Avenue, Unit 6, Pittsfield, MA 01201

Perched to capture breathtaking, unobstructed vistas, this ultra-private 3 BDR, 3 Bath home offers a front-row seat to spectacular western sunsets rolling all the way out to the dramatic silhouette of the Catskill Mountains. Golden-hour light floods the expansive living room through a wide bank of picture windows, framing the painterly horizon and creating an unforgettable backdrop for entertaining against sweeping lawns and open fields. 2 main-level bedrooms (one en-suite) and an upper-level bedroom all drink in the surrounding green countryside, while the dining room and eat-in kitchen keep you connected to the scenery. A writer's haven surrounded by hiking trails and ponds nearby, this scenic escape is minutes from farm-to-table dining, local cultural assets like the Sharon Playhouse, The Hotchkiss Library and the Audubon Center. Easy access to local private schools (Hotchkiss, Kent, and Millbrook Schools). 2 hours via car or train to NYC. Available October 15, 2026. May 31, 2027

Welcome to 4 Breezy Hill Road in scenic Canton (Collinsville), CT, a stunning, unfurnished luxury rental home designed for sophisticated comfort. Offering an expansive 3,953 square feet of meticulously planned living space, this residence features a bright, open-concept layout with exceptionally large rooms and abundant windows that invite natural light into every corner. The main floor boasts a beautifully remodeled, spacious kitchen that flows effortlessly into the grand living and great room areas. A large deck lies just off this main living space, providing the perfect setup for seamless indoor-outdoor entertaining. Outside, escape to your own private oasis featuring a serene, private pond and a sparkling swimming pool. For recreation, you are within walking distance of the Tunxis Trail and the Farmington River, offering premier hiking, kayaking, and outdoor adventures. It's also one of the top fly fishing spots in the USA! While nestled in a tranquil and private setting, this prop

2 Bedroom, 1 Bathroom Apartment For Rent. 1400 Sqaure Feet. $2800/Month, $2800 Deposit. Dish Washer|Hardwood Flooring|Washer/Dryer|Updated Bathroom|Updated Kitchen|Central Air|Stainless Steel Appliances|Water Included. 210 Allen Street, Hudson, NY 12534

1 Bedroom, 1 Bathroom Apartment For Rent. 800 Sqaure Feet. $1300/Month, $1300 Deposit. Washer/Dryer|Water Included|Claw foot tub|Off street parking|Eat-in kitchen with great light|Small Pantry. 25 Willis St, Unit 2F, Pittsfield, MA 01201

2 Bedroom, 2 Bathroom Apartment For Rent. 2000 Sqaure Feet. $3250/Month, $3250 Deposit. Additional Storage|Storage Space|Air Conditioner|Balcony|Private Balcony|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Gas Included|Water Included|Laundry In Building|Cast iron wood burning stove, heat pumps, (AC, heat ) ceiling fans, shoji screens, desk, file cabinet. 4 Main St, West Stockbridge, MA 01266

Experience the charm of the Catskills with this quaint yet spacious home, featuring an industrial-style kitchen and rustic brick details. The expansive outdoor patio is perfect for al fresco dining and enjoying the mountain air. Inside, youll find gorgeous. Get the best price at ListedBuy! Amenities: heating, internet, dishwasher, oven

2 Bedroom, 1 Bathroom Apartment For Rent. 900 Sqaure Feet. $1800/Month, $1800 Deposit. Heat|Yard|Updated Bathroom|Updated Kitchen|Water Included. 40 Village View Lane, Unit 2, Catskill, NY 12414

3 Bedroom, 2 Bathroom Apartment For Rent. 1508 Sqaure Feet. $2175/Month, $2275 Deposit. Additional Storage|Storage Space|Dish Washer|Hardwood Flooring|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Furnished Patio will Grill|Matching Burgundy Chesterfield Leather Sofas|42” Roku TV|Dining Table|Additional Discount Available For Prepayment. 4002 Chatham Street, Valatie, NY 12184

3 Bedroom, 1 Bathroom Apartment For Rent. 1218 Sqaure Feet. $2800/Month, $2800 Deposit. Dish Washer|Hardwood Flooring|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Heat|Stainless Steel Appliances|Storage Shed. 19 Lenox Road, West Stockbridge, MA 01266

Welcome to Longview Pond Lodge, a unique retreat nestled along a peaceful country road in Clinton Corners. This one-of-a-kind home, originally built in 1869 as a working barn, has been transformed into a dramatic, light-filled residence that beautifully ble. Get the best price at ListedBuy! Amenities: heating, internet, dishwasher, oven, pool, balcony

3 Bedroom, 1 Bathroom Apartment For Rent. 1248 Sqaure Feet. $2600/Month, $2600 Deposit. Hardwood floors|Cats ok|Dogs ok up to 25 lbs|Basement|Hardwood floors. 24 Llewellyn Drive, Westfield, MA 01085