9 properties for rent in Pine Plains

7000 per month for an Academic year lease. This unique waterfront rental, with an expansive deck & beautiful vista has a Main Residence with 3 bedrooms, 3 full en-suite baths, large stone fireplace & includes a one bedroom Guest Cottage with kitchen, full bath & a lovely stone fireplace. Available for $7000/month for an Academic year lease (Labor day 2026-Memorial Day 2027), a $7000/month winter lease term can be negotiated, or $8500/month for a one year lease. The setting is private, both houses have high ceilings & are light filled with open floor plans. Entertain right at the lakeside gazebo, on the large wrap around deck or lower patio. The lower level of the main house has a large family room with a pool table & a walk out for a stroll down to the lake where you can swim, kayak, sail, fish on Connecticuts' deepest lake. Enjoy all that our Litchfield Hills, Berkshires & Hudson Valley have to offer, including a variety of cultural events, (Sharon Playhouse, Tanglewood, Jacob's Pillo

2 Bedroom, 1 Bathroom Apartment For Rent. 800 Sqaure Feet. $2000/Month, $2000 Deposit. Updated Bathroom|Updated Kitchen. 138 Church Street, Unit Unit 2, Millbrook, NY 12545

3 Bedroom, 1 Bathroom Apartment For Rent. 1300 Sqaure Feet. $3000/Month, $3000 Deposit. Additional Storage|Storage Space|Dish Washer|Hardwood Flooring|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Stainless Steel Appliances|Laundry In Building. 1 Margaret Street, Red Hook, NY 12571

Glimmerglass' offers the ultimate Academic Year retreat in an enchanting 4 bedroom waterfront home, available now through June 12, 2027. Nestled in a wonderfully private, serene setting with breathtaking water views, this exceptional property is designed for both restful getaways and effortless entertaining. Inside, the inviting layout boasts a seamless kitchen and family room combination alongside a large sunroom where dawn paints shimmering light across Lakeville Lake. The spacious living and dining areas are anchored by a cozy fireplace, where the quiet magic of the seasons unfolds. Outside, step directly onto your private dock, where misty autumn mornings give way to crisp, starry winter nights and the soothing silence of nature. Though deeply private, the home is ideally situated just minutes from the charming villages of Lakeville and Salisbury, CT, as well as Millerton, NY, keeping local boutiques and fine dining well within reach. No pets allowed. The Rail Trail in Millerton is

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

This one-bedroom apartment has been recently renovated, leaving everything crisp, clean, and pristine. Conveniently situated in the heart of Sharon, CT, steps from the town green, the hospital, groceries, several dining options, and a two-minute drive to the town lake for an early morning swim or paddle-country living without all the chores. Located 20 minutes from the Wassaic train station, 30 minutes to Great Barrington, MA, and 10 minutes to Millerton, NY. Lease price includes heat, ground maintenance, and parking for one vehicle. Tenant pays for electricity, wifi, and cable. Secure double entrance with surveillance cameras

3 Bedroom, 5 Bathroom Apartment For Rent. 3664 Sqaure Feet. $6000/Month, $6000 Deposit. Additional Storage|Storage Space|Balcony|Private Balcony|Dish Washer|Hardwood Flooring|Pool|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Stainless Steel Appliances|Water Included. 5 Longview Road, Dutchess County, NY 12514

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

Lisa Miller, 354 Cornwall Bridge Rd, Sharon - 1 Bedroom - 1 Bath. Get the best price at ListedBuy! Amenities: double_bed, oven, drying_rack, equipped_kitchen, dishwasher, tv, washing_machine, internet

This bright 3 bedroom home is set back on a 20 acre wooded lot. Enjoy wildlife & the beauty of the surrounding maples, oaks, and pines! Owners live next door and are happy to give advice about nearby trails, restaurants, and adventures to be had. In the woods, yet close to The Culinary Institute, The Roosevelt Historic Site, the Dutchess County Wine Trail, and many other attractions. Tranquility and convenience are here. Book your stay with us now!

Unmatched downtown Stockbridge location. Fully renovated, fully furnished, like-new 2-bedroom, 2-bath apartment. Must be seen to be appreciated. Location, Location, Location. It doesn't get any better than this!

2 Bedroom, 1 Bathroom Apartment For Rent. 860 Sqaure Feet. $2200/Month, $2200 Deposit. Dish Washer|Updated Kitchen|Central Heat|Stainless Steel Appliances|Laundry In Building. Canterbury Arms, Unit 0, New Milford, CT 06776

2 Bedroom, 1 Bathroom Apartment For Rent. 700 Sqaure Feet. $1550/Month, $1550 Deposit. Hardwood Flooring|Updated Kitchen|Water Included|Laundry In Building. 65 Hudson Avenue, Unit 3, Chatham, NY 12037

3 Bedroom, 1.5 Bathroom Apartment For Rent. 1104 Sqaure Feet. $2875/Month, $2875 Deposit. Dogs ok|Cats ok|Pets negotiable. 7 Craig Pl, Wappingers Falls, NY 12590

Available for lease, this 3,047-square-foot contemporary residence sits on a quiet 1.22-acre parcel in Great Barrington, offering 4 bedrooms, 4 full bathrooms, an attached 2-car garage, and seasonal access to a heated community pool. The interior features a vaulted great room anchored by a wood-burning fireplace, a main-level primary suite, and a private bonus studio ideal for a home office or creative retreat. Exterior amenities include an expansive wrap-around deck and a three-season screened porch overlooking mature grounds. Practical essentials include central air conditioning and an automatic whole-house backup generator. Located minutes from downtown Great Barrington, Ski Butternut, and Catamount; flexible lease terms, pet policy, and private showings available upon request

1 Bedroom, 1 Bathroom Apartment For Rent. 615 Sqaure Feet. $1750/Month, $1750 Deposit. Hardwood Flooring|Yard|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Water Included. 1610 Glasco Turnpike, Unit C2, Woodstock, NY 12498

3 Bedroom, 1 Bathroom Apartment For Rent. 1315 Sqaure Feet. $2500/Month, $2500 Deposit. Balcony|Private Balcony|Hardwood Flooring|Sundeck|Washer/Dryer|Central Heat|Stainless Steel Appliances|Water Included. 361 Church Street, Unit 1, Poughkeepsie, NY 12601

3 Bedroom, 2 Bathroom Apartment For Rent. 1480 Sqaure Feet. $3500/Month, $3500 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

Quaint 1 bedroom duplex style apartment in country setting, sit and relax on your patio overlooking large backyard, not far from Kent center

2 Bedroom, 1 Bathroom Apartment For Rent. 1000 Sqaure Feet. $1600/Month, $3200 Deposit. Additional Storage|Storage Space|Balcony|Private Balcony|Hardwood Flooring|Sundeck|Yard|Updated Bathroom|Water Included|Laundry In Building. 26 River Rd, Unit 4, New Milford, CT 06776

LARGE ONE - BEDROOM IN GREAT BARRINGTON spacious, quiet one bed one bath room apartment located a five minute walk to downtown GB New wood floors to be installed along with kitchen cabinetry and bathroom fixtures

Firefly Fields Farm is on a quiet road close to town, overlooking open pastures and a small pond. This property is truly the classic New England home. There are three stalls in one barn and open space for horse back riding. Spacious rooms, formal dining room, library, and an enclosed porch overlooking the beautiful pastures. First floor has one full bath and one half bath. The second level can be accessed by a front and back staircase or the house elevator. There are three bedrooms on the second level and three full baths. Each room has their own bath. The home is available on an annual furnished rental. There are new beds throughout and a sauna. Come live in the country. Fireplaces are not to be used by tenants. No smoking allowed on the property. Please discuss with agent

3 Bedroom, 1 Bathroom Apartment For Rent. 980 Sqaure Feet. $1550/Month, $1550 Deposit. Balcony|Private Balcony|Dish Washer|Hardwood Flooring|Yard|Updated Bathroom|Updated Kitchen|Central Heat|Stainless Steel Appliances|Water Included. 58 Pulaski St, Unit # 3, Torrington, CT 06790

3 Bedroom, 1.5 Bathroom Apartment For Rent. 1520 Sqaure Feet. $2900/Month, $2000 Deposit. Additional Storage|Storage Space|Air Conditioner|Dish Washer|Hardwood Flooring|Heat|Sundeck|Wireless Internet|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Electric Included|Water Included|Sunroom|Garage |Fire pit. 104 Underwood Road, New Marlborough, MA 01230

0 Bedroom, 1 Bathroom Apartment For Rent. 750 Sqaure Feet. $1795/Month, $1795 Deposit. Water Included|Stainless Steel Appliance|Yard|Updated Bathroom|Renovated Kitchen|Updated Bathroom. 113 Hone Street, Unit 3, Kingston, NY 12401

SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/b3930f3090

4 Bedroom, 5 Bathroom Apartment For Rent. 3312 Sqaure Feet. $3995/Month, $3995 Deposit. Additional Storage|Storage Space|Dish Washer|Sundeck|Washer/Dryer|Yard|Stainless Steel Appliances. 60 Vincent Lane, Stone Ridge, NY 12484

2 Bedroom, 1 Bathroom Apartment For Rent. 1000 Sqaure Feet. $1500/Month, $1000 Deposit. Additional Storage|Storage Space|Dish Washer|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Stainless Steel Appliances|Water Included. 56 Beechwood Avenue, Unit 1, Torrington, CT 06790

3 Bedroom, 3 Bathroom Apartment For Rent. 2680 Sqaure Feet. $3800/Month, $3800 Deposit. Additional Storage|Storage Space|Dish Washer|Hardwood Flooring|Sundeck|Washer/Dryer|Yard|Updated Bathroom|Updated Kitchen|Central Heat|Stainless Steel Appliances|Laundry In Building|studio work space heated in basement with windows on three sides Car port under deck. 184 Christian Hill Road, Great Barrington, MA 01230

Fully Renovated Cape Cod For Rent. - SCHEDULE A SHOWING ONLINE AT: showmojo.com/llz/a5ee5ad042 - - Step into this beautifully renovated 3-bedroom, 2-bathroom home and enjoy the perfect blend of modern updates and small-town charm. Featuring brand-new flooring, fresh paint throughout, updated appliances, and numerous recent improvements, this great home has been thoughtfully refreshed from top to bottom. The bright, welcoming interior creates a comfortable place to unwind, while the partially finished basement offers flexibility for a home office, hobby area, recreation room, or additional storage. Conveniently located near local shopping and eateries, and just a short walk to the train. Hurry, this great home is going to go fast! - References and $20 background check fee required with each application. 1 month rent, 1 month security. No smoking. A truly unique home; this one must be seen to be appreciated. - • Price: $2,575 • Security: $2,575 • Utilities: Tenant pays utilities (o