luxury house for rent Pine Plains, United States

Rustic Chic Barn, renovated as an energy efficient home, consisting of 2 large open floors w/ a Queen Bed on 1st floor, and 2 more Queen Beds on the 2nd Floor. A group, or two couples should be comfortable sharing this unique space. Fully equipped kitchen w/gas stove, washer & dryer. There is a separate toilet with sink, and a single shower with sink. Radiant floor heating throughout. Full music set up w/instruments & PA on 2nd floor. 1GB Wifi, smart thermostat, smart lighting, AC window units on each floor, 2x 42' TV w/firestick & cable. There is also a full house Auto-Backup Generator. Ambient light moves through the building during the day & no artificial lighting is needed. Excellent star gazing, with spectacular views of the Milky Way on a clear night. Circular driveway lined with Apple Trees leads to a large stone patio w/BBQ as well as an above ground fire pit. Summer guests have access to a canoe, blueberry, peach and apple groves, as well as a Lakeville lake facility and parking pass. The Hotchkiss 9 hole golf course is 1 mile away. Winter guests have 3 local ski resorts 30-45 minutes away plus a ski jump in Salisbury. Hotchkiss, Indian Mountain, Salisbury private schools, Lime Rock Park Racetrack & cultural activities & shopping in Millerton, NY are all within a 5 mile radius. Privacy, amazing marsh views w/abundant bird watching, wildlife, country living, comfort & convenience awaits you. Field Card states 1 Bedroom, there is a Bed on the first floor & 2 Beds on the 2nd floor - open floor plan

A Sweet and Sunny antique available for the Spring (mid-May thru July 1) and/or Academic Term - Set on 1.4 acres along a desirable road in Lakeville, this 1700s home perfectly blends modern comforts with historic character. Step inside to find three bedrooms and two bathrooms across two floors. The living room, anchored by a massive hearth, is the center of the home. The galley kitchen, with an adjoining mudroom, offers plenty of storage and opens to the outdoor deck- perfect for dining and entertaining. A cozy den and the option for a first-floor primary suite with an en-suite bathroom complete the main level. Upstairs are 2 light-filled bedrooms and a spacious full bathroom. The original details and hardwood floors throughout the home add warm and rustic charm to this bright and airy home. Conveniently located minutes from local private schools and easy access to Salisbury, 30 Indian Mountain Road is the epitome of effortless country living.

A Sweet and Sunny antique available for the Academic Term - Set on 1.4 acres along a desirable road in Lakeville, this 1700s home perfectly blends modern comforts with historic character. Step inside to find three bedrooms and two bathrooms across two floors. The living room, anchored by a massive hearth, is the center of the home. The galley kitchen, with an adjoining mudroom, offers plenty of storage and opens to the outdoor deck- perfect for dining and entertaining. A cozy den and the option for a first-floor bedroom with an en-suite bathroom complete the main level. Upstairs are 2 light-filled bedrooms and a spacious full bathroom. The original details and hardwood floors throughout the home add warm, rustic charm to this bright, airy home. Conveniently located minutes from local private schools, the center of Salisbury, and all that Litchfield County has to offer.

French Country Storybook Estate ~ a rare opportunity to reside in one of Sharon's most distinguished estates blending old world charm with modern comforts. Shrouded in privacy in the heart of town, a sweeping private drive leads to a magnificent pea stone courtyard, serving as a stately prelude to a home framed by rolling fields and manicured lawns with breathtaking western views over the historic Sharon Green. Inside, the home boasts a voluminous family wing with soaring cathedral ceilings, great stone fireplace, and rustic beams; a recently updated galley kitchen that opens into a formal dining room; and a refined layout featuring 3 main-level bedrooms and 3 full baths, plus a secluded study. Ascend the central circular staircase to find a private lofted sanctuary also with a full bath. The exterior invites you to savor the seasons-whether enjoying an alfresco breakfast on the terrace or enjoying the sunset on the western patio. A pleasant stroll to the Hotchkiss Library, coffee shop, food store and other local shops. ANNUAL or ACADEMIC: $6,000/mo. Also available for the SUMMER: June/July/August at $12,000/mo.

Comfortable 3+ bedroom, 2 bath Sharon rental minutes to the center of town. Enjoy a true mid-century modern house on a quiet country road. Once inside, stairs lead up to a spacious living room with a pleasant circular flow into the dining room and kitchen. Primary bedroom with full bath and 2 other bedrooms on the main floor and additional bedroom with twin beds upstairs. Just up the road from the Sharon Audubon Center, hiking trails and many farm to table restaurants. Enjoy the Sharon Playhouse during the summer months, Mudge Pond for swimming and easy access to surrounding towns for dining and shopping. Close to area private schools: Hotchkiss, Millbrook School, Kent School and Indian Mountain School.

SEASONAL RENTAL - LAKEVILLE ESTATE - September 15th - April 1st Experience the timeless elegance of this 1827 antique home on a spectacular 22-acre private estate. This sensational property blends historic charm with modern convenience in the coveted Lakeville/Lime Rock area. Throughout, you'll find ample windows providing radiant natural sunlight, and stunning, wide-plank hardwood floors that speaks to the home's rich heritage. There is a cozy sitting room in the open country kitchen area, modern appliances, and an adjacent formal dining room as well as a downstairs 1/2 bath. Upstairs are 4 generous bedrooms including a primary suite with fireplace & full bath offering both a stand alone shower & antique tub. Three additional spacious bedrooms share a full bath, & there is an office area upstairs. The well situated fireplaces create warmth and ambiance perfect for the seasonal months. The expansive grounds include multiple barns and a beautiful pond seen from the magnificent sun room. This rural sanctuary provides seclusion while maintaining easy access to area amenities, ski resorts, restaurants and many entertainment options, as well as several prestigious private schools close-by. The perfect retreat for those seeking authentic New England charm and serenity for the winter months.

Over forty private wooded acres, a mountain stream, and hiking trails that lead to your own waterfall. This three-bedroom rustic stone cottage in the heart of the Litchfield Hills is the kind of country rental that's hard to find and harder to leave. A screen porch overlooks the running water, the living room has handsome exposed beams and opens to a covered porch, and wood-burning fireplaces make evenings in the formal dining room feel exactly right. One bedroom on the main level; the primary and third bedrooms up a level. The setting is quintessential Connecticut, located off a scenic country roads lined with antique homes. Macedonia Brook State Park at your doorstep, the village of Kent just minutes away, Metro-North is close by, and New York City just two hours away.

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. Create your own trails, enjoy the local flora and fauna, or simply bask in the peace that only such a secluded estate can offer. Incredible opportunity for development - plans available with a proposal to create a subdivision of lots with views (currently 2 lots). Recent improvements to the driveway & new 6 bed septic system. Located in the charming town of Sharon with great restaurants and the playhouse theater. Also close to Cornwall & Millerton, NY. This is more than a home; it's a kingdom where life is lived on a grand scale. Don't miss this incredible opportunity to create your castle in the sky!

Rhinecliff Summer Rental-- Perched high above the banks of the Hudson River, this light-filled four-bedroom, two-bath home offers sweeping Hudson River views and the effortless charm of Rhinecliff living. Sunlight pours through the interiors, creating warm and inviting spaces that feel both relaxed and refined. Step outside and take in the river breezes, watch the boats drift by, or stroll down into the quintessential hamlet of Rhinecliff, known for its quiet beauty and historic character. Perfectly located just moments from the Rhinecliff Amtrak station, this home makes for an ideal summer escape for those traveling from New York City or Boston—arrive by train and settle into an easy Hudson Valley rhythm. Four bedrooms, two baths, river views, and one of the most charming hamlets along the Hudson!! Available for June and July. Private inquiries welcome.

Experience timeless elegance and modern comfort at this exceptional four-bedroom solar-powered farmhouse, set on over five private acres adjacent to an historical Hudson River Valley estate and equestrian facility of over 650 acres. Originally constructed in the mid-1800s and thoughtfully modernized over the decades, the home was fully renovated in 2024 to include every contemporary amenity. Perfect for both relaxation and entertaining, the residence features 4 bedrooms, 4.5 baths, and comfortably accommodates up to seven guests. Gather with friends in the beautifully designed chef's kitchen, unwind and dine alfresco on the wraparound porch overlooking the river, or float in the heated saltwater pool surrounded by lush pick-your-own seasonal gardens, all less than 1.5 miles from Amtrak and less than 10-minute drive from the boutiques and fine dining of Rhinebeck Village. The property is thoughtfully equipped for effortless living and entertaining, featuring a beautifully appointed kitchen with an induction cooktop, microwave/convection oven, blender and smoothie maker, tea kettle, coffee maker, toaster oven, dishwasher, and a full-size refrigerator. Throughout the home, modern conveniences include a steam shower, whole-house generator, Bluetooth sound system, high-speed internet, porch fans, outdoor lighting, smart TV, standby property concierge services, a fully supplied wood-burning fireplace, and a comprehensive security system. The well-designed laundry and mudroom offer a washer and dryer, humidifier and dehumidifier, as well as an iron and ironing board for added comfort and ease. For equestrian enthusiasts, a private facility is available on the rental home property featuring a four-stall barn, four turnout paddocks, and a private outdoor arena. Nature trails are open for peak season rentals, leading to the main equestrian facilities which include large indoor and outdoor arenas with modern footing. Rates for dry or full board, as well as equestrian use are available upon request. Available year-round, with flexible rental terms including three-day minimums, weekly, monthly, and seasonal stays. Peak season runs from Memorial Day through Labor Day, as well as during HITS competitions, the New York State Sheep and Wool Festival, and long federal holiday weekends throughout the year. Annual rates available upon request. Rentals 30-days and longer include weekly cleaning service. Rental Rates in USD Daily 2,000/night peak 1,200/ night off peak Weekly 10,000 week peak 6,500 week off peak Monthly 30,000 month peak 18,500 month off peak Total peak summer - 75,000 Total peak + HITS late season = 80,000 Yearly by request 4 stable barn, 4 private turnout paddocks, private outdoor arena is available for rent price by request, dry and full board available. Peak = Memorial Day through Labor Day

Sharon, CT - Nature is your neighbor in this welcoming 3BR/1.5BA home tucked among tall trees and rolling hills for tranquil, picture-perfect living. Enter via an open kitchen with ample cabinets and counter space, plus a brand-new energy-efficient wood-burning stove. Adjacent is the airy living room with cathedral ceiling and skylights that flood the space with natural light. Beside the Livingroom, the first-floor primary bedroom enjoys its own private outdoor entrance. The main level also includes a full bath with linen closet, a laundry room, and a storage room. Upstairs are two generous bedrooms with large closets and a spacious half bath with linen closet. Propane utilities and the wood stove help keep heating costs low. Live peacefully in Sharon with hiking minutes away at Sharon Land Trust and the Sharon Audubon Center, and performances at the Sharon Playhouse. Swim at Mudge Pond; shop local at Sharon Market; enjoy meals at Troutbeck, Le Gamin, Pigs Fly South, or light fare at JP Giffords. Engage the community at Hotchkiss Library. You're ~10 minutes to Sharon center and ~5 minutes to Cornwall Bridge, with a hospital in town. Nearby villages-Millerton, Cornwall, Kent, Lakeville, and Salisbury-offer charming cafes, antiques, waterfalls, trails, private schools, and Lime Rock Park (Millerton is within 10 miles). Explore art at Standard Space (Sharon), Geary Contemporary (Millerton), and the Wassaic Project. Your new home awaits!

ANNUAL RENTAL: Cozy and super charming 3 BDR, 2 BATH country cape offering a peaceful retreat on beautifully maintained estate grounds. The serene property boasts a lovely yard, complete with mature plantings that provide a picturesque setting for this idyllic home. A light-filled, well-appointed interior exudes warmth and comfort with a layout that flows effortlessly. Lovely dining room opens into both a large kitchen and light-filled living room. Bedroom and full bath on the main level. Primary bedroom and 3rd bedroom upstairs with full bath. Enjoy relaxing on the wood deck amidst the beauty of the pines and natural surroundings. Ample parking in driveway or under covered garage. Located near the charming and historic Cornwall Covered Bridge, this home combines the tranquility of country living with the subtle touch of historical significance that is found in the Northwest Corner. Enjoy this special sanctuary where every day feels like a peaceful escape. Close to area private schools (Hotchkiss, Kent, Salisbury & Berkshire Schools). Hike the Appalachian Trail, swim in area lakes, and dine at farm to table restaurants. 2+ hours to NYC.

This recently remodeled 3 bedroom, 1.5 bath ranch is set in the rolling hills of Kent and offers sweeping mountain views. Enter through the spacious mudroom equipped with a washer/dryer and half bath. Sitting adjacent is a beautiful room with brick floors and vaulted ceilings, providing a perfect space for a family room, home office, or creative studio. The kitchen has been completely refreshed with all new appliances and opens seamlessly to the dining room, where a bay window overlooks the backyard and covered bluestone patio. Natural light fills the well-sized living room, featuring hardwood floors and a wood burning fireplace. Three comfortable bedrooms and a remodeled bathroom complete the living space. Ideally located just minutes from downtown Kent, as well as Macedonia Brook and Kent Falls State Parks, this home offers easy access to some of the area's most beloved attractions. Metro North trains are just a 20 minute drive away and Manhattan can be reached by car in under 2 hours. Whether you're searching for a weekend escape or a full-time residence, this is a wonderful opportunity to enjoy all that one of Litchfield County's most charming towns has to offer.

August 2023 - Hip 1820 country home with Scandinavian interior design touches. The living room and the den with fireplace have both an abundance of natrual light from south facing windows. Dining room leads to a brick patio from where your eyes can wander the land. Large eat in kitchen with ample pantry and laundry. Fantastic screened in porch overlooks a large pool with bountiful vegetable gardens. Lovingly cared for property offers lavish space with 3 more guest bedrooms, office area and two full baths upstairs. Mainly wood flooring and lots of natrual light fill this gracious home. Truly a Berkshire retreat for everyone to enjoy.