luxury real estate for rent Millerton, United States

Fully renovated two-bedroom cottage in the hamlet of Pine Plains, offering the convenience of in-town living just steps from the center of this charming Hudson Valley community. The home features a bright, welcoming interior with an updated kitchen and bath, two well-proportioned bedrooms, and the convenience of an in-home washer and dryer. Modern updates throughout blend cottage charm with contemporary finishes. From this central location, enjoy a short walk to some of Pine Plains' favorite destinations, including the acclaimed Stissing House restaurant and performances and events at the Stissing Center for Arts & Culture. Hiking at Stissing Mountain and the trails of Thompson Pond Preserve are just minutes away. Nearby farm stands and dairies, including Chaseholm Farm and Ronnybrook Farm Dairy, highlight the region's agricultural heritage. Conveniently located within easy driving distance of Rhinebeck, Hudson, Millbrook, Amenia, and Millerton, offering access to some of the Hudson Valley's best dining, shopping, and cultural destinations.

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.

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!

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.

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.

Olive Farm will soon feature a 38' x 20' in-ground saltwater pool - just in time for summer! The home sits on 6 fully-fenced acres and is positioned for long-range Western sunset views of the Housatonic River Valley. Hardwood flooring, built-ins, and great natural light are present throughout. Enter into the kitchen equipped with black walnut countertops, a gas range stove and breakfast bar area. The adjacent dining room features plenty of built-in storage and an 8 person table. Sunlight fills the living room through a glass door leading to the screened-in porch, and through a large row of windows offering amazing views of the surrounding mountains. A cozy den with a pull-out sofa for guests connects the living room and main level en-suite bedroom, complete with a recently remodeled full bath. The second floor consists of a large primary bedroom with the same stunning Western views, a 10x8 room that could function as closet space or an office, and an additional bedroom with two full sized beds. A full hallway bathroom accommodates the upper level. The tranquility of Cornwall, CT can be from the 60 ft. long wrap around porch, and the beautiful new bluestone patio and saltwater pool. Shopping and dining in nearby Kent, Sharon, Litchfield, and New Preston can be reached in 20 minutes or less. Only 30 minutes to Metro North trains and 2 hours by car to Manhattan! Available June 1st - August 31st. June offered at $12,500, July & August at $15,000 per month. Pool installation beginning in April and will be ready by Memorial Day weekend. Renderings of the project available upon request.

Welcome to your contemporary retreat in the heart of Goshen, CT. This modern home, nestled within the tranquil surroundings of Litchfield County embodies a perfect blend of luxury and comfort for your short-term getaway. Sleek lines, expansive windows, and a minimalist aesthetic define this stunning property. Situated amidst lush greenery, with serene outdoor views that promise a peaceful stay. The home's spacious interior is designed for flow and functionality, featuring high ceilings and an open-plan layout. Equipped with top-of-the-line appliances, perfect for culinary enthusiasts. Boasting multiple bedrooms, each thoughtfully appointed to ensure restful nights. A private deck and outdoor seating areas allow guests to immerse themselves in nature's beauty. Just moments away from Dog Pond and the charming town centers of Goshen and Litchfield, one can enjoy a variety of dining and shopping options. Whether you're seeking a peaceful retreat or an active escape, this home is the perfect base for exploring all that the Litchfield Hills is known for. Indulge in a stay that promises relaxation and rejuvenation. Summer (Jun-Aug) $11,000 per month. Please see listing agent for fall and winter availability and pricing.

Experience the pinnacle of country living at 151 Melius Road, an idyllic and deeply private 18.9-acre estate in Warren, CT. Available for the month of July 2026 for $28,000, this recently designer-renovated stone-and-clapboard residence offers an unparalleled summer sanctuary. Every inch of the main home radiates sophisticated style, featuring sun-drenched, open-concept living spaces, walls of windows, and a gourmet chef's kitchen. Ideal for multi-generational vacations, the property boasts a separate, fully equipped guest house that offers family and friends their own luxurious, private footprint. The resort-style outdoor amenities are truly breathtaking. Spend your days relaxing by the brand-new, heated saltwater gunite pool or strolling past the property's private, swimmable pond and vibrant perennial gardens. The expansive, professional landscaping frames multiple blue stone patios, a screened porch, and distinct outdoor entertaining areas designed for seamless al fresco dining and evening cocktail hours under the stars. Located just minutes from Lake Waramaug and the historic villages of New Preston, Kent, and Washington, this ultra-private compound provides the ultimate Litchfield County summer lifestyle. Tenant Responsible for all propane usage including pool heating, cooking, BBQ, generator, etc. Landlord also requires their weekly housekeeper at tenant expense.

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.

Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this Summer to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy library, walk-in closet, private bath, and its own outdoor deck-your personal sanctuary. Two additional bedrooms share a full bath on this level. Downstairs, the walk-out lower level opens to the pool area and includes a generous media room, a second kitchen, a full bath, and an extra bedroom-perfect for hosting guests. Located in highly desirable South Kent, just under two hours from NYC, this exceptional property is the ideal place to relax and recharge this summer. Available for July 2026 $25,000/month.

TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. There is easy access to Litchfield County's many private schools. Enjoy the hiking trails at local land trust, canoeing or kayaking on the Housatonic river or Lake Waramaug. There are country fairs, art shows, local theatre, great restaurants and many fine shops to explore. Rental available starting Available mid May through mid September for $25K per month plus expenses. Also available September $12k per month for yearly lease. Minimum 24 hour notice to view.

Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the stunning pool, the breathtaking vistas of the Litchfield Hills serve as your constant, serene backdrop. The location offers a perfect balance of secluded tranquility and vibrant summer activity. You are within walking or biking distance to Lake Waramaug, where the best of lake life-from kayaking to sunset strolls awaits. Nature enthusiasts will also appreciate being minutes away from the lush trails and scenic beauty of Kent Falls State Park. When you're ready for a change of pace, the charming village of Kent is just a short 10-minute drive away, providing instant access to world-class art galleries, museums, boutique shopping, and a renowned culinary scene. Secure your private slice of paradise for the month of August and enjoy the very best of Connecticut summer living.