luxury house 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.

$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 Pillow, Music Mountain, The Movie House), country fairs, farm markets, & restaurants with farm-to-table fare. Private & Public schools, medical facilities, riding stables, hiking the AT, skiing, shopping, all nearby. Aprox 1.5-2 hrs to Bradley International & NYC airports respectively. 4 Bedrooms & 4 baths count include both houses.

Fantastic, adorable 2/3 bedroom cottage in the heart of Lakeville with direct access to the lake via the backyard. Mowed path leads to the town grove where there is swimming, lifeguard, snack bar, boat rentals, and paddle tennis. Large windows on the back of the house take advantage of year-round views. Small back porch to relax on when you come back from a day swimming or kayaking. Barbeque in the backyard or take an easy stroll to Lakeville's many restaurants, coffee shops, pizza parlors, bookstore, or just amble around town after dinner. A finished basement with double bunk beds and French doors leading to the yard allows for overflow guests. Available July and/or August 2026, as stated in the listing

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 September 18, 2026.

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.

Available from September 15 - May 15 2027 for $8k per month. Gorgeous Barn Style Home that is both stylishly decorated and cozy. Metro North Wassaic train station is just 15 minutes away for great access to NYC! Quiet and private 10 acre setting with heated gunite pool, level land for play, just minutes from both Kent and Sharon Centers in the highly desirable Ellsworth area of Sharon. Open Floor Plan with high ceiling, bright and airy rooms. Patio for great entertaining. Game Room with pool table. 30 ft Granite Fireplace with Beamed ceiling in Living Room. Gourmet Kitchen, 6 bedrooms, one on the first level, 4 En suite. 2 half baths. Private guest or in law apartment. Separate playground, large wooden deck ideal for relaxing. Beautiful Pastoral Area.... The ultimate in Vacation Homes!

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 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!

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.

Discover the perfect balance of peaceful country living and modern comfort at this renovated, partially furnished 3-bedroom, 2-bathroom home, offering approximately 1,550+ square feet of thoughtfully designed living space. Nestled along one of Kent's most scenic country roads on sought-after Skiff Mountain, this inviting residence provides a private retreat surrounded by nature while remaining just five minutes from the charming village of Kent. Filled with natural light, the home features warm hardwood floors, spacious and welcoming living areas, and tasteful updates throughout. A wood-burning fireplace creates the perfect place to gather on crisp New England evenings, while the expansive deck extends the living space outdoors-ideal for entertaining, relaxing, or simply taking in the tranquil woodland setting. A new washer, dryer, and dishwasher have recently been installed, adding everyday convenience to this well-maintained home. Whether you're enjoying the quiet surroundings or exploring nearby hiking trails, local art galleries, boutique shopping, and acclaimed restaurants, you'll appreciate the unique lifestyle that makes Kent one of Litchfield County's most desirable destinations. Available immediately for an annual lease. Tenant is responsible for all utilities. No pets, please do not inquire.

Wonderful, one-level ranch owned, furnished, and decorated by a professional interior designer. Must be seen to be appreciated. Creative and functional space throughout this meticulously maintained home. Bright and attractive rooms. Outstanding, private, well-kept backyard. Dog-friendly landlord. Convenient proximity to three very popular restaurants and other village attractions.

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.

Available September 1st for yearly rental. Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Do you enjoy hiking or cross country skiing? Explore the homes 142 acres. Fall foliage is right around the corner followed by ski season. Mohawk Mountain a short distance away, or ski The Berkshires in a hour. 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. Available starting September $12k per month for yearly lease. Call for Summer or Winter Rental pricing. 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.

Situated in an idyllic location this single family rental was renovated this summer. The house has many new features including a new kitchen, bathrooms, thermostats, lighting, windows, doors, siding, roof, and garage doors. There is even an auto-on generator, full basement and attached 2 car garage. The 3 bedroom, 1 1/2 bathroom one level home is privately sited and close to beautiful Lake Waramaug. One year lease required. Credit check, references, and security deposit. No pets please.