luxury house with terrace for rent Stillwater, United States

Experience country living and modern convenience in this stunning Berkshire rental home. 2 bedroom or 3-bedroom options. Nestled on five serene acres of private land, this beautifully designed 2-to-3-bedroom, 3-full-bathroom residence offers an unparalleled woodland escape. Step inside to find spacious, light-filled rooms with views from every window. The open-concept living area flows seamlessly into a fully equipped kitchen with premium countertops, perfect for entertaining. Outside, a deck overlooks your private acreage, offering the ideal spot for morning coffee, evening gatherings, or simply taking in the peaceful surroundings. Outdoor enthusiasts will love the unparalleled location, situated just minutes from pristine state forest hiking trails and beautiful lakes. Furnished, all utilities included. This home can be rented via 2 options: -2-bed, 2 bath, $4,500 per month, all utilities included -3-bed, 3 bath $6,000 per month, all utilities included

Charming farmhouse, built in 1860, thoughtfully modernized for comfortable indoor–outdoor living. Set on 5 picturesque acres, the property features an original barn and a natural spring-fed pond, creating a serene country setting. The first floor offers a light-filled, open-plan kitchen and living room anchored by a large wood-burning fireplace. French doors open to a stone terrace and pergola, perfect for outdoor dining and relaxed entertaining. Upstairs, you'll find three inviting bedrooms, an upstairs living room with a gas fireplace, and French doors leading to a second stone terrace. A cozy "sunset porch" captures sweeping western views of the Catskills—an ideal spot to unwind at the end of the day. Located just 5 minutes from the Hawthorne Valley Farm Store, 15 minutes from Chatham and Hillsdale, and 25 minutes from both Hudson and Great Barrington. Only 20 minutes to Catamount and other Berkshire ski areas. In addition, there are three conveniently located private schools : Hawthorne Valley Waldorf School, Darrow School, and Woodland Hill Montessori School. Lawn and landscape care, snow plowing, and the dedicated attention of long-standing property caretakers are included, ensuring the home's upkeep.

Summer rental July & August $12,000/ month - 3 Bedrooms and 2.5 Baths Lenox home close to downtown Lenox and Lee. Open kitchen/ dining area with gas fireplace. The livingroom has a comfy sectional and a large TV. There is also a great sunny family room with access to a deck with dining table and BBQ. The main bedroom has a private bath and the other two guest bedrooms share a full bath. The lower walk out level is designed for entertainment, TV & pool table and has a nice field stone fireplace. Close to downtown Golf, Tennis, Miraval Spa and within minutes to Tanglewood, Shakespeare & Company.

Over twenty five scenic acres with beautiful mountain views abound this newly renovated 4 bedroom cape. Located minutes from Great Barrington and Stockbridge this immaculate home has three levels of living. Enjoy the spacious open deck for outdoor grilling or your screened-in deck for dining with picturesque sunny views. Large three car garage. New pool installed for summer season 2024.

Spend your summer on the shores of Greenwater Pond in this peaceful Berkshire waterfront retreat. Offering beautifully designed living spaces, serene water views, and a private dock, this is the perfect setting for long summer days spent kayaking, boating, entertaining, or simply unwinding by the water. The property also offers convenient access to the public boat launch on Greenwater Pond, making it easy to enjoy everything the lake has to offer. Thoughtfully designed for comfort and relaxation, this home provides an ideal escape while remaining within reach of the Berkshires' renowned dining, culture, and outdoor recreation. Available June, July, August, and September 2027. June: $5,700/month July: $8,550/month August: $8,550/month September: $5,225/month No pets.

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.

Built circa 1750, the historic Tobias Wynkoop House stands as a quiet testament to the early heritage of the Hudson Valley. Constructed in the region's traditional Dutch stone style, the residence reflects the enduring craftsmanship and architectural character of the area's earliest settlements. The property rests upon seven acres across the alluvial fields of the great Kaaterskill Basin, at the foot of Kaaterskill Clove--a dramatic glacier-carved gorge within the eastern Catskill Mountains. Celebrated for its sublime scenery, this remarkable valley inspired many of the Hudson River School painters, including Thomas Cole, whose landscapes first introduced the grandeur of the Catskills to a wider audience. Today the residence has been thoughtfully restored with careful respect for its historic character. Wide kingboard plank floors, recessed windows set within thick stone walls, and generous ceiling heights on the upper levels remain hallmarks of the home's early construction. A Vermont wood-burning stove lends warmth and atmosphere, while the kitchen and bathrooms have been tastefully renovated to balance historic integrity with modern comfort. Across the interiors, curated furnishings create an atmosphere of privacy, calm, and understated elegance--an ideal setting for extended stays in the Hudson Valley countryside. The grounds reveal the property's most enchanting qualities. Rolling meadow, mature trees, and seasonal mountain views surround the residence, while a private in-ground pool, fire-pit gathering area, and open lawn invite long summer afternoons outdoors. A rare historic residence offering pastoral beauty, architectural heritage, and refined country living in the heart of the Hudson Valley. Monthly seasonal rental available 6/1/26.

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.

Phenomenal spacious contemporary. Freshly renovated with detail to light and open space. First floor bedroom with bath. Two living areas. Large eat-in kitchen. Spacious back deck and front porch. Upstairs has 4 more bedrooms. Primary suite has soaking tub. Beautiful pasture views in a sweet neighborhood on dead end street. Minutes from downtown Great Barrington. Close to all your favorite Berkshire attractions.

Wow! You must see to fully appreciate how special this home truly is. The construction quality is not only exceptional, but it is also new this year. The open floor plan log home features impactful vaulted ceilings, a spacious eat-in kitchen and pantry, a bright dining area, and an eye-catching Great Room with an effective wood burning stove. Four attractive bedrooms, 3 1/2 bathrooms, an office area, and a lower level game room all add to the enjoyment of this outstanding property. Like to ski? Fairly close to several ski areas. The rental period availability runs from December 15, 2025 to March 15, 2026.

$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.

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.

Set on 2.82 private acres in one of the Hudson Valley's most beautiful areas, 60 Briarwood Lane is a completely reimagined three-bedroom, two-bath ranch offering easy one-level living in an exceptionally peaceful setting. A beautiful approach winds through a quiet residential community where homes are generously set back from the road. Residents enjoy exclusive access to the association's private recreation area and lake. The approximately 1,680-square-foot home has been thoughtfully transformed with a warm, stylish and practical take on modern farmhouse living. The bright interior features newly refinished red oak hardwood floors and a spacious eat-in kitchen with new appliances, a large pantry, substantial custom hanging shelves and excellent storage. A handsome custom-built bookcase anchors the living room, while the newly created mudroom and first-floor laundry, complete with a new washer and dryer, add everyday practicality. Custom California Closets systems throughout provide exceptionally well-designed storage. The well-designed layout places the primary bedroom and private bath on one side of the home, with two additional bedrooms and a second full bath on the other. Both bathrooms have been newly renovated, continuing the home's fresh, cohesive feel. New front and rear decks extend the living space outdoors and overlook the tranquil grounds. A massive walkout lower level provides tremendous storage, workshop and recreational potential, along with a wood-burning stove and direct access to the grounds. The attached two-car garage features an expansive workbench area. Additional amenities and improvements include a whole-house ventilation system, a portable-generator hookup, sanitary piping replaced approximately five years ago and a water softener less than five years old. Private and quiet, yet convenient to the Village of Millerton, The Moviehouse, Oblong Books and all that Millerton has to offer, with the Wassaic train station also within easy reach.

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. RENTAL RATES Daily: $2,000/night Weekly: $10,000/week Monthly: $30,000/month Full Summer (Memorial Day through Labor Day): $75,000 Annual rentals: Rates available upon request. Rentals of 30 days or longer include weekly cleaning service. EQUESTRIAN FACILITIES A four-stall barn, four private turnout paddocks, and private outdoor riding arena are also available for rent. Dry and full board options are available. Equestrian rates available upon request.

Your weekend/weekday escape is waiting for you. Beautifully maintained log cabin on 3 acres surrounded by State Land. Large open living room with a stone fireplace, dining area, open kitchen, and wall of sliding doors leading to an extra-large deck perfect for summer entertaining and relaxing. Two bedrooms and a full bath on the first floor, primary bedroom and ensuite bath on the second floor with an office area overlooking the main level. The full unfinished basement provides excess storage space. This home offers complete privacy yet is perfectly situated between Cornwall, Sharon, Salisbury and Falls Village. Stay home and hike and explore from your front porch or visit the many beautiful town in the Northwest Corner! Available September to June.

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.

Stunning, very private, chateau style, 2 story seasonal rental in Olivebridge. It is inside the ''blue line''of Catskill State Park. Surrounded by over 22 acres this beautiful log home is perfect for anyone looking for a true getaway in the pines. Close proximity to the Ashokan Reservoir, skiing, hiking, wonderful restaurants and shopping. Fully furnished with gorgeous high ceilings, a wood burning fireplace and large kitchen will immediately make you feel welcome. The primary bedroom has an absolutely luxurious spa style bathroom. There are 3 additional bathrooms. The gourmet kitchen with high quality stainless appliances and black granite countertops has everything you could want to create all your favorite meals. Three lovely porches outside and timber beams inside grace the cathedral ceilings. Wood, limestone and slate floors throughout the home. The two car garage is so wonderful to have, especially when it snows and bringing in groceries. Please note all utilities are included and the rent is 9,500 monthly. The security deposit is 3500, the cleaning Fee is 500.00, and pet fee is 250. The home is fully furnished. The owners can accommodate varying schedules for the rental dates.

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!

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.

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.

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.

Experience the magic of quintessential New England village living in this quaint historic colonial home at 99 Old South Road, offered as a fully furnished rental in the heart of Litchfield's charming historic village. Available through the academic year on flexible lease terms, this delightful property provides an ideal turnkey residence for those relocating, renovating, or seeking a seasonal retreat. Beyond its classic historic character and comfortable turn-key interior, the true highlight is the home's premier location. Enjoy close proximity to the vibrant local scene-stroll to boutique shopping, fine dining, cozy cafes, and seasonal community events surrounding the iconic Litchfield Green. For nature enthusiasts, the property offers immediate access to the nearby White Memorial Conservation Center, featuring expansive forests, tranquil ponds, and miles of scenic trails for hiking, cross-country skiing, and outdoor recreation. The surrounding Litchfield Hills further enrich the lifestyle with local farm stands, vineyards, and scenic countryside routes. Combining historic elegance, walkable village convenience, and flexible terms through the academic year, 99 Old South Road presents a rare rental opportunity.

Well maintained ranch style home, nestled on a one acre level lot. Newly updated kitchen with stainless steel appliances. Separate pantry and mudroom. Hardwood flooring throughout. Central air conditioning and a full basement equipped with washer and dryer. One bay garage. Open breezeway with seating area leads to your private backyard oasis, featuring a dining area, fire pit and a charming gazebo with a propane heater for year-round enjoyment. Ideally situated near the scenic Rail Trail for outdoor enthusiasts, SUNY and downtown New Paltz. Available for a 1 year (or longer) lease.

Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this August 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 August 2025.