Luxury houses for rent Hillsdale, United States

Available for rent:1) Dec 4 Monday 2023 to Jan 4 Thursday 2024 (32 days) 2) Mar 18 Monday to May 2 Thursday 2024 (45 days) 3) July 29 Monday to Sep 5 Thursday 2024 (38 days, incl. of Labor Day) Immaculate, well furnished waterfront vacation rental at Long Lake. Primary bedroom suite is on the first floor with attached den. Open floor plan with cathedral ceiling and water view. Dreamy screened porch and court yard. Two bedrooms and full bath up stairs. Sleeps 8 - 10. Close to Catamount and all that the Berkshires and Columbia County have to offer. Absolutely sublime and carefree. Pool, tennis, beach, walking trails. 30 min to both Amtrak and Metro North.

This elegant single-family home sits on a tree-lined street in highly desirable Ancram, just minutes from Taconic State Parkway, downtown Hudson, and the Hudson Amtrak Station. Upon entrance, you are warmly greeted by brand-new wooden floors, fresh paint, and a bright and open floor plan seamlessly connecting the kitchen to the living room and leading to the inviting, sunny back deck. Meticulous attention to detail is presented in the kitchen with new countertops, customized backsplash, freshly finished cabinets, and brand-name appliances. You'll find two large bedrooms with a full bathroom for each. The backyard is full of trees, and a back patio provides plentiful space for grilling and relaxing. Available for seasonal renting as well!

The perfect Berkshire country retreat for large gatherings awaits you. Bring your friends to enjoy this stunning home and property on 18+ acres perched atop the Berkshire hills with panoramic views. This generous and tasteful home offers endless spaces to relax and entertain. Lounge on the expansive deck with gorgeous views all around. Take a swim in your own pond overlooking the valley below. Enjoy lunch in the screened porch, or catch up on your reading in the sunroom. Warm up near the fire place in the extraordinary great room. Prepare feasts of your choice in the enormous well stocked kitchen. And when it's time to retire for the evening, everyone will have a place to stay as this gracious home sleeps 12 comfortably. When you feel like venturing beyond this wonderfully private oasis, Great Barrington is just minutes away along with all of the best of the Berkshires. Available June and July 2024

Dutch Guesthouse available for a year rental in Ghent. Treat yourself to an agrarian upstate lifestyle nestled in rolling farmland with outstanding views of the entire Catskill escarpment from every vantage point. The amenities are boundless with full access to an original Dutch tenon beam barn for entertaining on summer evenings and an elevated knoll with jaw dropping surroundings for a spring picnic. Swim in a gorgeous pond in August and September and sunshine on its banks among wildflowers or warm your toes by the fireplace after a snowy hike uphill with a cut cord readily provided. This Hudson Valley home is perfect for all four seasons in the country with the Hawthorne Valley Farmstore providing fresh produce nearby . The interiors are an Instagram darling and the furnishings provide for a peaceful, private and productive attitude. An open floor plan, vaulted ceilings and pretty french windows allow for sunshine basking the entire space. The historic granary has been renovated into an artist/writing studio with 3 floors of creative space overlooking 200 acres of private land, all accessible for your stay. The two bedroom one bathroom home is fully furnished and complete with washer and dryer access next door. Schnackenberg is a very desirable rural road in the heart of Columbia County and easily accessible to both Kinderhook and Hudson enjoying close proximity to the Berry Farm, Catamount ski slopes and all the great farm to table restaurants in between. Available May 1 for a year lease. Pets on approval with deposit.

If you want the charm of an 1810 New England farmhouse with all the comforts and conveniences of 2024, this is the house for you! Set on a hilltop overlooking 15 private acres, with the Green River (known for trout fishing) running through the property. This charming four-bedroom house overlooks a 20x40 foot pool, beautifully nestled in complete privacy with lovely views of the surroundings. Each of the four large bedrooms in this air-conditioned house has its own ensuite bathroom. There is also a powder room in the common area and another full bath in the finished basement. Three of the bedrooms have queen-sized beds, while the fourth has two single beds (which can be converted to a king). There are two twin beds in the basement, which also has a sitting area with a large-screen TV and a ping pong table. For people on a working vacation, one of the bedrooms has an office nook and another has a desk, and fiber optic internet service distributes a strong Wi-Fi signal throughout the house. One of the two ground-floor bedrooms has French doors that open onto a private porch with beautiful views. A formal dining room, living room, den, and large kitchen round out the ground floor, and there are two laundry rooms, one on each floor. The fully equipped kitchen has almost new appliances, a table that seats 6, and a center island with 3 bar stools. The kitchen opens onto a lovely screened-in porch a wonderful place to read a book, have a drink, or enjoy a meal with friends. A gas grill outside is a few steps away, making it easy to barbecue dinner. The house is 6 miles from Great Barrington and 6 miles from Guido's, likely the best supermarket you'll ever go to. Tanglewood, Shakespeare & Co., The Mount (Edith Wharton's house), and Jacob's Pillow are all within easy reach. Beautiful flower and vegetable gardens surround the house. The pool has a lovely flagstone patio with a large seating area and a built-in firepit. The price includes weekly housekeeping service, scheduled at your convenience. Available August 1, 2024 through Labor Day, September 2, 2024

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.

Located in Sheffield in the heart of the Southern Berkshires near lots of great hiking, a mulitude of excellent restaurants, Guidos and the Co-op. Open plan living. Sparkling clean and bright. Comfortable furniture and furnishings. Three bedrooms, 2.5 baths. Gardens, patio for grilling and lounging. King bed in primary bedroom, two full beds in other bedrooms. Central A/C. No Smoking. No pets. Detailed fact sheet available on request. Located between Butternut and Catamount for skiing. Available for the Month of February 2022 $6000 a month.

Nestled three miles from the heart of downtown Great Barrington, this contemporary oasis offers a designer details and breathtaking 360-degree views. A wood burning stove invites warmth and comfort, beamed ceilings, designer lighting, and wide plank wood floors add a touch of elegance. Chefs kitchen and soaking tub beckon for indulgence, while the main floor primary bedroom with a wraparound deck offers a private retreat. A second primary bedroom on the second floor provides additional luxury. Step into the spacious gym on the lower level and feel your worries melt away as you gaze out at the beautiful views from every window. Serenity surrounds you as you wander through this private haven, close to Lake Mansfield. Available June, July and August of 2024

Spend your summer in this amazingly elegant home perched in natures wonderland minutes from the center of picturesque Salisbury. No expense was spared in this carefully curated home of design enthusiasts dreams. This homes light and airy nature is welcoming and comfortable. The large floor to ceiling windows provide amazing light and give you the sense that you are residing in a tree house. Plenty of rooms for guests: three bedrooms with King beds (one of them can be converted to two twins), as well as a portable crib. The house features 3 full bathrooms, one on each floor. The chefs kitchen featuring a gas range will make entertaining a breeze. Host your guests at the large dining table, outside on the wrap around deck or on the expansive lawn. Roast marshmallows in the evenings at the firepit. The lower level provides an additional entertaining space that could be used as a playroom, media room or additional guest quarters (with a pull out bed). As a summer resident of Salisbury, you have access to Lakeville Lake including swimming, basketball, playground. Spend your days exploring nearby Great Barrington, Sharon, Salisbury, and Millerton. Head to Tanglewood on the weekends for unbelievable live performances or to nearby Sharon Playhouse for local theatre. All utilities included. Tenant is responsible only for liability insurance, lake pass & credit check. Available: 6/28-9/3 ($15k per 4 weeks)

On a quiet, dead-end street, 14 Tanners Lane is a cozy and comfortable home boasting 4 bedrooms and 3 full baths. Beautiful hardwood floors throughout, exposed brick, a decorative fireplace, and gorgeous, renovated kitchen and baths, complete the perfect space for quiet evenings with a book or cooking a feast for friends. Offered for rent unfurnished, Tanners Lane is only minutes from downtown Hudson, with its award-winning restaurants, art galleries, and famous vintage shops. The Amtrak station is right around the corner. The primary suite has its own floor and has vaulted ceilings and tons of light. There are 2 bedrooms on the first floor and the roomy finished basement has a bedroom and a full bath. No property is complete without a backyard to roam, and Tanners Lane doesn’t disappoint. Time to enjoy the City of Hudson at your own private getaway.

Beyond the stone pillars of the entry awaits a custom designed lake front home on 9 stunning acres. View the gently sloping property with the lake through the trees, the meticulously cared for perennial gardens, stone patios and grape vine pergola from the expansive covered veranda. Amble around the completely private grounds and venture down the winding path to your own lake front perch on beautiful non-recreational Long pond. This home offers two dwellings: a main floor primary bedroom with ensuite bath, 3 bedrooms upstairs with 2 full baths and a lower-level with a private entrace, complete kitchen facilites, living room and three more bedrooms and a bath. This is the perfect rental for a large group offering plenty of space and privacy for everyone. The rooms are all generous in scale with comfortable bedrooms and large gathering areas, all tastefully designed and decorated. Totally quiet home, no street noise and surrounded on both sides by protected forests of hundreds of acres. Downtown Great Barrington and surrounding towns are a short drive away.

A unique opportunity to rent one of the Hudson Valley’s most poetic and iconic homes; The Peary Homestead, featured in Veranda and Private Gardens of the Hudson Valley, is now available from Labor Day through Memorial Day. Newly renovated in 2020 by renowned architect Chip Bohl and Designer Louise Copeland, this fully furnished Gothic Style home in Germantown, NY was built in 1823 by the sea captain Robert Peary. A chic blend of Hudson Valley contemporary style and traditional art and antiques, the home rests on the high point of Northern Boulevard with views of the Hudson River. The Peary Homestead has hosted a litany of notable figures in residence including a naturalist, a famous business executive and the lead horticulturalist of The New York Botanical Gardens. The exterior features extensive and cultivated English style country gardens including parterre and espalier perennial gardens and a 270-foot greenhouse with fenced in cutting and vegetable kitchen gardens. The in ground pool incorporates 2 lotus water gardens and can stay open through September. Inside, the 4028 square foot main house features 4 bedrooms and 3.5 baths. A fully screened exterior porch with seating and dining furniture provides outdoor space well-into the autumn, and just inside the open floor plan chef’s kitchen with an eating area provides phenomenal space for cooking and entertaining. In addition, the first level boasts a pantry, mudroom, formal dining-room, living room, office, half bath and sunroom overlooking the gardens. Extremely cozy in winter, this home has 3 fireplaces scattered throughout the lower level. Upstairs, the primary bedroom includes a gas fireplace, en-suite bath, and 2 walk-in dressing room closets. Additionally, 2 more bedrooms, a full bath, and guest suite with bath complete this level. An additional playroom is available for children. A two-bedroom one bath guest house above the 2-car garage offers ample room for guests or staff. All electrical, plumbing and infrastructure is fully functional and was replaced during the renovation. Minutes from the Taconic Parkway, hop into Germantown for coffee at Otto’s Market or dinner at Gaskins. 15 minutes from Hudson’s cultural and culinary mecca, 10 minutes to Tivoli, Bard and and 20 minutes to Rhinebeck, The Peary Homestead is exceptionally located to indulge in all the Hudson Valley’s rich natural and cultural resources.

Enjoy this Lakeville retreat perched on top of a private road for the academic year. This home is sophisticated, yet comfortable. No expense was spared in the recent renovation. The new kitchen features all new appliances including a five burner Bertazzoni gas range. The kitchen features both a breakfast nook and dining table so multiple entertaining options. Off the kitchen is a laundry room and powder room featuring chic Cole & Sons wallpaper. A convenient floor plan the living room is located off the kitchen and is is flooded with sunlight. Head upstairs to four bedrooms, two full baths, and an office. The primary offers an en suite bathroom with both a soaking tub and separate shower, and a smart mirror featuring time and temperature. The lawn is level great for entertaining or a game of catch. Off the front door is a deck where you can relax and read a book at your own private oasis. Out back features another expansive deck great for entertaining. Minutes from Lakeville, Salisbury, Millerton. Close to shops, schools, Sharon Playhouse, Lime Rock and skiing. Rate is based on academic year rental.

Lovely bungalow for rent 1.5 miles from Ski Butternut during winter season approximately December 24 - March 31 (flexible on dates). This one level living Bungalow style home has an open living, dining and kitchen area. The main bedroom suite has a king size bed and there are two guest bedrooms - one furnished with a queen sized bed and the other with a twin bed. All bedrooms have shades. There is a one car attached garage and a space for an additional car in the driveway. Laundry is in the basement. Utilities are capped (mini splits, baseboard heat and oil). Internet is extra. This home is located between downtown Great Barrington and Butternut Ski Resort. No pets! Please inquire for other rental dates.

Spend any season in the Berkshires! This 4 bedroom vintage home overflows with light and charm, featuring huge windows and well-proportioned rooms. Built in 1750 as a colonial tavern, the house features an expansive stone hearth and original 18th century features throughout, including 4 stone fireplaces, wide plank floors, original doors and built-ins, period hardware, and exposed beams. Enter into a sunny eat-in kitchen / dining room, with French doors that open on to a terraced yard facing Mt. Washington. Ancient stairs lead to 2 large bedrooms and one single, complete with a recently renovated bathroom and library nook. Downstairs also features a living room, bedroom, bathroom, laundry-room and pantry with original boards. A large attic studio completes the house, which can be used as a playroom, bedroom, or artist space. Fully furnished with chic custom and mid-century furniture, paired with textiles, art, and antiques collected from around the world. Bosch appliances, Le Creuset + All Clad cookware. The yard boasts several mature trees, including a fruiting apple tree. Located on a quiet cul de sac of stately homes. 10m to downtown Great Barrington, 15m to Salisbury CT, and convenient to all the attractions of the Berkshires and Hudson Valley. Summer Rate Available June 1st: $6,500 a month

Freshly renovated one bedroom apartment in a quiet neighborhood in Sheffield. This apartment is furnished with tasteful and attractive decor. Near hiking and fishing plus walking and biking roads. Outdoor space to enjoy. Room for off street parking. Good cell service. Summer rental rate $2,650 per month. $1,975 plus Utilities Long Term. Available August 15th. Please contact listing agent for more details. Available at a lower rate after Labor Day.

Spend a season in Salisbury CT in this completely renovated 3 bedroom/3.5 bath home. Available for up to four months (minimum of three) between September 2024 - June 2025. This turn-key home -- flooded with light, tastefully furnished, and surrounded by nature - does not have a bad angle. The property has a large side porch, over-looking Pettee Brook which provides a serene setting to relax in the freshest of air. Spend your time exploring the Litchfield Hills surrounded by inspiring art and classic touches. The floorplan, while open and airy, also gives everyone space to be independent in the home, and enjoy the privacy of en-suite bathrooms. Close to skiing - Butternut, Mohawk, Catamount. Close to IMS, Salisbury School, Hotchkiss, Berkshire. Spend the fall surrounded by the changing colors of New England. Come in the winter for ice skating, skiing, and holiday festivals. Or the spring, when the northwest corner comes alive with the yellows of forsythia and green rolling meadows. The hardest part will be choosing which season to stay.

SUMMER RENTAL AVAILABLE JULY 1st-August 31st . Are dreaming of a rental in the country with a pool? This meticulously maintained Salisbury charmer is what you've been waiting for. Bring nothing but your friends, family and laptop. Work from this private country location, yet moments from the center of town. With highspeed internet, and a private office space you can easily work from home, and step out on your lunch to enjoy all of the hiking trails just minutes away. Spend the summer swimming in spectacular Twin Lakes, and family friendly, Lakeville Lake. Fully furnished 4 Bedroom 2.5 bathroom, plenty of room for family and friends. Tastefully renovated with high-end everything including, internet, cable, appliances, full house Sonos speakers. All bedrooms have their own television for ultimate privacy and downtime away from it all. Ensuite primary bedroom is secluded on it's own floor. Three additional bedrooms share a large bathroom on the second floor. Come work and play this summer from the seclusion and serenity of the country setting. Available July 1st-Aug 31st . Close to: hiking, lakes, arts & cultural events.

This meticulously maintained Salisbury charmer is what you've been waiting for in a rental home. Move right in for the academic year. Available September- June. When you can chose to work from anywhere, why not work from this private country location, yet moments from the center of town. With highspeed internet, and a private office space you can easily work from home, and step out on your lunch to enjoy all of the hiking trails just minutes away. Fully furnished 4 Bedroom 2.5 bathroom, plenty of room for family and friends. Tastefully renovated with high-end everything including, internet, cable, appliances, full house Sonos speakers. All bedrooms have their own television for ultimate privacy and downtime away from it all. Ensuite primary bedroom is secluded on it's own floor. Three additional bedrooms share a large bathroom on the second floor. Close to: hiking, lakes, arts & cultural events, Berkshire School, Salisbury School, IMS, Hotchkiss

Welcome to the summer Lake House of your dreams! Available from Memorial Day to Labor Day, entire term $65K. July $25K, August $25K or 4 weeks for $25K. Overlooking the picturesque Washining Lake, affectionately known as the larger of the two Twin Lakes. This home boasts 4 bedrooms, 3.5 baths and a one-of-a-kind view. Entering the home, you will step into an open concept kitchen and dining area, attached to a cozy sunroom. On the other side of a large, stone fireplace, are large leather couches backed up against a jaw-dropping view of the lake. Down a short hallway off the kitchen is a laundry room, and small den area. Also on the main living area is a master suite with access to the large deck and a full master bath. Up the stunning, live edge staircase to the second floor are 3 more bedrooms, one of which is a second primary with ensuite bath. Outside, a wraparound deck provides the perfect place to soak up the summer and enjoy the breeze off the lake. A large yard surrounding the home dips down to the water with ample lake access. Enjoy your private dock with water toys. Take in the serenity of the lake from the new deck and new deck furniture. Looking for more summer fun? Rent a boat for a day on the lake at O'Hara's Landing Marina located less than 1 mile away. Enjoy a summer concert on the lawn at Tanglewood, go shopping in Great Barrington, grab a bite to eat at one of the many restaurants in Salisbury.