Hillsdale NY Real Estate & Homes for Rent

Idyllic 3-Story Guest House with Views - This perfect contemporary cottage with gorgeous mountain views on a quiet and beautiful country road is now available to rent from August 2024 for $6000 and September 2024 for $5000. Enter the first floor to a sitting room that opens up to an en-suite bedroom with a washer and dryer and a screened porch. Enjoy the second-floor views with dramatic double-height ceilings in the living space that's open to a well-appointed kitchen. The second floor is completed by a full bath and porch that is perfect for sitting in the sun or dining outside. The 3rd-floor bedroom has a king-sized bed.

Nestled amidst the tranquility of nature, this private 3-bedroom, 1.5-bath home offers a serene escape on a sprawling 7.6 acres. Imagine waking up to the gentle sounds of nature, stepping onto your deck to overlook the scenic backyard and its centerpiece, a peaceful pond. Inside, the warmth of wood floors greets you on the main level, leading you to a cozy living room where the fireplace awaits to create memorable moments. Just a stone's throw away, the charming Village of Millerton invites you with its community spirit and local amenities, all within a brief 5-minute journey. This home is available for a school year rental from August 15, 2024, to June 30, 2025, offering a perfect blend of privacy, comfort, and convenience for those seeking a temporary haven during the academic year.

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.

Light-Filled In-Town Rental Home: Modern Comfort and Clean Lines - This rental home in Salisbury is filled with natural light and combines modern comfort across three floors. It features 4 bedrooms and 3.5 bathrooms. As you enter, you're welcomed by a covered front porch that invites you inside. The main floor offers an open-concept living area with beautiful wood floors. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, and custom cabinetry. It's perfect for hosting guests, with a dining area that comfortably seats 8 and opens to the great room, anchored by a stunning stone fireplace and a convenient half bathroom and laundry room. Upstairs, the master suite provides treetop views and a private en-suite bathroom. Additionally, there are three spacious bedrooms and two full bathrooms on this level. The walk-out lower level features a cozy den and a recreation room. A mudroom adjacent to the side driveway allows for direct access. The house also includes central air conditioning and an outdoor patio with a grill area for added convenience. Situated across from the rail trail and just minutes away from the Appalachian Trail and local private schools, this rental home offers an ideal retreat in nature's playground. Please note that there is no garage available, and pets are not allowed.

Luxurious Salisbury Summer Retreat - $75,000/term: May 25, 2024 - Sept 3, 2024, or $30,000/month: June, July & August 2024 - Escape to the epitome of luxury and tranquility in the heart of Salisbury, Connecticut. This architecturally designed 9,000 sq. ft. home with pool, set high on a hill of rolling lawn, offers breathtaking views of the Housatonic River Valley and Taconic Mountain Range - the perfect backdrop for stunning sunrises and sunsets. Spread over four floors, this magnificent retreat boasts 7 bedrooms and 9 baths, providing ample space for family and friends. The well-appointed kitchen with generous eat-in space is ideal for preparing and savoring meals, while the adjoining covered porch invites you to dine al fresco amidst nature's splendor. The first floor features sun-drenched common areas with soaring ceilings, including a grand dining room, expansive living room with two fireplaces, a serene sunroom, and a cozy den/TV room - offering an abundance of space for relaxation and entertainment. The second-floor landing boasts an inviting common seating area with oversized windows, a sublime spot to unwind and appreciate the surrounding beauty. The luxurious Primary Bedroom Suite serves as a private oasis, complete with a sitting room, office, and two fireplaces. Additional bedrooms on the second and third floors ensure comfort and privacy for all guests.

AVAILABLE: July 1, 2024 - August 30, 2024 4-BR SALISBURY VILLAGE HOME - This newly renovated 4-Bedroom, 4-Bath home brings you to the heart of Salisbury for an ideal summer retreat. A renovated Kitchen, Living Room with Fireplace, Family Room, Dining Room, Sun Porch, and First Floor Bedroom with Bath complete this home's first floor. 3 Large Upper-Level Bedrooms, each with its own Bath, offer enough space for everyone! Pets are considered on a case-by-case basis. Enjoy in-town activities, the Salisbury Bike Path, Lakeville town Beach, Twin Lakes boating, and the quintessential charm of a summer home right in the village center. Short distance to White Hart Restaurant, Provision Cafe, Sweet Williams Bakery and Cafe, Labonne's Market, boutiques, Scoville Memorial Library, Lakeville Town Grove, Appalachian Trail hiking, Lion's Head hiking.

Salisbury Summer Rental with Pool - This private summer retreat with a heated pool and spa is ideally located on 4 park-like acres with stately trees and a level lawn at the end of a private lane for ultimate relaxation. This modern-feeling home offers open-concept spaces enhanced by high-end finishes, expansive windows, and extraordinary craftsmanship. Infused with natural light the airy gourmet kitchen joins the inviting living and dining rooms, both with wood-burning fireplaces, and invites you outdoors to a bluestone patio area and separate screened-in porch overlooking the pool area. The 1st-floor bedroom suite, office/study, and greeting room complete the first floor. The second floor has a fabulous primary suite and offers two abundantly spacious walk-in closets and a stunning primary bathroom with radiant heated floors. In addition, there are two additional bedrooms with a shared bath and a generous laundry room. Located within minutes of the villages of Salisbury, Lakeville, and Millerton. Enjoy summer 2024 in the Litchfield Hills!

Looking for privacy and quiet? This adorable chalet has that and so much more. Totally renovated and updated, outside is tranquil country, inside is stylish and serene. The kitchen is to die for and overlooks part of the almost 17 acres of nature, which includes a pond. Partially fenced in, so no deer, but room for your dog. The open floor plan includes living room with fireplace, dining area and kitchen with gas range, wine cooler, lots of counter space plus spacious bar with stools. Delightful screened-in porch for al fresco dining and deck with barbeque grill. Fully furnished, and ready for you to come, relax and enjoy. Close to Red Hook and Rhinebeck, 5 minutes to the Taconic State Parkway. Utilities deducted from security deposit at the end of lease. Seasonal.

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.

Dream Setting with over 1500 Feet overlooking the Roeliff Jansen Trout Stream. This Eclectic Converted Barn has 3 to 4 Bedroom, 2 Baths, Open Kitchen Dining Concept with slider to deck, Large Living Room, Hardwood Floors and Exposed Beams throughout. Private Juliette Balcony off Main Bedroom enables you to fall asleep to the sounds of rushing water. Abundant with nature. Recently updated with good taste and style. Furnished or Unfurnished. Pine Plains SD. Very rare find!,ExteriorFeatures:Landscaped,Outside Lighting,AboveGrade:1800,FOUNDATION:Stone,FLOORING:Wood,Tile,OTHER ROOMS:Laundry/Util. Room,ROOF:Metal,EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,OwnerPays:Taxes,Fire Insurance,InteriorFeatures:French Doors,Sliding Glass Doors, Beamed Ceilings Furnished price $4,000 per month

JULY RENTAL WITH DAZZLING VIEWS - $18,000/month: June 30 - July 30, 2024 - This 4-Bedroom, 4-Bath light-filled home will immerse you in the heart of Litchfield County this summer. Conveniently located to the villages of Lakeville and Salisbury, yet the benefit of beautiful countryside views and privacy. A back deck is ideally suited for indoor-outdoor living. Nearby Amenities include: Lakeville Lake; Millerton, NY; Twin Lakes; Catamount Aerial Park; Appalachian Train Hiking; Sharon Audubon

Come home to your lake front apartment !! Beautiful, unobstructed, year- round views of Twin Island Lake directly in front of the house. This 3- bedroom apartment with 2 full baths was fully renovated in 2022. All Updated Kitchen. New lighting fixtures throughout. Kitchen has new quartz stone counter tops, new dishwasher and microwave, nice stove & refrigerator. Bathrooms both have new fixtures and new ceramic tile. Situated up a hill with a great view of the beautiful Twin Lakes - some lake rights included. The fishing is excellent! Landlord pays heat, hot water, snow removal, lawn mowing & trash collection. Also includes hook up for washer/dryer, off street parking and circular driveway. Beautiful Stissing Lake Town Park within walking distance boasts a recently renovated swimming beach, picnic area with pavilion, bathrooms, showers, ball fields, boat launch and many other summer activities including a summer camp for children. The quant village offers many amenities including a cultural center where you can enjoy a concert or a play. Dine at the historic Stissing House, Champetre (French cuisine) or several other eateries - breakfast, lunch or dinner. You can hike the Thompson Pond Nature Preserve or up Stissing Mountain to the fire tower for a breathtaking view. Travel & Leisure named Pine Plains one of 12 best small towns in NY to live in 2023. Only 94 miles to NY City - less than 15 miles to Millerton, Rhinebeck, Red Hook, Stanfordville and Ancram. Make your appointment today! Good credit and good references a must! No smoking, No pets, No Exceptions!

Come home to the Lake !! Newly renovated 1 Bedroom Apartment. Also has a Den/Office. All new Kitchen & Bath. Includes new dishwasher, new state-of-the-art gas range, ne refrigerator & microwave. All new bathroom fixtures and tiled floor. Situated up a hill with a great view of the beautiful Twin Island Lake - some lake rights included. The fishing is excellent! Landlord pays heat, hot water, snow removal, lawn mowing & trash collection. Also includes hook up for washer/dryer, off street parking and circular driveway. Beautiful Stissing Lake Town Park within walking distance boasts a recently renovated swimming beach, picnic area with pavilion, bathrooms, showers, ball fields, boat launch and many other summer activities including a summer camp for children. The quant village offers many amenities including a cultural center where you can enjoy a concert or a play. Dine at the historic Stissing House, Champetre (French cuisine) or several other eateries - breakfast, lunch or dinner. You can hike the Thompson Pond Nature Preserve or up Stissing Mountain to the fire tower for a breathtaking view. Travel & Leisure named Pine Plains one of 12 best small towns in NY to live in 2023. Only 94 miles to NY City - less than 15 miles to Millerton, Rhinebeck, Red Hook, Stanfordville and Ancram. Make your appointment today! Good credit and good references a must! No smoking, No pets, No Exceptions!

5-BR Salisbury Village Home - Available: $8000/month for June & $12,500/month of July - This newly renovated 5-bedroom, 3.5-Bath home brings you to the heart of Salisbury for an ideal country retreat. A gorgeous Chef's Kitchen sits at the heart of the home, joining the Dining Room that opens to the Screened Porch and fenced yard. A Living Room with a Fireplace, Library, and spacious Mudroom entry complete the first floor of this home. The second floor features the Master Suite, two additional bedrooms that share a Hall Bath, and a Laundry that is filled with sunlight. The Third Floor boasts two additional bedrooms and a full bath with a clawfoot soaking tub. Enjoy in-town activities, the Salisbury Bike Path, Lakeville town Beach, Twin Lakes boating, and the quintessential charm of a summer home right in the village center. Short distance to White Hart Restaurant, Provision Cafe, Sweet Williams Bakery and Cafe, Labonne's Market, boutiques, Scoville Memorial Library, Lakeville Town Grove, Appalachian Trail hiking, Lion's Head hiking Also Nearby: Millerton, NY; Great Barrington, MA; Sharon, CT.

5-BR Salisbury Village Home - This newly renovated 5-Bedroom, 3.5-Bath home brings you to the heart of Salisbury for an ideal country retreat. A gorgeous Chef's Kitchen sits at the heart of the home, joining the Dining Room that opens to the Screened Porch and fenced yard. A Living Room with a Fireplace, Library, and spacious Mudroom entry complete the first floor of this home. The second floor features the Master Suite, two additional bedrooms that share a Hall Bath, and Laundry that is filled with sunlight. The Third Floor boasts two additional bedrooms and a full bath with a clawfoot soaking tub. Enjoy in-town activities, the Salisbury Bike Path, Lakeville town Beach, Twin Lakes boating, and the quintessential the charm of a summer home right in the village center. Short distance to White Hart Restaurant, Provision Cafe, Sweet Williams Bakery and Cafe, Labonne's Market, boutiques, Scoville Memorial Library, Lakeville Town Grove, Appalachian Trail hiking, Lion's Head hiking Also Nearby: Millerton, NY; Great Barrington, MA; Sharon, CT.

Utterly charming country home on a lovely road only minutes from the villages of Lakeville, CT and Millerton, NY. This home is filled with character, sleeps 8 and offers central air conditioning. A large lawn, patio, gazebo and sunset views complete the package. Utilities included except trash removal, tv is streaming. Tenant pays a one time cleaning fee of $600. Available for August only 8/1/24 -9/3/24.

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 inground 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 floorplan 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 art and culinary mecca, 10 minutes to Tivoli, Bard and and 20 minutes to Rhinebeck Village, The Peary Homestead is exceptionally located to indulge in all the Hudson Valley's rich natural and cultural resources. (Short term available; minimum 1 month.),EQUIPMENT:Carbon Monoxide Detector,Smoke Detectors,Water Filter,ROOF:Metal,Wood Shingles,Cooling:Zoned,OTHERROOMS:Formal Dining Room,Office/Computer Room,Laundry/Util. Room,Rec/Play Room,FLOORING:Wood,Tile,Ceramic Tile,FOUNDATION:Stone,ExteriorFeatures:Landscaped,RentalTerm:9 MONTH LEASE,AboveGrade:4028,InteriorFeatures:All Window Treatments,French Doors,Beamed Ceilings,Walk-In Closets,Gas Stove Connection,Heating:Zoned

June $8k; July $8,500; August $8,500. Annually $5,900/month. Well Located 5 Bedroom/2.5 Bath Colonial. Fresh & Clean & Ready! Totally Private & Quiet Near Villages of Salisbury & Lakeville. Great Eat-In Kitchen Tricked Out with Appliances. Main floor Guest Bed or Den. Generous Living Room with Fireplace & TV. Multi-Zone Efficient Central AC. Main Floor Cozy Den or Office with TV. Primary Bedroom with Full Bath. Lovely Screened Porch & Stone Terrace Overlook the Private Grounds. 2-Car Attached Garage. Easy Access to Area Hiking, Lakes & Summer Fun

Annual Furnished Rental: $5,900/month. Well Located 5 Bedroom/2.5 Bath Colonial. Fresh & Clean & Ready! Totally Private & Quiet Near Villages of Salisbury & Lakeville. Proximate to Hotchkiss; Salisbury, Indian Mountain & other Area Schools. Great Eat-In Kitchen Tricked Out with Appliances. Main floor Guest Bed or Den. Generous Living Room with Fireplace & TV. Multi-Zone Efficient Central AC. Main Floor Cozy Den or Office with TV. Primary Bedroom with Full Bath. Lovely Screened Porch & Stone Terrace Overlook the Private Grounds. 2-Car Attached Garage. Easy Access to Area Hiking, Lakes & All Season Fun

Recently renovated bright and open 3 bedroom, 2 full bath home. New Appliances with washer and dryer with plenty of space for a home office, den or study. This rental home is within close proximity to Falls Village and North Canaan. Surrounding towns Salisbury, Cornwall and Sharon are within minutes along with the Massachusetts and New York boarders. NO PETS and NO SMOKING Rental Application must be approved by Management company prior to any viewings.

Newly renovated one level gem tucked away, down a long driveway off a country road only 5 min from the Taconic. Walk into the eat in kitchen with breakfast bar and new appliances. Large dining area, washer dryer in hall, newly renovated bathroom with tub. One bedroom at the end of this hall. Two large bedrooms, and one patio area off the back. Large living room with wood burning fire place. Sunroom off the front makes this a super relaxing home! Nice large back yard with stone patio and outdoor fire place. Private and perfectly serene this is a fabulous homestead! 2 car garage with loads of storage. Tenant pays their own oil heat, electric, and internet. Pets okay. Landlord pays lawn and snow. Half month broker fee applies.

Stunning Summer Rental - Discover your dream summer getaway on one of Salisbury's most coveted streets. This magnificent rental boasts four inviting bedrooms and three well-appointed bathrooms, providing ample space for family and friends to unwind in style. The heart of the home is the welcoming family room, complete with a charming wood-burning fireplace that sets the stage for cozy evenings. Step outside and be enchanted by the meticulously landscaped level yard, offering a private oasis for relaxation and entertainment. The crown jewel of this property is the pristine in-ground gunite pool, surrounded by a thoughtfully designed dining and entertaining area. Whether you're soaking up the sun, hosting a lively gathering, or simply savoring a quiet moment, this backyard haven is the perfect setting for unforgettable summer memories. Don't miss your chance to experience the epitome of summer luxury in this extraordinary Salisbury rental. Book now and prepare to fall in love with your new favorite retreat.

LAKEVILLE VILLAGE RENTAL - Available: July 2024 - Located in the village of Salisbury within walking distance to restaurants, galleries, and Lakeville Lake is this well-designed fun summer village rental. New Chef's Kitchen with marble island, separate Dining, and Living Rooms, and additional Study with wood-burning fireplace on the first floor. Four Bedrooms including the Master Suite are on the second level and a modern loft is on the upper level. Great, fun house to enjoy and within minutes to Hotchkiss, Indian Mountain, and Salisbury Schools.

Winter Furnished Rental - Available: Nov. 1, 2024 - April 30, 2025 - This beautifully restored antique is on a sweet side street in Lakeville, CT. Features include 3 lovely Bedrooms, 2 full baths, a Living Room with a gas fireplace, a Library, a marble-countered Kitchen, central air-conditioning, and a lovely Terrace and lawn to the Brook, which runs along the back of the property. The Bike Path entrance, just down the street, connects with the shops, library, and restaurants in the village area of Salisbury and with the Town ballfield and tennis courts - and then, it is only a short way to Lakeville Lake. Also, close to Millerton, NY, and the Wassaic Train Station with Metro-North to Grand Central.

Recently built private Litchfield county retreat. Imagine spending your summer in this beautiful home with stunning hillside distant views. Enjoy watching the sunset with family and friends on this gorgeous wrap around deck. As you enter the home the first thing you notice is the sunshine flooding the entire open concept main level. The living room provides lots of space for gathering with two full size sofas. Friends and family can gather at the large dining table which is adjacent to the chef's kitchen. The kitchen provides new stainless steel appliances, and plenty of counter space for preparing meals. You will notice that almost every room in the house has a stunning view of the landscape that surrounds the house. This home features plenty of room to host guests. The primary suite is on the first level featuring a beautiful en suite bathroom. The ground level floor has two additional bedrooms with a shared living room as well as full bathroom. The upstairs level features a spacious office as well as an additional sunny bedroom and a large full bathroom. This home is nestled in a private location but is moments from both Lakeville and Millerton for shopping and restaurants. All utilities included. Tenant is responsible only for liability insurance, lake pass & credit check. Join us this summer in the Litchfield Hills and you can understand why people instantly fall in love with the quiet corner. AVAILABLE JULY $14/m & AUGUST (through 9/3) $15.5k/m ONLY.