Hollowville NY Real Estate & Homes for Rent

Perched up on a nice hilly knoll, at the end of a long private driveway lies this cute cottage. Newly renovated with large open kitchen, high ceilings, large living area with sliders out to a nice sized deck for al fresco dining and relaxing. Two bedrooms off living area, laundry nook, and bathroom at the end of the hall. Everything is renovated and new making life easy! Basement for storage, surrounded by nature this house has 5 acres of wooded bliss for privacy and hiking potential. Tenant to have good credit and verifiable income.

EXQUISITE FALL-WINTER RENTAL: Embrace the autumn season in this magnificent fully renovated residence offering panoramic sunset vistas. The property features a 5100-square-foot main house complemented by a 750-square-foot private one-bedroom guest apartment. Elegantly furnished, this home provides ample space with six bedrooms, four full baths, and one half-bath. Designed for both living and entertaining, this extraordinary country home showcases a spacious eat-in kitchen equipped with high-end appliances, seamlessly flowing into the dining and living areas, all boasting breathtaking countryside views. A cozy TV room completes the main floor. The primary suite and two additional ensuite bedrooms are situated on the second floor, while three more bedrooms, a bath, and a library occupy the third floor, all easily accessible via an elevator. Outside, the grounds offer enchanting landscapes with expansive lawns and ample patio spaces perfect for outdoor gatherings. Minutes to Pine Plains

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.

***Available 5/24/2024 through 9/8/2024 $9,500.00 per Month*** Taconic Waterfront Carriage House. Step through the Living Room French doors to the terrace and gardens overlooking the Channel from Twin Lakes, or enjoy serene, landscaped rock vistas from any room in this turn-of-the-century Carriage House. Master Bedroom suite, plus two Bedrooms with Bath on the first floor; fourth Bedroom and Bath on the second floor. The elegant lofted-ceiling Living Room includes a fireplace, Steinway piano, built-in bookshelves, and a dining area. Also, enjoy the Gourmet kitchen; study or office; extensive walks and gardens; screened-in gazebo, and canoe for outdoor enjoyment. Paddle into the larger lake, or drive to nearby Lakeville Lake for supervised swimming. Minutes from Salisbury CT, Great Barrington MA, Millerton NY, and only 2hrs to NYC.

Furnished guesthouse for rent in The Catskills! Located in Saugerties, just 3 miles from the village, this charming studio awaits. Located on the grounds of a nearly 3 acre compound that enjoys mountain views, meandering meadows and access to the Plattekill Creek right on the property. Just two hours from NYC, relax and enjoy everything this region of the Hudson Valley has to offer. Ski at Hunter, Belleayre or Windham. Enjoy culture and fine dining in Woodstock, Saugerties, Phonecia and Kingston. Available now for 3-12 months. Please contact me for details. Pets on approval.

Catskills Rental - a fully furnished, beautifully renovated 3 bedroom, 3 bath farmhouse with mountain views and a large meandering meadow on the Plattekill Creek, just two hours from NYC in Saugerties. Relax and enjoy everything this region of the Hudson Valley has to offer. Ski at Hunter, Belleayre or Windham. Enjoy culture and fine dining in Woodstock, Saugerties, Phonecia and Kingston. Bring your friends and family and achieve your #upstategoals. Available February 1, 2024 for 3-12 months. Please contact me for details. Pets on approval.

West Saugerties 2 BR apartment in scenic location close to NYS Thruway, Village of Saugerties, Woodstock & Hudson Valley Hiking Trails

This is your peaceful Hudson Valley retreat. Charming Picardy Farm, located on 10 quiet acres in the bucolic Shekomoko Valley is ready for immediate experiences and exploration. The sophisticated, fully furnished barn conversion includes 3 bedrooms, a stunning Great Room with dining, cathedral beamed ceiling, eat- in country kitchen, charming windowed porch and more. You enter the property off a country road on to a mature tree lined driveway with pastoral farm views. The property is a spacious oasis with well maintained landscaping and lawns for unwinding, playing and relaxing; including raised bed gardens and outdoor shower. There is optional use of a Yoga Barn; a restored schoolhouse adjacent to a seasonal stream. Simply serene. Back inside, there are restored wide-board and hard wood floors throughout. New screened, all-weather windows with shades anchor the renovation. The inviting bedrooms are all tastefully appointed and comfortable. The Great Room is a grand escape to the country with an open living/dining plan. All appliances including washer/dryer are up to date in addition to a remote control heating and security system. Also included is the use of a custom gym with self guided mirror trainer program. Yoga teacher, Personal Chef and Physical Therapy also upon request. The location is ideal and convenient to towns of Pine Plains, Millbrook, Rhinebeck, Millerton, Sharon CT. and more where shopping and dining are minutes away. Experience Catamount Ski Area, Mashomack Polo Fields, numerous hiking and nature options, Troutbeck, Culinary Institute of America, and more. Picardy Farm is just two hours from New York City and also accessible via Metro North and Amtrak. Your Hudson Valley homestead awaits!

Hudson Valley experiences await you with this bucolic setting at Picardy Farm. Once the home of one of the finest jazz musicians, composer, bandleader, actor and author, Artie Shaw, the 19th Century Greek Revival property includes The Garden House now available for lease. This 3 bedroom, 2.5 bath home is FULLY FURNISHED and ready for you to realign with nature and all that upstate New York has to offer. Entering the house from the rear of the property, the windowed, heated Foyer/Mudroom provides excellent storage. This leads into the 'Tavern Room', an open Living/Dining experience with wide board flooring and beamed ceilings. The fireplace is located on a wall of windows enabling wonderful light. The cozy kitchen includes a charming wall pantry and new appliances. There is a renovated bathroom with duel walk-in shower, clawfoot tub and a large laundry room on this level also. An office/den with more storage includes direct exterior access. Another bathroom and bedroom with exterior access are also here before we venture upstairs. There you will find the primary bedroom with vaulted ceiling, another bedroom and linen closet. Recessed lighting, security and thermostat control, mature landscaping, the use of a Yoga studio and gym are just a start to what you will find here. Located in serene Shekomeko Valley, nearby to the dining and shopping towns of Millbrook, Pine Plains Rhinebeck, Millerton and more. This is just two hours from New York City. Your peaceful Hudson Valley retreat is ready when you are.

Fabulous 2 bedroom guest home on a 14 acre country estate located in the peaceful Shekomeko Valley with a pond and pastoral views. Enjoy an open kitchen, dining, and living area with a wood stove and sliding doors that lead out to your stone patio with stunning views. The home has a separate driveway from the main estate house and plenty of privacy. A Pet is allowed with the owners approval. The home is unfurnished, if furnishing is required the rental rate will be higher. The home is available September 1, 2024. Tenant pays heat, electric, internet, garbage and snow removal.

Hudson Valley private hillside retreat with south western mountain views. Located in the desirable Shekomeko Valley this fully furnished country oasis home is on over 30 bucolic acres. Set well off the beautiful country road, the driveway leads to this renovated private haven. Gorgeous vistas of countryside farms and mountains, the landscaping allows for relaxing exploration and exercise through walking paths, pastoral fields and glorious natural vegetation. Exterior wide decking provide additional vantage points for the spectacular surroundings. Entering the house you will see thoughtful stylish design bathed in bright natural light. There are wide-board pine and hardwood maple floors. The Great Room includes vaulted and beamed ceiling living and dining spaces, featuring a wood-burning fireplace. The galley kitchen is open and cheerful with up to date appliances. Glass door with wooden screen door takes you out to one of the decks from here. All bathrooms are fully renovated with accent lighting. Also on this level is the Primary bedroom which includes a wonderful wall of windows and cathedral beamed ceiling. A loft up top brings an additional bedroom with vaulted ceiling. The lower entry level provides new charming screen door, the foyer and additional bedroom with glass slider and another full size bathroom. An exercise room and one car garage is also accessed here. Also included is the use of a custom gym nearby with self guided mirror trainer program. Yoga teacher, Personal Chef and Physical Therapy also upon request. Nearby towns of Pine Plains, Millbrook, Rhinebeck, Millerton and Sharon CT. all provide excellent dining and shopping. This is all just two hours from New York. Train service provided by Metro North or Amtrak. Experience the Hudson Valley!

Nestled amidst 23 acres of lush woodland, this contemporary 2-bedroom home offers a serene retreat for the summer season, available from Memorial Day to Labor Day. The privacy of the location invites you to meander through the woods to discover a modern haven, complete with a convenient carport. Inside, the residence boasts wood flooring throughout and plush carpeting in the primary bedroom, ensuring comfort and style. The primary bathroom is a highlight, featuring elegant tile work and a large soaking tub perfect for unwinding. Outside, the property extends an invitation to relax on the patio or the expansive deck, both offering tranquil views of the verdant backyard. This idyllic escape is conveniently situated just 15 minutes from the charming village of Millerton and the Wassaic Train Station, blending accessibility with the peace of country living. Rental Memorial Day to Labor Day. Available for Fall, School and Year round rental

Newly Renovated In-town Apartment - Everything is Brand New!! 2 bedroom, 1 full bathroom 725 square foot apartment on .22 acres. Located on a quiet side road in the town of Millerton with the Harlem Valley Rail Trail across the street. Stainless steel appliances with butcher block countertops and an open floor plan to the dining area and living room. Spacious bedrooms with closets on the second floor. The convenience of a washer and dryer. Private outside area perfect for a grill and table. Common flat grass area shared among three units. Parking on the street and/or one spot included in the parking lot across the street. Hot water and heat are electric. Approved pets are allowed with an additional deposit.

Spectacular Views from New Renovation - Available 5/1/2024 - 4/30/2025 - $4500 per month plus utilities. A long driveway approach brings you to this beautifully renovated home with gorgeous distant southern views. Features include a new Kitchen with soapstone counters, Pantry, large Living Room/Dining Room with propane fireplace and vaulted ceiling, 3-Bedrooms and 2 Full Baths, and 2 front Porches facing the view. Single-floor living in a fabulous location just a short hop to the Village of Millerton, NY, the Wassaic Train Station, and Lakeville and Sharon, CT. Be sure to see this outstanding rental!

Spectacular Views From New Renovation - A long driveway approach brings you to this beautifully renovated home with gorgeous distant southern views. Features include a new Kitchen with soapstone counters, Pantry, large Living Room/Dining Room with propane fireplace and vaulted ceiling, 3 bedrooms and 2 Full Baths, and 2 front Porches facing the view. Single-floor living in a fabulous location just a short hop to the Village of Millerton, NY, the Wassaic Train Station, and Lakeville and Sharon, CT. Be sure to see this outstanding rental!

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.

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.

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!

Cape style home is available for yearly rental. Front screened in porch, living room, dining room, kitchen w/large pantry, laundry and bathroom on first floor, two bedrooms on the second floor. Whole house generator. Beautiful hardwood floors throughout most of the home, ceramic tile in kitchen, bathroom, back porch and vinyl in laundry room. New kitchen appliances to be installed. One garage space available. Located 5 mins from the Village of Rhinebeck. Mowing and snowplowing included. Tenant responsible for utilities and snow shoveling of walkways. No pets and no smoking. New split units for heat and AC. Recently remodeled bathroom and kitchen. One garage space for tenant. No use of the fireplace in living room. Tenant to pay their representative.

Prepare to be captivated by the mesmerizing melody of the Webutuck Creek as it serenades you from your own private back pea gravel patio. Set upon an expansive 4-plus-acre parcel, encompassing two lots, this Millerton gem promises an unparalleled embrace of untouched nature on both sides of the tranquil creek. Welcome to the epitome of rustic charm, (epitomized by) this timeless barn-style abode also boasts(ing) a detached 2-car garage. Step inside and be enchanted by the inviting open floor plan, where a majestic original wood-burning fireplace commands attention, setting the stage for convivial gatherings or intimate fireside retreats. Channel your inner chef in the sumptuous kitchen adorned with marbled quartz countertops, pristine white cabinets, and luxurious brass accents, all complemented by top-of-the-line stainless steel appliances. Gaze out onto the lush surroundings through expansive windows while the warm wood floors beckon you to unwind in style. Upstairs, discover two generously proportioned guest bedrooms bathed in natural light, alongside a bright full guest bathroom. But hold onto your awe because the pi ce de r sistance awaits - the master ensuite, a haven boasting unobstructed vistas of the Webutuck Creek and verdant grasslands beyond. Experience year-round comfort with dedicated Mitsubishi heat pumps keeping you cozy in winter and cool in summer, while an installed universal EV charger in the garage ensures modern convenience. Additional delights include the option for an outdoor shower hookup perfect for rinsing off after a refreshing dip in the creek. Convenience meets tranquility with a large utility/laundry room on the first floor catering to all your country house storage needs. Revel in the abundance of closet space and (revel) in a home where every detail exudes excellence and freshness. Step outside to embark on endless strolls or epic bike rides along the coveted Bronx Railtrail, conveniently accessible just beyond your doorstep. And when it's time for a leisurely morning coffee or a delightful lunch, Millerton's charming main street beckons with its array of restaurants, shops, and upstate events. 'Just a short nature walk away.' Why dream of vacations when you can call this idyllic haven home? Don't miss your chance to own a slice of paradise. This is more than a home - it's an invitation to live the life you've always imagined.

Your summer getaway awaits at Cedar Heights Farmhouse - a lovingly maintained 1830s farmhouse, located on a quiet country road, just 5 minutes from the Village of Rhinebeck. You will find a home that features modern amenities, all the while preserving its old world charm. The interior features 4 bedrooms, 3.5 bathrooms, 2 home offices, a spacious living room, and an open concept kitchen and dining room. For indoor/outdoor living, simply open the French doors in the kitchen and flow out to the landscaped bluestone patio. This outdoor area is perfect for spending time throughout the day - morning coffee, zoom call, afternoon nap, evening meal, and more. Cedar Heights Farmhouse sits on 8 park-like acres, consisting of rolling green fields, gardens, and woods to explore. Adults and kids alike will have ample space to run and play - choose from basketball, table tennis, or use the large grassy spaces for any sport you desire. Then share a meal outside, sit around the fire pit, and soak in the hot tub under the stars on those late summer nights. And for those rainy summer days spent indoors you will find books to read, games to play, and movies to watch. This home is 5 minutes from Rhinebeck's shops and restaurants, as well as the Village pool, tennis and pickle ball courts, and library. It is also 5 minutes from the Rhinebeck Aerodrome and the Dutchess County Fair Grounds, and 10 minutes to the Rhinecliff Train Station.

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

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.

Lakeville Annual Furnished Rental - Annual, furnished rental, available June 5, 2024: Privately located in Lakeville, Connecticut. This 4-bedroom, 2.5-Bath home offers space for everyone. Well-maintained and updates throughout - enjoy an open Living, Dining, Kitchen area that opens to the expansive back deck surrounded by gardens. A Primary Suite with private Sitting Room/Office, newly renovated Master Bath and walk-in closet is situated off its own hall with doors to the backyard and deck. 3 Additional Bedrooms and a full bath are off the front hall. A light-filled Family Room and Mudroom entry with Half Bath complement the New England lifestyle. Enjoy a year-round outdoor recreation from this spacious country home with expansive outdoor space for entertaining. Nearby attractions: Hotchkiss School, Salisbury School, Berkshire School, Lakeville Lake, Ski Butternut, Catamount, Appalachian Trail, Housatonic River, village of Millerton NY, Hudson Valley NY, Berkshires MA, Twin Lakes

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.