Hillsdale NY Real Estate & Homes for Rent

A special retreat for the Summer Season....10 Doe Hill Road cottage and the surrounding woods are magical to say the least. Come retreat in the picturesque mountains with a mature forest of trees surrounding the cottage. Listen to the year round stream just steps away from the back door. Stand in nature's presence and you're likely to feel the enchanting energy, enjoy the meandering creek and watch your stress float away. Quaint private retreat in the woods, 2 bedrooms downstairs and 2nd floor large loft area with balcony. Open floor plan, all hand-hewn wood floors, beautiful unique dining table made from one of the trees on the property, sit and enjoy fresh goods & treats from the Hillsdale Farmers Market...There's an undeniable energy on this land, treat yourself and/or someone special to you...you deserve it.15k for the whole Seasonal Rental available June, July & August, let the hustle and busyness of adult life take you away to the forest for sometime this Summer.

Off to the Lake!! Whether you are looking for fun in the sun or skiing at nearby resorts, you'll have the best of them both with this year-round vacation rental! Fully furnished so all you need to do is bring the fun to fill the space and start the memories you'll enjoy for a lifetime! Completely updated and ready for you, this cottage is set perfectly just 1 block off the water with year-round vistas of the Copake Lake and even a shared dock for your use to include swimming, kayaking or fishing. Have a boat? Contact the local marina for the purchase of a slip rental. All of these activites will be great in the summertime months; enjoy the fall activities of apple picking and leaf peeping in the County; then, the wintertime means skiing as close as Catamount Mountain just moments away, or your pick of at least 4 other mountains within an hour's drive. Open floor plan layout means everyone is in on the fun, including a kitchen that opens to the Living room, dining room and family room area too. A center island in the kitchen is perfect for quick meals on the go, while more relaxing dining can be done at the dining table. The living room is cozied up with a gas heat stove that adds ambiance and warmth, and the hardwood floors and ceramic tile in the kitchen and baths adds to the cottage's charm. There are two bedrooms, the primary and one that offers bunk beds, vaulted ceilings, a 3/4 bath and there is even stack laundry facilities for convenience. Relax on the front deck and watch the water's activities, roast marshmallows over the firepit, and you can even tuck the car under the carport. Come enjoy Columbia County year-round from this sweet and exciting cottage! Rental application required, credit score and proof of ability to pay for those applicable, references and security will all be required. Okay to bring the small pup too, rental price for the pet is $100 more a month; no cats and no smokers please. https://walkthruphoto.info/Public/16-Longley-Dr-11-3-22/

River Road, set amongst the rolling hills of picturesque Hillsdale you'll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you'll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

Welcome to your story book Hudson Valley rental. The 1830's original home is brimming with functional updates and unique modern design. Stone lined gardens run along the property, highlighting amenities such as a swimming pond, sauna, outdoor shower, patio fire pit, tree-house, private trails, and a free standing artist/writers studio. The 4 bed, 3 bath home maintains its charm with original beams, hardwood floors, and stone masonry. Improvements throughout; renovated bathrooms, top of the line appliances, slate countertops, wine cellar, playroom with loft, and mudroom. Additions include a 900 sqft family room- floor to ceiling windows, sliding glass doors, radiant heat, hand made tiles, pizza oven and fireplace, and custom sound system. Trails from the home lead into the Rheinstrom Audubon nature preserve with 100's of acres of land for enjoyment. The Hamlet of Hillsdale is a 20 minute bike ride on the Rail Trail, also accessed from the property. Available May 25.

Enjoy July and August relaxing or working remotely in a spectacular setting on a private lake in a striking, light filled, four bedroom modern house designed by noted architect, Joel Turkel. Experience inspiring lake views from the double height living room with floor to ceiling windows. The dramatic open space with a well equipped chef's kitchen & dining area opens to a magnificent deck overlooking the water for dining, relaxing or enjoying the sunset. A first floor full bath & a convenient guest bedroom with lake views. Upstairs, a spacious primary suite with a wall of windows, a spa bath with views from the luxurious soaking tub & shower, walk in closet & private outdoor deck overlooking the lake. The other side of the house on the second floor provides many options for guests or offices with another full bath & two additional bedrooms, one with wonderful views of the lake. A convenient pantry & laundry off the kitchen. A fully equipped gym, full bath & a large finished space on lower level for movies, play or work space. Start or end the day with a swim from the private dock or kayak or fish with boats & rods provided. A firepit & grill for outdoor entertaining & finish the summer day with an outdoor shower. 5 minutes to Copake golf course & farm to table restaurant. 10 minutes to Hillsdale restaurants & grocery. Only 15 min to Berkshire summer theatre, dance & Tanglewood. 20 min to Hudson shops, restaurants, galleries & Amtrak. Easy drive to Metro North station. Only 2 hrs to NYC.