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The Lookout

Massive 4,000 sq foot chalet on more than seven acres. Only 90 minutes from NYC, with incredible mountain views and stunning sunsets. Floor-to-ceiling stone fireplace, outdoor firepit, 8 person hot tub, and gas grill for use. Private hiking trail on property. Close proximity to all of Hudson Valley's best golf courses, breweries, wineries, hiking trails, parks, and ski resorts. Easy drive to historic Beacon, Cold Spring, Rhinebeck, Pawling, and New Paltz, and only minutes away from Metro North.

The Gatehouse at Raspberry Ridge

Quiet, private house for a country get-away. Renovated 2 bedroom, 1 bath home can sleep up to 2 couples. Gated and fenced yard offers privacy and security for children or dogs. Enjoy a spacious deck and sunken fire pit for outdoor dining or lounging. Bedrooms and living space upstairs are bright, airy with cozy wood stove for cool evenings. Kitchen is well-stocked; has a dishwasher. Laundry facilities downstairs; entertainment room with large screen TV and pull out couch. WiFi available.

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Waterfront, Dock, Sunsets and Kayaks!

Laurel Banks Waterfront Amenities: 4 bedrooms, 2 full baths, fiber internet, 3 Smart TVs, central AC, Sony turntable, Stainless appliances, washer/dryer, fireplace, outdoor seating, propane grill, fire pit, and sturdy outdoor dining table with oversized umbrella. Direct lake access, private dock with 2 kayaks, life vests, water noodles and floats. Lake Buel is great for swimming, boating, sunsets, and all winter sports: ice fishing, snowshoeing, etc. Pets are welcome with pet fee. No Smoking.

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Cute Bell Tent at Upper Shire in Hudson Valley, NY

A 13-ft diameter White Duck Bell Tent on a custom-built tent platform in a Pine Grove next to a shady pond. We've included a campfire ring with a grill, solar-powered string lights, Adirondack chairs, and campfire blankets. Our Bell tent is outfitted with a small Jackery power station, one queen-sized air mattress, and a sleeping cot with a Japanese futon. Hillsdale, NY has a brewery, cidery, the longest Zipline in North America and so much great hiking nearby. Hudson is 22 minutes away.

Nature Lover's Mountaintop Retreat

Privacy Peace. Quiet. Tranquility. Nature. High Speed Internet. Large TV. A 50 mile sunset view of the Hudson Valley. A peaceful RETREAT atop Silver Mountain in hundreds of wooded acres of Nature. Leaves are starting to turn in October. Snow comes in December! Wildlife, raccoons, wild turkeys, possum, deer, chipmunks, squirrels, and many other animals. Private entrance, kitchen, bath & outdoor grill on a large grassy yard. Pets OK. Extra Fee of $65 per pet pet stay

Lockwood Lodge Mountaintop

Welcome to our slice of paradise in the Hudson Valley! Enjoy a secluded hilltop home with beautiful mountain and valley views, surrounded by 18 acres of woods. The open floor plan is perfect for cooking or relaxing in front of the fire, and enjoy grilling and the pool when the weather is right. The location is minutes from Hillsdale, and a 15-20 minute drive from Hudson and Great Barrington, with amazing restaurants and activities for every season.