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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.

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

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.

Cozy and private with Mountain View’s

Just a short six-minute ride from the center of Hudson, you'll find a quiet retreat featuring tiny house style living with gorgeous mountain views from the inside out. The unit includes one full bath, one bedroom with a queen sized memory foam mattress . Cozy open layout with kitchen and dining area including a sofa bed. Full kitchen is equipped to make meals, or enjoy the countryside cooking on the grill. Take advantage of the views from a private fenced in patio with propane fire pit.

Eco Cottage in the Woods

The cottage is light and airy, surrounded by forest. You may see birds and deer from the bedroom or living room. The queen bed is divided from the living room by a bookcase wall. There is a sofa bed in the living room which faces a patio overlooking the woods. We have a 16x36 unheated gunite pool, professionally maintained. The cottage works well for a couple or a couple with children. 2 night minimum required. Pets welcome. Pet owners passing through may stay 1 night.

Private hot tub + Modern Cottage

Welcome to our fully furnished cottage located just five miles outside of Hudson, NY. Enjoy a private hot tub, outdoor fire pit and porch seating! This charming retreat is the perfect getaway for couples or small families, especially those looking for a peaceful location to work from home (WFH)! Prominently positioned in one of Hudson Valley's most idyllic areas, this newly-renovated cottage boasts a modern, open concept design, sophisticated finishes, and fire pit!

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.

Twin Lakes Designer A-frame Stone Cottage

*Twin Lakes Cottage* Stunningly restored 1930s a-frame stone cottage located on a private lake in West Mountain State Forest with a new deck, patio, soaring high skylights, and 21’ tall wood-burning fireplace. Resting on a hillside with 180 degree views of two lakes, this breathtaking retreat is a one-of-a-kind experience. Surrounded by mature oaks, ferns, and the soothing songs of birds, this remarkable home offers unmatched tranquility.