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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.

Lower Hudson Valley Idyllic Retreat

Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Enchanting Rustic Log Cabin in Heart of Catskills

This Hudson Valley rustic gem with its modern amenities provides a much-needed respite from city life. Located in the heart of the Catskills, a mere 1.5 hrs from NYC, it offers a chance to swim, hike, fish, hunt, play tennis, golf, visit farms, BBQ, watch hummingbirds, do yoga, pick strawberries & apples, go horseback riding, visit monuments, galleries, festivals & get away from it all! It's a true paradise for gourmet lovers with an incredible, fully stocked kitchen & farm-fresh foods nearby.

3Br Creekside Cottage on 130 acre forest w/ trails

Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

The Cottage on Maple Grove Farm

Escape to this charming historic cottage on the border of artsy Pound Ridge and bucolic Bedford, NY. Maple Grove Cottage features a light-filled kitchen with French doors, beamed living room with working stone fireplace, a cozy bedroom with full bath and attached front sitting room. Enjoy your morning coffee sitting on the small deck outside the kitchen which overlooks a newly planted vineyard, watch the sun set over the adjacent field. Half mile from 5000 acre Ward Pound Ridge Preserve.

Lake Side Tiny House

Reconnect with nature at this unforgettable escape. Sitting on a beautiful 5 acre property, tucked back in the woods along a beautiful lake. Come stay and unwind. Plenty to explore and just be. Lake access for swimming or with paddle board, canoe, or kayak. Just ask and can be assisted with. The whole property has been curated to be a playground. Full bathroom inside unit. Brand new Mini Split heat and AC unit. Works amazing Has most kitchen amenities besides an oven. Enjoy

Cheerful 2 Bedroom Home at Highland Lake

Welcome to the Uncorked Cottage, a fun and relaxing space for you and your family to retreat to. Comfort meets style in this updated home with a cozy remote gas fireplace, 55” smart TV and high speed WiFi. The kitchen is fully equipped cook up your favorite recipes. Located across the street from Highland lake and walking distance to Resha Beach. Just minutes from downtown where you’ll find restaurants and activities for all. Just a short drive to ski mountains.

Spacious Fam Retreat: Hot Tub, Fire Pit, BBQ

Escape to this family-friendly retreat! Cozy up by the fireplace or savor fresh air on the welcoming front porch. The large yard boasts a new hot tub, deck, BBQ, and fire pit—perfect for relaxing or entertaining. With a fully equipped kitchen, rec room, and laundry facilities, enjoy the comforts of home. This pet and kid-friendly haven is your perfect getaway for relaxation and fun. ✔ Spacious, Pet & Family-Friendly ✔ Hot Tub, Fire Pit, BBQ ✔ Wi-Fi, Large Yard

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.