Holiday rentals with a patio in Sleepy Hollow Lake, Greene County, New York

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Escape to Falls Road – a private mid-century country home nestled on the edge of 20 acres of preserved woodlands. Our home has been thoughtfully updated, featuring an array of resort quality amenities as well as a wood-burning fireplace, soaking tub, outdoor shower, projector & a 4ft deep cedar hot tub to unwind in. The yard includes a stock tank plunge pool, deck, grill, and fire pit. Located just over 2 hours from NYC/Boston and only 8 miles from Hudson center. Minutes to hiking, golf, & more!

Peaceful and Private, Hot Tub, Pool, 3 Full Baths

Grand entertaining space with large deck located in the town of Valatie. This spacious A frame home has vaulted ceilings, an open concept living room and kitchen space, and lofted lounging area that overlooks the living space with a beautiful l pellet stove. A hot tub and firepit outside for you to enjoy. There is a private above ground pool for the summer . A fully finished walkout basement with TV and full bath. This home is the perfect retreat for you and your guests to escape and unwind.

Boutique Apt 1-BR in Historic Chatham Landmark

Enjoy a boutique style one-bedroom unit with 5 star reviews & the convenience of a charming, full-service restaurant just one flight down. The space is located in the historic 'Chatham House', once a resort for artists & tourists of the Catskill Mountains. While the space and ease of a cozy tavern just downstairs may incur some lazy, the quaint Main St. of Chatham just steps away will have you venturing out to explore the shopping, Pubs and even a movie. A quick 20 min drive to Hudson Amtrak.

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Stunning 1BR Apartment 1 Block from Warren

Outdoor space and a gorgeous huge apartment, completely private. One block from Warren, and steps from Hudson's newest and best: Return Brewing, Lil' Debs and Cafe Mutton. High ceilings, approximately 1500 s.f., gourmet kitchen with Blue Star Range, baby grand piano. Loaded with amenities, and most importantly, a huge garden and wrap around porch for your use with an outdoor eating and sitting space. Including a day bed porch swing for reading and naps. Come and enjoy Hudson!

Hot Tub Bliss 5mi to Kingston on 3 acres

Relax under the stars in your own 24/7 hot tub! Lounge on the 20’ long covered porch. Rest up with a great night’s sleep on our ultra comfy queen bed and queen sofa bed. 5 minutes away you can hike the Rail Trail. You have access to a grill, outdoor table, fire pit, large peaceful yard and surrounding woods. Discover Kingston, Woodstock, New Paltz, Catskill, and Mohonk (see Guidebook) | Grill | 55” TV | Fast Wi-Fi | Pets | Large Yard | Fire pit | Outdoor Dining | Free Parking

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.

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. Ready to escape the ordinary? Book your stay today.

Perfect home for a getaway from NYC

Bring the whole family to this great place with lots of room, a huge backyard with private dog park and a golf green for fun. Only 2+ hours from NYC. Explore the Catskills, Hudson, Hunter, and Windham mountains for outdoor activities. The location is perfect for hiking all seasons with beautiful foliage in the fall. Spring/summer you can enjoy the community’s swimming pools, more hiking, antiquing, and local farms & vineyards.