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

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Top-rated patio rentals in Sleepy Hollow Lake, Greene County, New York

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Guest favorite

Home in Hudson

4.95 out of 5 average rating, 132 reviews

Hudson Retreat w/ Hot Tub, Fireplace + Fire Pit

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!

Guest favorite

Rental unit in Hudson

4.96 out of 5 average rating, 148 reviews

Luxury Warren St. Suite With Fire Pit

1% donated to the Hudson Community Free Fridge. Nestled between a natural wine shop and an art gallery, the luxurious Warren St. Suite welcomes you to live like a Hudson local. Situated directly on Warren Street, everything you must see while visiting Hudson are within walking distance (including the Amtrak station). The suite is equipped with all you need to feel right at home—a king Casper mattress, Brooklinen linens, Le Creuset cookware, local treats & more. Plus our backyard fire pit area!

Guest favorite

Home in Catskill

4.96 out of 5 average rating, 115 reviews

Cheerful Catskill Village Cottage

Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Guest favorite

Bungalow in Cairo

4.98 out of 5 average rating, 372 reviews

Riverfront w Bedside Fireplace- 20 min to Hudson

Modern Scandinavia-style riverfront bungalow on 8 acres. 20 min from Hudson. Sit on your porch for coffee/drinks/dinner filled w sounds & views of a rushing river; walk across the river into your own private swimming spot! Perfect for a nature retreat, hiking, swimming, fishing, skiing, the solo parent escape to recharge, work w mountain views or write that novel you have always wanted to finish. 2 hrs from the George Washington Bridge. Level 2 EV charger. Hate has no home here-all are welcome.

Guest favorite

Rental unit in Hudson

4.97 out of 5 average rating, 152 reviews

Studio Oasis nr Warren St w porch & yard

Oasis in midst of downtown Hudson, 2 blocks fr Warren St, short walk fr Amtrak, 1/2 block fr Empire State Trail. Spacious, sunny studio apartment w fenced in yard, park-like setting & private porch to relax, have a meal or watch the world go by. Inside this elegant 1850 home, you’ll find bedroom, living room and work areas, full kitchen w dining table, and a large bathroom w clawfoot tub and a walk in shower. Original architectural details have also been preserved with care. Come, and enjoy!

Guest favorite

Cabin in Tannersville

4.98 out of 5 average rating, 197 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Guest favorite

Tiny home in Catskill

4.93 out of 5 average rating, 192 reviews

Venster- 2 hours to NYC,Hudson Amtrak, Kaaterskill

Two hours from NYC, close to skiing (hunter mountain/ Windham, Kaaterskill falls, Woodstock, Hudson, Saugerties. Book us and make Hudson Getaways your base station for all kinds of adventures. Enjoy facilities of a bigger house in a tiny form factor. Heat/AC, Queen bed, Hot shower, Kitchenette, cooktop, Fridge, Towels, linens, soap, coffee etc. *Hudson Getaways is a small woman owned business. We offer discounts to our social media followers, to returning guests and during slow seasons.

Guest favorite

Cabin in Freehold

4.94 out of 5 average rating, 204 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

Guest favorite

Home in Hunter

4.99 out of 5 average rating, 106 reviews

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!

Guest favorite

Townhouse in Coxsackie

4.97 out of 5 average rating, 123 reviews

Industrial Mod river view 2BR 1BA, 5 min walk D/T

Enjoy a stylish experience at this centrally-located and newly-renovated 1900s brick industrial gem. With the Hudson River at arm’s length, you’ll be sure to enjoy a stunning view - morning, noon and night especially while relaxing on our beautiful deck. 5 minute walk to downtown Coxsackie with restaurants and cute shops. 7 minute walk to the The Wire and the James Newbury Hotel. You will also be a 3 minute walk to the park on the river.

Guest favorite

Rental unit in Hudson

4.96 out of 5 average rating, 119 reviews

Restored 19th century farm house apartment

Brought back from the original bnb boarding days of the 19th century is our 1 bedroom top floor apartment located on a peaceful country road 15 minutes from downtown Hudson or Red Hook. You can still see the original numbers of the old boarding house on the doors! The house is surrounded by 12 acres of fields and forest that we welcome you to explore. It’s a small homestead with animals, a geo dome greenhouse and garden. Hope you enjoy!

Home in Hudson

4.82 out of 5 average rating, 191 reviews

Bright, Airy Home in Hudson w/ TONS of Character!

Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.