Vacation rentals in Round Top

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Top-rated vacation rentals in Round Top

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Cottage in Round Top

A cozy place in the Catskill Mountains

Welcome to the Northern Catskills where you are surrounded by Earth's natural beauty. Our home is located on a quiet country road, but is just a quick car ride or walk to resorts for meals, drinks and entertainment. Mountain bike trails are located right out of the driveway. Hudson, Woodstock and Windham/Hunter Ski Mountains are all within a 30 minute drive. Pack your gear and go hiking, biking or skiing. This rental home is 1840 sq ft and sits on a 1 acre lot with 12 acres of backyard woods.

$300 per night

Cabin in Freehold

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.

$246 per night

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Chalet in Round Top

Contemporary Mountain Retreat / Northern Catskills

Come enjoy everything the Catskills has to offer in a cozy home right in the center of it all. You'll be surrounded by beautiful trails with waterfalls and mountain views with the option to ski in the winter. Explore nearby towns like Hudson, Woodstock or Catskill. Hang out at home listening to vinyls around the fireplace. Soak under the stars in the hot tub. Make a bonfire to roast some s'mores. This is great place for couples, families or friends to relax. IG: @roundtophouse

$495 per night

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