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Sullivan County Vacation Rentals

Explore Red Cottage’s collection of Sullivan County vacation rental homes, just a scenic drive from New York City and the greater tri-state area. With the rolling ridgelines of the Catskills, the legendary trout streams of the Beaverkill and Willowemoc, and a quietly thriving food and arts scene that surprises every first-time visitor, Sullivan County is a destination made for trading the noise of the city for something that actually restores you.

From fly fishing on world-class rivers and hiking above the treeline to farm-forward restaurants, independent breweries, and evenings around a fire pit with nowhere else to be, Sullivan County holds more than most people expect, and nearly always delivers more than they hoped for.

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Features & Amenities

What Guests Are Saying About Their Sullivan County Stay

    Discover Sullivan County

    Sullivan County packs a remarkable range into its quiet Catskill landscape. From the legendary trout rivers of the Beaverkill Valley to the Delaware River’s wide bends and the Bethel Woods concert grounds, it’s a place where the scenery changes with the seasons and there’s always a compelling reason to come back.ย 

      Sullivan County Through the Seasons

      No matter the season, Sullivan County has a different kind of getaway waiting and each one is worth the trip. Use the guide below to compare typical weather, crowds, and rates so you can plan the perfect visit, whether you’re after a winter ski escape, a summer river week, a fall foliage drive through the Catskills, or a quiet spring retreat before the season picks up.

      Month Weather Vibe Avg High / Low (ยฐF) Crowds Rates Best For
      Januaryโ„๏ธ Cold and snowy, prime ski season33 / 14Medium$$Holiday Mountain skiing and tubing, fireside evenings, cozy Catskill stays
      Februaryโ„๏ธ Coldest stretch, good snow conditions37 / 16Medium$$Best ski weekends, snowshoeing the Mongaup Valley, quiet river towns
      March๐ŸŒจ๏ธ Late winter, snow softening47 / 25Low to Medium$$Last ski days, early trail walks, uncrowded Livingston Manor weekends
      April๐ŸŒง๏ธ Cool spring, rivers running high60 / 36Low$Trout season opening weekend, Neversink Gorge hikes, peaceful getaways
      May๐ŸŒธ Mild and green, everything waking up71 / 46Low to Medium$$Fly fishing the Beaver Kill, wildflower trails, long lunches in Callicoon
      June๐ŸŒค๏ธ Warm early summer, ideal conditions79 / 55High$$$Best all-around weather, Delaware River floats, Bethel Woods concerts begin
      Julyโ˜€๏ธ Hot and peak summer83 / 59Very High$$$$River days on the Delaware, kayaking the Bashakill, farm stand season in full swing
      Augustโ˜€๏ธ Warm and sunny, full summer energy82 / 58Very High$$$$Lake Superior State Park swims, paddling, outdoor dining and late sunsets
      September๐Ÿ Pleasant with cooler nights74 / 50High$$$Perfect hiking temps, early foliage, best balance of energy and ease
      October๐Ÿ Crisp and peak foliage62 / 39Very High$$$$Catskill color drives, Neversink Gorge hikes, apple orchards and harvest festivals
      November๐ŸŒง๏ธ Cool, quiet, off season settling in50 / 31Low$Slow weekends, best availability, calm trails and uncrowded towns
      Decemberโ„๏ธ Cold with early snowfall38 / 20Medium$$Holiday markets in Narrowsburg, first ski days at Holiday Mountain, fireside stays

      Frequently Asked Questions

      Do any Sullivan County vacation rentals have a pool?

      Yes. Several of our Sullivan County homes include private outdoor pools, making them a popular pick for summer stays and group getaways. If a pool is a priority, filter by amenity when browsing or reach out to our team and we’ll point you straight to the right properties. Homes with pools tend to book up quickly in summer, so it’s always worth reserving early.

      Are your Sullivan County rentals pet friendly?

      Several of our properties welcome well-behaved pets, and Sullivan County is genuinely one of the best places to bring a dog. Miles of trails, open fields, and river access make it easy to tire out even the most energetic companions. Pet-friendly homes are noted in each listing. If you’re traveling with a pet, just check the listing details or contact us to confirm before booking.

      What is there to do in Sullivan County for entertainment?

      More than most people expect. Bethel Woods Center for the Arts hosts major outdoor concerts on the original Woodstock grounds all summer long. The Catskill Fly Fishing Center, local farm tours, river outfitters, and a growing calendar of gallery openings and food events keep the county lively year-round. In winter, Holiday Mountain adds skiing and tubing to the mix. A full guide to local entertainment is included in every guest welcome binder.

      What is Sullivan County like in the Catskills?

      Sullivan County occupies the southwestern edge of the Catskill region, and it offers a quieter, less trafficked version of the Catskills experience than neighboring Ulster County. The landscape is defined by river valleys, forested ridgelines, working farms, and small towns that have developed genuine character without losing their rural feel. It’s the part of the Catskills that rewards guests who want something real over something polished.

      What is there to do in Sullivan County at Christmas?

      The holiday season in Sullivan County is a genuinely lovely time to visit. Local towns put on festive markets and tree-lighting events, and the county’s farm stands and artisan shops make for excellent Christmas gift shopping. Holiday Mountain opens for skiing and tubing typically in December, and the quiet of a snow-covered Catskill landscape around the holidays is the kind of thing that becomes a family tradition after the first year.