Escape the City: Most Popular Towns in the Hudson Valley & Catskills for Vacation Rentals and Airbnbs

At Alluvion Vacations, we’ve seen where travelers are clicking, booking, and raving—and we’re dishing out the top towns that keep popping up on everyone’s wishlist. These hotspots combine nature, culture, and an irresistible dose of small-town magic that make them the top destinations for weekend getaways, romantic retreats, and group gatherings.

1. Woodstock, NY

Yes, that Woodstock. A timeless icon of peace, love, and mountain vibes, Woodstock, NY is now a premier destination for stylish cabins, artsy retreats, and rustic-chic Airbnbs tucked among the pines. With top-rated restaurants, live music, and hiking trails right outside your door, this town is a magnet for creatives and city-dwellers looking to recharge.

2. Hudson, NY

Known for its antiques, galleries, and Brooklyn-meets-barn aesthetic, Hudson, NY tops the charts for luxury vacation rentals and Instagram-worthy stays. The Amtrak connection makes it easy to reach, and the walkable downtown packs a punch with vintage shops, natural wine bars, and award-winning farm-to-table fare.

3. New Paltz, NY

For outdoor lovers with a taste for indie vibes, New Paltz, NY blends Mohonk Mountain House grandeur with funky college-town energy. Airbnb guests flock here for hiking in the Shawangunk Ridge, wine tasting, and soaking in that low-key cool of upstate living.

4. Saugerties, NY

A riverfront village with a rising star status, Saugerties, NY has quietly become a top pick for family-friendly rentals, cozy cottages, and group-friendly Airbnbs. Between the Saugerties Lighthouse, antique stores, and Horses in the Sun shows, there’s something for everyone—yes, even your picky in-laws.

5. Beacon, NY

A quick Metro-North ride from NYC, Beacon, NY has transformed into a hip, art-forward haven where modern vacation rentals mix with historic charm. DIA:Beacon, cute cafés, and mountain trails bring in weekenders who want culture with their craft coffee.

6. Phoenicia, NY

Looking for Catskills mountain magic without the touristy buzz? Phoenicia, NY is your cozy hideaway, beloved for its fishing, tubing on Esopus Creek, and woodsy cabins that practically beg for board games and marshmallow roasts.

7. Kingston, NY

The original capital of New York State is having a moment. Kingston, NY has become a go-to for Hudson Valley Airbnb rentals thanks to its historic architecture, buzzing waterfront, and blend of old-world charm with new-school cool. Plus, it’s a foodie’s dream.

8. Catskill, NY

Just across the river from Hudson, Catskill, NY is the underrated gem with a growing list of vacation rentals near nature trails, breweries, and waterfalls. It’s got that “I came for a weekend, stayed for the lifestyle” energy.

9. Accord, NY

Quiet, quaint, and packed with natural beauty, Accord, NY is quickly rising on the radar for couples and solo travelers craving a peaceful reset. This is the land of designer cabins, farm stays, and that coveted “off-the-grid but not too far” vibe.

10. Windham, NY

When ski season hits, Windham, NY turns into a snowy playground with ski-in/ski-out Airbnbs and mountain lodges perfect for group getaways. Even in summer, the town charms with golf courses, hiking trails, and fresh mountain air.

Why the Hudson Valley and Catskills Are Booming for Vacation Rentals

It’s not just the fresh air and scenic views—though, let’s be honest, those help. The rise in remote work, city burnout, and a growing appreciation for sustainable travel have made places like Woodstock, Hudson, and New Paltz the go-to destinations for everyone from digital nomads to nostalgic New Yorkers. With Airbnbs offering hot tubs, fire pits, private decks, and even tiny homes in the woods, there’s a stay for every type of traveler.

At Alluvion Vacations, we specialize in curating unique vacation rentals that celebrate the character of each town—whether you’re looking for a romantic weekend cabin, a luxury villa with a view, or a family-friendly farmhouse with space to roam.

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