Looking for the perfect escape from the hustle and bustle of daily life? Whether you’re planning a family retreat, a friends’ weekend getaway, or a mix of both, a vacation rental home in Highland, New York offers everything you need to relax, reconnect, and recharge.

Unmatched Scenic Beauty

Highland is nestled in the Hudson Valley, surrounded by stunning mountain views, lush forests, and the majestic Hudson River. Staying in a vacation rental gives you a front-row seat to some of nature’s best work perfect for morning coffee on the deck, sunset photos, or stargazing around a cozy fire pit.

Home-Like Comfort with a Luxurious Twist

Unlike hotels, vacation rental homes provide all the space and privacy you need. With multiple bedrooms, fully equipped kitchens, living rooms, and often outdoor spaces, everyone can spread out and feel at home. Many homes also include modern perks like fast Wi-Fi, smart TVs, and even pet-friendly accommodations.

Perfect for All Seasons

Whether it’s summer hikes, fall foliage, spring river adventures, or winter retreats, Highland offers year-round activities. Take a stroll across the famous Walkway Over the Hudson, explore local wineries, visit nearby farms, or go kayaking along the river. No matter the season, there’s something for everyone.

Ideal for Group Bonding

Planning a trip with family or friends? A vacation rental makes group travel easy and enjoyable. Share meals, play games, watch movies, or gather around the fire pit all without leaving your private space. It’s the perfect setting for quality time and shared memories.

Close to Nature, Yet Convenient

Highland gives you the feeling of being off the grid, but with everything you need just a short drive away. Nearby towns like New Paltz, Poughkeepsie, and Kingston offer great dining, shopping, and entertainment. You’re never too far from civilization, even when you’re surrounded by peaceful nature.

Budget-Friendly for Groups

When you divide the cost of a vacation rental among a group, it often ends up being more affordable than booking multiple hotel rooms. Plus, having your own kitchen saves money on meals and snacks.

Ready to Plan Your Next Escape?

If you’re searching for a destination that blends natural beauty, comfort, and a sense of togetherness, a vacation rental home in Highland, NY checks all the boxes. Whether it’s a weekend or a full week, your stay here will be filled with relaxation, adventure, and unforgettable memories.

Book your Highland getaway today—your perfect group vacation is waiting.

Planning to attend a wedding at one of the stunning venues in the Hudson Valley? Whether you’re celebrating love at Liberty View Farm, Indian Ridge, Bad Seed Cider, Mohonk Mountain House, or Red Maple Vineyard, you’ll need a cozy, convenient, and memorable place to stay and The Cherry House in Highland NY is just that.