Highland, New York Vacation Rentals

Nestled in the enchanting Hudson Valley, Highland, New York, is a hidden gem that promises an unforgettable retreat. Imagine waking up in a private home, a sanctuary all your own, where you can sip your morning coffee on a sun-drenched patio, your faithful pet at your side. Highland offers an array of such private homes, many of which are pet-friendly, ensuring that every member of your family feels welcome and relaxed. The crown jewel of Highland is undoubtedly the Walkway Over the Hudson State Historic Park, where the world's longest elevated pedestrian bridge offers awe-inspiring views of the river and the surrounding foliage—a spectacle that becomes a painter's palette of colors in the autumn. This is just the beginning of the outdoor splendor that awaits. For those who revel in the opulence of bygone eras, the nearby Franklin D. Roosevelt Presidential Library and Museum and the Vanderbilt Mansion National Historic Site stand as testaments to America's storied past, inviting you to step back in time and wander through the legacies of presidents and tycoons. The call of the outdoors is irresistible here, with the Hudson Valley Rail Trail providing miles of picturesque paths for cyclists and hikers alike. The Hudson River itself beckons adventurers to kayak its waters, offering a serene yet exhilarating experience. For the more daring, the craggy landscapes of Minnewaska State Park Preserve and Mohonk Preserve are a rock climber's paradise. Highland's charm extends to its waterfront, where homes with swimming pools are a delightful find, offering a private oasis after a day of exploration. Imagine lounging by your pool, the gentle sounds of the Hudson in the background, as you bask in the tranquility of your own secluded haven. The region's burgeoning food and wine scene is a feast for the senses. Highland's local wineries invite connoisseurs and novices alike to indulge in tastings, while the farmers market and farm-to-table eateries showcase the valley's rich bounty. The town's proximity to cultural hubs like New Paltz and Poughkeepsie means that the arts are never far away, with galleries, music, and theater enriching the local ambiance. Highland, New York, is more than just a destination; it's an experience that melds outdoor adventure, historical discovery, and cultural richness into one seamless tapestry. With the added luxury of a private, poolside retreat, your stay in Highland promises to be as rejuvenating as it is memorable.

Highland, New York, may not be the first place that comes to mind when you think of a cultural hub, but this charming town in the Hudson Valley offers a unique blend of arts, history, and local customs that will delight any cultural enthusiast. Begin your exploration at the Walkway Over the Hudson State Historic Park, where you can take in breathtaking views of the Hudson River and the surrounding valley. This linear park stands atop a former railroad bridge and is a testament to the area's industrial past, offering a unique perspective on the region's history. For those interested in the visual arts, the nearby town of New Paltz hosts several galleries, such as the Samuel Dorsky Museum of Art at SUNY New Paltz, which features exhibitions of contemporary and historical art with a focus on the Hudson Valley and the broader region. The museum's collection and special exhibitions provide a rich artistic experience. Live music can be found at local venues and seasonal festivals. The Falcon in nearby Marlboro is renowned for its intimate live performances, showcasing a variety of genres from jazz to blues, and rock to folk. The venue's commitment to the arts is evident in its gallery space, which features works by local artists. History buffs will appreciate Highland's proximity to historic sites such as the Franklin D. Roosevelt Presidential Library and Museum in Hyde Park, which offers a deep dive into the life and times of the 32nd President of the United States. The nearby Vanderbilt Mansion National Historic Site also provides a glimpse into the opulent lives of the Gilded Age elite. Local customs and traditions can be experienced at the many community events in Highland and the surrounding areas. Seasonal farmers' markets offer a taste of the local produce and artisanal goods, while the Hudson Valley's rich agricultural heritage is celebrated at events like the Hudson Valley Garlic Festival in Saugerties. For a more immersive experience, the nearby Mohonk Mountain House offers traditional music and dance programs, nature walks, and talks that reflect the cultural heritage of the Hudson Valley. This historic resort also provides a picturesque setting for enjoying the natural beauty of the region. While Highland may be a quieter destination, its proximity to a wealth of cultural activities in the Hudson Valley makes it an excellent base for travelers seeking a mix of arts, history, and local flavor. Whether you're strolling along the Hudson River, exploring nearby galleries, or enjoying live music, Highland offers a peaceful retreat with easy access to the rich cultural tapestry of the region.

Highland, New York, nestled in the heart of the Hudson Valley, offers a delightful array of activities that are sure to captivate children and provide a memorable family experience. Begin your adventure at the Walkway Over the Hudson State Historic Park, where you can take a stroll on the world's longest elevated pedestrian bridge. Kids will be thrilled by the panoramic views of the Hudson River and the surrounding landscape. The walkway is stroller-friendly, making it accessible for families with little ones. For a touch of nature and outdoor fun, Franny Reese State Park provides miles of hiking trails that meander through wooded areas and offer scenic overlooks. It's a great spot for a family picnic and an opportunity to teach children about the local flora and fauna. The nearby Rocking Horse Ranch is an all-inclusive family resort that offers a variety of activities that children will love. From horseback riding and pony rides to water parks and winter sports like skiing and snow tubing, there's something for every season. If your kids are fascinated by history, a visit to the Historic Huguenot Street is in order. This 10-acre National Historic Landmark District features seven stone houses dating back to the early 18th century, providing a glimpse into America's past. They often host family-friendly events and interactive tours that can engage children's imaginations. For a day of fun and learning, the Mid-Hudson Children's Museum in nearby Poughkeepsie is a short drive away. The museum's exhibits are designed to spark curiosity and creativity, with hands-on activities that cover science, art, and the environment. When it's time to unwind, head to Berean Park, which offers a beach area for swimming in the summer months and plenty of space for kids to run around and play. Lastly, don't miss the chance to indulge in some local treats. Many farms in the area, such as Wilklow Orchards, offer pick-your-own fruit experiences, which can be a delightful way for kids to learn about where their food comes from while enjoying the freshest apples, berries, or pumpkins, depending on the season. Highland, New York, with its mix of natural beauty, historical charm, and engaging attractions, is a wonderful destination for families traveling with children. It's a place where every family member can find something to enjoy and where memories are waiting to be made.

Highland, New York, is a picturesque town nestled in the heart of the Hudson Valley, offering a wealth of natural wonders and outdoor activities for those who love to immerse themselves in nature. The Walkway Over the Hudson State Historic Park is a standout attraction, featuring the world's longest elevated pedestrian bridge. Spanning the Hudson River, it provides breathtaking views and a unique perspective of the river's grandeur. The Walkway is perfect for walking, jogging, or cycling, and it's a prime spot for photography enthusiasts and bird watchers. For hikers and rock climbers, the nearby Shawangunk Mountains, affectionately known as "The Gunks," are a paradise. The Mohonk Preserve and Minnewaska State Park Preserve offer miles of trails for all levels, from leisurely walks to challenging rock scrambles. The Gunks are renowned for their dramatic cliffs, cascading waterfalls, crystal-clear sky lakes, and lush flora and fauna. The Hudson Valley Rail Trail stretches across Highland, providing another scenic route for cyclists and walkers. This paved trail offers a peaceful journey through forests, over streams, and past historic sites, connecting to other regional trails for those seeking longer adventures. For water enthusiasts, the Hudson River itself is a hub of activity. Kayaking, canoeing, and stand-up paddleboarding are popular ways to explore the calm waters and enjoy the scenic landscape from a different vantage point. Fishing is also a favored pastime, with the river teeming with a variety of fish species. In the colder months, the region transforms into a winter wonderland. While Highland itself may not have ski resorts, it's within reach of several nearby slopes in the Catskills and beyond, making it a great base for skiing and snowboarding excursions. Nature lovers will also appreciate the local farms and orchards around Highland, where one can pick fresh produce and enjoy the rustic charm of the countryside. The area's agricultural bounty is celebrated at farmers' markets and through farm-to-table dining experiences that highlight the region's culinary delights. Highland, New York, with its stunning natural beauty and array of outdoor activities, is a destination that truly connects visitors with the great outdoors. Whether you're seeking tranquility or adventure, Highland's landscapes offer an escape into nature's embrace.

Highland, New York, nestled in the picturesque Hudson Valley, experiences a four-season climate that offers a diverse range of weather conditions throughout the year, making it a delightful destination for visitors with varied interests. Winter, from December to February, is cold with average temperatures ranging from the low 20s to mid-30s Fahrenheit. Snowfall is common, and the region can experience significant snowstorms, making it a cozy time for indoor activities or enjoying the winter landscape. The nearby Catskill Mountains offer opportunities for skiing and snowboarding for winter sports enthusiasts. Spring, from March to May, brings a gradual warming with temperatures ranging from the mid-40s to high 60s. This season can be unpredictable, with a mix of rain, occasional snow in early spring, and warmer days as the season progresses. The blooming of local flora and the greening of the landscape make it a beautiful time to explore outdoor attractions. Summer, from June to August, is warm and humid, with average high temperatures in the low to mid-80s. This is the time when the Hudson Valley truly shines, offering lush greenery, outdoor festivals, and plenty of opportunities for hiking, biking, and exploring the scenic beauty of the area. Thunderstorms are not uncommon, contributing to the region's precipitation. Autumn, from September to November, is a particularly popular time to visit Highland due to the spectacular fall foliage. Temperatures range from the high 70s in early September to the low 50s by late November. The crisp air and lower humidity levels make it an ideal time for outdoor activities like apple picking, wine tasting at local vineyards, and enjoying the fall harvest. The most pleasant weather conditions tend to be in the late spring, when the landscape is in bloom, and in the early fall, when the foliage is at its peak and the temperatures are comfortable for outdoor activities. These seasons offer a perfect blend of natural beauty and agreeable weather, making them the most popular times for visitors to experience Highland's charm. Whether you're looking to enjoy the natural splendor or partake in the region's cultural events, Highland offers a delightful experience in every season.

Highland, New York, is a charming town nestled in the Hudson Valley, offering a serene escape with convenient transportation options for visitors. The nearest major airport is Stewart International Airport, located approximately 25 miles away in New Windsor, providing access for travelers flying in. For those arriving by train, the Poughkeepsie Station, served by Amtrak and Metro-North Railroad, is just across the Hudson River and offers a scenic entry point to the area. Upon arrival, visitors can use local taxi services, ride-sharing apps like Uber and Lyft, or car rentals to reach Highland. The town is also connected by bus services, including the Ulster County Area Transit (UCAT) which provides routes linking Highland to other parts of Ulster County, and the Dutchess County Public Transit for connections across the river. For getting around within Highland itself, the town's compact nature makes it quite walkable, especially in the downtown area where shops, restaurants, and local attractions are within easy reach on foot. However, to fully explore the wider Hudson Valley region, having access to a car is recommended. This allows visitors to venture out to nearby points of interest such as the Walkway Over the Hudson State Historic Park, a converted railroad bridge offering panoramic views, or to take scenic drives through the picturesque countryside. Cycling enthusiasts will appreciate the Hudson Valley Rail Trail, which runs through Highland and offers a paved path for biking and walking, connecting to other regional trails for extended exploration. Bike rentals are available for those who wish to enjoy the area's natural beauty at a leisurely pace. For those interested in a unique local experience, Highland's proximity to the Hudson River also means that seasonal ferry services and boat tours are options for enjoying the water and getting a different perspective of the stunning landscapes. In conclusion, Highland, New York, provides a variety of transportation options suitable for visitors looking to explore both the town and the surrounding Hudson Valley. While the town itself is walkable, having access to a car or using local transit services will enhance your visit, allowing for greater freedom to discover all that this beautiful region has to offer.