Vacation rentals in Highland, NY

This modern farmhouse is located in Clintondale, just 1.30 hours from NYC and close to state parks, world-class climbing, orchards, vineyards, restaurants, skiing, and the towns of New Paltz, Poughkeepsie, and Kingston. It has consistently received excellent ratings for location, cleanliness, and user experience. This two-bedroom home comfortably sleeps four guests and features a fully equipped kitchen, washer and dryer, a private garden, and a fitness center. The apartment offers a peaceful escape from the hustle and bustle of city life, while still being within easy reach of a wide range of activities and attractions.

This spacious waterfront estate is located in Highland, just 90 minutes from New York City, offering a peaceful escape from the hustle and bustle of the city. The property has earned excellent ratings for its cleanliness, location, and overall experience.
This 6-acre property features a large home with four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. The estate boasts a private pool, a wood-fired pizza oven, a gas grill, a basketball court, a soccer net, a fire pit, and a deck with seating for 12, making it ideal for families and groups seeking a memorable vacation.

BLCK Creek is a luxurious retreat located in the serene hills of Highland, New York, just 90 minutes from Manhattan and a short drive from Rifton. This property boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers seeking a peaceful escape.
The property offers a variety of accommodations, including a main house and three separate lodges, with a total guest capacity of 16. Guests can enjoy a private 37-acre lake, stunning mountain views, a gourmet chef's kitchen, expansive living spaces, and a range of on-site amenities, including massage, yoga classes, and private chef services.

Maple Branch Manor, a large estate, is situated less than 2 hours from New York City and 5 minutes from Milton, offering proximity to the Hudson River and towns like Highland and New Paltz.
This family-friendly estate accommodates 14 guests with 7 bedrooms and 7 bathrooms, featuring a party barn with a pool table, a beauty room, a library with a fireplace, a formal dining area with a bar, and outdoor living spaces with a BBQ and firepit.