Compare vacation rentals in Bear Mountain, NY from 100+ sites!

This architectural Olson Kundig-designed residence in Garrison, NY, sits on 8.5 private acres and is located 5 minutes from Metro-North's Garrison station for NYC access, 10 minutes from Cold Spring and Bear Mountain, and 20 minutes from Beacon and West Point.
This 3-bedroom, 4-bathroom apartment accommodates up to 8 guests and features a chef's kitchen, a wellness suite with sauna and cold plunge, and glass walls that integrate the surrounding forest into the living space.

This cottage is located in the Hudson Valley, just outside of Fort Montgomery, close to the Hudson River and West Point. It has excellent user, location, and cleanliness ratings.
The cottage has one bedroom and one bathroom, and it can accommodate up to three guests. It features a spacious interior with high ceilings, a spiral staircase, a fireplace, a small kitchen, and a large front lawn.

This Olson Kundig-designed architectural marvel is located in Philipstown, NY, offering 8.5 private acres of seclusion just minutes from Cold Spring's amenities and within a 10-20 minute drive of Bear Mountain, Storm King Art Center, Dia Beacon, and West Point.
This 3-bedroom, 3-bathroom retreat accommodates up to 8 guests and features a chef's kitchen, a wellness suite with sauna and cold plunge, and is furnished with high-end vintage pieces, providing direct train access to Grand Central Station via the Garrison Metro-North station.

This Cortlandt Manor studio, a short 5-10 minute drive from Peekskill's downtown area, offers easy access to the Hudson Valley MOCA, Paramount Hudson Valley Theater, and NY Presbyterian Hudson Valley Hospital.
The unit features a queen-size bed, a fully equipped kitchen with a Keurig coffee maker, a washer/dryer, a large deck with BBQ, and keyless entry; it comfortably accommodates two guests and is near Annsville Creek Preserve and Blue Mountain Reservation hiking trails.