Hotel vacation rentals in Highlands

King Room - Boutique Berkshires Lodge in Copake NY

Situated in the foothills of the Berkshires in beautiful Columbia County NY, the Alander is a newly renovated boutique lodge perfectly located for everything this vibrant area offers. Countless activities such as hiking, biking, skiing and shopping await, including nearby Copake Lake for water activities. With the Berkshires and the Hudson Valley both at your doorstep, there is so much to explore and experience. The owners are knowledgeable and passionate about the area and love to share tips!

Bear Mountain Bridge Motel (Rooms 1, 2, 4, 5)

We are a small family owned and operated 5 room motel looking to welcome you like a long lost friend. We live in a home on the property so you will get great customer service. The motel is on 9W and within walking distance of many great food options. We are 2m away from West Point Military Academy and 1 mi away from Bear Mountain and Harriman State Parks. There are many beautiful hiking options .We offer an Appalachian Trail shuttle to and from the trail and our motel. We welcome sleepy guests!

Grace and Favor - welcoming one bedroom suite

Centrally located to all attractions, yet just far enough removed to offer the best of country life. The Grace and Favor Suite offers a large one bedroom (queen size bed) with seating area and private bath on the ground level. We make every effort to offer the best in hospitality while allowing our guests the most amount of privacy. Mini fridge, Keurig coffee maker, fresh fruit, cream, yogurt and fresh bake good are found in your room at checkin. Friendly sheep will greet you on arrival.

Tropical Oasis | Times Square. Heated Pool

A tropical oasis in New York City's world-famous Times Square, Margaritaville Resort Times Square invites you to set your watch to island time, this relaxing retreat is your passport to paradise. For all March Bookings, upon your arrival, you will be welcomed with 2 House Margaritas per stay! Attractions are nearby: ✔Stunning 360 views of NYC at the Empire State Building ✔Astonishing Times Square ✔Strolls through Central Park ✔Warhol/Van Gogh paintings at The Museum of Modern Art

Inn at The Garrison - Room 204

The Inn at The Garrison is part of the lovely country property The Garrison, in a spectacular setting overlooking the Hudson River and surrounding highlands. Our 4 rooms (separate listings on Airbnb) have king beds, private bathrooms with showers, WiFi, TVs, a coffee/tea set-up, a mini-fridge with complimentary water, and granola bars. During the winter months the inn is very relaxing but may be quiet for some. The inn rooms are private and located on the 2nd floor; there is no elevator.

Room 6 Cold Spring Hotel (Main St.)

The Cold Spring Hotel charms guests at first glance with its architecture and decor. Located in the quaint village of Cold Spring, NY. With just a little over an hour from NYC on the Metro-North Hudson Line.The most beautiful hiking trails north of city, shops for antiques and more. Each room has carved mahogany queen beds and stained glass windows with a spectacular view. The bathrooms offer a walk-in shower with a ceramic tile wall, with a personalized heating and cooling system.

The Pines Lodge in the Catskills

Come stay in our cozy Catskills Lodge! With five bedrooms and a full kitchen, a games- and record-filled living room, a large private porch and firepit, The Lodge is perfect any time of year. Situated on 3.5 acres with an acre on the Little Beaver Kill, and located between Woodstock and Phoenicia, we're the perfect Catskills retreat. The Pines Restaurant and Bar is open to enjoy Wed - Sun evenings with live music 7pm to 9pm every Wednesday.

The Chester Himes Room at The Harlem Flophouse

Step back in time to the height of the Jazz Age in this meticulously restored 1890s Harlem Brownstone. Famed venues like The Apollo Theater and Paris Blues are steps away, as are restaurants, cafes and museums. Internationally recognized for it's historical charm and simplicity this townhouse has been the site of many fashion and celebrity photo shoots that have included luminaries like Sharon Jones, Neil Patrick Harris and Moby.

VlyHouse - Room 5

Our home sits on 16 acres of land including 2 beautiful swamps filled with amazing wildlife. The Vly Life is located in the very tranquil area known as the Vly in Stone Ridge, just two hours from NYC. We are centrally located, 25 minute drive to New Paltz, Woodstock and Kingston. All beds have down bedding and pillows along with lush towels. No detail has been forgotten. Come stay with us! Check out our optional meals!