Hotel holiday rentals in Highlands

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Top-rated hotels in Highlands

Guests agree: These hotels are highly rated for location, cleanliness and more.

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Guest favourite

Hotel room in Copake

4.91 out of 5 average rating, 112 reviews

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!

Guest favourite

Hotel room in Fort Montgomery

4.78 out of 5 average rating, 126 reviews

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!

Guest favourite

Hotel room in Kingston

4.98 out of 5 average rating, 89 reviews

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.

Superhost

Private room in Yonkers

4.87 out of 5 average rating, 113 reviews

Cozy bed/ livingroom; Casa Particular @water front

The whole group will enjoy easy access to everything from this central located place, there is a sofa bed in the living room. -Room at second floor -Monitored 24/7 with security camera. -rate $ for the 2 first guests next are extra -Check in at 3pm check out at 11am -Kitchen, dining room and living room shared with other guests. - We require pics of your IDs through bnb chat - No parking spot available. - We have 2 dogs/2 cats well behave! book it if you feel comfortable with pets around!

Guest favourite

Hotel room in Philipstown

4.92 out of 5 average rating, 132 reviews

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.

Guest favourite

Hotel room in Cold Spring

4.84 out of 5 average rating, 101 reviews

Room 1 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.

Superhost

Hotel room in Warwick

4.87 out of 5 average rating, 156 reviews

The Warwick Inn Boutique Little York Loft.

Experience the charm of historic Warwick while enjoying modern amenities and classic comfort in the beautiful Warwick Inn. With origins dating back to the 1850’s this elegant home is filled with old-world appeal and attractive renovations. Feature a comfortable king-sized bed, private bathroom and a pull out couch. Easily explore all that Warwick has to offer including shopping, restaurants, breweries, orchards and more while staying just one block away from downtown Warwick.

Top Guest favourite

Casa particular in New Paltz

4.97 out of 5 average rating, 133 reviews

Hidden Barn Farm Stay Apartment

Secluded feeling and charming, rustic barn apartment located on a working sheep and poultry homestead. Immediately convenient to Minnewaska Cliffs, Mohonk trails, pick your own orchards, vineyards, and the charming towns of New Paltz and Gardiner. Perfect for climbers, hikers, leaf peepers, and farm lovers. Chickens, ducks, and geese wander the property filling it with a symphony of farm sounds. Our flock of friendly sheep is always open to pets and chin scratches.

Casa particular in Mount Tremper

5 out of 5 average rating, 4 reviews

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.

Superhost

Hotel room in Purchase

4.71 out of 5 average rating, 117 reviews

Near Manhattanville Univ + Free Breakfast & Pool

Stay just outside NYC in a spacious suite with a full kitchen, free hot breakfast, and all the perks of a hotel with the freedom of an Airbnb. At Hyatt House White Plains, you can swim in the outdoor pool, hit the 24/7 gym, or unwind with drinks at the on-site bar. Road-trippers love the free parking, and city explorers can hop into Manhattan with ease. Pet-friendly and packed with extras, it’s your perfect Westchester home base.

Hotel room in Roscoe

4.59 out of 5 average rating, 29 reviews

Trout Town Inn

We provide an authentic cabin feel with all the modern conveniences. Breakfast, lunch and dinner are within walking distance. Stay in one of our five beautiful units, all separate, each featuring private and in-suite baths. A complimentary coffee bar is available at all times. Our guests are encouraged to relax in our private gazebo on the property. We offer keyless self entry and online reservations for your convenience!

Superhost

Hotel room in Montvale

5 out of 5 average rating, 4 reviews

Comfy Montvale Retreat | Billiards. Breakfast. Gym

Courtyard Montvale blends modern comfort with a prime location in New Jersey! Enjoy flavorful dining at The Bistro and Fire & Oak Restaurant and Bar, grab a snack from the on-site market, or sweat it out in the 24-hour fitness center. With easy access to attractions such as Tice's Corner Marketplace and Pascack Historical Society, it’s a perfect stay for business travelers and leisure vacationers alike.