Hotel holiday rentals in Highlands

Find and book unique hotel rentals on Airbnb

Top-rated hotel rentals in Highlands

Guests agree: these hotel rentals are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Guest favourite
An outdoor area is illuminated by string lights, creating a warm ambiance. Several wooden Adirondack chairs are arranged around a central fire pit. The grassy space is bordered by a low building, featuring large windows and a welcoming exterior.
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!

Superhost
A charming motel exterior is showcased, featuring a white building with blue accents. Five guest rooms are visible, each with a door framed by small windows. Neatly trimmed hedges line the walkway, complementing the natural surroundings. A clear sky is seen in the background.
Hotel room in Fort Montgomery
4.78 out of 5 average rating, 129 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!

Top guest favourite
A cozy suite is showcased with a spacious bed featuring decorative pillows and a textured blanket. A comfortable seating area is provided with a sofa and chairs. Natural light filters through large windows, and decorative plates adorn the wall above the bed.
Hotel room in Kingston
4.98 out of 5 average rating, 92 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.

Guest favourite
A spacious guest room features a king bed dressed in white linens. A light blue accent wall contrasts with natural wood furnishings. A flat-screen TV and a lamp are positioned on a wooden desk near a window, allowing natural light to fill the space.
Hotel room in Times Square
4.86 out of 5 average rating, 198 reviews

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

Superhost
Private room in Yonkers
4.88 out of 5 average rating, 120 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!

Superhost
A spacious room features a king bed with crisp white linens. A cozy lounge area is seen with a green chaise and small side table. Natural light shines through a wide window, complemented by modern artwork on the walls and warm lighting fixtures.
Hotel room in Times Square
4.83 out of 5 average rating, 123 reviews

New Cozy Escape, Heart of Times Square

Just west of Broadway and a short walk to the waterfront, Hell’s Kitchen is the colorful neighborhood in every New Yorker’s back pocket. Romer Hell’s Kitchen Hotel is a neighborhood hotel and a reprieve from Times Square. Plenty of attractions are just nearby: ✔Amazing shows at Broadway Theatre ✔Tours at the Statue of Liberty ✔Stunning 360-degree views of New York at the Empire State Building ✔Immersive art exhibitions ✔Tours at the first legal distillery, Great Jones Distilling

Guest favourite
A spacious room features a carved mahogany queen bed with decorative pillows. A wooden dresser and an armchair complement the furnishings. A television is mounted on the wall. Green walls and a patterned rug add warmth to the environment.
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.

Guest favourite
A view through a window showcases a rustic green barn surrounded by vibrant autumn foliage. Orange and yellow leaves blanket the ground, while tall trees frame the scene. Clear blue sky enhances the serene atmosphere, inviting a connection with nature.
Casa particular in New Paltz
4.96 out of 5 average rating, 137 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.

A living room area features two blue chairs positioned around a rustic wooden table. A collection of records is organized on a shelf beneath a colorful wall art piece. Speakers and a globe are visibly included, creating a cozy and inviting space.
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.

Top guest favourite
A neatly arranged bedroom features a spacious bed with a decorative white coverlet. Ornate wooden accents are present, including a fireplace with a patterned surround. Two windows provide natural light, complemented by a desk and chair set near one window. A warm glow is cast by a nearby lamp.
Hotel room in Harlem
4.84 out of 5 average rating, 112 reviews

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.

Guest favourite
A cozy bedroom features a spacious bed adorned with crisp white linens. Vintage artwork is displayed on the white-washed walls, while an American flag offers a patriotic touch. Natural wood flooring complements rustic decor, enhancing the room's historic charm.
Hotel room in Roscoe
4.97 out of 5 average rating, 129 reviews

Room 7: The Red Rose Motel & Tavern

We offer contactless check-in and check-out to our guests. Our lounge is available to guests, as well as outdoor amenities: two fire pits, hammocks in the pine trees, a backyard patio, and picnic tables throughout the grounds. Our tavern is open for food, beer, wine and cider Fri-Mon, 5-9p. Coffee, fridge and charcoal grills are provided. WiFi is not guaranteed in the guest rooms.

Superhost
A spacious bedroom features a king bed with a light-colored quilt and several decorative pillows. Natural light filters through multiple windows, highlighting the wood floor. A television and a bookshelf are positioned on the wall opposite the bed, while a comfortable armchair is situated in the corner.
Hotel room in Philipstown
4.92 out of 5 average rating, 137 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. 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. *Please note that the Valley Restaurant & Bar are CLOSED currently.*

Popular amenities for hotel rentals in Highlands

Quick stats about hotel rentals in Highlands

  • Total rentals

    20 properties

  • Nightly prices starting at

    € 112 before taxes and fees

  • Total number of reviews

    610 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

  1. Airbnb
  2. United States
  3. New York
  4. Orange County
  5. Highlands
  6. Hotel rentals