
Hotel holiday rentals in Highlands
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Top-rated hotel rentals in Highlands
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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

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!

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

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.

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.

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.

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.

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
Family-friendly hotel rentals

Private NYC Oasis | Times Square. Restaurant

Modernized mid-century vibe & lively rooftop

Great location, close to HPN and Capitol Theater.

Cozy Yonkers Home Away From Home | Free Breakfast

POD Brooklyn - Bunk room in vibrant neighborhood

1 Bedroom Plus Apt | Placemakr Wall Street

In The Heart Of Lower East Side | Accessible Room

Deluxe Two Queen with Stunning City View
Hotel rentals with a pool

Starlite Motel

Courtyard By Marriott Edgewater, NJ

Cozy/Modern Historic Inn in Poconos!

Picturesque Views! Pet-Friendly, Free Breakfast!

Superior accommodations King bed Near All Westbury

Mtn Creek Ski Resort Pool Hot Tubs Sauna Gym #261

Catskill Rose Lodging & Dining

King Bed Suite at The Vanderbilt Long Island
Hotel rentals with a patio

The Reclaimed Motel, Hudson Valley - Three Farmers

Unique lakeside lodging steps from the lake

Appalachian Hotel and Resort

Farmhouse Inn in the Heart of the Catskills (Rm 8)

The Harlow House: Chateau Suite

The Warwick Inn Boutique Bellvale Room 2

Beautiful room in Hackensack nj

Kent Collection | The Firefly Inn | Room 5
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
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Walnut Public Beach