Hotel vacation 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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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, 96 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
4.88 out of 5 average rating, 121 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
A heated outdoor pool is presented, framed by a wooden deck and lounge chairs. Surrounding trees with autumn foliage create a serene backdrop. The area features vibrant greens and varying shades of gold from the leaves, enhancing the peaceful setting.
Hotel room in Kenoza Lake
4.97 out of 5 average rating, 38 reviews

Heated Pool/Fire Pit/Dog Friendly/Free Breakfast

Welcome to Coop 3 at The Rest, our charming boutique hotel where rustic charm meets elegant comfort. As you step inside this single room, you're greeted by warm wooden accents, soft lighting, and cozy furnishings that create a welcoming atmosphere. This room features a plush queen-size bed adorned with soft organic cotton linens, promising a restful night's sleep. Adjacent to the sleeping area is the bathroom with a walk-in shower. This room has an HDTV, a Mini fridge, and a sitting area.

Superhost
A vibrant outdoor pool area is surrounded by lush greenery and colorful lounge chairs. The rustic building with multicolored wood siding forms the backdrop, while sunny skies create a bright atmosphere. Umbrellas provide shaded seating for relaxation by the pool.
Resort in Vernon Township
4.64 out of 5 average rating, 44 reviews

The Appalachian Condos at Mountain Creek

This is a Studio condo at the Appalachian Condos at Mountain Creek. This spacious studio condo unit has beautiful Warwick Valley views that features 1 king size bed, a living room area with a full-size pullout sofa and a fireplace, kitchenette with a 2 burner stove-top, mini-fridge, microwave, coffee-maker, toaster, 3-person dining table and bathroom with standard tub/shower combo. High speed internet, Netflix & Amazon Prime streaming services are included as well as all utilities.

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, 102 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.

A two-story cabin-style building is shown, featuring a light grey exterior and a welcoming front porch with a wooden railing. The surroundings include neatly trimmed shrubs and a clear blue sky, enhancing the inviting appearance of the property.
Hotel room in Roscoe
4.6 out of 5 average rating, 30 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!

Guest favourite
A bright and airy bedroom features a spacious bed with light bedding, complemented by wooden accents. Natural light enters through the window, and a fan circulates air overhead. A cozy chair and framed artwork add character to the inviting space.
Private room in Stone Ridge
4.98 out of 5 average rating, 94 reviews

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!

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 Highlands hotels

Quick stats about hotel rentals in Highlands

  • Total vacation rentals

    Explore 20 vacation rentals in Highlands

  • Nightly prices starting at

    Highlands vacation rentals start at $181 CAD per night before taxes and fees

  • Verified guest reviews

    Over 610 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Wifi availability

    20 of Highlands vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Highlands rentals

  • 4.9 Average rating

    Highlands stays are highly rated by guests—averaging 4.9 out of 5!

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