Apartment vacation rentals in Highlands

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Top-rated apartment rentals in Highlands

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Top guest favorite

A bright bedroom features a spacious bed with crisp linens and a patterned rug. Two windows allow natural light to fill the room, complemented by neutral wall tones. A bedside table holds decorative items, and a potted plant adds a touch of greenery.

Apartment in Cornwall-on-Hudson

4.93 out of 5 average rating, 127 reviews

Quaint Apartment in Cornwall on Hudson

Looking for a weekend getaway? Come experience this centrally-located apartment in the quaint village of Cornwall-on-Hudson. Step outside to find river views, enjoy miles of hiking trails, Hudson River picnics and kayaking that start right up the road. Just minutes to West Point, the Storm King Art Center, Mount Beacon and Woodbury Commons and still in walking distance to shops, restaurants, and parks. We’re excited to make this your favorite place to stay while visiting the Hudson Valley area.

Guest favorite

The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.

Apartment in Beacon

4.86 out of 5 average rating, 638 reviews

Newly Restored 2BR

This 2BR is an entire floor of an 1870 brick house, gut renovated in 2022 with Hudson Valley designer Simone Eisold. Property backs up to Beacon's famous Fishkill Creek and abandoned railway tracks (future rail trail). Take a nature walk on the tracks to Main St, the Roundhouse and the waterfall in ~10 min. The property has a separate patio & treetop hot tub with view of the creek and Mt Beacon for private additional rental (pending availability). Inquire for details. [Permit: 2024-0027-STR]

Top guest favorite

The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.

Apartment in Philipstown

4.91 out of 5 average rating, 244 reviews

Foxglove Farm

Peace and tranquility await you at the end of this private road surrounded by forest. My home is a log cabin with a private apartment on the lower level, which includes a patio as well as use of other outdoor spaces. There is a fire pit just past your patio and a short path will put you on the Appalachian Trail. As an herbalist and ethnobotanist, plants are my love and my livelihood. They are an integral part of my life and my home. I welcome you to stroll through the many gardens and paths.

Superhost

The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.

Apartment in Cold Spring

4.91 out of 5 average rating, 288 reviews

HOT Sauna - Mountain Views - Hiking - NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

Guest favorite

A cozy bedroom featuring a spacious bed with white linens and a textured green pillow. A small bedside table with a lamp stands next to the bed. A wall clock is mounted above the bed, providing a subtle pop of color.

Apartment in Highland Falls

4.79 out of 5 average rating, 202 reviews

Adorable 2BR steps to WP campus•Free prk•FastWiFi

Just a 3-minute walk from the U.S. Military Academy, this beautifully updated 2-bedroom apartment is the perfect retreat for cadet families and Hudson Valley explorers. Nestled above Main St., you’ll enjoy stunning mountain views, stylish décor, and unbeatable walkability to local restaurants and boutique shops. Inside, spacious, modern interiors and a fully equipped kitchen provide all the comforts of home. With fast Wi-Fi and no cleaning fee, your stay will be both affordable and stress-free!

Superhost

A serene Koi pond is surrounded by lush green grass and water plants. A small fountain creates gentle ripples on the surface, while orange and white Koi fish swim gracefully beneath. Natural stone tiles border the pond, enhancing the tranquil setting.

Apartment in Cold Spring

4.86 out of 5 average rating, 432 reviews

Idyllic! Just steps from Main Street!

Private and quiet, cozy two bedroom apartment in the center of the Village. You’ll feel as if you are a world away, with access to our private Garden and Koi Pond. Just a 7 minute walk to and from the Metro North train. Within walking distance to everything: shopping, Fine or Casual dining, our Hudson River dock, hiking trails (Breakneck Ridge and others), even a supermarket, drug store, and post office! Off street parking for 1 automobile, and free on street parking Mondays through Thursdays.

Superhost

A private patio space is featured, furnished with comfortable seating and a dining table. An umbrella provides shade over the table, while warm string lights enhance the ambiance. Surrounding greenery creates a serene backdrop, and a barbeque is positioned nearby for outdoor cooking.

Apartment in Peekskill

4.8 out of 5 average rating, 182 reviews

Little haven by the woods

This is a walk-out basement with two private entrances, and it’s own private outside area. The patio has comfy furniture with a bbq. The kitchen is small, yet efficient with large windows. The bedroom is cozy and comfy with a large smart tv on the wall. The bedroom has a 3/4 wall dividing it from the rest of the apt, but no actual door. So it could be considered a “studio”. We are steps from the trail heads into Blue Mt park. We’re also walking distance to the metro north & downtown.

Top guest favorite

A vibrant rainbow arcs over a lush neighborhood, providing a colorful backdrop to quaint houses with varying roof colors. Tall trees frame the scene, adding a touch of greenery to the residential area.

Apartment in Beacon

4.97 out of 5 average rating, 152 reviews

1 Bedroom with Backyard & Front Porch, Central Air

In heart of Beacon. Large and sunny, on a very quiet block. Private with its own entrance. Back-yard, central air, wifi, TV. Walkable to hiking and Main Street. Queen-sized bed. BEFORE YOU BOOK - 200 year old house - hosts live upstairs and there is another guest apartment. You WILL NOTICE sounds from others. QUIET HOURS from 10 PM to 8 AM. As a courtesy to others, please keep conversations quiet after 10 PM. We only book guests with favorable Airbnb reviews. NO SMOKING please.

Top guest favorite

A cozy seating area is highlighted by a patterned sofa with red accent pillows and a mid-century chair. A wooden coffee table sits at the center, surrounded by warm-toned rugs. Artwork adorns the walls, adding character to the inviting space.

Apartment in Marlboro

4.98 out of 5 average rating, 404 reviews

Cliff Top at Turtle Rock

Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Guest favorite

A spacious living area is depicted, featuring natural light streaming through multiple windows. A stylish black sofa is positioned beside a coffee table on a large area rug, with a decorative mirror hanging on the wall. Light-colored wood flooring enhances the airy atmosphere.

Apartment in Newburgh

4.87 out of 5 average rating, 211 reviews

Special Nest w Private Entrance River View Porches

Front and back porch, river views, spacious living areas, new & fresh kitchen, and *two* bathrooms make this apartment the ultimate landing spot for a fun vaycay! Located on a street filled with intricate historical homes, this first floor apartment offers an accessible and comfortable getaway. A large backyard is shared with other guests, and sweeping river views are only steps away from your front door. Private entrance, plus easy parking and an electric car charger if you need it!

Guest favorite

Apartment in Cold Spring

4.95 out of 5 average rating, 115 reviews

Spectacular Cold Spring Views---Walk To Train

Incredible location! This beautifully decorated 3rd Floor, 2-bedroom space with spectacular mountain views is right in the middle of Cold Spring Village. Just off Main Street, it's an easy 3 minute walk to/from the Metro North Station (which is just over an hour by train to/from New York's Grand Central Station). This quiet, convenient sanctuary is only a few steps from charming galleries, shops, restaurants, hiking, boating, kayaking and all amenities that Cold Spring has to offer.

Guest favorite

A spacious main room is featured with high ceilings and a skylight. The kitchenette is visible alongside a dining table and chairs. A wooden coffee table sits in the living space, adorned with decorative items. Natural light flows through large windows framed by greenery.

Apartment in Chester

4.98 out of 5 average rating, 132 reviews

Private Country Getaway

This family-friendly apartment is an hour from NYC, with a private driveway and entrance. The location is ideal for a getaway in any season. In the Warwick Valley, the property is 10 min from Legoland, and 13 min from the NY Renaissance Festival, surrounded by vineyards, orchards, farms, breweries, state parks, skiing, and the Appalachian Trail. 5 minutes from historic Sugar Loaf and the Sugar Loaf Performing Arts Center. 15 min from Woodbury Commons Premium Outlets.