Apartment holiday rentals in Highlands

Apartment in Cornwall-on-Hudson

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.

4.94 out of 5 average rating, 140 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.

4.85 out of 5 average rating, 666 reviews

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

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]

4.91 out of 5 average rating, 134 reviews

A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.

Apartment in Amenia

Amenia Main St Cozy Studio

Cozy studio in well maintained house from 1900. 150 sq ft with full size bed. Unit is comfortable for one, tight for two. Right in small town of Amenia. Front porch with seats/table. Walking to food, shops, drive-in movie theatre, and rail trail. Trail is 1/4 mile from house, paved and only allows walking/biking. On trail: Arts village Wassaic (3 miles south) Millerton (8 miles north). Train to NYC is 2.5m south. Tons in area: wineries, distillery, lakes, hiking, theatre & quaint towns.

4.9 out of 5 average rating, 259 reviews

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

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

4.9 out of 5 average rating, 300 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

Apartment in Marlboro Township

A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.

4.98 out of 5 average rating, 423 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.

4.88 out of 5 average rating, 233 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!

A bedroom features a spacious bed with neutral-toned bedding and decorative pillows. A small bedside table holds a clock, while a light fixture hangs above. The room is brightened by natural light streaming through a window with blinds, contrasting with the warm wooden floor and white walls.

4.92 out of 5 average rating, 487 reviews

Riverview Rowhouse, a vintage modern home

Stylishly renovated 1890 Rowhouse in Newburgh's up-and-coming Washington Heights District. Enjoy your morning coffee with views of the Hudson River and Mountains. Just 75 minutes from NYC, this home is a short drive to the Newburgh Waterfront and Liberty Street's hip new shops and restaurants such as Ms. Fairfax, The Flour Shop, Liberty Street Bistro, Mama Roux, The Newburgh Brewery, and more. Close proximity to the Beacon Ferry and a short drive to the Beacon train station.

4.96 out of 5 average rating, 184 reviews

A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.

Apartment in Tillson

Woodland Neighborhood Retreat

Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

4.89 out of 5 average rating, 616 reviews

A cozy living space is illuminated by a warm table lamp on a simple wooden table, complemented by a small speaker. Natural light filters through two large windows dressed with airy curtains. A piece of art decorates the wall, adding character to the room.

Apartment in Stone Ridge

Cozy Apartment with Sauna in Historic Stone Ridge

First floor apartment in historic colonial house in the middle of Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original pieces of art. It has a fireplace stove and a wood fired sauna in the backyard. Full kitchen is equipped with everything guests need to prepare a great meal. It is perfect for all seasons. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

A small dining area is positioned beneath a modern pendant light, featuring a round table surrounded by two tan chairs and a wooden chair. Sunlight filters through sheer curtains at the oversized windows, highlighting the warm wooden floor.

4.93 out of 5 average rating, 207 reviews

Ela - a 1 Bed Escape, Washer/Dryer in Unit

Kick back and relax in this calm, stylish space. Located on the second floor of a historic Newburgh building, this apartment features scenic views from oversized windows, in-unit laundry, LED TV & Fios WiFi, and designer furnishings. Queen bed with Casper mattress. Two flights of stairs required. The neighborhood is quiet, with tree lined streets and historic mansions nearby, just 2 blocks always from the Hudson River waterfront.

Apartment in Croton-on-Hudson

A cozy bedroom corner is featured, showcasing a spacious bed with neatly arranged pillows and blankets. A 50" 4K TV displays a calming fireplace scene, illuminating the room softly. The entryway to the bathroom is visible in the background.

4.98 out of 5 average rating, 369 reviews

Luxury 2bd⭐Comfort+Style⭐

45 min train to Grand Central. Apt is 1.9mi to train, supermarket. Free PARKING. Two 4K TVs, 4K Blu-ray library, NFLX/AMZN/HBO/Apple TV. XBOX 1X. Fast WIFI. SS APPL, stocked kitchen. Bd1: adjustable queen, 50" 4K TV. Bd2: adj queen. Office area (desk, fast wifi), private porch. Sidewalks. 7 min walk to cafes, a bar, and restaurants. Car rental is 16 min walk. Hiking, kayaking. I LIVE NEARBY IN ANOTHER APT.

Popular amenities for Highlands apartment rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

A cozy seating area features a light-colored armchair with decorative cushions. A small ottoman sits in front, and a light wood side table with a lamp is nearby. On the wall, framed photographs add character, while decorative plants provide a touch of greenery.

4.86 out of 5 average rating, 154 reviews

#1, Historic Studio, Newburgh, Beacon, West Point

Apartment in Wappingers Falls

5 out of 5 average rating, 233 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Apartment in Marlboro Township

The inviting interior features a well-lit living space with decorative wall sconces and a cozy seating area. A wooden table stands near a lush fern, while a TV is positioned on a mantel beneath framed artwork. Natural light enhances the space's warmth.

4.99 out of 5 average rating, 170 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

Apartment in Greenwood Lake

The living space features a modern open layout, with a comfortable seating area including two black sofas and a coffee table. A wall-mounted television is positioned across from the seating. A dining table for four and a fully equipped kitchen are visible in the background, complemented by natural light from the windows.

4.94 out of 5 average rating, 118 reviews

A Suite Downtown- Lake access, hiking, and more!

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

4.85 out of 5 average rating, 440 reviews

Idyllic! Just steps from Main Street!

Apartment in Cornwall-on-Hudson

A wooden porch leads to a vibrant purple door, framed by light-colored trim. Potted red flowers add color to the entrance, while natural light filters through the nearby trees, highlighting the rustic charm of the space.

4.98 out of 5 average rating, 234 reviews

Charming Efficiency

Apartment in Highland Falls

A spacious living area is furnished with a dark sofa and decorative pillows, complemented by a light wooden coffee table. A large mirror reflects natural light, while floor lamps provide additional illumination. The room features light-colored walls and sleek wooden flooring, enhancing the open feel.

4.83 out of 5 average rating, 283 reviews

Stylish affordable 2BR Steps from Thayer gate+prkg

Apartment in Greenwood Lake

A charming house is nestled under a large, vibrant tree with red foliage. The exterior features white siding and a front porch with several seating options. A well-maintained lawn surrounds the home, providing a serene outdoor space.

4.95 out of 5 average rating, 102 reviews

Apartment in Lovely Lake House,Pets welcome!

Private apartment rentals

Apartment in Tomkins Cove

4.98 out of 5 average rating, 53 reviews

Gorgeous Suite w/ Private Entrance

Apartment in Highland Mills

The bedroom features a large bed with a white quilt, accented by decorative pillows in blue and yellow. A pink throw blanket is draped over a woven bench at the foot of the bed. Natural light fills the room through a window adorned with floral curtains.

5 out of 5 average rating, 50 reviews

Maple Ridge Retreats - Apt B

4.89 out of 5 average rating, 37 reviews

A charming two-story yellow house is set on a spacious grassy area, surrounded by lush trees. The exterior features classic architectural details, including a stone foundation, multiple dormer windows, and a small patio area with outdoor seating. A bright blue sky with scattered clouds adds to the serene setting.

Apartment in Garrison

Private Apartment in 1820’s Cottage - New Reno

Apartment in Cornwall-on-Hudson

A cozy living area features a large sectional sofa adorned with blue cushions. A coffee table sits in the middle, complemented by a flat-screen television mounted on the wall. Natural light enters through the windows, enhancing the neutral-toned walls.

4.99 out of 5 average rating, 71 reviews

Cornwall on Hudson Private Apartment

Apartment in Highland Falls

A comfortable living area is furnished with a cozy sectional couch and a wooden coffee table. Natural light enters through two windows with blinds. An air conditioning unit is mounted near the floor, and a ceiling fan adds ventilation. A wall-mounted television is positioned above the table.

4.96 out of 5 average rating, 75 reviews

Lovely 2nd FL Apt Walking Distance to West Point!

Superhost

An open living area and kitchen is presented, featuring a modern design with natural light streaming through large windows. Green accent chairs are paired with wood stools, while a plush couch is adorned with patterned pillows. Houseplants add a touch of greenery to the space.

4.78 out of 5 average rating, 150 reviews

Cozy Home near Beacon, Woodbury Common, Storm King

A comfortable sleeping area features a metal frame bed with white bedding. Framed black-and-white photographs adorn the wall above the bed. A small bedside table holds a lamp. Partially covered windows allow natural light to fill the space, and a door leads outside.

4.97 out of 5 average rating, 111 reviews

Historic one-bedroom apartment

5 out of 5 average rating, 14 reviews

A cozy bedroom is furnished with a spacious bed, draped in a light blanket. Wall art above the bed adds character. Two pendant lights are suspended from the ceiling, providing soft illumination. A wooden rack for clothing and a small nightstand are positioned nearby, enhancing functionality.

Apartment in Rock Tavern

Beneath the Bark: A peaceful, scenic getaway

Apartment rentals with a hot tub

Apartment in Vernon Township

The exterior of The Appalachian Hotel showcases a charming combination of red and yellow hues. The building features a pitched roof and multiple balconies. In the foreground, a clear blue pool reflects the evening sky, while landscaped greenery surrounds the area.

4.96 out of 5 average rating, 84 reviews

Top Floor Mountain Creek Resort Pool Hot Tub Sauna

Apartment in Vernon Township

A spacious studio features a king bed covered with a light-colored comforter, complemented by decorative wall art. A cozy queen convertible sofa sits across from the bed, with a wooden coffee table in between. Natural light streams in through a large window with curtains.

4.92 out of 5 average rating, 12 reviews

Your Family Adventure Awaits in Mountain Creek!

4.97 out of 5 average rating, 602 reviews

A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. It offers expansive views of the natural landscape, with gentle hills visible in the distance under a soft, overcast sky.

Apartment in New Paltz

Relaxing Spa Retreat~Gorgeous View~Walk to Village

4.92 out of 5 average rating, 152 reviews

A modern kitchenette is displayed, featuring white cabinetry and stainless-steel appliances. A comfortable brown sofa is positioned near a wooden coffee table. A dining area with a white table and chairs is also visible, alongside large windows allowing natural light into the space.

Apartment in Suffern

Renovated Forest Oasis with Pool & Fire-pit

4.9 out of 5 average rating, 127 reviews

A cozy living area is furnished with two armchairs featuring floral patterns and colorful cushions. A wooden coffee table rests on an area rug, and a brick fireplace is situated beneath a wall-mounted clock. Large windows allow natural light to illuminate the space.

Apartment in Brewster

The Hideaway

5 out of 5 average rating, 37 reviews

A cozy living area features a modern fireplace with a stone surround, providing a warm focal point. A dark gray sofa and accent chair with cushions invite relaxation. A bookshelf is positioned nearby, and artwork adorns the walls, contributing to a comfortable atmosphere.

Apartment in Pine Bush

Dragonfly Den at The Fern Haven

Apartment in Vernon Township

The living area features a dining table with four chairs, providing a comfortable space for meals. A side cabinet and lamp are positioned nearby. Light filters through the windows, illuminating the room, which is accented by a cozy sofa placed on a wood floor.

5 out of 5 average rating, 28 reviews

Country Charm 1 Bd Balcony Views

Two wooden Adirondack chairs are positioned on a grassy area, facing a serene landscape dotted with trees displaying autumn foliage. A small side table is set between the chairs, providing a space for refreshments. A shed is visible in the background among the greenery.