
Apartment vacation rentals in Highlands
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Quick stats about apartment rentals in Highlands

Total vacation rentals
Explore 40 vacation rentals in Highlands

Nightly prices starting at
Highlands vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 4,590 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Highlands vacation rentals include wi-fi 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!
Top-rated apartment rentals in Highlands
Guests agree: these apartments are highly rated for location, cleanliness, and more.

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.
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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.
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HOT Sauna/COLD Plunge- Mountains-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
ValueFamilySleep quality

Spacious & Cozy Village Getaway
Beautiful sunny home nestled in an historic part of the village at the top of the hill. Relax in a quiet garden surrounding, just a short walk to restaurants, shopping, or many hiking trails. A pergola greets you as you walk into your private patio entrance. This attached two story apartment has two bdrms, 1.5 baths, a fully equipped kitchen, and a gorgeous living room that boasts a gas fireplace. Sip a warm drink while cozying up to the fire, listening to your favorite record on the Victrola!
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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.
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Gorgeous Suite w/ Private Entrance
Welcome to your private upstairs retreat with its own private entrance and bathroom. This charming efficiency offers a queen bed for restful nights, plus a loveseat sleeper sofa perfect for an adult or two small children. Enjoy the convenience of a mini fridge, coffee maker, and microwave. Step outside your door to our porch sitting area with a grill. Thoughtfully set up to feel both private and inviting, it’s a peaceful space to relax, recharge, and feel right at home during your stay.
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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.
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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!
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Charming Efficiency
Newly refurbished efficiency apartment. Full kitchen, new appliances. Comfy space with queen bed and shower in bathroom. Short stroll to coffee bar & all of Cornwall! 3 miles to West Point. Ten minute drive to Storm King, Dia in Beacon, restaurants on the Hudson River. LOTS of hiking options, wine trails and exploring the Hudson Valley. Woodbury Commons is 10 miles for those who prefer shopping! Happy to help with dinner reservations & help to make your stay memorable! Pet friendly.
LocationValueAir conditioning

Top Floor 2BR
Full-floor 2BR in historic 1870 brick building with creek & Mt. Beacon views, shared backyard oasis (covered lounges, fire pit, seasonal stream). Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St and the Roundhouse waterfall in 10 min. Interior and exterior by award winning Hudson Valley designer Simone Eisold. Two off-street parking spots. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon vistas! [Permit: 2024-0027-STR]
ValueFamilySleep quality

Cozy 1-bedroom retreat minutes from West Point!
Enjoy easy access to everything from this perfectly located home base. Explore the beautiful Hudson Valley, shop the outlets at Woodbury Commons or cheer for your favorite team at Army home games! You will be on a quiet street in the quaint town of Highland Falls the perfect place for work or play.
ValueLocationIndoor spaces

Charming Village Base. Walk to Restaurants & Shops
Charming 1 BR apartment in the heart of Cold Spring. Centrally located in walking distance to restaurants and shops as well as hiking trails. About 15 min walk from Cold Spring train station. Ideally located in a Town Home in the village of Cold Spring with a private entrance.
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Popular amenities for Highlands apartment rentals
Weekly apartment rentals

Expansive Views; Miles of River & Mountains
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Luxury 2bd⭐Comfort+Style⭐
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Beacon Hills Retreat Apartment
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Private Country Getaway
LocationFamilyBreakfast

2-Bedroom in COH, near Newburgh & West Point
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Stylish affordable 2BR Steps from Thayer gate+prkg
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Top Side
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Hudson River Peaceful Getaway, Explore from here
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Private apartment rentals

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1
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Riversong on Hudson - Private Full 2nd Floor
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Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau
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Cozy Hudson Valley Retreat | 1800s Farmhouse
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Large, private apartment in scenic Hudson Valley
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Under the walkway near the train in Little Italy
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Enthusiastic Spirits. Close to Parks W/Cliff Views
LocationFamilyBreakfast

West Point Rest Stop
LocationFamilyWalkability
Apartment rentals with a hot tub

The Still Life Studio- Centrally located Oasis
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Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub
ValueFamilyKitchen

Relaxing Spa Retreat~Gorgeous View~Walk to Village
FamilyValueComfort

Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking
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Mountain Creek Vernon Appalachian Waterpark Condo
LocationFamilyOutdoor spaces

Dragonfly Den at The Fern Haven
LocationValueSleep quality

Rustic classic spacious Studio
ValueLocationHot tub

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
ValueFamilyGetting around
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