
Apartment vacation rentals in Highlands
Find and book unique apartments on Airbnb
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.

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.

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Luxe Loft 4 on Main St- Views! Steam Shower! W/D
Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

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

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

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.

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.

Expansive Views; Miles of River & Mountains
Panoramic Hudson River views; walk 3 mins to DIA, 5 to the train, and 10 to Main St. One bedroom first floor apartment of a 2 story house, the owner lives in completely separate upstairs apartment. Apartment has basics stocked kitchen, modern dining / living area with sleep sofa, and elegant Queen bedroom with wildflowers mural, & marble shower bath. Only Long Dock Park between you & Hudson River & miles of hills. Recently renovated with creative touches of local artist host.

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 15 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.

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.

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.
Popular amenities for Highlands apartment rentals
Weekly apartment rentals

Log Cabin Apartment Great for Outdoor Enthusiasts

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

Hoppy Hill Farm House

Cozy Hudson Valley Retreat | 1800s Farmhouse

Centrally Located in the Heart ❤ of Newburgh

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

Modena Mad House

Walkable Beacon Apt w/ Fire-Pit
Private apartment rentals

Gorgeous Suite w/ Private Entrance

Maple Ridge Retreats - Apt B

Charming Lakeside Retreat

Warwick Village Apt w Off St Parking 2 GIG WIFI

Peekskill apartment in the center of downtown

Apartment in Lovely Lake House,Pets welcome!

West Point Rest Stop

Lovely 2nd FL Apt Walking Distance to West Point!
Apartment rentals with a hot tub

The Still Life Studio- Centrally located Oasis

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Swiss Spot

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Cozy Studio•Resort Stay•Mountain Creek Pool&Hiking

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Premium 3 Bed Top Floor Views

Near Legoland | Woodbury Commons | Hot Tub & Pool
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.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 4,420 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!
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Rentals with a patio Highlands
- Rentals with a fire pit Highlands
- Rentals with a washer and dryer Highlands
- Rentals with a fireplace Highlands
- Family-friendly rentals Highlands
- Fitness-friendly rentals Highlands
- Rentals with breakfast Highlands
- Pet-friendly rentals Highlands
- Waterfront rentals Highlands
- Rentals with outdoor seating Highlands
- House rentals Highlands
- Hotel rooms Highlands
- Rentals with pools Highlands
- Apartment rentals Orange County
- Apartment rentals New York
- Apartment rentals United States
- Times Square
- Madison Square Garden
- New York City Center
- Central Park Zoo
- New York University
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- Thunder Ridge Ski Area
- Astoria Park
- USTA Billie Jean King National Tennis Center
- Fairfield Beach
- The Metropolitan Museum of Art
- Prudential Center
- Kingston-Throop Avenue Station





