
Apartment holiday rentals in Highlands
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Quick stats about flat rentals in Highlands

Total holiday rentals
Explore 40 holiday rentals in Highlands

Nightly prices starting at
Highlands holiday rentals start at $90 SGD per night before taxes and fees

Verified guest reviews
Over 4,420 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Highlands holiday 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!
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.

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.

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.

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.

Hudson River Peaceful Getaway, Explore from here
Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $19 cleaning with or without pets.

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!

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.

Cozy Beacon Oasis
Recently renovated studio apartment in an 1870 brick house with shared backyard oasis (covered lounge area, fire pit, seasonal stream). Design by top Hudson Valley designer Simone Eisold. Walk the scenic abandoned railway tracks alongside Fishkill Creek to Main St in 10 min. Dedicated off street parking. Ask about upgrading to the private patio with treetop hot tub & Mt. Beacon views! [Permit: 2024-0027-STR]

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

Expansive Views; Miles of River & Mountains

Log Cabin Apartment Great for Outdoor Enthusiasts

Beacon Hills Retreat Apartment

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

Private Country Getaway

Spacious Studio in Hudson Valley

Modena Mad House

Little haven by the woods
Private apartment rentals

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Modern Luxury King One-Bedroom

Dream getaway apartment in the foot of Gunks Ridge

Stylish affordable 2BR Steps from Thayer gate+prkg

Updated private two bedroom in heart of Montclair

Cozy 1 Bedroom Apt. Prime Location+private parking

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

Mountain Creek, Vernon Appalachian Waterpark Condo

Dragonfly Den at The Fern Haven

Rustic classic spacious Studio

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger
Destinations to explore
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- Rentals with a patio Highlands
- Rentals with a washing machine and dryer Highlands
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- Rentals with a fireplace Highlands
- Rentals with pools Highlands
- Rentals with breakfast Highlands
- Pet-friendly rentals Highlands
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- Rentals with outdoor seating Highlands
- Rentals with a firepit Highlands
- Family-friendly rentals Highlands
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- Flat rentals Orange County
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- Flat rentals United States
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- American Dream
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Statue of Liberty
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Minnewaska State Park Preserve
- New York University
- Fairfield Beach
- Astoria Park
- Thunder Ridge Ski Area





