
Apartment holiday 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.

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

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️
PLEASE READ ALL HOUSE RULES PRIOR TO INQUIRIES AND BOOKINGS! 1 night/longer stays can be accommodated upon request and calendar availability. “Home Is Where The Heart Is”. If you love tranquility and coziness combined with sophistication and traditional rural charm, this is the place for your stay (only 4 miles from Beacon). The ground floor apartment with a private entrance (located around the back in a private house) includes a living room, full kitchen, full bathroom and Queen bedroom

2BlocksToMainSt/Roundhouse Under Mt Beacon Pvt Apt
A cozy, clean, large studio apartment within a two minute walk to Mt. Beacon and Main St. Enjoy your stay with a fully equipped kitchen (coffee, tea, creamer, sugar, etc.), a comfy queen bed with lots of pillows, a full bathroom with shampoo, conditioner, body wash and extras. You will have off-street parking and a beautiful outdoor patio all to yourself. The apartment has WiFi, a Smart T.V. and lots of lighting but also room darkening shades to sleep in. Pickleball courts 2 blocks away.

Unwind in a Bespoke Downtown Studio W Laundry
A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

Cozy, Small Studio with Backyard & great A/C
Cozy, small studio on quiet block. Near Main Street, Roundhouse, hiking, restaurants. Fully private space & entrance, shared backyard, new A/C, wifi. Walk everywhere. 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.

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.

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.

Peaceful apartment on 3.5 acres w/ Artist studio.
Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Historic Walkup
Welcome to our renovated Historic Walkup Apartment situated steps away from Cold Spring Village Main Street, with a koi pond and mature gardens for your relaxation pleasure. From the street you would never know this exciting botanical experience is here. Feel like going out? We are only steps from the Hudson River waterfront and many restaurants, great shopping and hiking. Off street parking for one (1) automobile from Friday 9am-Sunday 6pm and holidays.

The RED Door Suite
Escape to this private lower level oasis with a cozy living room, spacious bedroom, and full private bathroom. Amenities include a kitchenette, dining table, flat screen TV with Apple TV, Fios, and a coffee maker. The bedroom features a queen bed, dresser, clothing rack, mirror, microwave, small fridge, and desk setup. Just a 20-25 minute walk, 10-15 minute bike ride, or 5-7 minute drive to Beacon's main street. Relax and unwind in this comfortable space!

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.
Popular amenities for Highlands apartment rentals
Weekly apartment rentals

Riversong on Hudson - Private Full 2nd Floor

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Charming Lakeside Retreat

Standalone Cottage surrounded by woods

Apartment in Lovely Lake House,Pets welcome!

Luxury Apt/Sugar Loaf/10 Min To LEGOLAND

Cozy 2 Br apartment in the heart of Beacon

Quiet Studio Apartment in Pawling
Private apartment rentals

Gorgeous Suite w/ Private Entrance

Maple Ridge Retreats - Apt B

Modern Luxury King One-Bedroom

E and T Getaway LLC

Private Apartment in 1820’s Cottage - New Reno

Warwick Village Apt w Off St Parking

Cornwall on Hudson Private Apartment

Huckleberry Quarters, the Cozy Redding Retreat.
Apartment rentals with a hot tub

Cozy renovated Studio @ Creek

Top Floor Appalachian Minerals DayPass Available

Renovated Forest Oasis with Pool & Fire-pit

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Posh Couple's Suite-Private Patio w/jacuzzi

The Hideaway

Dragonfly Den at The Fern Haven

Low cleaning fee, pool,swing, EWR 7min , NYC 27min
When is the best time to visit Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $241 SGD | $209 SGD | $229 SGD | $265 SGD | $267 SGD | $267 SGD | $272 SGD | $268 SGD | $259 SGD | $260 SGD | $267 SGD | $260 SGD |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
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 $91 SGD per night before taxes and fees

Verified guest reviews
Over 3,930 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Rentals with a washing machine and dryer Highlands
- Rentals with pools Highlands
- Rentals with a fireplace Highlands
- Rentals with a firepit Highlands
- Hotel rooms Highlands
- Rentals with breakfast Highlands
- Rentals with a patio Highlands
- Waterfront rentals Highlands
- House rentals Highlands
- Fitness-friendly rentals Highlands
- Family-friendly rentals Highlands
- Rentals with outdoor seating Highlands
- Pet-friendly rentals Highlands
- Flat rentals Orange County
- Flat rentals New York
- Flat rentals United States
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Statue of Liberty
- Rye Beach
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Astoria Park
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Bronx Zoo




