
Apartment holiday rentals in Highlands
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Top-rated apartment rentals in Highlands
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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.

Quiet Studio Apartment in Pawling
For getaways or visiting the area, this peaceful sanctuary awaits your arrival in Pawling. A fresh clean studio apartment with idyllic views of the forest, stone walls, and distant mountains. Awake to the sound of birds and beautiful sites. With a king size bed, kitchenette, desk, Smart TV, WIFI, full bath with walk-in shower. Big sliding glass door to private deck overlooking native landscaping. 1 mile to village for restaurants, bakeries, & night spots. 7 min by taxi to Darryl's House Club.

Riversong on Hudson - Private Full 2nd Floor
This 2nd floor sanctuary is not just a place to stay. Aside from the trains frequently passing nearby, Riversong is a pocket of peace, a window to breathtaking views, and a gateway to a historic city. In this light-filled abode, classic charm meets contemporary comfort. The living area, with a convenient, plush futon, offers space to relax or host an additional guest. Picture windows frame the outdoors, inviting you to gaze on the tranquil river and verdant tapestry of the landscape beyond.

Scenic 1-bedroom rental in Newburgh
Tranquil top floor apartment in a historic Newburgh building steps from the Hudson. Tastefully presented by Hendley & Co - a local design boutique - this unit offers serene views and all amenities you need for a comfortable stay. High end furnishings throughout provide a relaxing stay or a peaceful work environment. Ferry to Beacon within walking distance. Fast Wi-Fi, Samsung washer/dryer, and a walk-in rainfall shower. Monthly stays welcome. Please note several flights of stairs required.

Top Floor 2BR - Just Renovated!
This 2BR apartment is the entire top floor of an 1870 brick house. Extensively renovated in 2021 - all new kitchen, major updates to the bathroom, furniture and decor throughout. Directly behind the house is Fishkill Creek and abandoned railway tracks (you can walk to Main St on them in 10 minutes). 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]

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.

Dream getaway apartment in the foot of Gunks Ridge
Beautifully decorated space full of original art located in the foot of Shawangunk Ridge on the side of a large farm field and a forest. Get together with friends at the handmade farm dining table, feel hygge next to a wood-fired place, enjoy nature tranquility, and recharge. We provide ALL you need: clean towels, cooking essentials, complimentary high-end loose tea /coffee, friendly atmosphere, and good local advice. Apartment is a half basement part of a house but has full privacy.

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!

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.

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.

Cozy Hudson Valley Home Base
Welcome to your cozy and private one-bedroom retreat in the heart of the Hudson Valley. This modern apartment is your perfect home base for exploring the region. Unwind in the bright, open-plan living space, where you can relax on the comfortable sectional sofa and stream your favorites on the 55-inch smart TV with our fast Wi-Fi. The fully equipped kitchen has everything you need to prepare a meal, including a Keurig coffee maker to start your day right.
Popular amenities for Highlands apartment rentals
Weekly apartment rentals

Gorgeous Suite w/ Private Entrance

Maple Ridge Retreats - Apt B

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

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Art Room at Old Stone Farmhouse

Village of Warwick Cozy Apartment

Charming, Tranquil & Comfy ~ 5★ Location ~ Parking

Historic Hyde Park Studio | Minutes from FDR & CIA
Private apartment rentals

Beacon Bird's eye view! Close to Main St & Train

City of Newburgh private townhouse apartment

Cozy Hudson Valley Retreat | 1800s Farmhouse

Private Apartment in 1820’s Cottage - New Reno

Lovely 2br Victorian - 5m to train / 3m to main

Beacon Retreat

Cornwall on Hudson Private Apartment

Cozy Home near Beacon, Woodbury Common, Storm King
Apartment rentals with a hot tub

Top Floor Mountain Creek Resort Pool Hot Tub Sauna

Your Family Adventure Awaits in Mountain Creek!

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Mt. Slope Great View 1 Bed Condo

Renovated Forest Oasis with Pool & Fire-pit

The Hideaway

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Countryside Couples Suite
When is the best time to visit Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $238 SGD | $207 SGD | $226 SGD | $262 SGD | $264 SGD | $264 SGD | $269 SGD | $265 SGD | $256 SGD | $257 SGD | $264 SGD | $257 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 $90 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!
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library Main Branch
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- United Nations Headquarters
- Citi Field
- Fairfield Beach
- Empire State Building
- Radio City Music Hall
- Statue of Liberty
- Canarsie Beach
- Rye Beach
- USTA Billie Jean King National Tennis Center
- McCarren Park
- The Metropolitan Museum of Art
- Astoria Park
- Thunder Ridge Ski Area




