
Holiday houses in Highlands
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Highlands
Guests agree: these stays are highly rated for location, cleanliness and more.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

Country Getaway - Close to Hiking & Storm King
Enjoy the countryside minutes away from downtown restaurants, bars and Main Street, in our private, cozy loft studio! Located on 1.5 acres, this clean and comfortable apartment includes a kitchenette with bar-style table, living room and two flat screen Roku TV’s with Netflix, Hulu as well as an electric fireplace, outdoor patio and fire pit. Guests have two parking spaces, a private first-floor entrance, private full bathroom, outdoor dining area, BBQ and fire pit! Pool available seasonably.

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!

Hiker's nest
This is a cozy room with private forest views and all the basic amenities (small kitchenette). We are located next to the entrance of Mount Beacon park (the free Loop Bus from the station drops you on our corner), a three-minute walk to the trail entrance, and a 25 minute walk to the train station and Main Street. The room is attached to the main house, but you have your own entrance with code access. We live in the main house, so we are here to answer questions or help with your stay.

Artistic Loft Quality. Privacy. Morning muffins.
Features - Hotel quality in a homey atmosphere - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower -Coffee/Tea/Morning Muffins - Kitchenette refrigerator - microwave- Keurig - tea kettle - Coffees, teas, morning muffins - Private driveway. Parking at door. - Dedicated work desk. Wifi - 5 min SKAC -12 min USMA -10 min Woodbury Common -15 min Newburgh Riverfront Restaurants -25 min Beacon -Must be 25 years or older to book. No parties. - dbl occ

Renovated Red 1890’s Hudson Valley Barn
Renovated barn in Mountainville, NY at the base of the Schunnemunk hiking trails. 1 mile from Storm King Art Center. 3 miles to Cornwall. 10 minutes from Woodbury Common Premium Outlet. 15 minutes to West Point. Private stairs & balcony leads to 500 square foot second-story space. You get the entire upstairs to yourself. The NYS Thruway does run between the house and the mountain. There is highway noise. TV has a ROKU. The WiFi signal is weak due to the metal siding on the barn.

Modern+bright forest escape - near village & train
Modern, efficient, and elegant private flexible garden apt. Guesthouse can be used as a studio apartment, or as a private personal retreat space for art/work/rest/meditation. Hiking trails available right out the door, and just a few minutes walk to Cold Spring's vibrant Main Street and Metro North train station to NYC and beyond. Comfortable bed, all modern amenities. Private patio. Native pollinator gardens and forest surround. Solar orientation brings in natural light.

Studio in Cornwall
Located near the village, hiking trails, Jones Farm, Hudson River, Woodbury Commons, West Point and more. The studio is ground level with a private entrance. The kitchenette incudes a convection toaster oven, a hot plate cooktop with pots/pans, light kitchenware, coffee maker, & fridge. Also provided: TV, Roku stick, Wi-Fi, AC/electric heat. (No cable) This is our home. The use of illicit drugs, smoking and excessive alcohol is prohibited.

Lovely, Quiet and Very Private! Entire Loft!
Nestled in the mountains is a peaceful place to lay your head. Just a stones throw from vineyards, brewery's and some of the best views and attractions the Hudson Valley has to offer. Here you'll find a private & secluded bedroom and bathroom fit for 2. A small "kitchenette" is avaliable for use as well as an outdoor seating area with fireplace. Free parking in designated spot. Waterfall is a short hike away.

Bear Mountain, Westpoint, & Hikers Retreat
The Fort @Fort Montgomery, Westpoint/Bear Mountain New to the rental market! This recently renovated 900 Square foot single story home located 5 miles/7 mins from West Point Military Academy and 3 miles/ 3min from Bear Mountain is the ideal spot for friends and family to convene for a weekend visit in the Hudson Valley.

Wooded stream side Retreat
Small basement apartment nestled in the village of Cold Spring, within walking distance to Main Street (10 minutes) and train (15-20 min). Apartment borders a wooded stream that leads to the old foundry and the Hudson River. Plenty of hiking nearby. Ample parking in driveway. Privacy.

View House
Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.
Popular amenities for Highlands holiday rentals
Other great holiday rentals in Highlands

Gorgeous Suite w/ Private Entrance

2nd Fl 2BR Apt Walking distance to WestPoint

Historic 1 bedroom home in Cold Spring, NY

Spacious, bright 5 bedroom house near West Point

Secluded overlook cottage near West Point

Adorable Guest Apartment in Victorian Mansion

Arkadia House Mid-century retreat with pool & view

Peaceful apartment on 3.5 acres w/ Artist studio.
When is the best time to visit Highlands?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $298 AUD | $288 AUD | $306 AUD | $340 AUD | $389 AUD | $383 AUD | $383 AUD | $383 AUD | $383 AUD | $355 AUD | $356 AUD | $346 AUD |
| 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 |
Frequently Asked Questions
Do apartment rentals in Highlands have a kitchen?
Absolutely! We offer over 40 apartment rentals with a kitchen in Highlands. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Highlands have free parking?
Absolutely! We offer over 30 apartment rentals with free parking in Highlands. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Highlands?
Highlands has more than 130 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Highlands?
Yes! Work meets play with ease at over 110 vacation rentals in Highlands featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Highlands?
Four-legged friends are welcome in Highlands. Choose from more than 80 vacation rentals for guests traveling with pets.
What are the most popular amenities for Hotel Rentals in Highlands?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do private suite rentals in Highlands have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Highlands. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Highlands have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Highlands. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Highlands?
Experience the best of Highlands with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there Highlands vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Highlands, available on Airbnb. Make a splash and soak up the sun in style!
Quick stats about holiday rentals in Highlands

Total holiday rentals
Explore 210 holiday rentals in Highlands

Nightly prices starting at
Highlands holiday rentals start at $77 AUD per night before taxes and fees

Verified guest reviews
Over 14,210 verified reviews to help you choose

Family-friendly holiday rentals
130 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 80 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
110 properties have a dedicated workspace

Wi-Fi availability
210 of Highlands holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Montreal 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
- Rentals with a fireplace Highlands
- Rentals with outdoor seating Highlands
- Rentals with breakfast Highlands
- Apartment rentals Highlands
- Hotel rooms Highlands
- Family-friendly rentals Highlands
- House rentals Highlands
- Fitness-friendly rentals Highlands
- Rentals with a fire pit Highlands
- Rentals with a washing machine and dryer Highlands
- Rentals with pools Highlands
- Pet-friendly rentals Highlands
- Rentals with a patio Highlands
- Waterfront rentals Highlands
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- 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
- Statue of Liberty
- Radio City Music Hall
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- Rye Beach
- The Metropolitan Museum of Art
- Astoria Park
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve




