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

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. We live here with kids/dogs so you may hear us moving

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.

Sunny Loft Morning Muffin Basket
Book with me if you want exceptional quality in a homey safe & secure environment. Do you want- - Morning muffins/cookies - Coffee bar, teas, hot cocoa - 2 Super comfy queen sized beds. - Huge bathroom - Heated Jacuzzi bathtub - Seated shower - Private driveway. Private entrance - Parking at door. - Writing desk. - Wifi - Singles/double Minutes from -SKAC -USMA -Woodbury Common -Stewart Airport -Beacon-DIA-Metro -No cooking allowed. Inquire about extra guests. Relax. Enjoy. Book now.

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.

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.

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!

Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore. Everyone will enjoy their time in this comfortable artistic home!

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.

Spacious, bright 5 bedroom house near West Point
Recently renovated 5 bedroom, 2 bathroom house located 4.3 miles from the Thayer Gate at historic West Point Military Academy. Located in the scenic Hudson Valley near hiking, fishing, Bear Mountain State Park and many historic sites.Woodbury Commons premium outlets are 20 minute drive. The house is comfortable with many upgrades- full oven and microwave, large fridge/freezer, USB ports .Come and see an Army game - and relax here afterwards!

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.

Haverstraw Hospitality Suite
Quiet & cozy suite, with a comfortable full bed & private bathroom in newly renovated garden (basement) level of a single-family home. WiFi/air conditioning & heat unit/FiOS cable - roku TV. Coffee/tea available. Rollaway available for an extra bed. The neighborhood is quiet, and parking is available in the driveway. Feel free to come and go as you please -- we hope our guests feel like this is their home away from home:)

Peekskill Carriage House Downtown Studio
Located close to the center of town, this is the perfect launchpad to experience local restaurants, coffee houses, the Paramount Theater, shopping, etc. and a short drive to stunning hikes, the Hudson Valley and beyond. The apartment is ideal for one or two and features a kitchenette, bathroom, dining island, comfortable queen bed, and couch. peekskillcarriagehouse.com
Popular amenities for Highland Falls holiday rentals
Other great holiday rentals in Highland Falls

Highland Falls Home - 1/2 Mile to West Point

Quiet, Cozy, Private Suite ~1/2 mile to West Point

Private, modern carriage house. Great for couples.

Perfect NYC Getaway in the Hudson Valley

Billie's Room in Beacon 1794 Home Walk 2 Train

Cozy House 3 Blocks From West Pt

Cozy 1-bedroom retreat minutes from West Point!

West Point Cottage
When is the best time to visit Highland Falls?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $407 NZD | $308 NZD | $341 NZD | $428 NZD | $466 NZD | $481 NZD | $436 NZD | $443 NZD | $438 NZD | $392 NZD | $440 NZD | $409 NZD |
| 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
Are there pet-friendly vacation rentals in Highland Falls?
Four-legged friends are welcome in Highland Falls. Choose from more than 20 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Highland Falls?
Experience the best of Highland Falls with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Highland Falls have free parking?
Absolutely! We offer over 30 house rentals with free parking in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Highland Falls?
Yes! Work meets play with ease at over 30 vacation rentals in Highland Falls featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Highland Falls?
Highland Falls has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do apartment rentals in Highland Falls have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Highland Falls have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Highland Falls. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Highland Falls?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with a kitchen, over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Highland Falls

Total holiday rentals
Explore 60 holiday rentals in Highland Falls

Nightly prices starting at
Highland Falls holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 3,360 verified reviews to help you choose

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

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Highland Falls holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Highland Falls rentals

4.8 Average rating
Highland Falls stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- 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
- Radio City Music Hall
- Statue of Liberty
- Rye Beach
- USTA Billie Jean King National Tennis Center
- McCarren Park
- The Metropolitan Museum of Art
- Astoria Park
- Thunder Ridge Ski Area
- One World Trade Center




