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Highland Falls Holiday Rentals

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Holiday Rentals in Highland Falls

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AU$294
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom retreat minutes from West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Highland Falls
10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is AU$426
includes taxes & fees
16 Nov - 17 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

House on the Babbling Brook- Quiet 2BR + King Bed!

Highland Falls
10.0 out of 10, Exceptional, (3)
"Good stay, awesome place"
United States
Scott G.
The price is AU$653
includes taxes & fees
23 Nov - 24 Nov
House on the Babbling Brook- Quiet 2BR + King Bed!

Sleek Escape: Modern 3 BR- 4 Min from West Point !

Highland Falls
10.0 out of 10, Exceptional, (2)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is AU$682
includes taxes & fees
17 Nov - 18 Nov
Sleek Escape: Modern 3 BR- 4 Min from West Point !

3BR West Point Retreat-3min to Back Gate+ King Bed

Highland Falls
9.4 out of 10, Exceptional, (3)
"Home was very peaceful and serene, My Boys really enjoyed the relaxing and laid back vibe this stay had to offer. My kids did mention it would be a summer vacation stay, because of the creek in the back. Overall is was clean and accommodating. Host did their best for all my accommodation. I would give them a 5- Star White Glove on this. Thanks, Hope to revisit! "
United States
Akail S.
The price is AU$676
includes taxes & fees
16 Nov - 17 Nov
3BR West Point Retreat-3min to Back Gate+ King Bed

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Highland Falls
10.0 out of 10, Exceptional, (4)
"The apartment was awesome. Wish we were able to stay for more than just the one night. The host was responding to questions almost before I was done typing the question:) Everything was clean and orderly, parking was close (About 8 inches from the door.) We are picking up more work in the area and hope to stay again next trip."
United States
Peter F.
The price is AU$437
includes taxes & fees
19 Nov - 20 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls
9.2 out of 10, Wonderful, (9)
"Minor misunderstanding about initial entry instructions, but host responded immediately and helped get us in. Great stay and super east access to West Point from this location."
United States
Doug L.
The price is AU$686
includes taxes & fees
14 Nov - 15 Nov
Local Artist Inspired | Walk to WestPoint + King Bed

Lovely 3BR Home with parking-Walk to WP Gate!

Highland Falls
10.0 out of 10, Exceptional, (7)
"Celebrated my son’s HS graduation with my father-in-law along for the adventure, Joe’s townhouse is super convenient to Thayer Gate and eating establishments along Main St. Grill worked well and the beds made for sound slumber. For mixed company an extra half bath might be desired, but 3 guys who know each other well managed just fine. The basement washer & dryer are top of line."
United States
James W.
The price is AU$545
includes taxes & fees
17 Nov - 18 Nov
Lovely 3BR Home with parking-Walk to WP Gate!

Walk to WP Gate + Free Parking!

Highland Falls
9.8 out of 10, Exceptional, (19)
"Well equipped space and great communication from the host"
United States
Beth
The price is AU$466
includes taxes & fees
17 Nov - 18 Nov
Walk to WP Gate + Free Parking!

Fabulous 3bdrm Home w/parking!

Highland Falls
8.0 out of 10, Very good, (2)
"Great place. Close to West Point activity. Clean and new."
United States
Joanne V.
The price is AU$506
includes taxes & fees
17 Nov - 18 Nov
Fabulous 3bdrm Home w/parking!

Modern Hudson Valley Retreat Near Mohonk

2.0 star property
Plattekill
10.0 out of 10, Exceptional, (2)
"Beautiful location and great stay! Would come here again in a heartbeat. "
United States
Gavin
The price is AU$406
includes taxes & fees
13 Nov - 14 Nov
Modern Hudson Valley Retreat Near Mohonk

Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Beacon
10.0 out of 10, Exceptional, (32)
"My wife and I stayed for 2 nights while in the Hudson Valley. We loved the room and the location in Beacon was perfect. You do need to ascend a narrow staircase to get to the room, which might be a little tricky with heavy luggage."
United States
Carter T.
The price is AU$372
includes taxes & fees
18 Nov - 19 Nov
Luxe Studio 2 on Main Street- Luxury Steam Shower, Kitchen

Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Warwick
9.0 out of 10, Wonderful, (6)
"Although the original check-in process was fine, the host became unresponsive to our questions during the stay. We were able to figure out the answers to our questions, but it would have been nice to hear anything at all. We went so far as to text the host because we became concerned after radio silence for 3 days. Once she did respond she didn't apologize for not getting back to us and ghosting us for days. "
United States
Patty M.
The price is AU$230
includes taxes & fees
17 Nov - 18 Nov
Room 1 at The Warwick Inn – Cozy Elegance in the Heart of Town

Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Beacon
9.8 out of 10, Exceptional, (42)
"Adorable place to stay in an adorable town! "
United States
Mary L.
The price is AU$362
includes taxes & fees
17 Nov - 18 Nov
Luxe Studio #3 on Main Street- Amazing Steam Shower! Washer/Dryer, Kitchen

Cabin in the heart of the Hudson Valley, Cabin 4

Newburgh
9.2 out of 10, Wonderful, (25)
"Great place to stay for a Beacon/Newburgh trip if you have a car, or like me, don’t mind hilly bike ride to and from. Cozy and affordable. "
United States
Derek L.
The price is AU$273
includes taxes & fees
13 Nov - 14 Nov
Cabin in the heart of the Hudson Valley, Cabin 4

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

CROTON HDSN
9.8 out of 10, Exceptional, (90)
"Fabulous place with extraordinary host. Better than advertised, well appointed & thoughtful touches throughout!"
United States
Sherri P.
The price is AU$480
includes taxes & fees
13 Nov - 14 Nov
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Charming 1-bedroom apartment in Carmel with WiFi, AC

Carmel Hamlet
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is AU$431
includes taxes & fees
29 Nov - 30 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC

Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Montgomery
10.0 out of 10, Exceptional, (1)
"Guido was very responsive and thoughtful! My partner and I stayed with our small dog and it was safe, clean, well stocked and in a beautiful area. Highly recommend to those looking to stay in the area!"
United States
Emma C.
The price is AU$304
includes taxes & fees
16 Nov - 17 Nov
Cozy Cabin Gateway I 1.5 Acres w. Pool & Firepit

Cabin in the Heart of the Hudson Valley, Cabin 1

Newburgh
9.8 out of 10, Exceptional, (30)
"We really enjoyed the little cabin and it’s cleanliness, would recommend to friends, and will stay again"
United States
James D.
The price is AU$369
includes taxes & fees
16 Nov - 17 Nov
Cabin in the Heart of the Hudson Valley, Cabin 1

Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Goshen
9.8 out of 10, Exceptional, (59)
"Was a good place to stay with the family for a few days. Very convenient to LegoLand."
United States
Joseph S.
The price is AU$775
includes taxes & fees
13 Nov - 14 Nov
Renovated House w/Hot Tub, Deck, Grill & Fire Pit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Falls Hotel Reviews

Find out more about Highland Falls

Everything you need to know about Highland Falls holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland Falls holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland Falls holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Highland Falls holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland Falls. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland Falls holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland Falls holiday rentals we have selected for you start as low as AU$273 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Highland Falls rentals

At Expedia, we put the best Highland Falls holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Highland Falls rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland Falls holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland Falls. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Highland Falls?

Yes, there are holiday rentals close to the most popular sights in Highland Falls, or you can select a more secluded option if you're looking for a relaxing stay. Highland Falls is known for its university setting and shopping. Make sure you have time to check out the waterfalls and football matches during your trip.

What are some of the best holiday rentals that Highland Falls has to offer?

Fabulous 3bdrm Home w/parking!: This highly rated holiday home rental in Highland Falls offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Highland Falls?

Expedia has 20 holiday rentals for your stay in Highland Falls.

What can I see and do in Highland Falls?

Cultural attractions to visit include West Point Museum and United States Military Academy. Woodbury Common Premium Outlets and LEGOLAND® New York are other popular places to visit in the area.

What are holiday rentals like in Highland Falls?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Falls. Holiday rentals feature amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for family trips or small group gatherings.