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Highland Falls Vacation Rentals

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Vacation Rentals in Highland Falls

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
9.2 out of 10, Wonderful, (17)
"This apartment is in an old building in Highland Falls, on the third floor you reach via a narrow, steep staircase. The apartment itself, although as old as the building, is furnished with contemporary furniture, a modern kitchen and bathroom, new sheets and pillows, and is extremely clean. We enjoyed our stay there."
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking
Stay in the HEART of West Point~Walk 2 mins to academy!
9.8 out of 10, Exceptional, (26)
"Clean, quiet, and comfortable. Steep stairs as noted in the listing and parking around the corner in back. A couple minor problems, but host was very attentive to helping us solve them."
Stay in the HEART of West Point~Walk 2 mins to academy!
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.8 out of 10, Exceptional, (99)
"Wonderful hilltop location. Beautiful view. Nice apartment. Great hosts. Wish we could have stayed longer! "
The price is ¥24,745
¥36,406 total
includes taxes & fees
Oct 1 - Oct 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
6.6 out of 10, (8)
"My family was in the area for an event. We had a very pleasant time and the house is spacious and perfect for a weekend getaway!"
The price is ¥58,982
¥120,869 total
includes taxes & fees
Sep 30 - Oct 1
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
10.0 out of 10, Exceptional, (47)
"This property was very comfortable, clean and had everything we needed. I was able to visit with my West Point Cadet for a weekend and cook a meal for her and we had a lovely time. "
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC
Cabin in the heart of the Hudson Valley, Cabin 4
8.8 out of 10, Excellent, (15)
"A bright and surprisingly well furnished space considering its "tiny house" appearance (refrigerator, microwave, coffeemaker, snacks). The bathroom looks newly renovated, is stylish and spacious. The location is quiet and private, as well as very convenient to Rte 9W. When there were communication glitches, Julie was very responsive. One note of caution: if you don't care for lilac/purple paint on the walls, you might want to choose one of her other cabins; I wouldn't paint my own walls that...
The price is ¥15,501
¥23,224 total
includes taxes & fees
Sep 29 - Sep 30
Cabin in the heart of the Hudson Valley, Cabin 4
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (7)
"Absolutely loved our stay! The house was cozy, comfortable, and well-equipped. The host was responsive and made sure everything was just right. Highly recommend!!"
The price is ¥70,963
¥130,248 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
9.0 out of 10, Wonderful, (26)
"Great house well appointed driveway could use some work and twin bathroom needs shower curtain and towel bars - we’ll stay again on another visit location is perfect very convenient "
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views
Quaint village, walk to restaurants and shops.
9.8 out of 10, Exceptional, (7)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.
Lakefront New York Abode w/ Deck, Grill & Fire Pit
9.6 out of 10, Exceptional, (7)
"This property was a great location that was the base for our excursions to Patterson, Warwick and Walkill. It suited our needs perfectly and we were very comfortable. Good communication with the property managers. No big issues. "
Lakefront New York Abode w/ Deck, Grill & Fire Pit
Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
9.0 out of 10, Wonderful, (4)
"The home was in a perfect spot with lake views and is nicely close to town. We picked the home for its closeness to the rein fair and I’m so glad we did, It was wonderfully quiet and relaxing after a long day of hanging out at the rein fair !"
Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
10.0 out of 10, Exceptional, (29)
"Awesome girls weekend. Great layout of the house and the pool got a lot of use! Didn’t explore much but can’t wait to come back and stay next year! Thanks for renting out your home."
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (71)
"Hoyse is in a beautiful location and was very clean. The host was responsive and helpful. I would give it 5 stars if it actually had 3 bedrooms."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Lakefront Luxury on Greenwood Lake
10.0 out of 10, Exceptional, (123)
"This is our second time here,and it was even better than the first. It has it all.A great place to get away from it all. it all.irst. Very serene and peaceful"
Lakefront Luxury on Greenwood Lake
Spectacular Log Home Estate North Wing Apt
10.0 out of 10, Exceptional, (32)
"Lovely cabin, super clean and quiet. A great alternative to surge pricing at local hotels due to drop off weekend or parents weekend. Thanks. "
Spectacular Log Home Estate North Wing Apt
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
9.6 out of 10, Exceptional, (13)
"Leisa was immediately responsive when we asked a question pre-booking, and granted a late check-out so we could attend a family event. The ground-floor apartment was easy for our two little dogs to get in & out, the neigborhood was nice for walking them, and the location was very convenient. All in all, a perfect stay."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
Cabin in the heart of the Hudson Valley, Cabin 2
8.6 out of 10, Excellent, (7)
"Pain free, simple, and just what I needed as I was coming through town. Easy to get in. Had everything you needed to several nights stay. Great communication "
The price is ¥15,501
¥23,224 total
includes taxes & fees
Sep 29 - Sep 30
Cabin in the heart of the Hudson Valley, Cabin 2
Villa Verde B&B, bsm, Greenwood Lake NY
10.0 out of 10, Exceptional, (11)
"Definitely going back "
The price is ¥26,593
¥43,594 total
includes taxes & fees
Sep 29 - Sep 30
Villa Verde B&B, bsm, Greenwood Lake NY
Kick back & relax in this peaceful, stylish place to stay with the whole family.
10.0 out of 10, Exceptional, (17)
"After having great difficulty with a different host and property, We were thrilled with Malka and the house. She rescued us from a nightmare and was responsive to all of our needs. The house is lovely and very clean. I would highly recommend this property."
Kick back & relax in this peaceful, stylish place to stay with the whole family.
Cabin in the Heart of the Hudson Valley, Cabin 1
9.8 out of 10, Exceptional, (16)
"Birthday celebration and traveling with pets. Was hoping to dine at the CIA but we enjoyed a lovely lunch in Newburgh. Would stay again. Very clean and comfortable cabin. Perfectly appointed! "
The price is ¥19,767
¥31,605 total
includes taxes & fees
Sep 29 - Sep 30
Cabin in the Heart of the Hudson Valley, Cabin 1
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Other types of properties in Highland Falls you may be interested in

FairBridge Inn & Suites at West Point
2.0 star property
6.2 out of 10, (658)
"The outside of this facility is in need of a major renovation and improvements and at first glance appears to be a poor location to stay at. However, once you get into your room, you’re more than pleasantly surprised because of how clean it is, and it appears that all the money for the improvements so far of this facility have gone into the rooms first which is a good thing. "
The price is ¥17,918
¥20,695 total
includes taxes & fees
Oct 13 - Oct 14
FairBridge Inn & Suites at West Point
West Point Motel
2.5 star property
8.4 out of 10, Very Good, (529)
"Very clean"
The price is ¥24,176
¥27,350 total
includes taxes & fees
Sep 29 - Sep 30
West Point Motel
West Gate Inn Nyack
3.0 star property
7.2 out of 10, Good, (999)
"Very nice, conviient"
The price is ¥14,456
¥16,536 total
includes taxes & fees
Sep 30 - Oct 1
West Gate Inn Nyack
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.

Frequently asked questions

Are there vacation rentals in Highland Falls?

Yes, we have vacation rentals near top sights in Highland Falls, or you can choose a 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 soccer matches during your trip.

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

Lakeview with Mountain View, Nature seeker friendly. Greenwood Lake: This vacation home rental outside Highland Falls offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a spa tub.

How many vacation rentals are there in Highland Falls?

Expedia has 11 vacation rentals for your stay in Highland Falls.

What can I see and do in Highland Falls?

Cultural attractions include West Point Museum and United States Military Academy, whereas Bear Mountain State Park and Harriman State Park are a couple of picturesque spots to enjoy the outdoors. In the larger area, you’ll find Woodbury Common Premium Outlets and Michie Stadium.

What are vacation rentals like in Highland Falls?

Vacation rentals are privately owned accommodations you can book for a short or long stay in Highland Falls. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.