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Highland Falls Holiday Rentals

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Holiday Rentals in Highland Falls

Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

9.4 out of 10, Exceptional, (20)
"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "
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, (105)
"Super cozy apartment with a beautiful view. Very welcoming host and a great place for a short stay near Bear Mountain. "
The price is HK$1,308
HK$1,938 total
includes taxes & fees
30 Nov - 1 Dec
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (74)
"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

10.0 out of 10, Exceptional, (28)
"Beautiful property, with cozy linens in every room, incredibly well maintained property, and lovely views. The welcome book had clear instructions, there were great lawn games, lots of suggestions to eat too. The icing on the cake was the welcome basket, complete with Halloween treat bag for our little one! "
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (125)
"What a great family trip. Great location. Great home.Views were outstanding. Owner was alway available and willing to help. Would stay here again when we return to the area. "
Lakefront Luxury on Greenwood Lake

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.0 out of 10, Wonderful, (32)
"We enjoyed our stay however, the listing states all the beds are king sized and only 2 are. The other 2 are queen. Also (note for host) we forgot a pair of sunglasses and would like to have them mailed back if they are found, could you contact me if possible."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (11)
"Great space and very comfortable for a group "
The price is HK$3,147
HK$6,520 total
includes taxes & fees
26 Nov - 27 Nov
Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (11)
"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "
The price is HK$3,363
HK$6,467 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Cabin in the heart of the Hudson Valley, Cabin 4

8.8 out of 10, Excellent, (18)
"The description of the property was accurate; however, a few things surprised me that would have affected my decision to book or not. First, the house is located beside a busy road where traffic is moving all hours of the day and night at 35-55 mph. For some, this isn't a big deal. For others, it's not as quiet as described. Thankfully, I was delighted to see the room provided a noise machine. Secondly, there is no fan. Only the A/C and heater provided any air movement if you didn't want the...
The price is HK$848
HK$1,271 total
includes taxes & fees
1 Dec - 2 Dec
Cabin in the heart of the Hudson Valley, Cabin 4

Quaint village, walk to restaurants and shops.

9.8 out of 10, Exceptional, (9)
"Wonderfully quaint place within walking distance of downtown restaurants/pubs. Cant wait to come back"
Quaint village, walk to restaurants and shops.

Cottage at Millpond Falls - A Romantic and Luxurious Escape

10.0 out of 10, Exceptional, (142)
"Such a beautiful location. The cottage is quant while having all the modern updates. The hosts have carefully left an array of coffee and welcome goodies, including fresh eggs from their ducks. Will be back! "
Cottage at Millpond Falls - A Romantic and Luxurious Escape

Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

10.0 out of 10, Exceptional, (9)
"The property is sensational. The house has everything that you would need for enjoyment of all ages. My forty year old son said this place is “Sick”. Sick meaning absolutely awesome! Great property to rent for a large family or several couples weekend. "
The price is HK$3,495
HK$6,375 total
includes taxes & fees
8 Dec - 9 Dec
Dream escape, new modern farmhouse, stunning views, game room & hot tub for 14+!

Renovated 1850's Cottage on Storm King Mountain

9.8 out of 10, Exceptional, (14)
"Great place!"
Renovated 1850's Cottage on Storm King Mountain

Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

9.8 out of 10, Exceptional, (114)
"Lakefront House on Greenwood Lake is awesome. We were in town to visit Watchtower Headquarters in Warwick. The house was clean and comfortable. Communication was Jody was quick. We enjoyed the lake so much! We look forward to returning again."
Lakefront House on Breathtaking Greenwood Lake, NY Short Term Rental 33118

Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

10.0 out of 10, Exceptional, (40)
"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

Spectacular Log Home Estate North Wing Apt

10.0 out of 10, Exceptional, (36)
"Beautiful neighborhood quiet and peaceful Immaculate and comfortable It felt like home very easy to communicate with the owners always with a quick response we really enjoyed our stay Ray James"
Spectacular Log Home Estate North Wing Apt

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is HK$1,946
HK$2,935 total
includes taxes & fees
26 Nov - 27 Nov
Contemporary Cozy Cottage

New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

10.0 out of 10, Exceptional, (22)
"Easy 30 minute drive to West Point. In the country, yet outlet mall, restaurants and things to do all within 30 minutes. Very responsive when I text as the keypad didn’t work. They let us in remotely. We had several in our family and we were all comfortable. Nice fire pit, swim spa, and clean. "
The price is HK$3,106
HK$5,565 total
includes taxes & fees
2 Dec - 3 Dec
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space

Beautiful Cozy 2 br in-law apt, prime Hudson Valley location

9.6 out of 10, Exceptional, (15)
"The location was convenient for our purposes; neighbourhood felt safe. The place was clean, the beds were comfortable. The kitchen was well equipped. The sofas were not comfortable to lounge on."
Beautiful Cozy 2 br in-law apt, prime Hudson Valley location
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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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, (684)
"Spacious room, fairly basic but clean and comfortable. Close to West point. "
The price is HK$771
HK$895 total
includes taxes & fees
13 Dec - 14 Dec
FairBridge Inn & Suites at West Point

West Point Motel

2.5 star property
8.4 out of 10, Very good, (564)
"Booked through Expedia and the property manager was not able to take care of charging what was published through Expedia. It was significantly more. "
The price is HK$1,090
HK$1,233 total
includes taxes & fees
2 Dec - 3 Dec
West Point Motel

West Gate Inn Nyack

3.0 star property
7.2 out of 10, Good, (1016)
"The breakfast was great An the cheese cake was wonderful.service was very good."
The price is HK$856
HK$979 total
includes taxes & fees
9 Dec - 10 Dec
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.
Beautiful view of the beach with palm trees

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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?

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. : This holiday home rental outside Highland Falls is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of garden in this rental home to help you unwind.

How many holiday rentals are there in Highland Falls?

Expedia has 14 holiday 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 wider area, you’ll find Woodbury Common Premium Outlets and Michie Stadium.

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.