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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, (21)
"Easy access to food and bars. Simple walk to the main gate at West Point. As described and easy check in and parking."
Walk to EVERYTHING West Point-2mins to Academy! Mountain Views/private parking

Walk to West Point MA - FREE private parking and WiFi!

9.8 out of 10, Exceptional, (28)
"Cute, Clean, Cozy and Convenient to everything West Point! Pleasant stay! Walking distance to restaurants in Highland Falls! We definitely will stay again! "
Walk to West Point MA - FREE private parking and WiFi!

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is HK$1,306
HK$1,913 total
includes taxes & fees
19 Jan - 20 Jan
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!

7.2 out of 10, Good, (12)
"This home was just what our group of 16 needed to find rest, reconvene from the day’s activities, and prepare for all the next day’s activities. The town of Monroe was a great place to stay as it was centrally located for all the places we visited. "
The price is HK$4,074
HK$7,650 total
includes taxes & fees
18 Jan - 19 Jan
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, (54)
"The view was so good I never turned the TV on once during my stay! I was in town for a wedding and having such a clean, comfy, convenient, and well-apportioned accommodation only added to the joy of the occasion. This is an add-on to the host's residence and it was a comfort to know they were nearby while I was able to enjoy my complete privacy. "
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, (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$1,270 total
includes taxes & fees
19 Jan - 20 Jan
Cabin in the heart of the Hudson Valley, Cabin 4

Lakefront Luxury on Greenwood Lake

10.0 out of 10, Exceptional, (128)
"We needed a place to stay while visiting family in north jersey. This house was perfect - beautiful views, fairly close and clean. Now that we know it is here, we will stay again, God willing. "
Lakefront Luxury on Greenwood Lake

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

10.0 out of 10, Exceptional, (42)
"The perfect spot for a Beacon/Newburgh getaway! Great access to the towns, Storm King State Park, and Storm King Art Center! Lovely house, great game room (played so much ping pong and darts), and the hot tub was perfect."
Cozy cottage w/hot tub, game room & backyard. Close to West Point and Bethel.

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

9.8 out of 10, Exceptional, (47)
"The property is in a perfectly quiet area, all of the amenities were wonderful. We were able to enjoy the fire pit and the hot tub with zero issues. The property was clean in all areas. Instructions were easy to follow. We were able to communicate efficiently with the host. We felt totally comfortable in the space and enjoyed our time there. Would love to revisit! "
The price is HK$1,944
HK$3,890 total
includes taxes & fees
8 Jan - 9 Jan
Renovated House w/Hot Tub, Deck, Grill & Fire Pit

Cottage at Millpond Falls - Romantic Luxury Escape - Waterfall views in Warwick

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 - Romantic Luxury Escape - Waterfall views in Warwick

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

10.0 out of 10, Exceptional, (30)
"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!

Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

10.0 out of 10, Exceptional, (29)
"This was a great rental in the heart of Beacon. Situated on main street we could walk to almost everything. Well outfitted apartment with all the amenties down to a white noise machine. Great to be able to do a load of laundry right on the apartment. Definitely would rent again. Host was super responsive."
The price is HK$933
HK$1,895 total
includes taxes & fees
8 Jan - 9 Jan
Luxe Studio 1 Loft Main St. Beacon Luxury Steam Shower! Kitchen, Washer/Dryer

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

10.0 out of 10, Exceptional, (13)
"Beautiful modern home with great views over the pond and woods. Super comfortable and many amenities. I really appreciated how well stocked the kitchen was with pots and pans that you can actually cook with compared to most VRBO's. Only drawback is that the area isn't really walkable. Busy road with minimal shoulder and you can't get down to the pond. We drove to a number of great hikes in the area though. Bonus: the woods behind the house were home to a couple great horned owls calling to...
The price is HK$3,438
HK$6,503 total
includes taxes & fees
8 Jan - 9 Jan
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Kick back & relax in this peaceful, stylish place to stay with the whole family.

10.0 out of 10, Exceptional, (21)
"Our family went to the Hudson Valley area for a wedding. Pre stay communication with Malka was excellent and we all had a wonderful time. Lots of room for the kids to play and be entertained downstairs as well as upstairs in the Projection Room. The backyard was a great soccer area and the fire pit was great to sit around at night. Firewood on site was a real plus! I do recommend to anyone doing substantial cooking for many people to bring their own favorite pots and pans if possible though...
Kick back & relax in this peaceful, stylish place to stay with the whole family.

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

Majestic RiverView Estate - Breathtaking Views

10.0 out of 10, Exceptional, (4)
"We booked a weekend away to celebrate family birthdays and were very happy to celebrate in such a special place. There was plenty of room for 11 of us (+ dog) and was a mix of modern touches and old world charm highlighting the legacy of the house. And the view of the Hudson was a highlight of our stay. Highly recommend!"
Majestic RiverView Estate - Breathtaking Views

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is HK$1,944
HK$2,908 total
includes taxes & fees
18 Jan - 19 Jan
Contemporary Cozy Cottage

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

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

3 bedroom country home off hiking trail

8.6 out of 10, Excellent, (8)
"The house was an older cute home. Very comfortable and inviting. The owner Tony was very easy to talk with and a great communicator. The kitchen is lovely and had plenty of things for your need. We really enjoyed our stay! 😊"
The price is HK$840
HK$3,176 total
includes taxes & fees
14 Jan - 15 Jan
3 bedroom country home off hiking trail

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

10.0 out of 10, Exceptional, (23)
"We picked this location because it was close to family. We were celebrating my aunts 75th birthday. The house contained everything we needed and had plenty of room for all of us. The property had great views and was on a quiet road. I would stay again."
The price is HK$3,102
HK$5,559 total
includes taxes & fees
8 Jan - 9 Jan
New 5 Bedrm/3bath + Swim Spa & Huge Outdoor Space
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, (695)
"Was a nice location and quiet "
The price is HK$1,043
HK$1,211 total
includes taxes & fees
31 Jan - 1 Feb
FairBridge Inn & Suites at West Point

West Point Motel

2.5 star property
8.4 out of 10, Very good, (567)
"Convenient for Army football games. "
The price is HK$1,089
HK$1,231 total
includes taxes & fees
8 Jan - 9 Jan
West Point Motel

West Gate Inn Nyack

3.0 star property
7.4 out of 10, Good, (1014)
"I liked the location in relation to the main street shopping and restaurants. Adorable town. "
The price is HK$777
HK$889 total
includes taxes & fees
14 Jan - 15 Jan
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 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?

Luxurious & Peaceful ~ Pool ~ Fire Pit ~ Backyard!: This holiday home rental outside of Highland Falls offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Highland Falls?

Expedia has 16 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 Michie Stadium and Storm King State Park.

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.