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Compare 218 Vacation Homes in Highland Falls with updated reviews, rates, and availability.

"Really cool house. We has some issues with our stay. It took a bit to get in touch with the manager to resolve the issues. The next day the brought most if the items needed that the h"

Highland Falls Vacation Rental | 4BR | 2.5BA | Stairs Required | 1,740 Sq Ft

"Beautiful cozy home. Well stocked. Good communication with management/owners Overall great experience!!! ❤️"

"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."

Stony Point Vacation Rental | 2BR | 2BA | 1,800 Sq Ft | 3 Steps Required

"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! "

"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."

"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. "

SAR 3,106 total

includes taxes & fees

10 Dec - 11 Dec

Garrison Vacation Rental | 2BR | 2.5BA | 1,700 Sq Ft | 1 Step to Enter

"House was beautifully furnished with lovely touches of art work and lovely succulent plants. The hot tub was a great touch, and we enjoyed it every morning. The children loved exploring the property. Thank you!"

"No Iocation. Some furniture could use some updating."

Ossining Vacation Rental | 5BR | 3.5BA | 2,800 Sq Ft | Stairs Required

"This house was wonderful! Had a lot of space and it was perfect. Feliciano was very receptive, even helped open the door remotely for me when I had a hard time getting in at check in. Responded immediately. Would book again!"

"We found the house pleasant and centrally located"

"Perfect location very close to Thayer Gate, West Point Museum, Visitors Center and local restaurants in Highland Falls. Host is an excellent communicator and has put a lot of thought into this clean and comfortable home. Cannot wait to visit again soon. "

"The place was perfect for the occasion! My partner and two friends were in town for a wedding. The wedding venue was only 6 minutes away so it was the ideal location! The place was clean and communication with the host was great! Would recommend to anyone. "

SAR 996 total

includes taxes & fees

3 Dec - 4 Dec

"Review of VRBO Home - Our Rockbound Highland Rating: ⭐⭐⭐⭐⭐ (5/5) - Exceeded Expectations I recently stayed at a VRBO home that completely surpassed my expectations! The home was not only beautiful but incredibly comfortable, offering all the amenities promised in the listing. It felt like a home away from home and matched the online photos perfectly, which made our stay even more enjoyable. The check-in process was seamless, and the communication with the property manager was top-notch. This...

"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. "

"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. "

SAR 3,202 total

includes taxes & fees

3 Dec - 4 Dec

"Great place!"

"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."

"We loved our two nights here! Space was spotless and comfortable for 4 of us. Location was central to everything. "

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Other property types in Highland Falls

Welcome! Living room sofa converts to sleeper for groups of 6

"Great place - close to all. D&D right there as well plenty of food and drink options- nice people. "

"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."