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Compare 347 Vacation Homes in Ossining with updated reviews, rates, and availability.

"Perfect for our family’s visit to West Point. Great location "

"Perfect place and plenty of parking. "

"House was very nice and roomy. Area was nice also. Had an issue upstairs with refrigerator but used downstairs one as a backup."

"Nice location. Clean and comfortable. Was very cold inside when we entered (52 degrees) and I could not find an extra blanket anywhere. Everything else was great. "

"Host was very accommodating and easy to communicate with!"

AED 1,939 total

includes taxes & fees

5 Apr - 6 Apr

"House is absolutely perfect! This is our second time staying and we will definitely return. So much charm and warmth. I had the best sleep that I have had in months. All the amenities you could ask for, and more. Terrific convenient location. Host goes above and beyond to make sure we are comfortable. "

"It was a quick trip to see woman’s army basketball game. It was an excellent stay and excellent accommodations. "

AED 1,370 total

includes taxes & fees

28 Mar - 29 Mar

"The home was beautiful, comfortable and so spacious. Great time with friends made even better by the location. The amenities were great, beds were so comfortable and quality toiletries provided. Would definitely considering coming back. Not one complaint. Host set us up to have a winderful weekend. "

"The home was spacious and provided recreation for kids with hot tub, gym, ping pong, foosball, and game. However, property was advertised as 9 bedrooms and 7 baths. My family looked forward to spreading out but 4 bedrooms with adjoining bathrooms were locked. Text host to see if he would open them but he declined. That was disappointing."

"Great home with fun ping pong table!"

AED 3,815 total

includes taxes & fees

13 Apr - 14 Apr

"Close to west point where we were able to attend the sporting event. It is walking distance to the small town outside campus where you can find local shops for eating or shopping. ."

"Great little cottage, nice neighborhood and close to everything "

"The property is beautiful and was perfect for our stay. We were in town to see a family members art exhibit. It was my father first stay at a rental property like this and was a good experience for him. We really enjoyed the game room and projecter tv to watch the Superbowl! It was a great place for our family to come together. Thank you!"

"Nice entryway, lots of room for shoes. 1st and 3rd floor bedrooms were spacious. Nice size livingroom. Need more cookware for kitchen, and would recommend fixing the exhaust fan in the bathroom, and a better foundation for the attic bed. Moving slats caused the mattress to sag, especially at the foot of the bed. We would stay again. "

"A movie was being produced at our home.We needed to relocate for the week.We loved the house. All the rooms were clean & organized . Kitchen was well equipped .We met the neighbors! Lovely people !The only draw back is the stairs. Bathrooms are upstairs & in finished basement , but otherwise lovely"