Ossining Vacation Homes

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Our top choices for Ossining holiday homes

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Ossining

natalie l.

HK$10,624 total

includes taxes & fees

20 May - 21 May

Westchester Summer Pool Pet Friendly Events Games

Ossining

HK$10,672 total

includes taxes & fees

20 May - 21 May

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich

Crystal

HK$2,495 total

includes taxes & fees

1 Jun - 2 Jun

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr

HK$4,690 total

includes taxes & fees

23 May - 24 May

The Victorian Blue 25min to NYC

North Side

Honna C.

HK$9,072 total

includes taxes & fees

20 May - 21 May

Spacious 3BR Home / Free Parking / Perfect for Families & Groups

White Plains

HK$5,365 total

includes taxes & fees

20 May - 21 May

In-room safe, iron/ironing board, travel cot, free WiFi

2BR House w/ Free Parking / Fully Equipped Kitchen / Spacious / Family Friendly

Bryn Mawr

HK$5,560 total

includes taxes & fees

26 May - 27 May

Perfect Family Getaway / 5BR Home / 6 Queen Beds / Free Parking

Bryn Mawr

HK$5,560 total

includes taxes & fees

20 May - 21 May

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Top Ossining Hotel Reviews

Hampton Inn White Plains/Tarrytown

8/10 Good

"room is clean but rugs on hallway old and smells. staff were nice."

La Quinta Inn & Suites by Wyndham Stamford / New York City

6/10 Okay

"The hotel had many areas of maintentance going on and not well cleaned. Also the elevator wasn't working. I was on 5th fl. There was no maage on site to help gv explanation it was not working during the night or mring. No recompense either."

Hotel Nyack, a JdV by Hyatt Hotel

6/10 Okay

"This hotel has the most uncomfortable setup I have ever experienced. I was here for an event I was hosting and figured spending the night would be convenient. I was wrong, the first night I got ZERO sleep. There was a constant knocking sound in our room, it was brutal. I felt like I was sleeping in a shipping container. Just not very cozy. "

Hilltop Inn & Suites

4/10 Poor

"first day the room smelled like cigs. No body wash in the bathroom, but there is lotion & shampoo. Microwave & fridge were a plus. For a queen bed it was pretty small. Breakfast is bread, cereals & donuts. Parking was a big plus though, big. Outdoor pool was nice, of course when it gets warmer it’s open."

Hampton Inn & Suites Yonkers

8/10 Good

"It was good. I would stay here again. The only problem is that some of the pillows have down/goose feathers in them and I am HIGHLY allergic, so navigating that was a bit tricky. There was no one in housekeeping that evening and I couldn't leave the pillows in the room and the front desk couldn't help us. Fortunately we were traveling with others and they were able to switch out pillows. If I hadn't caught this, I could've been hospitalized. I did expect the hotel to be more helpful in remedying the problem instead of leaving it up to us. But otherwise everyone was kind and helpful. It would also be nice if breakfast was available until 10am :)"

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