Holiday Rentals Ossining from 4.813.539 ₫: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Ossining holiday rentals

Summer Pool Oasis Custom Bar Arcade Pool Table

Ossining

42.840.880 ₫ total

includes taxes & fees

27 Jul - 28 Jul

3 Mi to Downtown: Spacious White Plains Home

White Plains

18.745.933 ₫ total

includes taxes & fees

22 Jul - 23 Jul

Elegant Hideaway with Free Parking

White Plains

9.302.603 ₫ total

includes taxes & fees

17 Aug - 18 Aug

Luxury NYC Home Game Room Free Parking

White Plains

"After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is...

Jorge

16.096.457 ₫ total

includes taxes & fees

22 Jul - 23 Jul

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Top Ossining Hotel Reviews

Tarrytown House Estate

10/10 Excellent

"Gorgeous estate. Can’t wait to go back!"

Overlook Lodge at Bear Mountain

8/10 Good

"I was in the area for a lacrosse camp and stayed in the cottages. The lodge is conveniently located near the Bear Mountain Bridge that’s takes you across the Hudson to quaint towns and local attractions. A drive past the lodge, up to Perkins point, is peaceful and has beautiful views. The area is breathtaking! The U.S. Military Academy at West Point is an easy 10 minute drive away and has to be the most historically intriguing and incredible looking base in the world. I didn’t spend a lot of time at my cottage but the employees were responsive, the beds were comfortable, the location was great and the food at the restaurant was top notch!"

LIV Hotel Bronx - Newly Built

8/10 Good

"The hotel was great. The room was excellent. My only problem was checking in. There was a line with about five people waiting to check in. It seems that it takes the receptionist a long time to check in new arrivals. I’m not sure why this is. I just hope they can improve on the speed in which they check guest in"

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Frequently asked questions

Can I find a holiday rental in Ossining?

Yes, there are holiday rentals in Ossining close to Labyrinth, or you can select a more secluded option if you're looking for a relaxing stay. Ossining is known for its restaurants and parks. Make sure you have time to check out the golf courses and university setting during your trip.

How many holiday rentals will I find in Ossining?

With 8 Expedia holiday rentals, you're guaranteed to find just the right place for your Ossining stay.

What’s there to see and do in Ossining?

Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Louis Engel Waterfront Park and Ossining Dog Park are a couple of picturesque spots to enjoy the outdoors. Sing Sing Correctional Facility and Hudson Hills Golf Course are other places to visit while you're in town.

What’s a holiday rental in Ossining like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Ossining. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for a family getaway.

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Our top choices for Ossining holiday rentals

Summer Pool Oasis Custom Bar Arcade Pool Table