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Ossining Vacation Rentals

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Aug 14 - Aug 15
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Aug 15 - Aug 16
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Ossining

Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.6 out of 10, (48)
"It was great relaxing stay"
The price is ₩178,725
₩205,534 total
includes taxes & fees
Sep 1 - Sep 2
Stamford Suites
3BR Prime Luxury near NYC w Arcade Room
Terrace/patio

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is ₩826,051
₩1,060,671 total
includes taxes & fees
Aug 15 - Aug 16
3BR Prime Luxury near NYC w Arcade Room
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains
Modern Luxury Home w GameRoom & Parking
House | Living area

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is ₩813,640
₩1,046,785 total
includes taxes & fees
Aug 17 - Aug 18
Modern Luxury Home w GameRoom & Parking
Luxury Living in the Heart of NY
In-room dining

Luxury Living in the Heart of NY

4.0 star property
2.0 out of 10, (1)
"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."
Luxury Living in the Heart of NY
Cozy private room
Cozy Private Room A | 1 bedroom, hypo-allergenic bedding, desk, free WiFi

Cozy private room

2.0 star property
6.2 out of 10, (14)
"Please give me my money back. I no longer use the private room you rented. I went there and I couldn't get in. The code you gave me didn't work. I waited until 4 o'clock and I couldn't get in "
Cozy private room
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher
Luxury NY Home 3BR with Easy Parking
Luxury House | Living area | Flat-screen TV

Luxury NY Home 3BR with Easy Parking

3.0 star property
3.0 out of 10, (4)
"I was fooled by the pictures. Upon check-in, they require to zelle cleaing fee. When I finally got inside, I found absolutely nothing lux about this property, no comfort and hospitality. The broken floor welcome me, all 4 beds are broken, only 2 TVs, moldy restroom, zero confort. They left 4 towels for 6 people for 6 nights. I had to request more towels. I had to scoop water fromthe shower to flush in the toilet because water would not drain. Half roll toilet paper was left. If you take...
The price is ₩463,361
₩654,912 total
includes taxes & fees
Aug 17 - Aug 18
Luxury NY Home 3BR with Easy Parking
Luxury NY Home with Free Parking
Luxury House | Private kitchen | Full-size fridge, microwave, oven, stovetop

Luxury NY Home with Free Parking

4.0 star property
Luxury NY Home with Free Parking
Brand New Private Room
32-inch flat-screen TV with cable channels, TV

Brand New Private Room

3.0 star property
4.0 out of 10, (1)
Brand New Private Room
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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Top Ossining Hotel Reviews

Amsterdam Hotel

Amsterdam Hotel

10/10 Excellent
"Front Desk was excellent. Rectified on error on my reservation & reconfirmed me into a great room using Expedia!!!"
Marcelino 1-night trip
Posted 20 hours ago
Amsterdam Hotel

Frequently asked questions

Can I find a vacation rental in Ossining?

Yes, there are vacation rentals close to well known attractions in Ossining, or you can go with a more remote 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.

What's the top vacation rental that Ossining has to offer?

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Ossining?

With 6 Expedia vacation rentals, you're sure 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 Depot Square and Teatown Lake Reservation are a couple of picturesque spots to enjoy the outdoors. Sing Sing Correctional Facility and Thomas J. Watson Research Center are other places to visit while you're in town.

What’s a vacation rental in Ossining like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Ossining. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for families.