Photo by Linda Zanetti

Search Holiday Rentals in Ossining

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Check prices for these dates

Tonight
24 Jun - 25 Jun
Tomorrow
25 Jun - 26 Jun
This weekend
27 Jun - 29 Jun
Next weekend
4 Jul - 6 Jul

Top Holiday Rentals in Ossining

Stamford Suites
Lobby

Stamford Suites

4.0 star property
5.6 out of 10, (38)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
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 15.652.469 ₫
20.098.168 ₫ total
includes taxes & fees
25 Jun - 26 Jun
3BR Prime Luxury near NYC w Arcade Room
Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Nice view from the apartment and great for business trip. "
Global Luxury Suites White Plains
3BR Luxury Retreat with Easy Parking
Private kitchen

3BR Luxury Retreat with Easy Parking

2.0 star property
4.0 out of 10, (1)
"This exact property is not available to rent, however it is still on the website and is able to be paid for. We did not know this until check-in and realized we never received a code to get in. It was only when we called the number attached to this property is when we found out that it is not supposed to be available. The owner we spoke to was helpful and relocated us to another property only 5 mins away from the original, which turned out to be a lovely place. It all worked out in the end, but...
The price is 13.039.369 ₫
17.174.763 ₫ total
includes taxes & fees
25 Jun - 26 Jun
3BR Luxury Retreat with Easy Parking
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
3.4 out of 10, (3)
"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 8.780.016 ₫
12.409.611 ₫ total
includes taxes & fees
25 Jun - 26 Jun
Luxury NY Home 3BR with Easy 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
Cozy private room
Cozy Private Room A | 1 bedroom, hypo-allergenic bedding, desk, free WiFi

Cozy private room

2.0 star property
6.6 out of 10, (13)
" At first i was confused becoz i was thinking a hotel type place but it was a house in a residential area. The room was cozy , place was clean but the only thing is its hard to communicate with the host at first and if you are person who is okay with shared bathroom then this is your place "
Cozy 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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Frequently asked questions

Can I find a holiday rental in Ossining?

Yes, there are holiday rentals close to the most popular sights in Ossining, 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 6 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 Teatown Lake Reservation and Merchants Square 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 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.