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Ossining Vacation Rentals

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Check prices for these dates

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Ossining vacation rentals

House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

Vacation Home in Ossining

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
The price is NT$10,011
NT$26,450 total
includes taxes & fees
Jan 13 - Jan 14
NEW 45 Wolden Rd Ossining NY 10562
Living area
Luxe 1BR Oasis - Prime NY Stay

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
The price is NT$3,464
NT$8,567 total
includes taxes & fees
Jan 21 - Jan 22
Luxe 1BR Oasis - Prime NY Stay
Living area
Single Family 3BR Home Game Room Parking

Villa in Bryn Mawr

Single Family 3BR Home Game Room Parking
4.0 star property
Single Family 3BR Home Game Room Parking
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Apartment in Bryn Mawr

Luxury 1BR located in Prime Yonkers Area
2.0 star property
The price is NT$3,117
NT$8,179 total
includes taxes & fees
Jan 21 - Jan 22
Luxury 1BR located in Prime Yonkers Area
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

Comfort Inn Paramus - Hackensack

Comfort Inn Paramus - Hackensack

10/10 Excellent
"Friendly staff helping when needed."
viviana 3-night trip
Posted 2 days ago
Comfort Inn Paramus - Hackensack

Find out more about Ossining

Search for holiday rentals in Ossining on Expedia! You can easily find your home rentals, villas, holiday apartments in Ossining using one of the methods below:

  • View our selection of featured holiday rentals in Ossining
  • Use the map to find apartments and other holiday homes in the Ossining neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Ossining while they last

Look no further and take a look at our great range of rental properties in Ossining!

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.

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 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 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.