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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 8 Condo Rentals in Ossining with updated reviews, rates, and availability.

Cozy Condo ~ 11 Mi to Manhattan, Pets Welcome
Fridge, microwave, stovetop, coffee/tea maker

Cozy Condo ~ 11 Mi to Manhattan, Pets Welcome

8.6 out of 10, Excellent, (7)
"Me and some friends stayed for the west indian parade. We didn't know what to expect, but surprisingly that was one of the best stay we had as a group. Owner was awesome and everything was on point. If you are visiting the American Dream Mall and NY, I highly recommend staying there. this place"
Cozy Condo ~ 11 Mi to Manhattan, Pets Welcome
ENGLEWOOD_ CLEAN Renovated 1 bed WiFi_NO SMOKERS/VAPES_ NO OUTDOOR SHOES _
2 bedrooms, WiFi, bed sheets

ENGLEWOOD_ CLEAN Renovated 1 bed WiFi_NO SMOKERS/VAPES_ NO OUTDOOR SHOES _

ENGLEWOOD_ CLEAN Renovated 1 bed WiFi_NO SMOKERS/VAPES_ NO OUTDOOR SHOES _
Enjoy the best of both worlds
Interior

Enjoy the best of both worlds

Enjoy the best of both worlds
Quaint Yonkers Condo - 1 Block to Hudson River!
Fridge, microwave, stovetop, dishwasher

Quaint Yonkers Condo - 1 Block to Hudson River!

8.0 out of 10, Very Good, (13)
"They say a first impression can be your last and our first impression made it very hard to feel at ease in this unit. It looked like a construction zone. Dust was everywhere. They did have a cleaning person come in the next day and also provided air purifiers on request but still... my mom and I got daily headaches and nightly coughing fits. We are convinced in addition to the dust everywhere, there may be mold. We ended up extending our trip for a month. The unit was available but we booked...
Quaint Yonkers Condo - 1 Block to Hudson River!
Chic Peaceful Apt, Quiet & Safe w/Garage Parking
Miscellaneous

Chic Peaceful Apt, Quiet & Safe w/Garage Parking

2.5 star property
Chic Peaceful Apt, Quiet & Safe w/Garage Parking
Large Furnished Basement Studio with Bathroom, WiFi, AC, and Parking in Stamford
Interior

Large Furnished Basement Studio with Bathroom, WiFi, AC, and Parking in Stamford

Large Furnished Basement Studio with Bathroom, WiFi, AC, and Parking in Stamford
Lovely Cozy apt near downtown, restaurants and shopping
Terrace/patio

Lovely Cozy apt near downtown, restaurants and shopping

10.0 out of 10, Exceptional, (2)
"First, Darwin was very responsive and flexible, after a 12 hr drive he was gracious enough to accommodate an early AM check in. Secondly, the location was ideal, close to downtown and grocery store. Lastly, the apartment itself had everything we needed, it was neat and spacious enough for our family. I would definitely recommend."
Lovely Cozy apt near downtown, restaurants and shopping
Hudson River Peaceful Getaway
Property grounds

Hudson River Peaceful Getaway

Hudson River Peaceful Getaway
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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Other property types in Ossining

Stamford Suites
Exterior

Stamford Suites

3.0 star property
6.0 out of 10, (29)
"Convenience. Full kitchen and spacious rooms"
The price is $254
includes taxes & fees
$221 per night
May 1 - May 2
Stamford Suites
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
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is $278
includes taxes & fees
$246 per night
May 1 - May 2
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

Frequently asked questions

Why book your condo in Ossining with Expedia?
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How can I find cheap condos in Ossining?
Expedia can help you search for cheap condos in Ossining. To book a terrific stay in a matter of clicks, simply use our handy filter tool to tailor your search results by star rating, amenities and budget.
What is there to do in Ossining near my condo?
Ossining has enough experiences to keep you entertained for weeks, beginning with Sing Sing Correctional Facility. Thomas J. Watson Research Center, Louis Engel Waterfront Park and Ossining Historical Society are other wonderful attractions. If you’re hanging around a while, Sing Sing Prison Museum and Teatown Lake Reservation are great additions to your itinerary.