Photo by Linda Zanetti

Search Apartments in Ossining

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Apartments in Ossining

Charming 1-bedroom apartment in Carmel with WiFi, AC

10.0 out of 10, Exceptional, (1)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
The price is AED 386
AED 885 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom apartment in Carmel with WiFi, AC

Cozy 1-bedroom retreat minutes from West Point!

The price is AED 420
AED 714 total
includes taxes & fees
13 Oct - 14 Oct
Cozy 1-bedroom retreat minutes from West Point!

price will make you book twice , luxury living

10.0 out of 10, Exceptional, (1)
"We had a great stay! Room was very open and clean and our host was friendly and welcoming! "
The price is AED 514
AED 665 total
includes taxes & fees
6 Oct - 7 Oct
price will make you book twice , luxury living

Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

6.8 out of 10, (15)
"It was very clean and in a great area. "
The price is AED 356
AED 676 total
includes taxes & fees
5 Oct - 6 Oct
Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

Modern Luxe 1BR Apt in Downtown Stamford

9.6 out of 10, Exceptional, (5)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
The price is AED 496
AED 1,340 total
includes taxes & fees
5 Oct - 6 Oct
Modern Luxe 1BR Apt in Downtown Stamford

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

9.2 out of 10, Wonderful, (9)
"loved walking the city. pizza was good."
The price is AED 569
AED 1,050 total
includes taxes & fees
2 Nov - 3 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
The price is AED 545
AED 1,191 total
includes taxes & fees
7 Oct - 8 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

9.0 out of 10, Wonderful, (2)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
The price is AED 624
AED 1,185 total
includes taxes & fees
5 Oct - 6 Oct
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

The price is AED 595
AED 802 total
includes taxes & fees
5 Oct - 6 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

New Modern Apartment

10.0 out of 10, Exceptional, (3)
"great place to stay at absolutely comfortable and great neighborhood!"
The price is AED 621
AED 826 total
includes taxes & fees
6 Oct - 7 Oct
New Modern Apartment

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

10.0 out of 10, Exceptional, (2)
"Great stay!"
The price is AED 394
AED 908 total
includes taxes & fees
14 Oct - 15 Oct
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Piermont Oasis

10.0 out of 10, Exceptional, (3)
"Easy check in; quick access to NYC. "
The price is AED 441
AED 769 total
includes taxes & fees
14 Oct - 15 Oct
Piermont Oasis

The Subterranean Haven

9.0 out of 10, Wonderful, (8)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
The price is AED 661
AED 1,064 total
includes taxes & fees
5 Oct - 6 Oct
The Subterranean Haven

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

9.8 out of 10, Exceptional, (90)
"Maria is a wonderful host. We enjoyed our stay. Thank you."
The price is AED 451
AED 1,042 total
includes taxes & fees
16 Oct - 17 Oct
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

The Hideaway

10.0 out of 10, Exceptional, (4)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
The price is AED 569
AED 1,142 total
includes taxes & fees
14 Oct - 15 Oct
The Hideaway

Charming 1-bedroom Studio apartment in Danbury with Terrace

2.0 star property
The price is AED 1,154
AED 1,944 total
includes taxes & fees
4 Oct - 5 Oct
Charming 1-bedroom Studio apartment in Danbury with Terrace

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

10.0 out of 10, Exceptional, (3)
"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "
The price is AED 582
AED 947 total
includes taxes & fees
15 Oct - 16 Oct
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

The Gallery in Downtown Stamford

10.0 out of 10, Exceptional, (4)
"Another great experience at this beautiful property"
The price is AED 845
AED 1,456 total
includes taxes & fees
5 Oct - 6 Oct
The Gallery in Downtown Stamford

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (25)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
The price is AED 808
AED 1,387 total
includes taxes & fees
20 Oct - 21 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.

The price is AED 661
AED 1,530 total
includes taxes & fees
5 Oct - 6 Oct
3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Ossining Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find 9 hotels and other accommodations in Ossining. Though there aren't many apartments, we can help you find accommodations that are similar. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages. Make time to visit the region's favorite sights like Woodbury Common Premium Outlets.
Why would you choose an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for solo travelers who want to stay in a quieter area.
What's the top apartment for a stay in Ossining?
Here are some of the more popular apartments in the area to choose from: Global Luxury Suites White Plains: Located in White Plains, 10.3 mi/16.6 km from the heart of Ossining. Includes laundry facilities, free WiFi, and sofa beds. Valet parking and onsite laundry facilities are on site. Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: Located 19.8 mi/31.9 km away in Bronx. Free WiFi and Smart TVs are included. Brand New Private Share Room: It's situated in Englewood, 19.5 mi/31.4 km away. Includes free WiFi. Flex Comfort Apts of Greenwich #2: Located 15.3 mi/24.6 km away in Greenwich. Free WiFi and private balconies are included. Access to onsite laundry facilities is available on site. Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic: Located in Scarsdale, 10.5 mi/16.9 km from Ossining. Includes private patios and Smart TVs. Access to onsite laundry facilities is available on site.
What will the weather be like when I travel to Ossining?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Ossining. The hottest months are usually July and August with an average temp of 71°F, while the coldest months are January and February with an average of 34°F. Average annual precipitation for Ossining is 51 inches.
What should I see in Ossining?
Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Depot Square and Ossining Dog Park are a couple of picturesque spots to enjoy the outdoors. While here, Sing Sing Correctional Facility and Thomas J. Watson Research Center are other places worth a visit.
What's the best way to get to and around Ossining?
Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Westchester County Airport (HPN), which is located 10.5 mi (16.8 km) away from the heart of the city. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. To venture out into the surrounding area, hop on a train at Ossining Station.