Photo by regina palmieri

Search Apartments in Ossining

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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Jan - 25 Jan
In two months
6 Mar - 8 Mar
In three months
3 Apr - 5 Apr
In four months
1 May - 3 May

Our top choices for Ossining apartments

Fridge, oven, stovetop, coffee/tea maker
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (15)
"Great Unit."
United States
Rudy R.
The price is AED 349
AED 1,033 total
includes taxes & fees
27 Jan - 28 Jan
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
TV
Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is AED 343
AED 696 total
includes taxes & fees
2 Feb - 3 Feb
Cozy 1-bedroom retreat minutes from West Point!
3 bedrooms, desk, iron/ironing board, travel crib
Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (10)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
The price is AED 312
AED 1,409 total
includes taxes & fees
11 Jan - 12 Jan
Local Artist Inspired | Walk to WestPoint + King Bed
Living area
Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is AED 404
AED 999 total
includes taxes & fees
11 Jan - 12 Jan
Luxe 1BR Oasis - Prime NY Stay
Private kitchen
Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is AED 364
AED 954 total
includes taxes & fees
15 Jan - 16 Jan
Luxury 1BR located in Prime Yonkers Area
Living area
Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
The price is AED 551
AED 1,200 total
includes taxes & fees
11 Jan - 12 Jan
Uscale 2BR Escape in the Heart of NYC
Luxury House | Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is AED 731
AED 1,181 total
includes taxes & fees
12 Jan - 13 Jan
Spacious 3BR Luxe Escape near NYC
Living area
The Hideaway

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
The price is AED 569
AED 1,158 total
includes taxes & fees
10 Jan - 11 Jan
The Hideaway
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is AED 367
AED 967 total
includes taxes & fees
26 Jan - 27 Jan
Elegant Hideaway with Free Parking
Private kitchen
Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
The price is AED 496
AED 1,023 total
includes taxes & fees
10 Jan - 11 Jan
Charming 1-bedroom apartment in Carmel with WiFi, AC
Free WiFi
Two Wash

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is AED 731
AED 1,365 total
includes taxes & fees
11 Jan - 12 Jan
Two Wash
Apartment (1 Bedroom) | Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is AED 577
AED 1,167 total
includes taxes & fees
10 Jan - 11 Jan
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Property grounds
Piermont Oasis

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (12)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is AED 441
AED 761 total
includes taxes & fees
15 Jan - 16 Jan
Piermont Oasis
Smart TV
Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
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!"
United States
Jill G.
The price is AED 496
AED 1,340 total
includes taxes & fees
11 Jan - 12 Jan
Modern Luxe 1BR Apt in Downtown Stamford
Dining
Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is AED 731
AED 1,361 total
includes taxes & fees
11 Jan - 12 Jan
Prime Luxe 3-BR NYC - Free Parking
Private kitchen
Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is AED 606
AED 1,152 total
includes taxes & fees
11 Jan - 12 Jan
Modern Luxury 1BR Stamford Getaway
Fridge, microwave, oven, stovetop
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (5)
"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. "
United States
Mark V.
The price is AED 629
AED 1,115 total
includes taxes & fees
9 Feb - 10 Feb
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Living area
Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is AED 731
AED 1,383 total
includes taxes & fees
11 Jan - 12 Jan
Luxury 3BR Home Game Room Free Parking
Property grounds
Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
9.8 out of 10, Exceptional, (10)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AED 711
AED 1,591 total
includes taxes & fees
12 Jan - 13 Jan
Seabreeze at the beach west beach Stamford ct.
Offices
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

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

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AED 512
AED 984 total
includes taxes & fees
11 Jan - 12 Jan
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 3 days ago
Comfort Inn Paramus - Hackensack

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find a lot of options for your stay in Ossining with 33 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations with similar amenities. 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 also filter by similar properties such as vacation homes, condos, or guest houses.
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?
Listed below are some of the top 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. Modern Comfort in the Heart of NYC: Located 17.8 mi/28.7 km away in Yonkers. Laundry facilities, free WiFi, and outdoor space are included. Free parking and onsite laundry facilities are on site. Spacious 3BR Luxe Escape near NYC: It's situated in Yonkers, 17.2 mi/27.6 km away. Includes free WiFi. Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC: Located 19.8 mi/31.9 km away in Bronx. Amenities include Smart TVs. 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 Teatown Lake Reservation and Merchants Square 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.