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Compare 388 Apartments in Ossining with updated reviews, rates, and availability.

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

Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.

9.8 out of 10, Exceptional, (6)
"This was the perfect location for 12 people to gather and celebrate our Sons Wedding Celebration. The communication with the host, ease of location and renovated location was beyond comfortable. We will use this location again when we go back to enjoy our new NYC Bronx Family members."
The price is AED 1,102
AED 2,720 total
includes taxes & fees
5 May - 6 May
Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.

Elegant Urban Living Downtown Stamford

Elegant Urban Living Downtown Stamford

The Cozy Studio

9.2 out of 10, Wonderful, (5)
"great apartment, bedroom is NOT separated from living room lounge area. Parking is not easy peasy but there are spots within a block or 2 no worries. Noise from people staying in unit above this one can a bit jarring, especially if you are on different schedules, we worked it out no problem. Decent pizza and latin food just around the corner."
The Cozy Studio

The Safe House - High Tech Apt #3 - 4 beds

9.8 out of 10, Exceptional, (45)
"Exactly like pictures, clean, good location for visiting friends in southern CT and spending day in the city."
The Safe House - High Tech Apt #3 - 4 beds

Spectacular 2- bedroom Apt in Yonkers, NY

8.2 out of 10, Very Good, (11)
"Nice place I would definitely stay again when in town for business. "
Spectacular 2- bedroom Apt in Yonkers, NY

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (21)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
The price is AED 808
AED 1,379 total
includes taxes & fees
4 May - 5 May
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

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 533
AED 1,115 total
includes taxes & fees
1 May - 2 May
The Hideaway

Mount Vernon Getaway - 4 Mi to the Bronx Zoo!

10.0 out of 10, Exceptional, (2)
"The property was so beautiful, it was mesmerizing and homey, Cozy, & has such amazingly beaitiful style, the couches was incredibly soft, the bed was big and comfortable, everything was just so amazing "
Mount Vernon Getaway - 4 Mi to the Bronx Zoo!

Penthouse Perfection: with Unmatched Skyline Views

2.0 star property
10.0 out of 10, Exceptional, (3)
"The place met all of our needs. Centrally located, easy to access and perfectly clean. We all enjoyed our stay."
The price is AED 1,084
AED 1,970 total
includes taxes & fees
7 May - 8 May
Penthouse Perfection: with Unmatched Skyline Views

Walk to WP Gate + Free Parking!

9.8 out of 10, Exceptional, (11)
"Great location, clean, well kept, easy parking. Will stay here again. "
The price is AED 575
AED 1,141 total
includes taxes & fees
1 May - 2 May
Walk to WP Gate + Free Parking!

Modern Hastings-On-Hudson Home Near River!

9.4 out of 10, Exceptional, (3)
"Clean and super close to the train station and to the local restaurants. We walked everywhere, no need to rent a car. "
Modern Hastings-On-Hudson Home Near River!

Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

6.8 out of 10, (3)
"Nice quiet neighborhood. The place was clean and plenty of space. Would definitely stay again"
Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!

Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

7.8 out of 10, Good, (7)
"Unit was exactly as listed, very cozy! 10/10 would recommend! Unit was lovely, and the host was amazing! Would definitely book again!"
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor

Cozy secret apartment with free parking in Yonkers

9.2 out of 10, Wonderful, (5)
"Great nice and safe, nice area"
The price is AED 441
AED 977 total
includes taxes & fees
1 May - 2 May
Cozy secret apartment with free parking in Yonkers

Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

9.0 out of 10, Wonderful, (16)
"I love it … I would stay again "
The price is AED 470
AED 1,311 total
includes taxes & fees
12 May - 13 May
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle

The Safe House - High Tech Apt #2 - 3 Beds

9.6 out of 10, Exceptional, (38)
"If we are ever in the area again we would love to stay here again if available. "
The price is AED 452
AED 837 total
includes taxes & fees
4 May - 5 May
The Safe House - High Tech Apt #2 - 3 Beds

NYC Area Apartment on Hudson River!

NYC Area Apartment on Hudson River!

Brand new private Studio in the heart of Tarrytown

10.0 out of 10, Exceptional, (12)
"We had a great trip. Apartment was in great location and was everything we hoped for"
The price is AED 661
AED 1,281 total
includes taxes & fees
1 May - 2 May
Brand new private Studio in the heart of Tarrytown

Stamford Grand Apartment

2.0 star property
10.0 out of 10, Exceptional, (8)
"Look forward to a summer stay in 2025"
Stamford Grand Apartment
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

3.0 star property
6.0 out of 10, (29)
"Convenience. Full kitchen and spacious rooms"
The price is AED 735
AED 845 total
includes taxes & fees
13 May - 14 May
Stamford Suites

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

9.8 out of 10, Exceptional, (109)
"Great place and host!"
The price is AED 617
AED 1,022 total
includes taxes & fees
1 May - 2 May
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

What's it like to stay at an apartment in Ossining?
You’ll find 8 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 is a favorite apartment in the area to consider: 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.
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 Louis Engel Waterfront Park and Teatown Lake Reservation 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.