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Compare 294 Apartments in Ossining with updated reviews, rates, and availability.

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Walk to WP Gate + Free Parking!

9.6 out of 10, Exceptional, (10)
"Well equipped space and great communication from the host"
Walk to WP Gate + Free Parking!

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

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

6.4 out of 10, (13)
"The host was SUPER friendly. Very helpful and informative. The ONLY thing i didn’t like about it, was it was a TAD bit smaller than what it looked like in the pics. But other than that, i have zero complaints or remarks whatsoever. The only thing i would have liked to know before my stay was that it’s in the basement of a house. I was under the assumption that it was in an actual apartment building. But i honestly cannot complain at all because the host was just THAT accommodating. Just the...
The price is AED 356
AED 676 total
includes taxes & fees
18 Feb - 19 Feb
Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

14 Mi to Central Park: Chic Mt Vernon Retreat

4.0 out of 10, (1)
"Place was pretty basic. Remodeled (DIY-ish) basement; bedrooms don’t have egresses and the toilet leaned to 1 side, some walls are only partially painted w/ primer. Old, mismatched reeked of weed. Not even hand soap provided."
14 Mi to Central Park: Chic Mt Vernon Retreat

Stamford Grand Apartment + Cozy Den

2.0 star property
9.4 out of 10, Exceptional, (3)
"Had to stay in Stamford for a few weeks and this was the perfect location! Walking distance to local restaurants and coffee shops. The apartment was super clean & the amenities were great! "
Stamford Grand Apartment + Cozy Den

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!

Local Artist Inspired | Walk to WestPoint + King Bed

9.4 out of 10, Exceptional, (3)
"Lovely location, conveniently situated next to West Point. Highly recommend if you are looking for a place to stay for homecoming weekend or simply visiting the area. Added convenience is its close proximity to the local bakery (repeat customer) and the pizza place wherein I think my kids did indeed lick their plates clean."
Local Artist Inspired | Walk to WestPoint + King Bed

Brand New Private Room

3.0 star property
Brand New Private Room

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

9.4 out of 10, Exceptional, (37)
"If we are ever in the area again we would love to stay here again if available. "
The price is AED 371
AED 746 total
includes taxes & fees
19 Feb - 20 Feb
The Safe House - High Tech Apt #2 - 3 Beds

Yonkers Apt w/ Balcony: Walk to Train Station!

8.6 out of 10, Excellent, (27)
"Location was great! Clean apt. Spacious. The futon is not comfortable but it’s a futon it did not bother me. Good price!"
Yonkers Apt w/ Balcony: Walk to Train Station!

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

9.8 out of 10, Exceptional, (85)
"We enjoyed our stay in Croton On Hudson! Maria was an excellent host!!! She was very helpful and made sure we had everything we needed. Our place was very clean and very comfortable. The area is super safe and convenient to everything!! Will definitely stay again!!!! Thank you, Maria!!"
The price is AED 580
AED 1,080 total
includes taxes & fees
17 Mar - 18 Mar
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Brand new private Studio in the heart of Tarrytown

10.0 out of 10, Exceptional, (12)
"This apartment is clean, cozy, comfortable and nicely updated. The kitchen was well stocked with dishes etc. It was easy to communicate with the hosts, and it’s in easy walking distance to restaurants, shops, and the Metro North station. "
Brand new private Studio in the heart of Tarrytown

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (19)
"Great stay. Looks like the town was carved out of a mountain. All sorts of interesting structures near the rental. "
The price is AED 735
AED 1,172 total
includes taxes & fees
19 Feb - 20 Feb
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC

The price is AED 1,649
AED 2,501 total
includes taxes & fees
17 Feb - 18 Feb
Comfort Meets Style 3-bedroom apartment with WiFi and Parking Close to NYC

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!

The Subterranean Haven

9.0 out of 10, Wonderful, (6)
"Great communication, house was perfect in size and location"
The price is AED 588
AED 661 total
includes taxes & fees
17 Feb - 18 Feb
The Subterranean Haven

Cozy 1BR in Downtown White Plains | Full Kitchen & Laundry

10.0 out of 10, Exceptional, (1)
"I would definitely recommend this to anybody because of how clean it is and how luxurious it is and how easily accessible it is to the Metro-North and in walking distance to local stores nearby."
Cozy 1BR in Downtown White Plains | Full Kitchen & Laundry

Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!

7.6 out of 10, Good, (8)
"Nice and clean (with low fragrances) little place with a great shower… Note that bedroom windows face a very busy and noisy road that only slows down for a few hours in the middle of the night. No extra bedding, coffee filters, small pan or tea kettle. Could use fragrance free dish soap :-)"
Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!

Stylish & Private Stamford Getaway by Cove Island!

2.0 star property
Stylish & Private Stamford Getaway by Cove Island!
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
5.6 out of 10, (23)
"Room was very spacious "
The price is AED 621
AED 714 total
includes taxes & fees
2 Mar - 3 Mar
Stamford Suites

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains

Chic, Modern & Cozy~Close to NYC Free Parking!

9.6 out of 10, Exceptional, (4)
"The location was perfect for my trip to the area. Loved the easy access and parking."
Chic, Modern & Cozy~Close to NYC Free Parking!
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 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?
Listed below 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. Chic, Modern & Cozy~Close to NYC Free Parking!: Located 17.5 mi/28.2 km away in New Rochelle. Free WiFi, private patios, and separate dining areas are included. Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor: Located in Mount Vernon, 18.2 mi/29.2 km away. Includes Smart TVs. Access to a hot tub is available on site. Brand New Private Room: 19.5 mi/31.4 km away in Englewood. Amenities include free WiFi. Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!: It’s located in Englewood, 18.9 mi/30.4 km from Ossining. Includes free WiFi.
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 Snowden Avenue 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.