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Check prices for these dates

Next weekend
31 Jan - 2 Feb
In two weeks
7 Feb - 9 Feb
In one month
21 Feb - 23 Feb
In two months
21 Mar - 23 Mar

Compare 263 Apartments in Ossining with updated reviews, rates, and availability.

Global Luxury Suites White Plains
Room

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (27)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Walk to WP Gate + Free Parking!
Living area

Walk to WP Gate + Free Parking!

10.0 out of 10, Exceptional, (8)
"Great location near west point. Ample parking. Walkable. Clean"
Walk to WP Gate + Free Parking!
Lovely 2 Bedrooms Short term Rental Unit on a 2nd Floor
Exterior

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!
Room

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
24 Jan - 25 Jan
Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!
Local Artist Inspired | Walk to WestPoint + King Bed

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."
The price is AED 687
AED 1,741 total
includes taxes & fees
10 Feb - 11 Feb
Local Artist Inspired | Walk to WestPoint + King Bed
Fantastic 1-Bedroom Near Downtown Stamford, Pet-Friendly!
Bathroom

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!
Stamford Grand Apartment + Cozy Den
Pool

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
14 Mi to Central Park: Chic Mt Vernon Retreat
Mount Vernon Vacation Rental | 2BR | 1BA | 800 Sq Ft | 9 Steps Required

14 Mi to Central Park: Chic Mt Vernon Retreat

14 Mi to Central Park: Chic Mt Vernon Retreat
The Subterranean Haven
Bathroom

The Subterranean Haven

9.0 out of 10, Wonderful, (6)
"Great communication, house was perfect in size and location"
The price is AED 624
AED 705 total
includes taxes & fees
27 Jan - 28 Jan
The Subterranean Haven
The Safe House - High Tech Apt #2 - 3 Beds
Private kitchen

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

9.6 out of 10, Exceptional, (35)
"Enjoyed my second stay at the Safe House. Plenty of space, great proximity to Greenwich downtown."
The price is AED 411
AED 804 total
includes taxes & fees
23 Feb - 24 Feb
The Safe House - High Tech Apt #2 - 3 Beds
Yonkers Apt w/ Balcony: Walk to Train Station!
Yonkers Vacation Rental | 1BR | 1BA | 800 Sq Ft | Steps Required to Enter

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

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

9.8 out of 10, Exceptional, (43)
"The apartment was large and had a well stocked kitchen. The queen sized bed was comfortable and the apartment was quiet with off street parking for two cars. "
The price is AED 371
AED 749 total
includes taxes & fees
21 Feb - 22 Feb
The Safe House - High Tech Apt #3 - 4 beds
Comfort Suite - HUGE fenced yard. 40 min NYC
Living area

Comfort Suite - HUGE fenced yard. 40 min NYC

9.4 out of 10, Exceptional, (13)
"Great backyard. Nice kitchen. Generally s nice place to stay "
The price is AED 371
AED 749 total
includes taxes & fees
27 Jan - 28 Jan
Comfort Suite - HUGE fenced yard. 40 min NYC
Brand new private Studio in the heart of Tarrytown
Room

Brand new private Studio in the heart of Tarrytown

10.0 out of 10, Exceptional, (12)
"It was the middle of winter, but even the cold can't degrade the experience here. I highly recommend staying even if you plan to go into NYC each day. Access to the train gives a great perspective on the area. "
The price is AED 624
AED 1,192 total
includes taxes & fees
26 Jan - 27 Jan
Brand new private Studio in the heart of Tarrytown
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Living area

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 1,183 total
includes taxes & fees
26 Jan - 27 Jan
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Modern Hastings-On-Hudson Home Near River!
Living Room | Smart TV | Free WiFi

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!
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Bedroom1: Get comfortable and relax in a queen bed with a 50" 4K smart TV.

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 382
AED 852 total
includes taxes & fees
26 Jan - 27 Jan
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
Cozy 1BR in Downtown White Plains | Full Kitchen & Laundry
One Bedroom Apartment

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
Cosy Studio in a Private home with private entrance and door
Private kitchen

Cosy Studio in a Private home with private entrance and door

4.0 out of 10, (1)
"I was looking for a 4 month long stay, but decided to leave shortly after a month. I recommend staying short term as a vacation rental only. Host is kind and welcoming, but I recommend asking her for every single one of her rules, as well as stipulations on guests before you decide to stay, they are not all listed on the booking and it may sway your decision. The owner lives above and has access to the rental, so if that makes you uncomfortable I'd have a conversation with her about it. I...
Cosy Studio in a Private home with private entrance and door
Luxorious 2-Bedroom Near Downtown Stamford with Laundry and Pet Friendly!
Living area

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!
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
6.8 out of 10, (773)
"It was in walking distance of the event we were going to."
The price is AED 506
AED 582 total
includes taxes & fees
3 Feb - 4 Feb
Stamford Suites
Waterfront Retreat Center for Health & Wellness
Exterior

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Autumn Foliage - Private Patio View

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (106)
"Great place and host!"
The price is AED 617
AED 896 total
includes taxes & fees
24 Jan - 25 Jan
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 accommodations in Ossining. 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?
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 Snowden Avenue Park and Nelson 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.