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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 372 Apartments in Ossining with updated reviews, rates, and availability.

Global Luxury Suites White Plains
Reception

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

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

9.8 out of 10, Exceptional, (46)
"This is a really great place. It is well kept with attention to every detail. The neighborhood is quiet and friendly. The host was really responsive while we were staying. I highly recommend this Vrbo."
The Safe House - High Tech Apt #3 - 4 beds
Lovely 2 bdrm apt w/ parking and outdoor sitting
Fridge, microwave, oven, stovetop

Lovely 2 bdrm apt w/ parking and outdoor sitting

10.0 out of 10, Exceptional, (19)
"Lovely apartment great expey"
Lovely 2 bdrm apt w/ parking and outdoor sitting
Mount Vernon Getaway - 4 Mi to the Bronx Zoo!
Fridge, microwave, stovetop, toaster

Mount Vernon Getaway - 4 Mi to the Bronx Zoo!

10.0 out of 10, Exceptional, (3)
"The property was lovely! Exactly as described in the listing, incredibly easy booking and check in/out process, good neighborhood. "
Mount Vernon Getaway - 4 Mi to the Bronx Zoo!
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"Very good experience- excellent communication with Joseph. Very helpful!"
The price is AED 640
AED 1,144 total
includes taxes & fees
16 Jun - 17 Jun
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"We stayed here for West Point graduation. It was not too far away even with us driving there almost each day. Very clean and new appliances, bathroom and bedroom furniture. A must thing to do is visit The Croton Dam. Maria was very attentive and welcoming. "
The price is AED 602
AED 1,247 total
includes taxes & fees
9 Jun - 10 Jun
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Yonkers Apt w/ Balcony: Walk to Train Station!
Terrace/patio

Yonkers Apt w/ Balcony: Walk to Train Station!

8.6 out of 10, Excellent, (28)
"We stayed here while visiting family in the area. In great location, beautifully decorated, and thoughtfully supplied. We have stayed in a lot of BNBs in the area over the last few years and this is by far our favorite."
Yonkers Apt w/ Balcony: Walk to Train Station!
The Safe House - High Tech Apt #2 - 3 Beds
Beach

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

9.6 out of 10, Exceptional, (41)
"If we are ever in the area again we would love to stay here again if available. "
The price is AED 555
AED 959 total
includes taxes & fees
10 Jun - 11 Jun
The Safe House - High Tech Apt #2 - 3 Beds
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Fridge, microwave, dishwasher, toaster

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 1,403 total
includes taxes & fees
8 Jun - 9 Jun
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle
3 bedrooms, WiFi

Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle

10.0 out of 10, Exceptional, (1)
"Great "
Spacious 3-bedroom apartment with WiFi, Parking in welcoming New Rochelle
Hartsdale Escape: 35 minutes to midtown Manhattan
Smart TV

Hartsdale Escape: 35 minutes to midtown Manhattan

9.0 out of 10, Wonderful, (18)
"This was such a cozy, clean & just overall nice place to stay. "
Hartsdale Escape: 35 minutes to midtown Manhattan
Seabreeze at the beach west beach Stamford ct.
Marina

Seabreeze at the beach west beach Stamford ct.

The price is AED 466
AED 1,554 total
includes taxes & fees
10 Jun - 11 Jun
Seabreeze at the beach west beach Stamford ct.
Cozy & Chic 1-bedroom Downtown Stamford Pet Friendly
Fridge, microwave, stovetop, coffee/tea maker

Cozy & Chic 1-bedroom Downtown Stamford Pet Friendly

10.0 out of 10, Exceptional, (1)
"I had such a great time in Stamford! Very lovely town and a very lovely property. It is a 15 minute walk to downtown so I’d recommend loaning a car or using rideshare services. The unit also has quite low ceilings, so it does feel a bit cramped if you’re over 6 foot.Overall, a very great unit and communicative hosts."
Cozy & Chic 1-bedroom Downtown Stamford Pet Friendly
The Cozy Studio
Fridge, microwave, oven, stovetop

The Cozy Studio

9.4 out of 10, Exceptional, (6)
"The property is very clean and tidy, and equipped with everything we needed for our stay. It didn't have a parking but we managed to park on a street nearby."
The Cozy Studio
near MetroNorth Station 2 BR | Kitchen + W/D
Exterior

near MetroNorth Station 2 BR | Kitchen + W/D

9.2 out of 10, Wonderful, (5)
"Travelled to Westchester for a funeral. Needed space to sleep 4 adults for 7 nights. Apartment was well kept, clean and had all we needed. Staff was very friendly. We enjoyed our stay."
near MetroNorth Station 2 BR | Kitchen + W/D
Deluxe 2BR - Parking, Gym, Kids Room, and Wifi
Interior

Deluxe 2BR - Parking, Gym, Kids Room, and Wifi

Deluxe 2BR - Parking, Gym, Kids Room, and Wifi
Brand New Private Room
32-inch flat-screen TV with cable channels, TV

Brand New Private Room

3.0 star property
4.0 out of 10, (1)
Brand New Private Room
The Subterranean Haven
Fridge, microwave, stovetop, coffee/tea maker

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
8 Jun - 9 Jun
The Subterranean Haven
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
Interior

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

8.8 out of 10, Excellent, (18)
"I love it … I would stay again "
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC
2 bedrooms, in-room safe, WiFi

Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

8.0 out of 10, Very Good, (1)
"We really enjoyed our stay at this apartment. It was very spacious and nice. The only small thing they needed to add was a bath mat for the tub, it was very slippery, and maybe a small step stool for shorter people to reach some items in the cupboard. I'm only 5'4". Other than that, we had an excellent stay. We did get to meet the owner, because we initially had trouble getting into the apartment and he was a very friendly person. The neighborhood was very nice and clean, would definitely...
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC
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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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 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 Depot Square and Louis Engel Waterfront 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.