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Apartments in Ossining

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

Highland Falls
10.0 out of 10, Exceptional, (13)
"Great Unit."
United States
Rudy R.
The price is AED 331
AED 1,019 total
includes taxes & fees
23 Nov - 24 Nov
Quiet Apt with Coffee Bar, 1/2 Mile to 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 700 total
includes taxes & fees
2 Dec - 3 Dec
Cozy 1-bedroom retreat minutes from West Point!

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
29 Nov - 30 Nov
Charming 1-bedroom apartment in Carmel with WiFi, AC

Gold Coast Getaway! Upscale Apt Near New Canaan

3.0 star property
Norwalk
The price is AED 496
AED 771 total
includes taxes & fees
23 Nov - 24 Nov
Gold Coast Getaway! Upscale Apt Near New Canaan

Piermont Oasis

Piermont
9.8 out of 10, Exceptional, (8)
"Carolyn was so amazing with her directions on how to park and check in. The apartment had everything as advertised. The ambiance was very private and peaceful. Walking distance to the town and pier. I would definitely stay again."
United States
Anonymous traveler
The price is AED 441
AED 773 total
includes taxes & fees
29 Nov - 30 Nov
Piermont Oasis

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 1,154 total
includes taxes & fees
23 Nov - 24 Nov
The Hideaway

Cozy Apartment to Relax - Apartment "A"

2.0 star property
Getty Square
The price is AED 514
AED 1,289 total
includes taxes & fees
1 Dec - 2 Dec
Cozy Apartment to Relax - Apartment "A"

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

CROTON HDSN
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is AED 598
AED 1,227 total
includes taxes & fees
2 Dec - 3 Dec
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

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 575
AED 1,037 total
includes taxes & fees
2 Dec - 3 Dec
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Seabreeze at the beach west beach Stamford ct.

Cove - East Side - Shippan
9.8 out of 10, Exceptional, (8)
"Very nice! Easy to work with and house was what we expected. "
United States
Jack P.
The price is AED 575
AED 1,453 total
includes taxes & fees
24 Nov - 25 Nov
Seabreeze at the beach west beach Stamford ct.

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 551
AED 1,403 total
includes taxes & fees
12 Dec - 13 Dec
Modern Luxe 1BR Apt in Downtown Stamford

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Croton-on-Hudson
10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
The price is AED 459
AED 991 total
includes taxes & fees
23 Nov - 24 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

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

Croton-on-Hudson
10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
United States
Suzanne A.
The price is AED 485
AED 1,113 total
includes taxes & fees
23 Nov - 24 Nov
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

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 995 total
includes taxes & fees
24 Nov - 25 Nov
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester
10.0 out of 10, Exceptional, (26)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
United States
Jorge
The price is AED 808
AED 1,387 total
includes taxes & fees
23 Nov - 24 Nov
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Stamford CT Guest Suite. Spacious, private home for visiting family & friends

Stamford
The price is AED 496
AED 1,163 total
includes taxes & fees
29 Nov - 30 Nov
Stamford CT Guest Suite. Spacious, private home for visiting family & friends

The Subterranean Haven

North Side
8.8 out of 10, Excellent, (9)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
United States
Hannah R.
The price is AED 661
AED 1,064 total
includes taxes & fees
23 Nov - 24 Nov
The Subterranean Haven

3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.

Teaneck
9.0 out of 10, Wonderful, (2)
"We enjoyed our stay. "
United States
Sophia N.
The price is AED 632
AED 1,519 total
includes taxes & fees
8 Dec - 9 Dec
3bedroom apartment in Teaneck with AC, WiFi, 12 miles from Times Square NYC.

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 1,160 total
includes taxes & fees
8 Dec - 9 Dec
Modern Luxury 1BR Stamford Getaway

New Modern Apartment

Bryn Mawr
10.0 out of 10, Exceptional, (5)
"great place to stay at absolutely comfortable and great neighborhood!"
United States
fransheska r.
The price is AED 768
AED 1,016 total
includes taxes & fees
1 Dec - 2 Dec
New Modern 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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Top Ossining Hotel Reviews

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find 13 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 Ossining Historical Society and Sing Sing Prison Museum, whereas Teatown Lake Reservation and Kitchawan Preserve 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.