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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Ossining apartments

TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"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 692 total
includes taxes & fees
16 Mar - 17 Mar
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

Seabreeze at the beach west beach Stamford ct.

Seabreeze at the beach west beach Stamford ct.
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AED 549
AED 1,390 total
includes taxes & fees
9 Mar - 10 Mar
Seabreeze at the beach west beach Stamford ct.
Private kitchen

Charming 1-bedroom apartment in Carmel with WiFi, AC

Charming 1-bedroom apartment in Carmel with WiFi, AC
Carmel Hamlet
9.0 out of 10, Wonderful, (2 reviews)
"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
7 Mar - 8 Mar
Charming 1-bedroom apartment in Carmel with WiFi, AC
Fridge, oven, stovetop, coffee/tea maker

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (16 reviews)
"Great Unit."
United States
Rudy R.
The price is AED 331
AED 1,010 total
includes taxes & fees
9 Mar - 10 Mar
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Offices

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Downtown Stamford
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is AED 529
AED 1,134 total
includes taxes & fees
9 Mar - 10 Mar
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Property grounds

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Greenwich
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is AED 403
AED 567 total
includes taxes & fees
9 Mar - 10 Mar
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (21 reviews)
"This place was awesome for the location to Thayer gate, close to restaurants, and a parking spot next to the building. We will return to this place!"
United States
Pamela
The price is AED 714
AED 1,192 total
includes taxes & fees
23 Mar - 24 Mar
Walk to WP Gate + Free Parking!
TV

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (30 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is AED 808
AED 1,416 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Desk, free WiFi, bed sheets

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

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is AED 549
AED 1,107 total
includes taxes & fees
17 Mar - 18 Mar
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Apartment (1 Bedroom) | Interior

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is AED 540
AED 1,383 total
includes taxes & fees
8 Mar - 9 Mar
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Living area

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is AED 731
AED 1,383 total
includes taxes & fees
6 Mar - 7 Mar
Luxury 3BR Home Game Room Free Parking
Property grounds

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (15 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is AED 441
AED 757 total
includes taxes & fees
20 Mar - 21 Mar
Piermont Oasis
Dining

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

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (90 reviews)
"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 521
AED 1,134 total
includes taxes & fees
11 Mar - 12 Mar
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Living area

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (7 reviews)
"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 1,162 total
includes taxes & fees
6 Mar - 7 Mar
The Hideaway
Fridge, microwave, oven, stovetop

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

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (5 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is AED 590
AED 1,038 total
includes taxes & fees
23 Mar - 24 Mar
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is AED 731
AED 1,383 total
includes taxes & fees
6 Mar - 7 Mar
Elegant Hideaway with Free Parking
2 bedrooms, iron/ironing board, internet, bed sheets

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Bronx
9.8 out of 10, Exceptional, (16 reviews)
"Excellent property close to Fordham, very clean and nice amenities! Hope to stay here on our next visit to see our daughter at Fordham."
United States
Amy B.
The price is AED 955
AED 1,964 total
includes taxes & fees
8 Mar - 9 Mar
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Fridge, microwave, stovetop, coffee/tea maker

The Subterranean Haven

The Subterranean Haven
North Side
8.8 out of 10, Excellent, (10 reviews)
"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
24 Mar - 25 Mar
The Subterranean Haven
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is AED 533
AED 813 total
includes taxes & fees
10 Mar - 11 Mar
Stylish Home With Free ParkingZA
Living area

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (1 review)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is AED 1,282
AED 1,981 total
includes taxes & fees
8 Mar - 9 Mar
Luxury 3BR Family Home Game Room 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.
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Top Ossining Hotel Reviews

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

10/10 Excellent
"Everything was nice organized and great customer service"
Anonymous traveler 1-night trip
Posted 4 days ago
Hampton Inn & Suites Yonkers

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find a lot of options for your stay in Ossining with 33 hotels and other lodging accommodations. 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 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 and free WiFi. Valet parking and onsite laundry facilities are on site. Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC: Located 19.8 mi/31.9 km away in Bronx. Amenities include Smart TVs. Access to onsite laundry facilities is available on site. Luxury 3BR Family Home Game Room Parking: Located in Yonkers, 14.5 mi/23.3 km away. Includes free WiFi. Access to free parking is available on site. Modern Comfort in the Heart of NYC: Located 17.8 mi/28.7 km away in Yonkers. Laundry facilities, free WiFi, and outdoor space are included. Free parking and onsite laundry facilities are on site. Comfy cozy 2-bedroom apartment in great location in Mamaroneck NY near NYC: Located in Mamaroneck, 15.5 mi/24.9 km from Ossining. Includes free WiFi, fireplaces, and Smart TVs. Access to onsite laundry facilities is available 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 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.