Apartments in Ossining for Rent

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Our top choices for Ossining apartments

3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
$407 nightly
The price is $414
Apr 16 - Apr 17
Total with taxes and fees
3BR Near West Point | Coffee Bar | Sleeps 6

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
$268 nightly
The price is $300
Apr 16 - Apr 17
Total with taxes and fees
Luxury 1BR located in Prime Yonkers Area

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, (19 reviews)
"Great Unit."
United States
Rudy R.
$297 nightly
The price is $301
Apr 16 - Apr 17
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

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.
$275 nightly
The price is $312
Apr 16 - Apr 17
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

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.
$164 nightly
The price is $178
Apr 27 - Apr 28
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

Luxury Prime 1BR Oasis in New York

Luxury Prime 1BR Oasis in New York
Bryn Mawr
$270 nightly
The price is $318
Apr 16 - Apr 17
Total with taxes and fees
Luxury Prime 1BR Oasis in New York

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (16 reviews)
"Excellent space and accommodations. "
United States
angela c.
$185 nightly
The price is $206
Apr 27 - Apr 28
Total with taxes and fees
Piermont Oasis

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.
$179 nightly
The price is $203
Apr 16 - Apr 17
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Comfortable 1BR Apt / Parking / Perfect for Families & Groups

Comfortable 1BR Apt / Parking / Perfect for Families & Groups
Bryn Mawr
$306 nightly
The price is $360
Apr 16 - Apr 17
Total with taxes and fees
Comfortable 1BR Apt / Parking / Perfect for Families & Groups

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
$361 nightly
The price is $413
Apr 19 - Apr 20
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Modern 1BR / Free Parking / Comfortable Stay

Modern 1BR / Free Parking / Comfortable Stay
Bryn Mawr
$264 nightly
The price is $311
Apr 30 - May 1
Total with taxes and fees
Modern 1BR / Free Parking / Comfortable Stay

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.
$240 nightly
The price is $264
May 11 - May 12
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay
White Plains
$260 nightly
The price is $297
Apr 16 - Apr 17
Total with taxes and fees
Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (22 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
$212 nightly
The price is $232
Apr 16 - Apr 17
Total with taxes and fees
Walk to WP Gate + Free Parking!

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
$266 nightly
The price is $306
Apr 16 - Apr 17
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

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.
$226 nightly
The price is $252
Apr 16 - Apr 17
Total with taxes and fees
The Subterranean Haven

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
$254 nightly
The price is $275
Apr 30 - May 1
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.2 out of 10, Wonderful, (15 reviews)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
$441 nightly
The price is $448
Apr 20 - Apr 21
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed

Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"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.
$315 nightly
The price is $357
Apr 16 - Apr 17
Total with taxes and fees
Modern Luxury 1BR Stamford Getaway

Stylish Home With Free ParkingFA

Stylish Home With Free ParkingFA
Downtown Stamford
$224 nightly
The price is $254
Apr 16 - Apr 17
Total with taxes and fees
Stylish Home With Free ParkingFA
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

Find out more about Ossining

Ossining Apartments information

Number of reviews
119
Accommodation
438 Apartments
Lowest Price
$178
Highest Price
$448

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 34 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. Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: Located 19.8 mi/31.9 km away in Bronx. Amenities include Smart TVs. 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. Piermont Oasis: 9.2 mi/14.8 km away in Piermont. Private balconies and Smart TVs are included. 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 Depot Square 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.

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