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Our top choices for Ossining apartments

1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is CA $362
CA $459 total
includes taxes & fees
May 24 - May 25
1BR Queen near NYC | Trails, Biking & Sauna Bliss

Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is CA $389
CA $494 total
includes taxes & fees
May 24 - May 25
Polished 1BR w/ Accessible Room Features + Sauna

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 CA $116
CA $243 total
includes taxes & fees
May 6 - May 7
Cozy 1-bedroom retreat minutes from West Point!

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, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is CA $156
CA $422 total
includes taxes & fees
May 5 - May 6
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (16 reviews)
"Cute little place we really enjoyed it and the town"
United States
Ezra S.
The price is CA $166
CA $285 total
includes taxes & fees
May 19 - May 20
Piermont Oasis

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 CA $196
CA $429 total
includes taxes & fees
May 13 - May 14
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

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 CA $183
CA $377 total
includes taxes & fees
May 6 - May 7
Charming 1-bedroom apartment in Carmel with WiFi, AC

Modern 1BR / Free Parking / Comfortable Stay

Modern 1BR / Free Parking / Comfortable Stay
Bryn Mawr
The price is CA $183
CA $520 total
includes taxes & fees
May 3 - May 4
Modern 1BR / Free Parking / Comfortable Stay

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (31 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 CA $299
CA $562 total
includes taxes & fees
May 6 - May 7
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

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
9.6 out of 10, Exceptional, (20 reviews)
"Nice home very clean and easy to access transit"
United States
Christina F.
The price is CA $233
CA $568 total
includes taxes & fees
May 3 - May 4
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

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 CA $230
CA $307 total
includes taxes & fees
May 6 - May 7
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

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 CA $196
CA $367 total
includes taxes & fees
May 6 - May 7
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Stylish Home with Free Parking

Stylish Home with Free Parking
Downtown Stamford
The price is CA $183
CA $290 total
includes taxes & fees
May 5 - May 6
Stylish Home with Free Parking

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)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is CA $170
CA $590 total
includes taxes & fees
May 3 - May 4
Local Artist Inspired | Walk to WestPoint + King Bed

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 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 CA $211
CA $427 total
includes taxes & fees
May 5 - May 6
The Hideaway

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.
The price is CA $270
CA $490 total
includes taxes & fees
May 4 - May 5
Modern Luxury 1BR Stamford Getaway

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 CA $245
CA $397 total
includes taxes & fees
May 3 - May 4
The Subterranean Haven

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

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay
White Plains
10.0 out of 10, Exceptional, (1 review)
"Clean and quiet stay. Exactly what I needed. "
United States
K H.
The price is CA $147
CA $455 total
includes taxes & fees
May 4 - May 5
Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is CA $228
CA $347 total
includes taxes & fees
May 5 - May 6
Stylish Home With Free ParkingZA

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, (91 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 CA $239
CA $485 total
includes taxes & fees
May 13 - May 14
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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
218
Accommodation
438 Apartments
Lowest Price
CA $243
Highest Price
CA $590

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?
Listed below are some of the top 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 3BR Family Home Game Room Parking: Located 14.5 mi/23.3 km away in Yonkers. Amenities include free WiFi. Access to free parking is available on site. Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: It's situated in Bronx, 19.8 mi/31.9 km away. Includes Smart TVs. NY Luxury Apt Free Parking in PRIME Area: Located 17.1 mi/27.5 km away in Yonkers. Amenities include free WiFi. Access to free parking is available 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 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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