Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

Apartments in Ossining

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

Our top choices for Ossining apartments

Interior

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is NZ$459
includes taxes & fees
21 June - 22 June
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Interior

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 NZ$459
includes taxes & fees
21 June - 22 June
Polished 1BR w/ Accessible Room Features + Sauna
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, (22 reviews)
"Very good communication and helpful. "
United States
Liam C.
The price is NZ$477
includes taxes & fees
10 June - 11 June
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Shower, towels, soap, toilet paper

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 NZ$472
includes taxes & fees
10 June - 11 June
Charming 1-bedroom apartment in Carmel with WiFi, AC
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 NZ$540
includes taxes & fees
12 June - 13 June
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
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, (32 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 NZ$711
includes taxes & fees
10 June - 11 June
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Interior

What's headline

What's headline
South Side
The price is NZ$1,045
includes taxes & fees
15 June - 16 June
What's headline
Property grounds

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
The price is NZ$387
includes taxes & fees
16 June - 17 June
Piermont Oasis
Smart TV

Modern Luxe 1BR Apt in Downtown Stamford

Modern Luxe 1BR Apt in Downtown Stamford
Downtown Stamford
9.6 out of 10, Exceptional, (5 reviews)
"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 NZ$714
includes taxes & fees
10 June - 11 June
Modern Luxe 1BR Apt in Downtown Stamford
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 NZ$529
includes taxes & fees
14 June - 15 June
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Property grounds

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
2.0 out of 10, (1 review)
"No lock on the entrance door so I had to use the bed frame against it to act as a barrier. I was woken up one morning by the host and had to leave the apartment ASAP because the housing inspector was there and she hid all my belongings that I couldn’t fully locate afterwards. "
United States
Ann E.
The price is NZ$750
includes taxes & fees
22 June - 23 June
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Smart TV

Modern 1BR / Free Parking / Comfortable Stay

Modern 1BR / Free Parking / Comfortable Stay
Bryn Mawr
The price is NZ$1,060
includes taxes & fees
10 June - 11 June
Modern 1BR / Free Parking / Comfortable Stay
Dining

Romantic Hide Out

Romantic Hide Out
Waterside
3.0 out of 10, (2 reviews)
"Check-in was at 3 PM and I was unable to reach the host until 11 PM that night to gain access to the property. They never sent anything in advance. It was the most miserable experience I have ever had."
United States
Cheryl H.
Romantic Hide Out
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, (7 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 NZ$649
includes taxes & fees
16 June - 17 June
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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 NZ$454
includes taxes & fees
22 June - 23 June
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Luxury House | Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is NZ$1,123
includes taxes & fees
10 June - 11 June
Spacious 3BR Luxe Escape near NYC
TV, stereo

Solara – Luxury 1BR Downtown

Solara – Luxury 1BR Downtown
Downtown Stamford
The price is NZ$748
includes taxes & fees
16 June - 17 June
Solara – Luxury 1BR Downtown
Shower, hair dryer, towels, soap

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 NZ$539
includes taxes & fees
10 June - 11 June
The Subterranean Haven
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 NZ$757
includes taxes & fees
17 June - 18 June
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Interior

3-bedroom apartment in awesome Mount Vernon with AC, WiFi

3-bedroom apartment in awesome Mount Vernon with AC, WiFi
South Side
The price is NZ$568
includes taxes & fees
10 June - 11 June
3-bedroom apartment in awesome Mount Vernon with AC, WiFi
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

2/10 Terrible
"I didn’t like anything at all"
Raudo 1-night trip
Posted less than an hour ago
Hampton Inn & Suites Yonkers

Find out more about Ossining

Ossining Apartments information

Number of reviews
110
Accommodation
442 Apartments
Lowest Price
NZ$387
Highest Price
NZ$1,123

Frequently asked questions

What's it like to stay at an apartment in Ossining?
You'll find plenty of places to stay in Ossining with 34 hotels and other accommodation options. Though there aren't many apartments, we can help you find similar accommodation. When you search for a place to stay on Expedia, you can filter by amenities such as a kitchen— just one of the conveniences you might find in an apartment. You can even filter by similar properties such as holiday homes, condos or cabins. While in the region, visit top sights such as Woodbury Common Premium Outlets.
Why would you choose an apartment versus a traditional hotel?
Often offering more space 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 but also for couples who want to stay in a quieter area.
What's the best apartment I should consider for a stay in Ossining?
Here 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 a washer/dryer and free WiFi . Valet parking and on-site 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 a Smart TV . NY Luxury Apt Free Parking in PRIME Area: Located in Yonkers , 17.1 mi/27.5 km away. Includes free WiFi . Access to free parking is available on site . Luxury 1BR located in Prime Yonkers Area: Located 15 mi/24.1 km away in Yonkers . Amenities include free WiFi . Access to free parking is available on site . Charming 2-mini bedrooms apartment with AC, WiFi in fabulous Greenwich: Located in Cos Cob , 16.4 mi/26.4 km from Ossining. Includes free WiFi, a patio and a fireplace . Access to on-site laundry facilities is available on site .
What will the weather be like in Ossining?
Although weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Ossining. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Ossining is 1302 mm.
What should I see in Ossining?
Cultural attractions include Ossining Historical Society and Sing Sing Prison Museum, whereas Merchants Square 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 save you time when you get to your destination. Fly into White Plains, NY (HPN-Westchester County), which is located 10.5 mi (16.8 km) from the heart of the city. Otherwise, look for flights into Teterboro, NJ (TEB), which is 23.9 mi (38.5 km) away. To see more of the larger area, take a train from Ossining Station.