A wooden boardwalk winding through a forest with autumn foliage.

Search Apartments in Ossining

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Ossining apartments

A covered area with exercise equipment, chairs, and a view through large windows.

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is €235
includes taxes & fees
26 Aug - 27 Aug
1BR Queen near NYC | Trails, Biking & Sauna Bliss
A covered area with exercise equipment, chairs, and a view through large windows.

2. 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 €255
includes taxes & fees
25 Aug - 26 Aug
Polished 1BR w/ Accessible Room Features + Sauna

3. Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC

Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Dunwoodie
The price is €188
includes taxes & fees
1 Sept - 2 Sept
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC

4. Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
The price is €512
includes taxes & fees
29 Aug - 30 Aug
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

5. Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations

Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
South Side
The price is €369
includes taxes & fees
7 Sept - 8 Sept
Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

6. '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 €255
includes taxes & fees
25 Aug - 26 Aug
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

7. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is €315
includes taxes & fees
2 Sept - 3 Sept
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A modern living room with a stone fireplace, a leather sofa, a yellow armchair, a flat-screen TV, and a bookshelf.

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

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is €351
includes taxes & fees
25 Aug - 26 Aug
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A garden with a stone wall, a wooden fence, and a gravel path.

9. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
The price is €184
includes taxes & fees
1 Sept - 2 Sept
Piermont Oasis
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

10. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is €303
includes taxes & fees
25 Aug - 26 Aug
Elegant Hideaway with Free Parking

11. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is €158
includes taxes & fees
25 Aug - 26 Aug
Cozy 1-bedroom retreat minutes from West Point!
A stone staircase leading up to a house, surrounded by greenery and a blue tarp.

12. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, Wonderful, (6 reviews)
"It was excellent!! "
United States
Henry C.
Garden Loft with Patios & Green Space · Westchester Retreat
A modern kitchen with stainless steel appliances, a central island with chairs, and a window with a view.

13. Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
The price is €434
includes taxes & fees
25 Aug - 26 Aug
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
A dining table with a glass top, a vase with flowers, and a variety of pastries and fruits.

14. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is €342
includes taxes & fees
25 Aug - 26 Aug
Prime Luxe 3-BR NYC - Free Parking
A wooden staircase leading to a gazebo in a forested area with a metal railing.

15. 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
8.0 out of 10, Very good, (5 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 €200
includes taxes & fees
1 Sept - 2 Sept
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A modern living room with a sofa, a coffee table, and a TV mounted on the wall.

16. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
The price is €360
includes taxes & fees
25 Aug - 26 Aug
Charming 2-bedroom Apartment with AC in Yonkers
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

17. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

18. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is €353
includes taxes & fees
25 Aug - 26 Aug
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A modern living room with a sofa, a coffee table, and a bar stool.

19. 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)
"loved walking the city. pizza was good."
United States
michelle b.
The price is €272
includes taxes & fees
29 Aug - 30 Aug
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
A modern living room with a white sofa, a glass coffee table, and a flat-screen TV mounted on the wall.

20. NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.8 out of 10, (7 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
NY Luxury Apt Free Parking in PRIME Area
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ossining Hotel Reviews

Crowne Plaza Suffern - Mahwah by IHG

Crowne Plaza Suffern - Mahwah by IHG

10/10 Excellent
"Very nice and professional front desk staff."
Paul 1-night trip
Posted 1 hour ago
Crowne Plaza Suffern - Mahwah by IHG

Find out more about Ossining

Ossining Apartments information

Number of reviews
184
Accommodation
377 Apartments
Lowest Price
€158
Highest Price
€512

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 35 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?
Below are some of the more popular apartments in the area to choose from: Uscale 2BR Escape in the Heart of NYC: Located in Yonkers , 15 mi/24.1 km from the heart of Ossining. Includes free WiFi . Access to free parking is available on site . Global Luxury Suites White Plains: Located 10.3 mi/16.6 km away in White Plains . A washer/dryer and free WiFi are included . Valet parking and a fitness centre are on site . Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich: Located in Greenwich , 13.7 mi/22 km away. Includes a dining area . Access to on-site laundry facilities is available 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 . NY Luxury Apt Free Parking in PRIME Area: Located in Yonkers , 17.1 mi/27.5 km from Ossining. Includes free WiFi . Access to free parking 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 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 Ossining Public Library 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.