A wooden boardwalk winding through a forest with autumn foliage.

Apartments in Ossining

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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 NZ$495
includes taxes & fees
8 Nov - 9 Nov
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 NZ$495
includes taxes & fees
8 Nov - 9 Nov
Polished 1BR w/ Accessible Room Features + Sauna
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

3. 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, (95 reviews)
"The host, Maria, was excellent in staying in touch and personally met me upon check-in and checkout. The location is very convenient for walking around downtown or easily drive to nearby outings."
United States
Margaret S.
The price is NZ$650
includes taxes & fees
28 Oct - 29 Oct
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.

4. '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, (9 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 NZ$734
includes taxes & fees
26 Oct - 27 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

5. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (2 reviews)
"Our rooms felt cozy enough for two people with decent privacy due to separate bathrooms nearby too.The location suited our plan moving between airport runs & visits close by malls perfectly."
United States
Anonymous traveller
The price is NZ$240
includes taxes & fees
26 Oct - 27 Oct
1 King Bed | Non-Smoking
A garden with a stone wall, a wooden fence, and a gravel path.

6. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (23 reviews)
"Great place to stay! "
United States
Megan D.
The price is NZ$362
includes taxes & fees
16 Nov - 17 Nov
Piermont Oasis
A motel with a blue awning and a '6 Now Open' sign.

7. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"Beds were adequate, nothing special but perfectly fine for a short overnight stay."
United States
Anonymous traveller
The price is NZ$234
includes taxes & fees
27 Oct - 28 Oct
1 Queen Bed | Smoking
A motel with a blue awning and a '6 Now Open' sign.

8. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.0 out of 10, Very good, (6 reviews)
The price is NZ$234
includes taxes & fees
26 Oct - 27 Oct
1 Queen Bed | Non-Smoking
A kitchenette with a water dispenser, microwave, coffee machine, and a snack vending machine.

9. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
10.0 out of 10, Exceptional, (1 review)
"The staff were attentive without being pushy, and the bed provided good comfort."
United States
Anonymous traveller
The price is NZ$246
includes taxes & fees
27 Oct - 28 Oct
2 Full Beds | Non-Smoking
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 NZ$622
includes taxes & fees
24 Oct - 25 Oct
Elegant Hideaway with Free Parking
A modern kitchen with a built-in oven, a large window, and a flat-screen TV mounted above the sink.

11. Luxury Urban Retreat + Spacious & Stylish

Luxury Urban Retreat + Spacious & Stylish
White Plains
The price is NZ$1,130
includes taxes & fees
24 Oct - 25 Oct
Luxury Urban Retreat + Spacious & Stylish
A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is NZ$537
includes taxes & fees
26 Oct - 27 Oct
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Living area

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

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
8.4 out of 10, Very good, (5 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 NZ$381
includes taxes & fees
17 Nov - 18 Nov
Cozy 1-bedroom retreat minutes from West Point!
A wooden staircase leading to a gazebo in a forested area with a metal railing.

14. 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
8.6 out of 10, Excellent, (7 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$522
includes taxes & fees
25 Oct - 26 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

15. 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$588
includes taxes & fees
17 Nov - 18 Nov
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

16. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is NZ$833
includes taxes & fees
29 Oct - 30 Oct
Local Artist Inspired | Walk to WestPoint + King Bed
A living room with a sofa, a glass coffee table, a fireplace, and a TV mounted above it.

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

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (34 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 NZ$706
includes taxes & fees
26 Oct - 27 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
A wooden gazebo with a tiled roof at the top of a stone staircase surrounded by trees.

18. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, Very good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
The price is NZ$863
includes taxes & fees
24 Oct - 25 Oct
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
A modern living room with a glass coffee table, black and gold chairs, and a striped area rug.

19. 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$709
includes taxes & fees
25 Oct - 26 Oct
Modern Luxe 1BR Apt in Downtown Stamford
A wooden coffee table with two decorative planters in a living room.

20. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is NZ$643
includes taxes & fees
17 Nov - 18 Nov
Walk to WP Gate + Free 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

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Beautiful settings. Helpful and friendly staff."
nancy 1-night trip
Posted 5 hours ago
Tarrytown House Estate

Find out more about Ossining

Ossining Apartments information

Number of reviews
266
Accommodation
404 Apartments
Lowest Price
NZ$234
Highest Price
NZ$1,130

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: 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 a fitness centre are on site . Uscale 2BR Escape in the Heart of NYC: Located 15 mi/24.1 km away in Yonkers . Amenities include free WiFi . Access to free parking 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 . Spacious 3BR Luxe Escape near NYC: 17.2 mi/27.6 km away in Yonkers . Amenities include free WiFi . Charming 1-bedroom apt walk to Train and DownTown area with WiFi, AC: It's situated in Mamaroneck , 15.4 mi/24.8 km from Ossining.
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 Louis Engel Waterfront Park and Teatown Lake Reservation are a couple of picturesque spots to enjoy the outdoors. While here, Hudson Hills Golf Course 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.