A wooden boardwalk winding through a forest with autumn foliage.

Apartments in Ossining for Rent

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Ossining apartments

An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$261 nightly
The price is $290
Nov 15 - Nov 16
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss
An aerial view of a campus with multiple buildings, a central courtyard, and a lake in the background.

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.
$261 nightly
The price is $290
Nov 15 - Nov 16
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
A nighttime view of a residential street with houses, trees, and parked cars.

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.
$315 nightly
The price is $360
Nov 3 - Nov 4
Total with taxes and fees
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.
$361 nightly
The price is $413
Nov 3 - Nov 4
Total with taxes and fees
'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 traveler
$123 nightly
The price is $141
Nov 15 - Nov 16
Total with taxes and fees
1 King Bed | Non-Smoking
A wooden deck with a white table and chairs, a glass door, and a view of green trees.

6. Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC

Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
White Plains
$279 nightly
The price is $319
Nov 1 - Nov 2
Total with taxes and fees
Newly Renovated 1BR – 5 Minutes to Valhalla Train, White Plains, WMC & NYC
A wooden staircase leading to a small shed with a slanted roof, surrounded by dense greenery and a stone wall.

7. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (24 reviews)
"Great place to stay! "
United States
Megan D.
$189 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
Piermont Oasis
A modern hotel lobby with a stone wall, a coffee machine, a refrigerator, and a sign advertising a motel.

8. 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 traveler
$120 nightly
The price is $137
Nov 24 - Nov 25
Total with taxes and fees
1 Queen Bed | Smoking
A hotel room with a bed, a desk, and a chair.

9. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
8.0 out of 10, Very good, (6 reviews)
$120 nightly
The price is $137
Nov 15 - Nov 16
Total with taxes and fees
1 Queen Bed | Non-Smoking
A modern interior with a stone wall, a vending machine, a coffee machine, and a sign advertising a motel.

10. 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 traveler
$126 nightly
The price is $144
Nov 15 - Nov 16
Total with taxes and fees
2 Full Beds | Non-Smoking
A modern kitchen with stainless steel appliances, white cabinetry, and a wooden floor.

11. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (2 reviews)
"The place was not accurate and likely a scam. The listing should be removed. We arrived at the location with no real instructions on how to access the space, phone number on the listing was not an active number. We asked for our money back and still waiting for it. DONT STAY OR RESERVE THIS LOCATION. It's likely a scam!"
United States
Mitchell
$329 nightly
The price is $377
Oct 30 - Oct 31
Total with taxes and fees
Elegant Hideaway with Free Parking
A historic building with a central tower labeled 'West Point Museum,' featuring a traditional architectural style with multiple windows and a stone facade.

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.
$278 nightly
The price is $285
Nov 2 - Nov 3
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
A modern kitchen with a built-in oven, a large window, and a flat-screen TV mounted above the sink.

13. Luxury Urban Retreat + Spacious & Stylish

Luxury Urban Retreat + Spacious & Stylish
White Plains
$580 nightly
The price is $663
Oct 30 - Oct 31
Total with taxes and fees
Luxury Urban Retreat + Spacious & Stylish
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

14. 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.
$306 nightly
The price is $343
Nov 17 - Nov 18
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A modern kitchen with wooden cabinets, a stainless steel stove, a microwave, and a toaster. There are stools and a small island with a plant.

15. 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.
$335 nightly
The price is $377
Nov 17 - Nov 18
Total with taxes and fees
Walk to WP Gate + Free Parking!
Living area

16. 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.
$202 nightly
The price is $223
Nov 17 - Nov 18
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

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

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.6 out of 10, Exceptional, (21 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
$437 nightly
The price is $449
Nov 1 - Nov 2
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
A modern kitchen with stainless steel appliances, light wood cabinets, and a red toaster.

18. Flex Comfort Apts of Westchester #2

Flex Comfort Apts of Westchester #2
Rye Brook
9.4 out of 10, Exceptional, (32 reviews)
"Good Stay!"
United States
Andres T.
$304 nightly
The price is $309
Nov 1 - Nov 2
Total with taxes and fees
Flex Comfort Apts of Westchester #2
A wooden staircase leading to a gazebo in a forested area with a metal railing.

19. 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.
$264 nightly
The price is $299
Oct 30 - Oct 31
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
A hallway with a wooden door, a black table with a sign, and large green plants.

20. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Clean and convenient near West Point golf course"
United States
mario b.
$440 nightly
The price is $452
Nov 1 - Nov 2
Total with taxes and fees
3BR Near West Point | Coffee Bar | Sleeps 6
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

Royal Regency Hotel

Royal Regency Hotel

8/10 Good
"Excellent breakfast. Helpful staff."
Ying 1-night trip
Posted less than an hour ago
Royal Regency Hotel

Find out more about Ossining

Ossining Apartments information

Number of reviews
243
Accommodation
369 Apartments
Lowest Price
$137
Highest Price
$663

Frequently asked questions

What's it like to stay at an apartment in Ossining?
There are plenty of places to stay in Ossining with 35 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. 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 even filter by similar properties such as condos, vacation homes, or cottages. Make time to visit the region's favorite sights like Woodbury Common Premium Outlets.
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 a fitness center 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 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 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 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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