A wooden boardwalk winding through a forest with autumn foliage.

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
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Ossining apartments

Interior

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AU$438
includes taxes & fees
1 Sept - 2 Sept
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Interior

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 AU$446
includes taxes & fees
1 Sept - 2 Sept
Polished 1BR w/ Accessible Room Features + Sauna
Dining

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, (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 AU$455
includes taxes & fees
2 Sept - 3 Sept
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Living area

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, (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 AU$603
includes taxes & fees
15 Sept - 16 Sept
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Property grounds

5. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
The price is AU$303
includes taxes & fees
28 Sept - 29 Sept
Piermont Oasis
Luxury Apartment | Private kitchen

6. 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 AU$494
includes taxes & fees
1 Sept - 2 Sept
Elegant Hideaway with Free Parking
Property grounds

7. 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.
The price is AU$492
includes taxes & fees
28 Sept - 29 Sept
Garden Loft with Patios & Green Space · Westchester Retreat
Dining

8. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is AU$558
includes taxes & fees
1 Sept - 2 Sept
Prime Luxe 3-BR NYC - Free Parking
Private kitchen

9. 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 AU$729
includes taxes & fees
1 Sept - 2 Sept
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
Property grounds

10. 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 AU$315
includes taxes & fees
12 Sept - 13 Sept
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Living area

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 AU$355
includes taxes & fees
2 Sept - 3 Sept
Cozy 1-bedroom retreat minutes from West Point!
Living area

12. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is AU$405
includes taxes & fees
2 Sept - 3 Sept
Walk to WP Gate + Free Parking!
Living area

13. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
The price is AU$577
includes taxes & fees
1 Sept - 2 Sept
Charming 2-bedroom Apartment with AC in Yonkers
Living area

14. 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 AU$566
includes taxes & fees
1 Sept - 2 Sept
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Room

15. 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 AU$301
includes taxes & fees
1 Sept - 2 Sept
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Luxury House | Living area

16. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
The price is AU$559
includes taxes & fees
1 Sept - 2 Sept
Spacious 3BR Luxe Escape near NYC
Private kitchen

17. 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 AU$545
includes taxes & fees
1 Sept - 2 Sept
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Luxury Duplex | Living area

18. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is AU$573
includes taxes & fees
1 Sept - 2 Sept
Uscale 2BR Escape in the Heart of NYC
Living area

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 AU$436
includes taxes & fees
5 Sept - 6 Sept
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Living area

20. 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 AU$571
includes taxes & fees
5 Sept - 6 Sept
Modern Luxe 1BR Apt in Downtown Stamford
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

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"The garden area was gorgeous and inviting. Staff was so helping. Bedding was yummy. This was the nicest hotel I’ve been in in the metro area. We will be back"
Arelis 1-night trip
Posted 7 hours ago
Hyatt Regency Greenwich

Find out more about Ossining

Ossining Apartments information

Number of reviews
211
Accommodation
409 Apartments
Lowest Price
AU$301
Highest Price
AU$729

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 Merchants Square 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.