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
31 July - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

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 AU$387
includes taxes & fees
19 July - 20 July
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 AU$411
includes taxes & fees
19 July - 20 July
Polished 1BR w/ Accessible Room Features + Sauna
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 AU$348
includes taxes & fees
29 July - 30 July
Piermont Oasis
Dining

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$489
includes taxes & fees
21 July - 22 July
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Smart TV, video games, DVD player, books

'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$554
includes taxes & fees
22 July - 23 July
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 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$381
includes taxes & fees
29 July - 30 July
Cozy 1-bedroom retreat minutes from West Point!
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is AU$536
includes taxes & fees
23 July - 24 July
Walk to WP Gate + Free Parking!
Coffee/tea maker, fridge, oven, stovetop

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.6 out of 10, Exceptional, (23 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is AU$471
includes taxes & fees
7 Aug - 8 Aug
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
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)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AU$446
includes taxes & fees
18 July - 19 July
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
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 AU$308
includes taxes & fees
20 July - 21 July
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Coffee/tea maker, fridge, microwave, oven

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$624
includes taxes & fees
29 July - 30 July
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (18 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is AU$699
includes taxes & fees
21 July - 22 July
Local Artist Inspired | Walk to WestPoint + King Bed
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)
"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$586
includes taxes & fees
22 July - 23 July
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Luxury Apartment | Private kitchen

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is AU$538
includes taxes & fees
6 Aug - 7 Aug
Elegant Hideaway with Free Parking
Interior

What's headline

What's headline
South Side
The price is AU$886
includes taxes & fees
20 July - 21 July
What's headline
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 AU$588
includes taxes & fees
21 July - 22 July
Modern Luxe 1BR Apt in Downtown Stamford
Luxury Apartment | Living area

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
The price is AU$387
includes taxes & fees
7 Aug - 8 Aug
NY Luxury Apt Free Parking in PRIME Area
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is AU$394
includes taxes & fees
17 July - 18 July
The Tipsy Gypsy - Studio Apartment
Private kitchen

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 AU$392
includes taxes & fees
29 July - 30 July
Charming 1-bedroom apartment in Carmel with WiFi, AC
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.
The price is AU$369
includes taxes & fees
5 Aug - 6 Aug
Romantic Hide Out
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

Westchester Marriott

Westchester Marriott

10/10 Excellent
"Older property but well kept and clean. Helpful staff. Spacious areas. Not a fan of barn style bathroom doors but for one person they are okay."
nick 1-night trip
Posted 3 hours ago
Westchester Marriott

Find out more about Ossining

Ossining Apartments information

Number of reviews
248
Accommodation
409 Apartments
Lowest Price
AU$308
Highest Price
AU$886

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?
Listed below are some of the more popular apartments in the area: Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: Situated in Bronx , 19.8 mi/31.9 km from the heart of Ossining. Includes a Smart TV . 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 . Spacious 3BR Luxe Escape near NYC: It's situated in Yonkers , 17.2 mi/27.6 km away. Includes free WiFi . Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC: Located 19.8 mi/31.9 km away in Bronx . Amenities include a Smart TV . Access to on-site laundry facilities is available on site . Piermont Oasis: It's located in Piermont , 9.2 mi/14.8 km from Ossining. Includes a balcony and a Smart TV .
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 Ossining Dog Park are a couple of picturesque spots to enjoy the outdoors. While here, Sing Sing Correctional Facility and Hudson Hills Golf Course 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.