Apartments to Rent in Ossining

A wooden boardwalk winding through a forest with autumn foliage.

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Our top choices for Ossining apartments

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

Ossining

includes taxes & fees

12 Jul - 13 Jul

Polished 1BR w/ Accessible Room Features + Sauna

Ossining

"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. "

Nada S.

includes taxes & fees

12 Jul - 13 Jul

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Zack C.

includes taxes & fees

29 Jul - 30 Jul

Piermont Oasis

Piermont

Megan D.

includes taxes & fees

21 Jul - 22 Jul

Fridge, oven, stovetop, coffee/tea maker

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

Highland Falls

includes taxes & fees

8 Aug - 9 Aug

The Tipsy Gypsy - Studio Apartment

Brewster

includes taxes & fees

11 Jul - 12 Jul

Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Downtown Stamford

michelle b.

includes taxes & fees

19 Jul - 20 Jul

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester

Sarah W.

includes taxes & fees

13 Jul - 14 Jul

Charming 1-bedroom apartment in Carmel with WiFi, AC

Carmel Hamlet

Emmett

includes taxes & fees

28 Jul - 29 Jul

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Highland Falls

Maria L.

includes taxes & fees

14 Jul - 15 Jul

3 bedrooms, desk, iron/ironing board, travel cot

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

Danica J.

includes taxes & fees

13 Jul - 14 Jul

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

CROTON HDSN

Aimee S.

includes taxes & fees

21 Jul - 22 Jul

What's headline

South Side

includes taxes & fees

16 Jul - 17 Jul

Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

Smart TV, video games, DVD player, books

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

Croton-on-Hudson

Mateo A.

includes taxes & fees

22 Jul - 23 Jul

NY Luxury Apt Free Parking in PRIME Area

Southeast Yonkers

Paola

includes taxes & fees

7 Aug - 8 Aug

Romantic Hide Out

Waterside

Cheryl H.

Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

Greenwich

"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...

Kathleen W.

includes taxes & fees

13 Jul - 14 Jul

Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Bronx

Ben T.

includes taxes & fees

13 Jul - 14 Jul

Elegant Hideaway with Free Parking

White Plains

includes taxes & fees

4 Aug - 5 Aug

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Top Ossining Hotel Reviews

Royal Regency Hotel

8/10 Good

"Good"

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"We thoroughly enjoyed our stay at the Hotel Nyack and hope to go back in the future. It has a very cool goth-meets-modern industrial vibe. The hot tub and pool were great and the staff were beyond friendly. You can easily walk to town, which has a lot to offer for eating and shopping. The nature trails in the area are fantastic. Our morning walk/run along the Hudson had amazing views. More strenuous nature hikes are also close to the hotel. There is a fitness center and on site restaurant and bar. We didn’t have a chance to try those but hope to try them next time. A surprise plus was complimentary EV charging."

Find out more about Ossining

Ossining Apartments information

Number of reviews	237
Accommodation	405 Apartments
Lowest Price	€230
Highest Price	€543

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 favourite 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 . Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: Located 19.8 mi/31.9 km away in Bronx . Amenities include a Smart TV . Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC: Located in Bronx , 19.8 mi/31.9 km away. Includes a Smart TV . Access to on-site laundry facilities is available on site . Spacious 3BR Luxe Escape near NYC: 17.2 mi/27.6 km away in Yonkers . Amenities include free WiFi . 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 Depot Square and Teatown Lake Reservation 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.

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Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Ossining apartments

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

Polished 1BR w/ Accessible Room Features + Sauna