Best Apartments in Ossining for Your Vacation from ￥34,317

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Our top choices for Ossining apartments

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

Ossining

￥43,953 total

includes taxes & fees

Jun 21 - Jun 22

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.

￥48,911 total

includes taxes & fees

Jun 17 - Jun 18

Fridge, oven, stovetop, coffee/tea maker

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

Highland Falls

Liam C.

￥49,825 total

includes taxes & fees

Jun 9 - Jun 10

Cozy 1-bedroom retreat minutes from West Point!

Highland Falls

Zack C.

Modern Luxe 1BR Apt in Downtown Stamford

Downtown Stamford

Jill G.

￥66,830 total

includes taxes & fees

Jun 9 - Jun 10

Charming 1-bedroom apartment in Carmel with WiFi, AC

Carmel Hamlet

Emmett

￥43,947 total

includes taxes & fees

Jun 6 - Jun 7

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Port Chester

Christina

￥65,554 total

includes taxes & fees

Jun 25 - Jun 26

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

Downtown Stamford

Ryan F.

￥53,483 total

includes taxes & fees

Jun 28 - Jun 29

What's headline

South Side

￥98,153 total

includes taxes & fees

Jun 4 - Jun 5

Piermont Oasis

Piermont

Megan D.

￥34,317 total

includes taxes & fees

Jun 15 - Jun 16

2 bedrooms, iron/ironing board, internet, bed sheets

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Bronx

Christina F.

￥82,839 total

includes taxes & fees

Jun 8 - Jun 9

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

Greenwich

Ann E.

￥69,216 total

includes taxes & fees

Jun 30 - Jul 1

Solara – Luxury 1BR Downtown

Downtown Stamford

￥68,237 total

includes taxes & fees

Jun 4 - Jun 5

Modern 1BR / Free Parking / Comfortable Stay

Bryn Mawr

￥80,460 total

includes taxes & fees

Jun 4 - Jun 5

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

Local Artist Inspired | Walk to WestPoint + King Bed

Highland Falls

Danica J.

￥71,774 total

includes taxes & fees

Jun 4 - Jun 5

Romantic Hide Out

Waterside

Cheryl H.

￥38,827 total

includes taxes & fees

Jun 9 - Jun 10

The Subterranean Haven

North Side

Hannah R.

￥50,143 total

includes taxes & fees

Jun 4 - Jun 5

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Croton-on-Hudson

Ann S.

￥51,058 total

includes taxes & fees

Jun 14 - Jun 15

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.

￥47,401 total

includes taxes & fees

Jun 21 - Jun 22

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Greenwich

￥70,214 total

includes taxes & fees

Jun 10 - Jun 11

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Top Ossining Hotel Reviews

Windrose On Hudson

10/10 Excellent

"Interesting location! This is on the grounds of the former Croton Management Academy and feels a little like a college campus, with a walking trail, on site restaurant/bar and a cafe. There is no in room coffee (but a Keurig with a full selection of fresh milks in the lobby), but staff are helpful and the location feels tranquil and off the beaten path."

Ethan Allen Hotel

4/10 Poor

"I booked for 5 nights. I paid in full upon arrival. After the 3rd day, I received an additional charge. After inquiring by calling the front desk, the receptionist informed me that I was checked out of my room. While visiting with my family, I had to race back to the hotel 49 miles to straighten out the discrepancy, because, of course, I couldn't reach the manager by phone. Zero apologies from the staff for the MAJOR inconvenience that that caused me. I will never stay here again."

Royal Hotel Bronx

2/10 Terrible

"I appreciated the convenience of this hotel, but it is not the type of accommodation I would choose to stay at again. The room was very small and uncomfortable, and there was a noticeable urine-like odor. It was clear that the room had not been cleaned thoroughly, as the smell was quite strong. I believe the shower curtains may be the source of the odor and should be replaced. I also had to request that my room be cleaned, which gave me the impression that housekeeping may only service rooms after guests check out. On a positive note, the front desk staff were accommodating and had no issue moving me to a different room when I requested one. The air conditioning, heating, and hot water all worked well. Since I am familiar with the area, parking was not a problem for me; however, guests who are unfamiliar with the neighborhood may find parking frustrating and difficult to navigate."

Find out more about Ossining

Ossining Apartments information

Number of reviews	123
Accommodation	438 Apartments
Lowest Price	￥34,317
Highest Price	￥98,153

Frequently asked questions

What's it like to stay at an apartment in Ossining?

You'll find a lot of options for your stay in Ossining with 35 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations with similar amenities. 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 also filter by similar properties such as vacation homes, condos, or guest houses.

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 onsite laundry facilities are on site. NY Luxury Apt Free Parking in PRIME Area: Located 17.1 mi/27.5 km away in Yonkers. Amenities include free WiFi. Access to free parking is available on site. Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: It's situated in Bronx, 19.8 mi/31.9 km away. Includes Smart TVs. Luxury 1BR located in Prime Yonkers Area: Located 15 mi/24.1 km away in Yonkers. Amenities include free WiFi. Access to free parking is available on site. Piermont Oasis: It's located in Piermont, 9.2 mi/14.8 km from Ossining. Includes private balconies and Smart TVs.

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 Ossining Historical Society and Sing Sing Prison Museum, whereas Teatown Lake Reservation and Kitchawan Preserve are a couple of picturesque spots to enjoy the outdoors. While here, Sing Sing Correctional Facility 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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Apartments in Ossining for Rent

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

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

Cozy 1-bedroom retreat minutes from West Point!

Modern Luxe 1BR Apt in Downtown Stamford

Charming 1-bedroom apartment in Carmel with WiFi, AC

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

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

What's headline

Piermont Oasis

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

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

Solara – Luxury 1BR Downtown

Modern 1BR / Free Parking / Comfortable Stay

Local Artist Inspired | Walk to WestPoint + King Bed

Romantic Hide Out

The Subterranean Haven

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Find vacation rentals that suit your style

Top Ossining Hotel Reviews

Windrose On Hudson

Find out more about Ossining

Ossining Apartments information

Frequently asked questions

Explore a world of travel with Expedia