Apartments in Ossining for Rent

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Our top choices for Ossining apartments

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
$299 nightly
The price is $333
Apr 27 - Apr 28
Total with taxes and fees
1BR Queen near NYC | Trails, Biking & Sauna Bliss

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.
$319 nightly
The price is $356
Apr 27 - Apr 28
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (1 review)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$165 nightly
The price is $179
May 6 - May 7
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!

Luxury Prime 1BR Oasis in New York

Luxury Prime 1BR Oasis in New York
Bryn Mawr
$270 nightly
The price is $318
Apr 26 - Apr 27
Total with taxes and fees
Luxury Prime 1BR Oasis in New York

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)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
$275 nightly
The price is $312
Apr 26 - Apr 27
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (16 reviews)
"Cute little place we really enjoyed it and the town"
United States
Ezra S.
$189 nightly
The price is $211
May 4 - May 5
Total with taxes and fees
Piermont Oasis

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.8 out of 10, Exceptional, (20 reviews)
"Very good communication and helpful. "
United States
Liam C.
$302 nightly
The price is $311
May 26 - May 27
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Comfortable 1BR Apt / Parking / Perfect for Families & Groups

Comfortable 1BR Apt / Parking / Perfect for Families & Groups
Bryn Mawr
$306 nightly
The price is $360
Apr 26 - Apr 27
Total with taxes and fees
Comfortable 1BR Apt / Parking / Perfect for Families & Groups

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
$256 nightly
The price is $277
Apr 30 - May 1
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (31 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
$361 nightly
The price is $413
Apr 26 - Apr 27
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

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

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
$253 nightly
The price is $290
Apr 30 - May 1
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

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, (5 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.
$238 nightly
The price is $262
Apr 27 - Apr 28
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Bronx
9.6 out of 10, Exceptional, (20 reviews)
"Nice home very clean and easy to access transit"
United States
Christina F.
$335 nightly
The price is $382
Apr 26 - Apr 27
Total with taxes and fees
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay
White Plains
$263 nightly
The price is $301
Apr 26 - Apr 27
Total with taxes and fees
Cozy 1BR / 2 Queen Beds / Free Parking / Private Stay

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.
$366 nightly
The price is $415
Apr 26 - Apr 27
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford

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.
$199 nightly
The price is $226
May 6 - May 7
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

The Subterranean Haven

The Subterranean Haven
North Side
8.8 out of 10, Excellent, (10 reviews)
"Great space but anlittle amall, the floor dips a few spots and the space is pretty tight, but perfect for a short term stay!"
United States
Hannah R.
$226 nightly
The price is $252
Apr 26 - Apr 27
Total with taxes and fees
The Subterranean Haven

Cozy Spacious Guest Suite 15 minutes from NYC

Cozy Spacious Guest Suite 15 minutes from NYC
Englewood
6.8 out of 10, (3 reviews)
"Quiet neighborhood ample room to relax."
United States
Deborah B.
$150 nightly
The price is $165
Apr 26 - Apr 27
Total with taxes and fees
Cozy Spacious Guest Suite 15 minutes from NYC

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (7 reviews)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
$287 nightly
The price is $311
Apr 26 - Apr 27
Total with taxes and fees
The Hideaway

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very Good, (1 review)
"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
$367 nightly
The price is $411
May 1 - May 2
Total with taxes and fees
Uscale 2BR Escape in the Heart of NYC
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

Find out more about Ossining

Ossining Apartments information

Number of reviews
130
Accommodation
438 Apartments
Lowest Price
$165
Highest Price
$415

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 34 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. 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. 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. 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. Comfy cozy 2-bedroom apartment in great location in Mamaroneck NY near NYC: Located in Mamaroneck, 15.5 mi/24.9 km from Ossining. Includes free WiFi, fireplaces, and Smart TVs. Access to onsite laundry facilities is available on site.
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 Teatown Lake Reservation and Depot Square 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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