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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
The price is AED 1,492
AED 1,895 total
includes taxes & fees
16 May - 17 May
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.
The price is AED 1,602
AED 2,005 total
includes taxes & fees
16 May - 17 May
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.
The price is AED 401
AED 758 total
includes taxes & fees
12 May - 13 May
Cozy 1-bedroom retreat minutes from West Point!

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (18 reviews)
"Great place to stay! "
United States
Megan D.
The price is AED 444
AED 773 total
includes taxes & fees
18 May - 19 May
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.
The price is AED 422
AED 1,127 total
includes taxes & fees
7 May - 8 May
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Modern 1BR / Free Parking / Comfortable Stay

Modern 1BR / Free Parking / Comfortable Stay
Bryn Mawr
The price is AED 496
AED 1,410 total
includes taxes & fees
7 May - 8 May
Modern 1BR / Free Parking / Comfortable Stay

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 AED 621
AED 829 total
includes taxes & fees
7 May - 8 May
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich

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.
The price is AED 748
AED 1,261 total
includes taxes & fees
7 May - 8 May
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

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.
The price is AED 529
AED 1,145 total
includes taxes & fees
11 May - 12 May
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!

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 AED 496
AED 1,011 total
includes taxes & fees
7 May - 8 May
Charming 1-bedroom apartment in Carmel with WiFi, AC

The Hideaway

The Hideaway
Brewster
10.0 out of 10, Exceptional, (8 reviews)
"Nice, clean, comfortable place to stay. Beautiful, convenient setting. Will look to come back again some day for sure. "
United States
Kenneth M.
The price is AED 569
AED 1,154 total
includes taxes & fees
14 May - 15 May
The Hideaway

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
The price is AED 808
AED 1,517 total
includes taxes & fees
11 May - 12 May
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

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.
The price is AED 661
AED 1,064 total
includes taxes & fees
7 May - 8 May
The Subterranean Haven

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is AED 455
AED 731 total
includes taxes & fees
7 May - 8 May
Stylish Home With Free ParkingZA

Luxury Prime 1BR Oasis in New York

Luxury Prime 1BR Oasis in New York
Bryn Mawr
The price is AED 918
AED 1,946 total
includes taxes & fees
7 May - 8 May
Luxury Prime 1BR Oasis in New York

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

Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC
Bronx
9.4 out of 10, Exceptional, (12 reviews)
"Very accommodating "
United States
Nadia T.
The price is AED 643
AED 1,539 total
includes taxes & fees
7 May - 8 May
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Stylish Home with Free Parking

Stylish Home with Free Parking
Downtown Stamford
The price is AED 577
AED 871 total
includes taxes & fees
10 May - 11 May
Stylish Home with Free Parking

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.
The price is AED 331
AED 606 total
includes taxes & fees
7 May - 8 May
Cozy Spacious Guest Suite 15 minutes from NYC

Modern Luxury 1BR Stamford Getaway

Modern Luxury 1BR Stamford Getaway
Downtown Stamford
10.0 out of 10, Exceptional, (1 review)
"The apartment is located in the hub bub of Stamford, a nice area very populated even in the evening where it feels safe. Apartment had all amenities that I needed. The host provided extra touches like a Keurig coffee pot stocked with Keurig cups and sugar. A washing machine and dryer were a plus as I like to pack only clean clothes. Bed was super comfortable. Modern design has a Zen vibe, great to decompress after travel. TV offered free movies that didn’t require my own subscription which...
United States
Debbie N.
The price is AED 731
AED 1,311 total
includes taxes & fees
9 May - 10 May
Modern Luxury 1BR Stamford Getaway

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, (91 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
The price is AED 646
AED 1,306 total
includes taxes & fees
12 May - 13 May
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
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

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?
Here are some of the more popular 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 New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC: Located 19.8 mi/31.9 km away in Bronx. Amenities include Smart TVs. Luxury 3BR Family Home Game Room Parking: Located in Yonkers, 14.5 mi/23.3 km away. Includes free WiFi. Access to free parking is available 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. 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 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 Travelers Rest 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.