Boardwalk over marshland on the trail at Teatown Lake Reservation in Ossining, New York.

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

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 AED 775
AED 982 total
includes taxes & fees
28 Jun - 29 Jun
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 AED 841
AED 1,051 total
includes taxes & fees
28 Jun - 29 Jun
Polished 1BR w/ Accessible Room Features + Sauna
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 AED 529
AED 1,145 total
includes taxes & fees
26 Jun - 27 Jun
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Fridge, microwave, oven, stovetop

Stylish Home With Free ParkingZA

Stylish Home With Free ParkingZA
Glenbrook-Belltown
The price is AED 948
AED 1,352 total
includes taxes & fees
26 Jun - 27 Jun
Stylish Home With Free ParkingZA
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 AED 496
AED 1,011 total
includes taxes & fees
8 Jul - 9 Jul
Charming 1-bedroom apartment in Carmel with WiFi, AC
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, (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 1,529 total
includes taxes & fees
29 Jun - 30 Jun
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
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 AED 588
AED 1,616 total
includes taxes & fees
9 Jul - 10 Jul
Modern Luxe 1BR Apt in Downtown Stamford
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 AED 450
AED 958 total
includes taxes & fees
30 Jun - 1 Jul
Romantic Hide Out
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 AED 496
AED 843 total
includes taxes & fees
6 Jul - 7 Jul
Piermont Oasis
Interior

The Tipsy Gypsy - Studio Apartment

The Tipsy Gypsy - Studio Apartment
Brewster
The price is AED 551
AED 1,011 total
includes taxes & fees
29 Jun - 30 Jun
The Tipsy Gypsy - Studio Apartment
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 AED 571
AED 971 total
includes taxes & fees
22 Jul - 23 Jul
Cozy 1-bedroom retreat minutes from West Point!
Luxury House, Garden View | Dining

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC
4.0 star property
Southeast Yonkers
2.0 out of 10, (3 reviews)
"We never got to stay because THERE WAS ANOTHER FAMILY THERE. THAT WOMEN SAID SHE WAS RENTING THE HOUSE FOR ANOTHER MONTH. "
United States
Angel
The price is AED 1,335
AED 2,040 total
includes taxes & fees
29 Jun - 30 Jun
Modern Comfort in the Heart of NYC
Interior

What's headline

What's headline
South Side
The price is AED 661
AED 2,262 total
includes taxes & fees
30 Jun - 1 Jul
What's headline
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 AED 826
AED 1,090 total
includes taxes & fees
3 Jul - 4 Jul
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Luxury House | Living area

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very Good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is AED 1,653
AED 2,396 total
includes taxes & fees
6 Jul - 7 Jul
Spacious 3BR Luxe Escape near NYC
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (17 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 AED 705
AED 1,860 total
includes taxes & fees
9 Jul - 10 Jul
Local Artist Inspired | Walk to WestPoint + King Bed
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, (92 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 745
AED 1,436 total
includes taxes & fees
6 Jul - 7 Jul
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Fridge, microwave, oven, stovetop

Stylish Home with Free Parking

Stylish Home with Free Parking
Downtown Stamford
The price is AED 907
AED 1,302 total
includes taxes & fees
28 Jun - 29 Jun
Stylish Home with Free Parking
Property grounds

Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.2 out of 10, Wonderful, (5 reviews)
"It was excellent!! "
United States
Henry C.
The price is AED 720
AED 1,323 total
includes taxes & fees
30 Jun - 1 Jul
Garden Loft with Patios & Green Space · Westchester Retreat
Living area

Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
The price is AED 826
AED 1,855 total
includes taxes & fees
28 Jun - 29 Jun
Charming 2-bedroom Apartment with AC in Yonkers
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

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

10/10 Excellent
"Great morning breakfast with our stay and they actually rotate the food items from day to day! Very quiet hotel and walking distance from Untermeyer Gardens and a few restaurants. The staff was super nice and very helpful. Great place!!!"
John 3-night trip
Posted 6 hours ago
Hampton Inn & Suites Yonkers

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 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 a fitness center 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. Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC: Located in Bronx, 19.8 mi/31.9 km away. Includes Smart TVs. Access to onsite 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. Ideal Location 1block to Main St. Restaurants , Bars,Hudson River, Bus/ Train: It's situated in Nyack, 5.9 mi/9.4 km from Ossining.
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 Merchants Square and Depot Square are a couple of picturesque spots to enjoy the outdoors. While here, Sing Sing Correctional Facility and Teatown Lake Reservation 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.