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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Ossining apartments

Interior

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

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AED 915
AED 1,158 total
includes taxes & fees
27 Sep - 28 Sep
1BR Queen near NYC | Trails, Biking & Sauna Bliss
Interior

2. 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 915
AED 1,183 total
includes taxes & fees
27 Sep - 28 Sep
Polished 1BR w/ Accessible Room Features + Sauna
Desk, WiFi (free), bed sheets

3. '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, (3 reviews)
"Great stay!"
United States
Ann S.
The price is AED 547
AED 1,062 total
includes taxes & fees
27 Sep - 28 Sep
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Smart TV, video games, DVD player, books

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

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (8 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is AED 745
AED 1,448 total
includes taxes & fees
30 Sep - 1 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Dining

5. 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, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is AED 657
AED 1,322 total
includes taxes & fees
4 Oct - 5 Oct
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Property grounds

6. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Elmsford
The price is AED 451
AED 516 total
includes taxes & fees
29 Sep - 30 Sep
1 Queen Bed | Smoking
Property grounds

7. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
The price is AED 441
AED 773 total
includes taxes & fees
12 Oct - 13 Oct
Piermont Oasis
Property grounds

8. 1 Queen Bed | Non-Smoking

1 Queen Bed | Non-Smoking
Elmsford
The price is AED 451
AED 516 total
includes taxes & fees
29 Sep - 30 Sep
1 Queen Bed | Non-Smoking
Property grounds

9. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Elmsford
The price is AED 473
AED 541 total
includes taxes & fees
29 Sep - 30 Sep
2 Full Beds | Non-Smoking
Luxury Apartment | Private kitchen

10. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
The price is AED 658
AED 1,300 total
includes taxes & fees
26 Sep - 27 Sep
Elegant Hideaway with Free Parking
Property grounds

11. 1 King Bed | Non-Smoking

1 King Bed | Non-Smoking
Elmsford
The price is AED 481
AED 550 total
includes taxes & fees
28 Sep - 29 Sep
1 King Bed | Non-Smoking
Coffee/tea maker, fridge, oven, stovetop

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.4 out of 10, Exceptional, (24 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is AED 422
AED 1,064 total
includes taxes & fees
27 Sep - 28 Sep
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
WiFi, bed sheets

13. Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC

Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Dunwoodie
The price is AED 479
AED 781 total
includes taxes & fees
4 Oct - 5 Oct
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Property grounds

14. 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
8.0 out of 10, Very good, (5 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 918
AED 1,214 total
includes taxes & fees
10 Oct - 11 Oct
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Private kitchen

15. Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
The price is AED 992
AED 2,004 total
includes taxes & fees
27 Sep - 28 Sep
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
TV

16. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (26 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
The price is AED 1,030
AED 1,642 total
includes taxes & fees
6 Oct - 7 Oct
Walk to WP Gate + Free Parking!
Living area

17. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
The price is AED 579
AED 1,520 total
includes taxes & fees
27 Sep - 28 Sep
Charming 2-bedroom Apartment with AC in Yonkers
Property grounds

18. Garden Loft with Patios & Green Space · Westchester Retreat

Garden Loft with Patios & Green Space · Westchester Retreat
Scarsdale
9.0 out of 10, Wonderful, (6 reviews)
"It was excellent!! "
United States
Henry C.
The price is AED 753
AED 1,307 total
includes taxes & fees
11 Oct - 12 Oct
Garden Loft with Patios & Green Space · Westchester Retreat
3 bedrooms, desk, iron/ironing board, travel crib

19. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
The price is AED 492
AED 1,632 total
includes taxes & fees
29 Sep - 30 Sep
Local Artist Inspired | Walk to WestPoint + King Bed
TV

20. Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (33 reviews)
"Exactly as described, comfy and close to the Capital and restaurants. We would definitely stay here again.Directions and parking instructions were very clear and helpful."
United States
Sarah W.
The price is AED 808
AED 1,517 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
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

Tarrytown House Estate

Tarrytown House Estate

10/10 Excellent
"Nice grounds well located"
Robert 2-night trip
Posted less than an hour ago
Tarrytown House Estate

Frequently asked questions

What's it like to stay at an apartment in Ossining?
There are plenty of places to stay in Ossining with 35 hotels and other lodging accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. 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 even filter by similar properties such as condos, vacation homes, or cottages. Make time to visit the region's favorite sights like Woodbury Common Premium Outlets.
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 a fitness center are on site. Uscale 2BR Escape in the Heart of NYC: Located 15 mi/24.1 km away in Yonkers. Amenities include free WiFi. Access to free parking is available on site. 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. Spacious 3BR Luxe Escape near NYC: 17.2 mi/27.6 km away in Yonkers. Amenities include free WiFi. Charming 1-bedroom apt walk to Train and DownTown area with WiFi, AC: It's situated in Mamaroneck, 15.4 mi/24.8 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 Sing Sing Prison Museum and Ossining Historical Society, whereas Teatown Lake Reservation and Kitchawan Preserve are a couple of picturesque spots to enjoy the outdoors. While here, Hudson Hills Golf Course 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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