A wooden boardwalk winding through a forest with autumn foliage.

Apartments in Ossining for Rent

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

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
$246 nightly
The price is $274
Aug 27 - Aug 28
Total with taxes and fees
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.
$268 nightly
The price is $298
Aug 27 - Aug 28
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
WiFi, bed sheets

3. 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
$183 nightly
The price is $215
Sep 1 - Sep 2
Total with taxes and fees
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
TV, stereo

4. Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
$597 nightly
The price is $597
Aug 29 - Aug 30
Total with taxes and fees
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Interior

5. Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations

Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
South Side
$401 nightly
The price is $446
Sep 9 - Sep 10
Total with taxes and fees
Cozy Spacious 2-Level Loft Venue / Birthdays, Gatherings & Celebrations
Desk, WiFi (free), bed sheets

6. '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.
$260 nightly
The price is $297
Aug 26 - Aug 27
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Dining

7. 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.
$326 nightly
The price is $373
Sep 2 - Sep 3
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Smart TV, video games, DVD player, books

8. '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, (7 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.
$364 nightly
The price is $416
Aug 26 - Aug 27
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Property grounds

9. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
$189 nightly
The price is $211
Sep 7 - Sep 8
Total with taxes and fees
Piermont Oasis
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)
$305 nightly
The price is $349
Aug 26 - Aug 27
Total with taxes and fees
Elegant Hideaway with Free Parking
TV

11. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Visiting West Point for ring weekend. Location was great and the reason we chose the place. Property itself could really use some TLC, but it met our needs. Communication with the owner was good and gaining access to the property was straightforward. Would consider staying here again just based on the close proximity to West Point."
United States
Kevin
$165 nightly
The price is $181
Aug 27 - Aug 28
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Property grounds

12. 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.
Garden Loft with Patios & Green Space · Westchester Retreat
Private kitchen

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

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
$460 nightly
The price is $526
Aug 26 - Aug 27
Total with taxes and fees
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
Dining

14. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
$357 nightly
The price is $397
Sep 3 - Sep 4
Total with taxes and fees
Prime Luxe 3-BR NYC - Free Parking
Property grounds

15. 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.
$202 nightly
The price is $229
Sep 14 - Sep 15
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Living area

16. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
$362 nightly
The price is $426
Aug 26 - Aug 27
Total with taxes and fees
Charming 2-bedroom Apartment with AC in Yonkers
Apartment (1 Bedroom) | Interior

17. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
$297 nightly
The price is $342
Aug 26 - Aug 27
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
TV

18. 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.
$352 nightly
The price is $403
Aug 26 - Aug 27
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Offices

19. 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.
$279 nightly
The price is $316
Aug 29 - Aug 30
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Luxury Apartment | Living area

20. NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.8 out of 10, (7 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
NY Luxury Apt Free Parking in PRIME Area
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

Ramada by Wyndham Bronx

Ramada by Wyndham Bronx

10/10 Excellent
"This is my second time staying there and i love the staff and the room are very clean .this time i stood in room 108 and i give it 2 👍👍 up i will go back."
Jessica 11-night trip
Posted 2 hours ago
Ramada by Wyndham Bronx

Find out more about Ossining

Ossining Apartments information

Number of reviews
184
Accommodation
396 Apartments
Lowest Price
$181
Highest Price
$597

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: Uscale 2BR Escape in the Heart of NYC: Located in Yonkers, 15 mi/24.1 km from the heart of Ossining. Includes free WiFi. Access to free parking is available on site. Global Luxury Suites White Plains: Located 10.3 mi/16.6 km away in White Plains. Laundry facilities and free WiFi are included. Valet parking and a fitness center are on site. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich: Located in Greenwich, 13.7 mi/22 km away. Includes separate dining areas. Access to onsite laundry facilities is available 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. NY Luxury Apt Free Parking in PRIME Area: Located in Yonkers, 17.1 mi/27.5 km from Ossining. Includes free WiFi. Access to free parking 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 Kitchawan Preserve are a couple of picturesque spots to enjoy the outdoors. While here, Sing Sing Correctional Facility and Ossining Public Library 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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