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 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

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
$284 nightly
The price is $316
Sep 6 - Sep 7
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.
$286 nightly
The price is $319
Sep 6 - Sep 7
Total with taxes and fees
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, (2 reviews)
"Great stay!"
United States
Ann S.
$279 nightly
The price is $319
Oct 4 - Oct 5
Total with taxes and fees
'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, (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.
$386 nightly
The price is $441
Sep 15 - Sep 16
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Property grounds

5. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (21 reviews)
"Great place to stay! "
United States
Megan D.
$197 nightly
The price is $219
Sep 28 - Sep 29
Total with taxes and fees
Piermont Oasis
Luxury Apartment | Private kitchen

6. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
2.0 out of 10, (1 review)
$308 nightly
The price is $352
Sep 8 - Sep 9
Total with taxes and fees
Elegant Hideaway with Free Parking
TV

7. 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)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$234 nightly
The price is $260
Sep 29 - Sep 30
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Dining

8. 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 8 - Sep 9
Total with taxes and fees
Prime Luxe 3-BR NYC - Free Parking
Property grounds

9. 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.
$199 nightly
The price is $226
Sep 12 - Sep 13
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Property grounds

10. 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.
$284 nightly
The price is $325
Sep 28 - Sep 29
Total with taxes and fees
Garden Loft with Patios & Green Space · Westchester Retreat
TV

11. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (25 reviews)
"Clean and modern with good amenities. Would stay here again. "
United States
Daniel C.
$405 nightly
The price is $453
Sep 29 - Sep 30
Total with taxes and fees
Walk to WP Gate + Free Parking!
Property grounds

12. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
8.0 out of 10, Very Good, (4 reviews)
"Price was right for the stay! I would come back"
United States
Mark
$301 nightly
The price is $341
Sep 30 - Oct 1
Total with taxes and fees
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Luxury Duplex | Living area

13. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"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
$365 nightly
The price is $408
Sep 8 - Sep 9
Total with taxes and fees
Uscale 2BR Escape in the Heart of NYC
Apartment (1 Bedroom) | Interior

14. 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
Sep 30 - Oct 1
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Luxury House | Living area

15. Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
7.0 out of 10, Good, (4 reviews)
"My family and I were satisfy with the stay I’ll definitely coming back"
United States
Josephine
$356 nightly
The price is $398
Sep 8 - Sep 9
Total with taxes and fees
Spacious 3BR Luxe Escape near NYC
TV

16. 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.
$345 nightly
The price is $395
Sep 6 - Sep 7
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Offices

17. 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.
$275 nightly
The price is $312
Sep 5 - Sep 6
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
WiFi, bed sheets

18. 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
$181 nightly
The price is $213
Sep 7 - Sep 8
Total with taxes and fees
Cozy 1-bedroom apartment in lovely Yonkers minutes from Empire Casino and NYC
Private kitchen

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

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
$474 nightly
The price is $542
Sep 6 - Sep 7
Total with taxes and fees
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
Coffee/tea maker, fridge, microwave, oven

20. 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, (7 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.
$370 nightly
The price is $414
Sep 29 - Sep 30
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
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

Westchester Marriott

Westchester Marriott

8/10 Good
"overall good experience"
Mark 1-night trip
Posted 6 hours ago
Westchester Marriott

Find out more about Ossining

Ossining Apartments information

Number of reviews
124
Accommodation
396 Apartments
Lowest Price
$213
Highest Price
$542

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. Piermont Oasis: 9.2 mi/14.8 km away in Piermont. Private balconies and Smart TVs are included. Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich: Located in Greenwich, 13.7 mi/22 km from Ossining. Includes separate dining areas. 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 Merchants Square and Teatown Lake Reservation 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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