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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

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
$244 nightly
The price is $272
Aug 23 - Aug 24
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.
$264 nightly
The price is $294
Aug 9 - Aug 10
Total with taxes and fees
Polished 1BR w/ Accessible Room Features + Sauna
TV, stereo

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

Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Downtown Stamford
$597 nightly
The price is $597
Aug 15 - Aug 16
Total with taxes and fees
Avora | Quiet Luxury | Downtown Stamford | 2BR/2BA
Dining

4. 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.
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
Smart TV, video games, DVD player, books

5. '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.
$423 nightly
The price is $484
Aug 10 - Aug 11
Total with taxes and fees
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
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.
$270 nightly
The price is $309
Aug 9 - Aug 10
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Luxury Apartment | Private kitchen

7. Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
$309 nightly
The price is $354
Aug 22 - Aug 23
Total with taxes and fees
Elegant Hideaway with Free Parking
Property grounds

8. Piermont Oasis

Piermont Oasis
Piermont
9.6 out of 10, Exceptional, (19 reviews)
"Great place to stay! "
United States
Megan D.
$188 nightly
The price is $209
Sep 7 - Sep 8
Total with taxes and fees
Piermont Oasis
TV

9. 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.
$361 nightly
The price is $413
Aug 9 - Aug 10
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Luxury House | Living area

10. 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
$583 nightly
The price is $652
Aug 8 - Aug 9
Total with taxes and fees
Spacious 3BR Luxe Escape near NYC
TV

11. 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.
$184 nightly
The price is $203
Aug 9 - Aug 10
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Private kitchen

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

Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
White Plains
$730 nightly
The price is $835
Aug 8 - Aug 9
Total with taxes and fees
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
Property grounds

13. 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.
$298 nightly
The price is $341
Sep 6 - Sep 7
Total with taxes and fees
Garden Loft with Patios & Green Space · Westchester Retreat
Dining

14. Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
$1,084 nightly
The price is $1,207
Aug 8 - Aug 9
Total with taxes and fees
Prime Luxe 3-BR NYC - Free Parking
Apartment (1 Bedroom) | Interior

15. 2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
$252 nightly
The price is $290
Aug 10 - Aug 11
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Coffee/tea maker, fridge, microwave, oven

16. 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.
$390 nightly
The price is $436
Sep 1 - Sep 2
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
TV

17. Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
$336 nightly
The price is $374
Aug 11 - Aug 12
Total with taxes and fees
Walk to WP Gate + Free Parking!
Luxury Duplex | Living area

18. Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very Good, (1 review)
"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
$491 nightly
The price is $549
Aug 8 - Aug 9
Total with taxes and fees
Uscale 2BR Escape in the Heart of NYC
Property grounds

19. Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.

Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.
Getty Square
9.8 out of 10, Exceptional, (12 reviews)
"Very clean and spacious apartment, close to the city and to great restaurants in Yonkers. Our host was responsive and accommodating. I would recommend renting this place."
United States
Andras M.
$622 nightly
The price is $732
Aug 10 - Aug 11
Total with taxes and fees
Beautiful, spacious, and centrally located - 25 minutes from the heart of NYC.
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

Royal Regency Hotel

Royal Regency Hotel

10/10 Excellent
"Peaceful and calm environment , very friendly"
Jean Damascene 1-night trip
Posted 1 hour ago
Royal Regency Hotel

Find out more about Ossining

Ossining Apartments information

Number of reviews
20
Accommodation
396 Apartments
Lowest Price
$284
Highest Price
$1,263

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. Modern Comfort in the Heart of NYC: Located 17.8 mi/28.7 km away in Yonkers. Laundry facilities, free WiFi, and outdoor space are included. Free parking and onsite laundry facilities are on site. Luxury 3BR Family Home Game Room Parking: Located in Yonkers, 14.5 mi/23.3 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 Depot 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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