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 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

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 16 - Aug 17
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 16 - Aug 17
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.
$287 nightly
The price is $328
Aug 16 - Aug 17
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.
$391 nightly
The price is $447
Aug 13 - Aug 14
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, (20 reviews)
"Great place to stay! "
United States
Megan D.
$186 nightly
The price is $207
Sep 7 - Sep 8
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
$308 nightly
The price is $352
Aug 22 - Aug 23
Total with taxes and fees
Elegant Hideaway with Free Parking
Property grounds

7. 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.
$202 nightly
The price is $229
Sep 12 - Sep 13
Total with taxes and fees
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
Apartment (1 Bedroom) | Interior

8. 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 13 - Aug 14
Total with taxes and fees
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Property grounds

9. 2 Mi to NYC Train: WFH-Friendly Greenwich Apt!

2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
Greenwich
2.0 out of 10, (1 review)
"No lock on the entrance door so I had to use the bed frame against it to act as a barrier. I was woken up one morning by the host and had to leave the apartment ASAP because the housing inspector was there and she hid all my belongings that I couldn’t fully locate afterwards. "
United States
Ann E.
$259 nightly
The price is $293
Aug 13 - Aug 14
Total with taxes and fees
2 Mi to NYC Train: WFH-Friendly Greenwich Apt!
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.
$302 nightly
The price is $345
Aug 25 - Aug 26
Total with taxes and fees
Garden Loft with Patios & Green Space · Westchester Retreat
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.
$236 nightly
The price is $262
Sep 9 - Sep 10
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
Luxury Apartment | Living area

12. 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
$254 nightly
The price is $284
Aug 18 - Aug 19
Total with taxes and fees
NY Luxury Apt Free Parking in PRIME Area
TV

13. 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 18 - Aug 19
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Offices

14. 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.
$273 nightly
The price is $310
Aug 13 - Aug 14
Total with taxes and fees
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
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
$737 nightly
The price is $843
Aug 13 - Aug 14
Total with taxes and fees
Family-Friendly 3BR Home • Game Room • Free Parking • Minutes from NYC
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.
$373 nightly
The price is $417
Sep 9 - Sep 10
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.
$409 nightly
The price is $458
Sep 9 - Sep 10
Total with taxes and fees
Walk to WP Gate + Free Parking!
Dining

18. 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.
$246 nightly
The price is $278
Aug 21 - Aug 22
Total with taxes and fees
Romantic Hide Out
Smart TV

19. 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.
$369 nightly
The price is $418
Aug 19 - Aug 20
Total with taxes and fees
Modern Luxe 1BR Apt in Downtown Stamford
Living area

20. Charming 2-bedroom Apartment with AC in Yonkers

Charming 2-bedroom Apartment with AC in Yonkers
Bryn Mawr
$583 nightly
The price is $686
Aug 13 - Aug 14
Total with taxes and fees
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

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"Very good hotel"
Olga 1-night trip
Posted 1 hour ago
Hyatt Regency Greenwich

Find out more about Ossining

Ossining Apartments information

Number of reviews
118
Accommodation
396 Apartments
Lowest Price
$207
Highest Price
$843

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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