Title: Ossining Vacation Rentals from $171: Search Short-Term Rentals | Expedia.com

[Ossining Travel Guide](https://expedia.com/Ossining.dx6190653)[Hotels in Ossining](https://expedia.com/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Flights to Ossining](https://expedia.com/Cheap-Flights-To-Ossining.d6190653.Travel-Guide-Flights)[Car Rentals in Ossining](https://expedia.com/Car-Rentals-In-Ossining.d6190653.Car-Rental-Guide)[Ossining Vacation Packages](https://expedia.com/Ossining.d6190653.Destination-Travel-Guides)

![Main building at Maryknoll](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by louann ohora

![](https://images.trvl-media.com/place/3000449058/eaa5b59e-44e4-4686-a478-33459da1d8df.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ossining vacation rentals

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/6e503ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/ae91b214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/b0adc70f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westchester Winter - Fireplace Events Pet Friendly

[](https://www.expedia.com/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

Ossining

$924 nightly

$1,029 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Ossining-Hotels-Foliage-At-Westchester-Manor-Near-Sleepy-Hollow.h121520491.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/dde34060_edited_b0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/3ffc94b7_edited_7c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/279d1dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Laptop workspace, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/edfebd2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NYC Home Game Room Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

White Plains

$680 nightly

$778 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NYC-Home-Game-Room-Free-Parking.h123346355.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/77052c1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/92bec09e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/181a040d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/6fa2181b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant Hideaway with Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

White Plains

$329 nightly

$377 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Elegant-Hideaway-With-Free-Parking.h124079380.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/2ea3fd3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/b2163e6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/84396bef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/6e82711a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Family Home Game Room Parking

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

Bryn Mawr

10/10

Exceptional

(1 review)

"Beautiful layout. Property had everything that was needed for an awesome stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ashley

$439 nightly

$491 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3BR-Family-Home-Game-Room-Parking.h124084363.Hotel-Information)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/c97dd0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/2d940c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d5af51a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment (1 Bedroom) | Front of property](https://images.trvl-media.com/lodging/123000000/122120000/122111200/122111151/d0edd3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

Greenwich

$327 nightly

$377 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Greenwich-Hotels-2-Mi-To-NYC-Train-Greenwich-Apt-W-River-View.h122111151.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/df26ff7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/634ccf4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/324aa83c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/24e015e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3 BR Near NYC with Easy Parking

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

Bryn Mawr

$518 nightly

$579 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxury-3-BR-Near-NYC-With-Easy-Parking.h105358651.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/c93e763c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/953f010b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/926eaea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior detail](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/b4f086ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 1BR located in Prime Yonkers Area

[](https://www.expedia.com/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

Bryn Mawr

10/10

Exceptional

(2 reviews)

"Everything was clean, good communication.. I would like to come back again for sure "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Genesis

$492 nightly

$551 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-JayZero.h123949488.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/e6c3873b_edited_d8c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c64337fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/cfdd43ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/c0622b25_edited_5481.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury 3BR Home Game Room Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

White Plains

$479 nightly

$548 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-3BR-Home-Game-Room-Free-Parking.h124076935.Hotel-Information)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/cd3a4fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | In-room dining](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/b1b24573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/c754a8bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905100/103905054/df81ccdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxury NY Home with Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

White Plains

8.0/10

Very Good

(1 review)

"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Safiya

$584 nightly

$668 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Luxury-NY-Home-With-Free-Parking.h103905054.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/d15d0e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/02854c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/778362e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/9f98c14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Uscale 2BR Escape in the Heart of NYC

[](https://www.expedia.com/Yonkers-Hotels-Uscale-2BR-Escape-In-The-Heart-Of-NYC.h124092283.Hotel-Information)

Bryn Mawr

8.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adj Fatou

$491 nightly

$549 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Uscale-2BR-Escape-In-The-Heart-Of-NYC.h124092283.Hotel-Information)

![Luxury House | Living area](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f1c65065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/97835290.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/d1378cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Bathroom](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/dfa9a6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BR Luxe Escape near NYC

[](https://www.expedia.com/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

Southeast Yonkers

8.0/10

Very Good

(2 reviews)

"Room was cold. No parking lot for vehicle. Only off-street parking was available "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

$493 nightly

$552 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/386ef76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b4040565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/55f7d75a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/125000000/124100000/124090500/124090422/b55aece0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Luxe 1BR Oasis - Prime NY Stay

[](https://www.expedia.com/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.Hotel-Information)

Bryn Mawr

$482 nightly

$539 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Luxe-1BR-Oasis-Prime-NY-Stay.h124090422.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/4675a87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/92f79611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/2af87762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Blackout drapes, free WiFi](https://images.trvl-media.com/lodging/115000000/114640000/114637300/114637256/8a87cb23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Prime Luxury near NYC w Arcade Room

[](https://www.expedia.com/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information)

Southeast Yonkers

8.0/10

Very Good

(1 review)

"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$714 nightly

$799 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-3BR-Prime-Luxury-Near-NYC-W-Arcade-Room.h114637256.Hotel-Information)

![Luxury Apartment | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/8428c8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Living area](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/3bebae09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/f17141cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | 1 bedroom, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/104000000/103910000/103905200/103905106/b51a8759.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NY Luxury Apt Free Parking in PRIME Area

[](https://www.expedia.com/Yonkers-Hotels-NY-Luxury-Apt-Free-Parking-In-PRIME-Area.h103905106.Hotel-Information)

Southeast Yonkers

5.0/10

(4 reviews)

"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paola

$220 nightly

$234 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-NY-Luxury-Apt-Free-Parking-In-PRIME-Area.h103905106.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/b7db331c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/6ed8782a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Suite, 1 King Bed with Sofa bed, Kitchen | 1 bedroom, premium bedding, in-room safe, individually furnished](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3022d081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/d1a3eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stamford Suites

[](https://www.expedia.com/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

Downtown Stamford

6.4/10

(103 reviews)

"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Fatima

$149 nightly

$171 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Stamford-Hotels-Stamford-Suites.h25900.Hotel-Information)

![Reception](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/343ab6e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fitness facility](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/537aa8b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/2b9b1e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment, 2 Bedrooms, 2 Bathrooms | Living area | 50-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/75000000/74130000/74125800/74125740/ee9df1cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Global Luxury Suites White Plains

[](https://www.expedia.com/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.Hotel-Information)

White Plains

7.0/10

Good

(39 reviews)

"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$186 nightly

$213 total

Mar 18 - Mar 19

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Global-Luxury-Suites-White-Plains.h74125740.Hotel-Information)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/b080bb26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/fb4fd7d8_edited_d5d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/7f780aef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/f8708153_edited_30d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Wash

[](https://www.expedia.com/Yonkers-Hotels-Two-Wash.h123950674.Hotel-Information)

Bryn Mawr

$1,083 nightly

$1,212 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Two-Wash.h123950674.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1213h683x1y0-56baa241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/f8a70094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1214h578x0y0-1885738d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/df7ca23d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Prime Luxe 3-BR NYC - Free Parking

[](https://www.expedia.com/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

White Plains

$1,084 nightly

$1,207 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-Prime-Luxe-3-BR-NYC-Free-Parking.h123777568.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/2653f502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/e1abc6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/d097e18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/0033898e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3BR Prime Luxury NY - Free Parking

[](https://www.expedia.com/White-Plains-Hotels-3BR-Prime-Luxury-NY-Free-Parking.h123767642.Hotel-Information)

White Plains

$1,134 nightly

$1,263 total

Mar 14 - Mar 15

Total with taxes and fees

[](https://www.expedia.com/White-Plains-Hotels-3BR-Prime-Luxury-NY-Free-Parking.h123767642.Hotel-Information)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/af5902b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/a935500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/d25435a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 7 bedrooms](https://images.trvl-media.com/lodging/122000000/121910000/121901300/121901234/e36fc455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW 5 Trinity Pl Cornwall NY 12518

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

Cornwall

$890 nightly

$1,051 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Cornwall-Hotels-West-Point-Villa-Jacuzzi-Pool-BBQ-Games-Pets.h121901234.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-27&endDate=2026-03-28&regionId=6190653&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CABIN)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VILLA)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-06-11&d1=2026-06-11&endDate=2026-06-14&d2=2026-06-14&lodging=CONDO)

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## Top Ossining Hotel Reviews

![LIV Hotel Bronx - Newly Built](https://images.trvl-media.com/lodging/118000000/117970000/117967600/117967593/ef0e434d_y.jpg)

### LIV Hotel Bronx - Newly Built

8/10 Good

"We enjoyed ourselves We used it for its intended purpose"

[](https://expedia.com/New-York-Hotels-LIV-Hotel-Bronx.h117967593.Hotel-Information)

![Tarrytown House Estate](https://images.trvl-media.com/lodging/1000000/50000/49700/49674/b7afffa4_y.jpg)

### Tarrytown House Estate

10/10 Excellent

"Good deal"

[](https://expedia.com/White-Plains-Hotels-Tarrytown-House-Estate-On-The-Hudson.h49674.Hotel-Information)

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/2db42e29_y.jpg)

### Hampton Inn & Suites Yonkers

10/10 Excellent

"Will stay again"

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.Hotel-Information)

![Best Western Paramus Hotel & Suites](https://images.trvl-media.com/lodging/1000000/870000/869100/869030/0c39d23d_y.jpg)

### Best Western Paramus Hotel & Suites

10/10 Excellent

"Calm and quiet. Good breakfast, nice staff"

[](https://expedia.com/Paramus-Hotels-Best-Western-Paramus-Hotel-Suites.h869030.Hotel-Information)

![Hilltop Inn & Suites](https://images.trvl-media.com/lodging/112000000/111920000/111917200/111917184/30076e0a_y.jpg)

### Hilltop Inn & Suites

4/10 Poor

"Not so clean, smell of paint everywhere, smell of cigarettes in the room, too much sound, very small pillows to sleep "

[](https://expedia.com/Yonkers-Hotels-Hilltop-Inn-Suites.h111917184.Hotel-Information)

![Royal Regency Hotel](https://images.trvl-media.com/lodging/1000000/50000/40900/40814/c5903df6_y.jpg)

### Royal Regency Hotel

8/10 Good

"Elegant clean rooms, great breakfast good location"

[](https://expedia.com/White-Plains-Hotels-Royal-Regency-Hotel.h40814.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/46d5cbe9_y.jpg)

### Sonesta Simply Suites Nanuet

8/10 Good

"My room was well prepared and had what I needed The staff service was well appreciated "

[](https://expedia.com/Nyack-Hotels-Sonesta-Simply-Suites-Nanuet.h694250.Hotel-Information)

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/d1beb6ce_y.jpg)

### Windrose On Hudson

10/10 Excellent

"My bathroom was dirty with crap on the wall , floor around toilet "

[](https://expedia.com/Ossining-Hotels-Crotonville-Hotel.h112806652.Hotel-Information)

![DoubleTree by Hilton Hotel Nanuet](https://images.trvl-media.com/lodging/1000000/10000/800/736/c532560d_y.jpg)

### DoubleTree by Hilton Hotel Nanuet

10/10 Excellent

"Clean room, very kind staff."

[](https://expedia.com/Nyack-Hotels-DoubleTree-By-Hilton-Hotel-Nanuet.h736.Hotel-Information)

## Find out more about Ossining

**Everything you need to know about Ossining vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ossining vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ossining vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Ossining vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Ossining. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Ossining in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $171 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Ossining rentals**

At Expedia, we put the best Ossining vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ossining rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ossining vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ossining. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Ossining

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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Apartments in Ossining ](https://expedia.com/Ossining-Apartments.d6190653-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Ossining ](https://expedia.com/Ossining-Private-Vacation-Homes.d6190653-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Ossining ](https://expedia.com/Ossining-Cottages.d6190653-aaCottages.Travel-Guide-Accommodation)
- [Motels in Ossining ](https://expedia.com/Ossining-Motels.d6190653-aaMotels.Travel-Guide-Accommodation)
- [Villas in Ossining ](https://expedia.com/Ossining-Villas.d6190653-aaVillas.Travel-Guide-Accommodation)
- [Aparthotels in Ossining ](https://expedia.com/Ossining-Apart-Hotels.d6190653-aaApartHotels.Travel-Guide-Accommodation)
- [B&B in Ossining ](https://expedia.com/Ossining-Bed-And-Breakfast.d6190653-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Condo Rentals in Ossining ](https://expedia.com/Ossining-Condos.d6190653-aaCondos.Travel-Guide-Accommodation)
- [Guest Houses in Ossining ](https://expedia.com/Ossining-Guest-Houses.d6190653-aaGuestHouses.Travel-Guide-Accommodation)
- [Cabin Rentals in Ossining ](https://expedia.com/Ossining-Cabins.d6190653-aaCabins.Travel-Guide-Accommodation)
- [Castles in Ossining ](https://expedia.com/Ossining-Castles.d6190653-aaCastles.Travel-Guide-Accommodation)
- [Inns in Ossining ](https://expedia.com/Ossining-Inns.d6190653-aaInns.Travel-Guide-Accommodation)
- [Hostels in Ossining ](https://expedia.com/Ossining-Hostels.d6190653-aaHostels.Travel-Guide-Accommodation)
- [Lodges in Ossining ](https://expedia.com/Ossining-Lodges.d6190653-aaLodges.Travel-Guide-Accommodation)
- [Residences in Ossining ](https://expedia.com/Ossining-Residences.d6190653-aaResidences.Travel-Guide-Accommodation)
- [Farmstay in Ossining ](https://expedia.com/Ossining-Agritourism.d6190653-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a vacation rental in Ossining?

### What's the top vacation rental that Ossining has to offer?

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### What’s there to see and do in Ossining?

### What’s a vacation rental in Ossining like?

### Expedia's Latest Trends

Hotels

- [Montauk Hotels](https://expedia.com/Montauk-Hotels.d10637.Travel-Guide-Hotels)
- [Lake Placid Hotels](https://expedia.com/Lake-Placid-Hotels.d6055989.Travel-Guide-Hotels)
- [Saratoga Springs Hotels](https://expedia.com/Saratoga-Springs-Hotels.d9775.Travel-Guide-Hotels)
- [Geneva Hotels](https://expedia.com/Geneva-Hotels.d7974.Travel-Guide-Hotels)
- [Albany Hotels](https://expedia.com/Albany-Hotels.d603260.Travel-Guide-Hotels)
- [Beacon Hotels](https://expedia.com/Beacon-Hotels.d6173904.Travel-Guide-Hotels)
- [White Plains Hotels](https://expedia.com/White-Plains-Hotels.d603214.Travel-Guide-Hotels)
- [Watkins Glen Hotels](https://expedia.com/Watkins-Glen-Hotels.d183731.Travel-Guide-Hotels)
- [Plattsburgh Hotels](https://expedia.com/Plattsburgh-Hotels.d2816.Travel-Guide-Hotels)
- [Ithaca Hotels](https://expedia.com/Ithaca-Hotels.d6056124.Travel-Guide-Hotels)
- [Syracuse Hotels](https://expedia.com/Syracuse-Hotels.d601764.Travel-Guide-Hotels)
- [Niagara Falls Hotels with a View](https://expedia.com/Niagara-Falls-Hotels-Hotels-With-View.0-0-d602721-tHotelswithView.Travel-Guide-Filter-Hotels)
- [Binghamton Hotels](https://expedia.com/Binghamton-Hotels.d6034018.Travel-Guide-Hotels)
- [Lake George Hotels](https://expedia.com/Lake-George-Hotels.d6055969.Travel-Guide-Hotels)
- [Rhinebeck Hotels](https://expedia.com/Rhinebeck-Hotels.d55927.Travel-Guide-Hotels)
- [Poughkeepsie Hotels](https://expedia.com/Poughkeepsie-Hotels.d6056317.Travel-Guide-Hotels)
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- [Niagara Falls Hotels](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
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- [Utica Hotels](https://expedia.com/Utica-Hotels.d6055801.Travel-Guide-Hotels)
- [Yonkers Hotels](https://expedia.com/Yonkers-Hotels.d7789.Travel-Guide-Hotels)

Flights

- [Flights to Albany](https://expedia.com/Cheap-Flights-To-Albany.d603260.Travel-Guide-Flights)
- [Flights to Niagara Falls](https://expedia.com/Cheap-Flights-To-Niagara-Falls.d602721.Travel-Guide-Flights)
- [Flights from Syracuse](https://expedia.com/lp/flights/601764/flights-from-syracuse)
- [Flights to Syracuse](https://expedia.com/Cheap-Flights-To-Syracuse.d601764.Travel-Guide-Flights)

Cars

- [Car rentals in Albany](https://expedia.com/Car-Rentals-In-Albany.d603260.Car-Rental-Guide)
- [Car rentals in Syracuse](https://expedia.com/Car-Rentals-In-Syracuse.d601764.Car-Rental-Guide)

Activities

- [Things to do in Niagara Falls](https://expedia.com/Things-To-Do-In-Niagara-Falls.d602721.Travel-Guide-Activities)

Packages

- [Niagara Falls Vacation Packages](https://expedia.com/Niagara-Falls.d602721.Destination-Travel-Guides)

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