Title: Holiday Rentals Ossining from £94: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Hotels in Ossining](https://expedia.co.uk/Ossining-Hotels.d6190653.Travel-Guide-Hotels)[Ossining Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Ossining.d6190653.Car-Hire-Guide)[Ossining Holidays](https://expedia.co.uk/Ossining.d6190653.Holidays-City-Breaks)

![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

# Search Holiday Rentals in Ossining

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## Check prices for these dates

In two weeks

[9 Jan - 11 Jan](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[20 Mar - 22 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[17 Apr - 19 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6190653&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ossining holiday rentals

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

![House | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/005990bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/05844142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/f49620ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Ossining

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

£666

includes taxes & fees

5 Jan - 6 Jan 2026

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

![Interior](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/c8911274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/ae6d9d7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/1ed38e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/e72867a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Ossining

[](https://www.expedia.co.uk/Ossining-Hotels-1BR-Queen-Near-NYC-Trails.h121182497.Hotel-Information)

£221

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Ossining-Hotels-1BR-Queen-Near-NYC-Trails.h121182497.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/5a24bb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/c7f50321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/3aac69fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/49a9e13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Ossining

[](https://www.expedia.co.uk/Ossining-Hotels-Polished-1BR-W-Accessible-Room-Features-Sauna.h121182502.Hotel-Information)

£221

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Ossining-Hotels-Polished-1BR-W-Accessible-Room-Features-Sauna.h121182502.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/d63a6691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/60fba9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/e5c335b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/1ed288dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Ossining

[](https://www.expedia.co.uk/Ossining-Hotels-Near-NYC-Stylish-Guestroom.h121182499.Hotel-Information)

£230

includes taxes & fees

4 Jan - 5 Jan 2026

[](https://www.expedia.co.uk/Ossining-Hotels-Near-NYC-Stylish-Guestroom.h121182499.Hotel-Information)

![Exclusive Apartment | Private kitchen | Mini-fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121320000/121312700/121312681/484ba558.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms | Shared kitchen | Mini-fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121320000/121312700/121312681/351bcd4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/122000000/121320000/121312700/121312681/61bc862a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/122000000/121320000/121312700/121312681/520ccea5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in West Norwalk

[](https://www.expedia.co.uk/Norwalk-Hotels-The-Mansion-Hotel-Style.h121312681.Hotel-Information)

8.2/10

Very good

(22)

"Great service and very clean 👌 "

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

JEAN

£71

includes taxes & fees

27 Dec - 28 Dec

[](https://www.expedia.co.uk/Norwalk-Hotels-The-Mansion-Hotel-Style.h121312681.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/3cf11d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/465fbc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25900/af4c48ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Downtown Stamford

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

6.2/10

(82)

"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"

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

Laila

£94

includes taxes & fees

25 Dec - 26 Dec

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

![Interior](https://images.trvl-media.com/lodging/92000000/91260000/91258800/91258785/6eb78080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/92000000/91260000/91258800/91258785/ef46c371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91260000/91258800/91258785/78a9dd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91260000/91258800/91258785/25a3eff4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Tappan

[](https://www.expedia.co.uk/Tappan-Hotels-Cozy-Apartment-In-Quiet-Neighborhood.h91258785.Hotel-Information)

10/10

Exceptional

(20)

"The location was perfect for our visit and the apartment was immaculately clean and well stocked."

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

Claudia M.

£141

includes taxes & fees

21 Jan - 22 Jan 2026

[](https://www.expedia.co.uk/Tappan-Hotels-Cozy-Apartment-In-Quiet-Neighborhood.h91258785.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e73b5292.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/e5f1d678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/339c4da4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522235/424d87c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Highland Falls

[](https://www.expedia.co.uk/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

10/10

Exceptional

(5)

"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"

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

Maria L.

£242

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Highland-Falls-Hotels-House-On-The-Babbling-Brook-Quiet-2BR-King-Bed.h113522235.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117810000/117803600/117803531/81bb0d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/118000000/117810000/117803600/117803531/b6571589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117810000/117803600/117803531/3bc96409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117810000/117803600/117803531/e8a9e773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Piermont

[](https://www.expedia.co.uk/Piermont-Hotels-Piermont-Oasis.h117803531.Hotel-Information)

9.8/10

Exceptional

(10)

"Easy check in; quick access to NYC. "

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

Leah B.

£157

includes taxes & fees

21 Jan - 22 Jan 2026

[](https://www.expedia.co.uk/Piermont-Hotels-Piermont-Oasis.h117803531.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/cf889632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/2bdd6486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/04bc58ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110990000/110986300/110986250/8b35ed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Highland Falls

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

10/10

Exceptional

(3)

"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"

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

Julio J.

£281

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Sleek-Escape-Modern-3-BR-4-Min-From-West-Point.h110986250.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/91000000/90020000/90012200/90012159/1d662be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90020000/90012200/90012159/cee2c418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90020000/90012200/90012159/3a6f6d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90020000/90012200/90012159/fc9b1b0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Englewood

[](https://www.expedia.co.uk/Englewood-Hotels-Spacious-Cozy-1st-Floor-Basement-Apartment-15-Min-From-NYC.h90012159.Hotel-Information)

6.8/10

(15)

"It was very clean and in a great area. "

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

Kyle

£139

includes taxes & fees

5 Jan - 6 Jan 2026

[](https://www.expedia.co.uk/Englewood-Hotels-Spacious-Cozy-1st-Floor-Basement-Apartment-15-Min-From-NYC.h90012159.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/08ae7458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/1cd6d553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/dd930402.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/95000000/94720000/94717500/94717464/2c8ccdec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Highland Falls

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

9.8/10

Exceptional

(14)

"Great Unit."

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

Rudy R.

£200

includes taxes & fees

20 Jan - 21 Jan 2026

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Quiet-Apt-With-Coffee-Bar.h94717464.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/09ad081b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/8fa39589.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/5e21b666.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/115000000/114380000/114378800/114378710/9548d1f2_edited_b721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Highland Falls

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information)

10/10

Exceptional

(5)

"Very nice property. We have a son at West Point and approximately an hour from New York City. Host was quick to respond to questions and provided excellent information. We will stay here again. "

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

Mark V.

£211

includes taxes & fees

7 Jan - 8 Jan 2026

[](https://www.expedia.co.uk/Highland-Falls-Hotels-Beautiful-First-Flr.h114378710.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/9de2ecde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/w1200h1599x0y0-0ad768a2.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)

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

### Apartment in Bryn Mawr

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

£192

includes taxes & fees

5 Jan - 6 Jan 2026

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

![Games room](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/3b78b19a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/0230a235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/d411dbe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33260000/33256300/33256205/0a60ddfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in CROTON HDSN

[](https://www.expedia.co.uk/White-Plains-Hotels-Luxury-2bd-Comfortstyle-45min-To-Nyc.h33256205.Hotel-Information)

9.8/10

Exceptional

(90)

"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."

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

Jill D.

£220

includes taxes & fees

28 Dec - 29 Dec

[](https://www.expedia.co.uk/White-Plains-Hotels-Luxury-2bd-Comfortstyle-45min-To-Nyc.h33256205.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/6b825ecf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/26c9de37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/a9738f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/114000000/113530000/113522300/113522229/ff47ab00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Highland Falls

[](https://www.expedia.co.uk/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

7.6/10

Good

(5)

"Wonderful stay! The property is within walking distance of the little downtown area & had driveway parking. It was clean & plenty spacious. Property owners had great communication! This is a property with 2 units, but we were not bothered by any extra noise. "

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

Waylon J.

£289

includes taxes & fees

25 Dec - 26 Dec

[](https://www.expedia.co.uk/Highland-Falls-Hotels-3BR-West-Point-Retreat-3min-To-Back-Gate-King-Bed.h113522229.Hotel-Information)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/c06f2598.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/320bd4a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/a4d2d147.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110784600/110784547/cbfa58aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Carmel Hamlet

[](https://www.expedia.co.uk/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

9.0/10

Wonderful

(2)

"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "

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

Emmett

£210

includes taxes & fees

26 Dec - 27 Dec

[](https://www.expedia.co.uk/Carmel-Hotels-Charming-1-Bedroom-Apartment-In-Carmel-With-WiFi.h110784547.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/93c28432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/aaa7e4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/9344fabe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96060000/96050400/96050393/4c92e7b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Apartment in Downtown Stamford

[](https://www.expedia.co.uk/Stamford-Hotels-Modern-Luxe-1BR-Apt-In-Downtown-Stamford.h96050393.Hotel-Information)

9.6/10

Exceptional

(5)

"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"

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

Jill G.

£275

includes taxes & fees

30 Dec - 31 Dec

[](https://www.expedia.co.uk/Stamford-Hotels-Modern-Luxe-1BR-Apt-In-Downtown-Stamford.h96050393.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/7ce63cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/71684fe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/c1311c5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/70b02142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Holiday Home in Greenwich

[](https://www.expedia.co.uk/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

9.6/10

Exceptional

(23)

"The hosts were very friendly and very accommodating. "

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

Daniel C.

£188

includes taxes & fees

1 Jan - 2 Jan 2026

[](https://www.expedia.co.uk/Greenwich-Hotels-2-Bedroom-And-1-Full-Bath-In-Lakeside-Home-With-Private-Dock.h114606188.Hotel-Information)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/123000000/122330000/122328300/122328236/f883b338.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)

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

### Apartment in Southeast Yonkers

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

£238

includes taxes & fees

13 Jan - 14 Jan 2026

[](https://www.expedia.co.uk/Yonkers-Hotels-Spacious-3BR-Luxe-Escape-Near-NYC.h122328236.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.co.uk/Hotel-Search?startDate=2026-01-07&endDate=2026-01-08&regionId=6190653&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=APARTMENT)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=VILLA)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=CONDO)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=CABIN)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Ossining%2C+New+York%2C+United+States+of+America&regionId=6190653&latLong=41.162872%2C-73.861526&adults=2&startDate=2026-03-24&d1=2026-03-24&endDate=2026-03-27&d2=2026-03-27&lodging=RESIDENCE)

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## Top Ossining Hotel Reviews

![Baymont by Wyndham White Plains - Elmsford](https://images.trvl-media.com/lodging/1000000/10000/500/438/w8985h6000x10y0-9d556f34_y.jpg)

### Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"😁"

[](https://expedia.co.uk/White-Plains-Hotels-La-Quinta-Inn-Suites-By-Wyndham-White-Plains-Elmsford.h438.Hotel-Information)

![Sonesta Simply Suites Nanuet](https://images.trvl-media.com/lodging/1000000/700000/694300/694250/a9ba8283_y.jpg)

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Spacious"

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

![Hampton Inn & Suites Yonkers](https://images.trvl-media.com/lodging/3000000/2650000/2647900/2647825/e36e4673_y.jpg)

### Hampton Inn & Suites Yonkers

10/10 Excellent

"Room service every other day. Beautiful hotel."

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

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

### Royal Regency Hotel

10/10 Excellent

"Clean room, great breakfast and great service. "

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

![Hyatt Regency Greenwich](https://images.trvl-media.com/lodging/1000000/20000/18200/18180/19d28016_y.jpg)

### Hyatt Regency Greenwich

10/10 Excellent

"Have stayed here in the past and it has not changed. Has always been good."

[](https://expedia.co.uk/Stamford-Hotels-Hyatt-Regency-Greenwich.h18180.Hotel-Information)

![Ramada by Wyndham Bronx](https://images.trvl-media.com/lodging/1000000/470000/462500/462463/c9951f9d_y.jpg)

### Ramada by Wyndham Bronx

10/10 Excellent

"Good "

[](https://expedia.co.uk/New-York-Hotels-Ramada-By-Wyndham-Bronx.h462463.Hotel-Information)

![Windrose On Hudson](https://images.trvl-media.com/lodging/113000000/112810000/112806700/112806652/f251141f_y.jpg)

### Windrose On Hudson

10/10 Excellent

"Great "

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

![Days Inn by Wyndham Elmsford / White Plains](https://images.trvl-media.com/lodging/2000000/1460000/1451600/1451596/b741de01_y.jpg)

### Days Inn by Wyndham Elmsford / White Plains

10/10 Excellent

"Courteous staff and clean room at a great price. "

[](https://expedia.co.uk/White-Plains-Hotels-Days-Inn-By-Wyndham-Elmsford-White-Plains.h1451596.Hotel-Information)

![Hilton Garden Inn Westchester Dobbs Ferry, NY](https://images.trvl-media.com/lodging/20000000/20000000/19991900/19991840/96328247_y.jpg)

### Hilton Garden Inn Westchester Dobbs Ferry, NY

10/10 Excellent

"I love the place, the rooms are so clean and neat. Sheets pillows, bathtubs. The place is amazing for getaway."

[](https://expedia.co.uk/White-Plains-Hotels-Hilton-Garden-Inn-Westchester-Dobbs-Ferry.h19991840.Hotel-Information)

## Find out more about Ossining

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Ossining holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Ossining holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ossining holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Ossining holiday rentals we have selected for you start as low as £94 per night. Entering your travel dates in the search wizard you might find even better deals!

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

At Expedia, we put the best Ossining holiday 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 holiday.

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. 

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- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
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- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

## Frequently asked questions

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

### What are some of the best holiday rentals that Ossining has to offer?

### How many holiday rentals will I find in Ossining?

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

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

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