Title: Ossining Vacation Rentals from $135: Search Short-Term Rentals | Expedia.com

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![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

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=6190653&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Ossining 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/122000000/121530000/121520500/121520491/11e211e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa | 5 bedrooms](https://images.trvl-media.com/lodging/122000000/121530000/121520500/121520491/w3000h1944x0y0-bf620bb6.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

$933 nightly

$1,039 total

Mar 30 - Mar 31

Total with taxes and fees

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

![Outdoor banquet area](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/05588dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/f958fa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/6407ae3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101860000/101852400/101852343/51ae2321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

[](https://www.expedia.com/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.Hotel-Information)

Ossining

9.2/10

Wonderful

(7 reviews)

"Super fun location! Host was very helpful. The house is very comfortable for large groups "

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

natalie l.

$863 nightly

$887 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Ossining-Hotels-Castle-Retreat-W-Pool.h101852343.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)

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

![Dining](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/dbeddb50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, offices](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182497/7a3d82db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1BR Queen near NYC | Trails, Biking & Sauna Bliss

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

Ossining

$337 nightly

$376 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Ossining-Hotels-1BR-Queen-Near-NYC-Trails.h121182497.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/122000000/121190000/121182500/121182499/25e14dfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, offices](https://images.trvl-media.com/lodging/122000000/121190000/121182500/121182499/b1ec5991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near NYC! | Stylish Guestroom

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

Ossining

$354 nightly

$395 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Ossining-Hotels-Near-NYC-Stylish-Guestroom.h121182499.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)

![Exterior](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/f51e4cd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball, offices](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/9a62d3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/122000000/121190000/121182600/121182502/ea876890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Polished 1BR w/ Accessible Room Features + Sauna

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

Ossining

6.0/10

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

Nada S.

$359 nightly

$400 total

Apr 1 - Apr 2

Total with taxes and fees

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

![Villa, Garden View | Living area](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/9a2b218a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Villa, Garden View | Private kitchen | Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/408e664d.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)

![Villa, Garden View | Laptop workspace, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/124000000/123350000/123346400/123346355/846b4d95.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

$310 nightly

$355 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Luxury House, Garden View | 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)

![Luxury House, Garden View | Private kitchen](https://images.trvl-media.com/lodging/125000000/124090000/124084400/124084363/6e82711a.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)

### 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

9.0/10

Wonderful

(2 reviews)

"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

$313 nightly

$350 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Luxury Apartment | In-room dining](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/cb59295e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/6a0c06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Living area](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/w1198h803x1y1-cc817b27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123770000/123767700/123767642/a64a7bdd.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

$314 nightly

$349 total

Mar 25 - Mar 26

Total with taxes and fees

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

![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 Apartment | Living area](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/f6070822.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/b90b764e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Apartment | Free WiFi](https://images.trvl-media.com/lodging/124000000/123950000/123949500/123949488/e2ee5d10.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

$210 nightly

$235 total

Mar 25 - Mar 26

Total with taxes and fees

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

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

![Interior](https://images.trvl-media.com/lodging/106000000/105360000/105358700/105358651/bdb4c2f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Luxury Apartment](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

$294 nightly

$329 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Luxury House | Living area](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/fa549567.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Private kitchen](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/387575d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Free WiFi](https://images.trvl-media.com/lodging/125000000/124080000/124077000/124076935/9e5af52a.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

$310 nightly

$355 total

Mar 25 - Mar 26

Total with taxes and fees

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

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

![Exterior](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/e1560e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/115000000/114610000/114606200/114606188/ffa97c31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

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

Greenwich

9.8/10

Exceptional

(28 reviews)

"Beautiful space, excellent communication from the hosts. Would stay again!"

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

Crystal

$256 nightly

$290 total

Mar 25 - Mar 26

Total with taxes and fees

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

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

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

![Exterior](https://images.trvl-media.com/lodging/125000000/124080000/124079400/124079380/ea96881a.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

$310 nightly

$355 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Interior](https://images.trvl-media.com/lodging/128000000/127370000/127369000/127368995/45c4982d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127370000/127369000/127368995/bcb48614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127370000/127369000/127368995/98adaf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/128000000/127370000/127369000/127368995/bdea99bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north

[](https://www.expedia.com/Yonkers-Hotels-Easy-NYC-Access-Yonkers-Apt-12-Mi-To-Metro-North.h127368995.Hotel-Information)

Southeast Yonkers

$823 nightly

$920 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Easy-NYC-Access-Yonkers-Apt-12-Mi-To-Metro-North.h127368995.Hotel-Information)

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

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

![Luxury Duplex | Bathroom](https://images.trvl-media.com/lodging/125000000/124100000/124092300/124092283/e4d31077.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)

### 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

$322 nightly

$360 total

Mar 25 - Mar 26

Total with taxes and fees

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

![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/467f6448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, dishwasher, toaster](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/037b947e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/87701840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/102000000/101430000/101422500/101422478/2d653bd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.Hotel-Information)

Port Chester

10/10

Exceptional

(30 reviews)

"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"

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

Christina

$337 nightly

$385 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Rye-Brook-Hotels-Cozy-Stay-Near-Capitol-TheatreDowntown-Very-Walkable.h101422478.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)

![Living area](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/w1198h803x1y1-0143c5db.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)

![Living area](https://images.trvl-media.com/lodging/124000000/123780000/123777600/123777568/c14d2dcf.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

$314 nightly

$349 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Luxury House | Living area](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/w1198h799x1y1-b91baa83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | In-room dining](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/w1198h799x1y1-52f0bdf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Free WiFi](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/w1198h799x1y1-25d920b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury House | Free WiFi](https://images.trvl-media.com/lodging/124000000/123960000/123950700/123950674/w1198h799x1y1-1a32d458.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

$313 nightly

$350 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/3a9ea66f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/5ed95c10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/c55e3667.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/35000000/34350000/34345200/34345199/e56d490f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

Fort Montgomery

9.8/10

Exceptional

(133 reviews)

"Amazing place Thanks for the stay "

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

Julien C.

$270 nightly

$305 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Fort-Montgomery-Hotels-Serene-Mountain-Top-Views-Overlooking-Hudson-River-And-Surrounding-Highlands.h34345199.Hotel-Information)

![House | Living area](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/5bea3ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/d27da983.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Terrace/patio](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/ce57f450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101330000/101326200/101326114/75d1e6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Luxury Home w GameRoom & Parking

[](https://www.expedia.com/Yonkers-Hotels-Modern-Luxury-Home-W-GameRoom-Parking.h101326114.Hotel-Information)

Southeast Yonkers

7.2/10

Good

(5 reviews)

"This was an excellent House My birthday weekend was amazing I totally would book again"

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

Keisheena

$313 nightly

$350 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Yonkers-Hotels-Modern-Luxury-Home-W-GameRoom-Parking.h101326114.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=2026-04-07&endDate=2026-04-08&regionId=6190653&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=VILLA)

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CABIN)

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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=CONDO)

Residences

[](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=2026-06-22&d1=2026-06-22&endDate=2026-06-25&d2=2026-06-25&lodging=RESIDENCE)

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## Top Ossining Hotel Reviews

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

### Sonesta Simply Suites Nanuet

10/10 Excellent

"Great Stay Would Definitely Stay Again"

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

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

### Royal Regency Hotel

6/10 Okay

"The room is clean, and the beds are comfortable. My only concern is about the noise coming from outside, there are some construction going on so get ready to wake up very early."

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

![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

8/10 Good

"Everything amazing only the poolside hours is to 10pm the was closed before time and open again at 2pm we already have to leave at 12pm is not to much time for the pool next morning disappointing!! "

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

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

### Tarrytown House Estate

6/10 Okay

"Selected this place because it was located close to Rte 287 so I could get back on the road next day. Didn't have time to tour around so not sure about shops nearby. Staff was cordial and helpful. While promo pics were appealing, you can tell this is an old, old place that is in need of some renovations such as better lighting in the very spacious old style bedrooms that dreary even though there are good beds but sparse furnishing. If you have mobility issues beware that there are no elevators for guest use and lower free parking areas don't have stairways to the upper levels. Conclusion, if you're looking for a place close to the highway and a good bed to sleep in, the cost is market fair. Don't know they have the $$$ but this could a neat place with an upgrade! "

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

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

### Hilltop Inn & Suites

10/10 Excellent

"Everything was good. There were no problems whatsoever. I will definitely be staying at the hilltop hotel with my husband. "

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

![Sonesta White Plains Downtown](https://images.trvl-media.com/lodging/1000000/10000/10000/9979/76900125_y.jpg)

### Sonesta White Plains Downtown

8/10 Good

"Had breakfast Sandwich and a Quiche muffin which was premade and both were tasteless. This was from the small cafe as Breakfast was over. Thought it disappointing that no food was available from 11am to 5pm from the restaurant."

[](https://expedia.com/White-Plains-Hotels-Sonesta-White-Plains-Downtown.h9979.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

"Everything was great. Customer service was genuine and welcoming!! "

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

![Royal Hotel Bronx](https://images.trvl-media.com/lodging/93000000/92010000/92007800/92007795/w905h1598x0y1-2ad62143_y.jpg)

### Royal Hotel Bronx

10/10 Excellent

"This is where I shall be staying when I come to NY "

[](https://expedia.com/New-York-Hotels-Royal-Hotel-Bronx.h92007795.Hotel-Information)

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

### Hampton Inn & Suites Yonkers

8/10 Good

"Yes"

[](https://expedia.com/White-Plains-Hotels-Hampton-Inn-Suites-Yonkers.h2647825.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 $135 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

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- [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

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- [Hudson Hotels](https://expedia.com/Hudson-Hotels.d55762.Travel-Guide-Hotels)
- [Niagara Falls Hotels](https://expedia.com/Niagara-Falls-Hotels.d602721.Travel-Guide-Hotels)
- [Cooperstown Hotels](https://expedia.com/Cooperstown-Hotels.d6487.Travel-Guide-Hotels)
- [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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