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Ossining Vacation Rentals

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Tonight
Jan 11 - Jan 12
Tomorrow
Jan 12 - Jan 13
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Ossining vacation rentals

Restaurant
Windrose On Hudson

Windrose On Hudson

Windrose On Hudson
3.0 star property
8.2 out of 10, Very Good, (107 reviews)
"Clean room, staff were very welcoming"
United States
Semaj
The price is ₩294,288
₩327,763 total
includes taxes & fees
Jan 24 - Jan 25
Windrose On Hudson
House | 5 bedrooms
NEW 45 Wolden Rd Ossining NY 10562

Vacation Home in Ossining

NEW 45 Wolden Rd Ossining NY 10562
2.0 star property
The price is ₩464,438
₩1,238,943 total
includes taxes & fees
Jan 12 - Jan 13
NEW 45 Wolden Rd Ossining NY 10562
Lobby
LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
8.4 out of 10, Very Good, (259 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is ₩156,271
₩184,428 total
includes taxes & fees
Jan 13 - Jan 14
LIV Hotel Bronx - Newly Built
Lobby
Comfort Inn Brewster

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
9.0 out of 10, Wonderful, (532 reviews)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
The price is ₩184,796
₩200,273 total
includes taxes & fees
Jan 15 - Jan 16
Comfort Inn Brewster
Indoor pool, open 8:30 AM to 9:30 PM, sun loungers
DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet

DoubleTree by Hilton Hotel Nanuet
4.0 star property
8.8 out of 10, Excellent, (1,023 reviews)
"Good food hot tub great bed was wonderful area beautiful staff so nice"
United States
vontisha
The price is ₩135,201
₩157,341 total
includes taxes & fees
Feb 1 - Feb 2
DoubleTree by Hilton Hotel Nanuet
Lobby
Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
9.2 out of 10, Wonderful, (1,032 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is ₩142,380
₩175,307 total
includes taxes & fees
Jan 25 - Jan 26
Hampton Inn Harriman Woodbury
Restaurant
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
8.4 out of 10, Very Good, (1,003 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is ₩173,634
₩196,425 total
includes taxes & fees
Jan 12 - Jan 13
Overlook Lodge at Bear Mountain
Dinner served
Ethan Allen Hotel

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
7.8 out of 10, Good, (1,113 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
Ethan Allen Hotel
Exterior
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
9.2 out of 10, Wonderful, (307 reviews)
"We enjoyed our stay. "
United States
Anne
The price is ₩178,011
₩204,712 total
includes taxes & fees
Jan 18 - Jan 19
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
Lobby sitting area
Heidi's Inn

Heidi's Inn

Heidi's Inn
2.5 star property
8.8 out of 10, Excellent, (814 reviews)
"A fine motel, great staff & very flexible"
United States
Andy
The price is ₩182,899
₩198,205 total
includes taxes & fees
Jan 12 - Jan 13
Heidi's Inn
View from property
Inn on the Hudson

Inn on the Hudson

Inn on the Hudson
2.0 star property
7.0 out of 10, Good, (1,000 reviews)
"They were wonderful. As much as the lay out may seem weird and inconveniencing I found it to be quite quaint. "
United States
NATASHA
The price is ₩129,861
₩148,523 total
includes taxes & fees
Jan 18 - Jan 19
Inn on the Hudson
Lobby sitting area
The Thayer Hotel at West Point

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
9.0 out of 10, Wonderful, (680 reviews)
"Location was great & staying at a historic hotel was delightful."
United States
Bobby
The price is ₩196,980
₩260,756 total
includes taxes & fees
Jan 18 - Jan 19
The Thayer Hotel at West Point
Aerial view
West Point Motel

Motel in Highland Falls

West Point Motel
2.5 star property
8.6 out of 10, Excellent, (664 reviews)
"Clean room and so close to West Point!! Great experience 👍 "
United States
SHANNON
The price is ₩145,911
₩165,069 total
includes taxes & fees
Jan 25 - Jan 26
West Point Motel
Free daily self-serve breakfast
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford
2.5 star property
8.2 out of 10, Very Good, (1,482 reviews)
"Enjoyed the free breakfast and the workout room had options; great location for access into city"
United States
Kathleen Elizabeth
The price is ₩159,918
₩182,905 total
includes taxes & fees
Jan 15 - Jan 16
Baymont by Wyndham White Plains - Elmsford
Exterior
Tarrytown House Estate

Tarrytown House Estate

Tarrytown House Estate
3.5 star property
8.2 out of 10, Very Good, (1,004 reviews)
"Hotel was beautiful and clean "
United States
April
The price is ₩185,290
₩248,403 total
includes taxes & fees
Jan 14 - Jan 15
Tarrytown House Estate
Premium bedding, pillowtop beds, in-room safe, desk
Hampton Inn Nanuet

Hampton Inn Nanuet

Hampton Inn Nanuet
2.5 star property
7.8 out of 10, Good, (1,003 reviews)
"Great hotel, nice and clean "
United States
Andrea
The price is ₩118,451
₩131,924 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn Nanuet
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Ossining Hotel Reviews

West Gate Inn Nyack

West Gate Inn Nyack

10/10 Excellent
"El desayuno esquisito y fresco y la atención del personal me encantó los recomiendo "
Wandaliz 2-night trip
Posted 2 days ago
West Gate Inn Nyack

Find out more about Ossining

Search for Vacation rentals in Ossining on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Ossining using one of the methods below:

  • View our selection of featured Vacation rentals in Ossining
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Look no further and take a look at our great range of rental properties in Ossining!

Frequently asked questions

Can I find a vacation rental in Ossining?

Yes, there are vacation rentals close to well known attractions in Ossining, or you can go with a more remote option if you're looking for a relaxing stay. Ossining is known for its restaurants and parks. Make sure you have time to check out the golf courses and university setting during your trip.

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

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation home rental near Ossining, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Ossining?

With 7 Expedia vacation rentals, you're sure to find just the right place for your Ossining stay.

What’s there to see and do in Ossining?

Cultural attractions include Sing Sing Prison Museum and Ossining Historical Society, whereas Teatown Lake Reservation and Merchants Square are a couple of picturesque spots to enjoy the outdoors. Sing Sing Correctional Facility and Thomas J. Watson Research Center are other places to visit while you're in town.

What’s a vacation rental in Ossining like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Ossining. Vacation rentals feature extras like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for families.