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Ossining Vacation Rentals

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Nov 17 - Nov 18
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Nov 18 - Nov 19
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Nov 21 - Nov 23
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Nov 28 - Nov 30

Vacation Rentals in Ossining

5 bedrooms
Foliage at Westchester Manor - Near Sleepy Hollow

Foliage at Westchester Manor - Near Sleepy Hollow

2.0 star property
Ossining
The price is P26,887
P57,908 total
includes taxes & fees
Nov 25 - Nov 26
Foliage at Westchester Manor - Near Sleepy Hollow
Lobby
Stamford Suites

Stamford Suites

4.0 star property
Downtown Stamford
6.2 out of 10, (73)
"It was great"
United States
Natalie
The price is P7,462
P8,582 total
includes taxes & fees
Nov 19 - Nov 20
Stamford Suites
Private kitchen
The Mansion Hotel-style

The Mansion Hotel-style

2.5 star property
Norwalk
8.6 out of 10, Excellent, (8)
"Super clean, our host was a great, we felt valued and welcomed. 100% we will be staying at The Mansion Hotel. "
United States
Maslah
The price is P14,646
P16,842 total
includes taxes & fees
Nov 26 - Nov 27
The Mansion Hotel-style
Interior
Gold Coast Getaway! Upscale Apt Near New Canaan

Gold Coast Getaway! Upscale Apt Near New Canaan

3.0 star property
Norwalk
The price is P7,972
P12,394 total
includes taxes & fees
Nov 23 - Nov 24
Gold Coast Getaway! Upscale Apt Near New Canaan
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
Southeast Yonkers
8.0 out of 10, Very Good, (1)
"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
Anonymous traveler
The price is P35,374
P45,421 total
includes taxes & fees
Nov 18 - Nov 19
3BR Prime Luxury near NYC w Arcade Room
Private kitchen
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2.0 star property
Southeast Yonkers
The price is P19,783
P27,979 total
includes taxes & fees
Nov 23 - Nov 24
Spacious 3BR Luxe Escape near NYC
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

2.0 star property
Southeast Yonkers
The price is P19,783
P27,979 total
includes taxes & fees
Nov 18 - Nov 19
Spacious 3BR Luxe Escape near NYC
7 bedrooms
West Point Villa - Jacuzzi Pool BBQ Games Pets

West Point Villa - Jacuzzi Pool BBQ Games Pets

2.0 star property
Cornwall
The price is P43,063
P52,516 total
includes taxes & fees
Nov 18 - Nov 19
West Point Villa - Jacuzzi Pool BBQ Games Pets
Living area
Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3.0 star property
Southeast Yonkers
3.0 out of 10, (4)
"I was fooled by the pictures. Upon check-in, they require to zelle cleaing fee. When I finally got inside, I found absolutely nothing lux about this property, no comfort and hospitality. The broken floor welcome me, all 4 beds are broken, only 2 TVs, moldy restroom, zero confort. They left 4 towels for 6 people for 6 nights. I had to request more towels. I had to scoop water fromthe shower to flush in the toilet because water would not drain. Half roll toilet paper was left. If you take...
United States
Ralph
The price is P15,886
P23,619 total
includes taxes & fees
Nov 18 - Nov 19
Luxury NY Home 3BR with Easy Parking
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

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

10/10 Excellent
"Amaria (sp?) at the front desk was amazing....great sense of humor, super accommodating"
Andrea 1-night trip
Posted 2 hours ago
Hampton Inn White Plains/Tarrytown

Find out more about Ossining

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

  • View our selection of featured holiday 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 Ossining Historical Society and Sing Sing Prison Museum, whereas Teatown Lake Reservation and Kitchawan Preserve 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.