Holiday houses in Ossining
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Top-rated holiday rentals in Ossining
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Ossining holiday rentals
Other great holiday rentals in Ossining
Guest favourite
Apartment in Peekskill
4.84 out of 5 average rating, 115 reviewsLittle haven by the woods
28 Mar – 4 Apr
$1,589 AUD total
Guest favourite
Bungalow in Hastings-on-Hudson
4.92 out of 5 average rating, 718 reviews★Tiny House Cottage 35 min to NYC on Hudson River★
1 – 8 July
$1,823 AUD total
Guest favourite
Home in Stamford
4.98 out of 5 average rating, 131 reviewsSTAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
12 – 19 Sept
$1,267 AUD total
Guest favourite
Cottage in Cortlandt
5.0 out of 5 average rating, 104 reviewsCottage at Peekskill Hollow
6 – 13 Jan
$2,966 AUD total
Guest favourite
Guest suite in White Plains
4.87 out of 5 average rating, 164 reviews1BR close to White Plains train station
14 – 21 Oct
$1,775 AUD total
Guest favourite
Guest suite in Stamford
4.93 out of 5 average rating, 111 reviewsCharming Retreat in North Stamford
7 – 14 Apr
$1,168 AUD total
Superhost
Cottage in Mohegan Lake
4.92 out of 5 average rating, 169 reviewsThe Pearl of Westchester
13 – 20 Oct
$2,118 AUD total
Guest favourite
Tiny home in New Paltz
4.99 out of 5 average rating, 742 reviewsHudson Valley Tiny House
13 – 20 July
$1,306 AUD total
Quick stats about holiday rentals in Ossining
Total rentals
30 properties
Wi-Fi availability
30 properties include access to Wi-Fi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Rentals with a pool
10 properties have a pool
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
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