Holiday rentals 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
Guest suite in Stamford
4.93 out of 5 average rating, 113 reviewsCharming Retreat in North Stamford
1–8 Sept
£88 per night
Superhost
Flat in Peekskill
4.84 out of 5 average rating, 116 reviewsLittle haven by the woods
1–8 Jan
£116 per night
Guest favourite
Guest suite in White Plains
4.87 out of 5 average rating, 165 reviews1BR close to White Plains train station
30 Sept – 7 Oct
£129 per night
Guest favourite
Bungalow in Hastings-on-Hudson
4.91 out of 5 average rating, 722 reviews★Tiny House Cottage 35 min to NYC on Hudson River★
20–27 Sept
£137 per night
Superhost
Flat in Piermont
4.82 out of 5 average rating, 238 reviewsPiermont Cozy Haven
2–9 Jul
£100 per night
Guest favourite
Flat in Brookfield
4.94 out of 5 average rating, 186 reviewsPeaceful apartment on 3.5 acres w/ Artist studio.
2–9 Jan
£110 per night
Guest favourite
Cottage in Cortlandt
5.0 out of 5 average rating, 105 reviewsCottage at Peekskill Hollow
6–13 Jan
£222 per night
Superhost
Cottage in Mohegan Lake
4.92 out of 5 average rating, 170 reviewsThe Pearl of Westchester
19–26 Oct
£159 per night
Quick stats about holiday rentals in Ossining
Total rentals
30 properties
Wifi availability
30 properties include access to wifi
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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