![](https://a0.muscache.com/im/pictures/1ff6d909-5ba6-42f3-9d2c-fa2327780936.jpg)
Holiday houses in Ossining
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Ossining
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
![](https://a0.muscache.com/im/pictures/18a086c9-7f21-42d1-8334-1275580907e7.jpg?im_w=720)
Superhost
Rental unit in Peekskill
4.82 out of 5 average rating, 119 reviewsLittle haven by the woods
![](https://a0.muscache.com/im/pictures/miso/Hosting-22910532/original/dc3a6955-1245-49f2-9457-0781ffa3f241.jpeg?im_w=720)
Guest favourite
Guesthouse in Hastings-on-Hudson
4.91 out of 5 average rating, 735 reviews★Tiny House Cottage 35 min to NYC on Hudson River★
![](https://a0.muscache.com/im/pictures/miso/Hosting-781195269942217676/original/44b2b152-0618-4d3c-967c-46840dc1d260.jpeg?im_w=720)
Guest favourite
Guesthouse in Mahopac
4.93 out of 5 average rating, 122 reviewsSunny Lakeview Guesthouse
![](https://a0.muscache.com/im/pictures/airflow/Hosting-24750770/original/e5a26c2c-f047-4696-a9ac-20427e65be6c.jpg?im_w=720)
Guest favourite
Cottage in Bedford
4.98 out of 5 average rating, 124 reviewsTudor Cottage In Heart of Bedford
![](https://a0.muscache.com/im/pictures/58a936ec-b1c1-494b-ab61-a89cda52a69a.jpg?im_w=720)
Guest favourite
Rental unit in Suffern
4.95 out of 5 average rating, 111 reviewsRenovated Forest Oasis with Pool & Fire-pit
![](https://a0.muscache.com/im/pictures/75f8aeee-3f16-4184-8e91-32fb67839dda.jpg?im_w=720)
Superhost
Home in Yorktown Heights
4.89 out of 5 average rating, 123 reviewsCozy winter getaway 1 hr from NYC!
![](https://a0.muscache.com/im/pictures/08a95dd1-3ee7-4a44-9083-efbb7182aeff.jpg?im_w=720)
Guest favourite
Rental unit in Yonkers
4.94 out of 5 average rating, 225 reviewsLarge, relaxing private 1 bedroom apartment.
![](https://a0.muscache.com/im/pictures/miso/Hosting-38236400/original/702c4cc9-142f-417d-950a-6305b9d26437.jpeg?im_w=720)
Guest favourite
Guest suite in Sleepy Hollow
4.98 out of 5 average rating, 45 reviewsSleepy Hollow Private Apartment Airbnb
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
Destinations to explore
- New City Holiday rentals
- Long Island Holiday rentals
- Newark Holiday rentals
- Pocono Mountains Holiday rentals
- Montauk Holiday rentals
- Hoboken Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom