Photo by Linda Zanetti

Search Ossining Cottages

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Cottages in Ossining

Property grounds
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Fort Montgomery
9.8 out of 10, Exceptional, (126)
"I cannot say enough on this location. Peaceful, and the view was extraordinary. Highly recommend this to anyone that wants a getaway."
United States
Daniel R.
$272 nightly
The price is $308
Nov 16 - Nov 17
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Exterior
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

3.0 star property
Greenwich
$865 nightly
The price is $981
Nov 16 - Nov 17
Total with taxes and fees
Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Ossining Hotel Reviews

Hyatt Regency Greenwich

Hyatt Regency Greenwich

10/10 Excellent
"It’s was a very relaxing stay. Can’t wait to go back!"
Eleni 1-night trip
Posted 3 days ago
Hyatt Regency Greenwich

Find out more about Ossining

Ossining Cottages information

Number of reviews
106
Accommodation
47 Cottages
Lowest Price
$308
Highest Price
$981

Frequently asked questions

Why book your cottage in Ossining with Expedia?
We think that vacations should be a walk in the park, so if you're chasing cottages in Ossining at an affordable price, Expedia can help. Stick to the budget and go for a wallet-friendly option surrounded by wilderness, or splurge on an upmarket cottage to spoil your favorite people.
How can I find cheap cottages in Ossining?
Expedia is here to help you look for cheap cottages in Ossining. To book the perfect stay in just a few clicks, try out the filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Ossining near my cottage?
Ossining has enough experiences to keep you going for weeks, beginning with Sing Sing Correctional Facility. Thomas J. Watson Research Center, Louis Engel Waterfront Park and Ossining Historical Society are other awesome attractions. If you're lingering longer, Sing Sing Prison Museum and Teatown Lake Reservation will cap off your itinerary nicely.

Explore a world of travel with Expedia