Search Ossining Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months
No exact matches found, but these alternatives could be just right

Recommended hotels in Ossining

Windrose On Hudson

Windrose On Hudson
3.0 star property
Ossining
8.4 out of 10, Very good, (117 reviews)
"Great staff"
United States
Timothy
The price is AU$295
includes taxes & fees
13 Mar - 14 Mar
Windrose On Hudson

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is AU$1,326
includes taxes & fees
19 Mar - 20 Mar
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Westchester Winter - Fireplace Events Pet Friendly

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
Ossining
The price is AU$1,499
includes taxes & fees
15 Mar - 16 Mar
Westchester Winter - Fireplace Events Pet Friendly

1BR Queen near NYC | Trails, Biking & Sauna Bliss

1BR Queen near NYC | Trails, Biking & Sauna Bliss
Ossining
The price is AU$528
includes taxes & fees
2 Apr - 3 Apr
1BR Queen near NYC | Trails, Biking & Sauna Bliss

Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom
Ossining
The price is AU$563
includes taxes & fees
2 Apr - 3 Apr
Near NYC! | Stylish Guestroom

Polished 1BR w/ Accessible Room Features + Sauna

Polished 1BR w/ Accessible Room Features + Sauna
Ossining
6.0 out of 10, (1 review)
"We could not find location in dark and rain. Only given GPS info and no name of hotel or property. Once we arrived guard at guardhouse could not assist as we could not affirm name. When finally able to track down contact info for the vacation property company that listed the rental they had to share hotel front desk info and that’s when we learned name was Windrose On Hudson. Very stressful situation- enjoyed historical location. Great facility, not so great TV/streaming set-up… cable. "
United States
Nada S.
The price is AU$569
includes taxes & fees
2 Apr - 3 Apr
Polished 1BR w/ Accessible Room Features + Sauna

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built
3.0 star property
Bronx
8.2 out of 10, Very good, (391 reviews)
"Our stay was awesome, clean, cozy and we slept well."
United States
Hidelisa
The price is AU$192
includes taxes & fees
12 Mar - 13 Mar
LIV Hotel Bronx - Newly Built

Holiday Inn Express Ramsey-Mahwah by IHG

Holiday Inn Express Ramsey-Mahwah by IHG
2.5 star property
Ramsey
9.2 out of 10, Wonderful, (1,007 reviews)
"Very nice and friendly staff"
Canada
Sergii
The price is AU$188
includes taxes & fees
13 Mar - 14 Mar
Holiday Inn Express Ramsey-Mahwah by IHG

Hampton Inn Harriman Woodbury

Hampton Inn Harriman Woodbury
2.5 star property
Central Valley
9.2 out of 10, Wonderful, (1,066 reviews)
"Easy check in, clean room, very good breakfast."
United States
Robert
The price is AU$183
includes taxes & fees
19 Mar - 20 Mar
Hampton Inn Harriman Woodbury

Comfort Inn Brewster

Comfort Inn Brewster
2.5 star property
Brewster
9.0 out of 10, Wonderful, (551 reviews)
"Always great service and clean, comfy rooms. Breakfast is also decent every time, which isn’t always the case at hotels "
United States
Jared
The price is AU$194
includes taxes & fees
22 Mar - 23 Mar
Comfort Inn Brewster

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,003 reviews)
"The stone lodges are cute and cozy and the staff were quick and helpful if you needed anything. Great for a short stay at a reasonable price."
United States
Judith
The price is AU$153
includes taxes & fees
12 Mar - 13 Mar
Overlook Lodge at Bear Mountain

Heidi's Inn

Heidi's Inn
2.5 star property
Brewster
8.8 out of 10, Excellent, (823 reviews)
"Clean room with very friendly and helpfull staff with a light breakfast "
United States
Christopher
The price is AU$197
includes taxes & fees
15 Mar - 16 Mar
Heidi's Inn

Springhill Suites By Marriott - Danbury

Springhill Suites By Marriott - Danbury
3.0 star property
Danbury
8.8 out of 10, Excellent, (864 reviews)
"great staff, clean room, excellent coffee"
United States
Carol
The price is AU$179
includes taxes & fees
15 Mar - 16 Mar
Springhill Suites By Marriott - Danbury

Hotel Zero Degrees Danbury

Hotel Zero Degrees Danbury
4.0 star property
Danbury
9.2 out of 10, Wonderful, (1,000 reviews)
"The staff was so friendly and accommodating and the hotel is well kept and very clean. "
United States
Victoria
The price is AU$229
includes taxes & fees
15 Mar - 16 Mar
Hotel Zero Degrees Danbury

Hampton Inn Paramus

Hampton Inn Paramus
2.5 star property
Paramus
9.2 out of 10, Wonderful, (1,000 reviews)
"Staff was courteous and helpful, room was very clean, bed comfortable, and excellent breakfast!"
United States
George Ann
The price is AU$172
includes taxes & fees
22 Mar - 23 Mar
Hampton Inn Paramus

Hilton Garden Inn Danbury

Hilton Garden Inn Danbury
3.0 star property
Danbury
8.4 out of 10, Very good, (1,001 reviews)
" The desk staff was very welcoming, working through Christmas Day as were the dining staff and very accomadating"
United States
Virginia
The price is AU$184
includes taxes & fees
22 Mar - 23 Mar
Hilton Garden Inn Danbury

The Thayer Hotel at West Point

The Thayer Hotel at West Point
3.5 star property
West Point
9.0 out of 10, Wonderful, (694 reviews)
"Beautiful architecture, friendly and profesional staff. Great dinning at MacArthur’s Riverview. Convenient and accesible for those visiting USMA."
United States
Sandra M
The price is AU$302
includes taxes & fees
19 Mar - 20 Mar
The Thayer Hotel at West Point

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG
2.5 star property
Danbury
9.2 out of 10, Wonderful, (331 reviews)
"We enjoyed our stay. "
United States
Anne
The price is AU$207
includes taxes & fees
29 Mar - 30 Mar
Holiday Inn Express Hotel & Suites Danbury - I-84 by IHG

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, (132 reviews)
"Amazing place Thanks for the stay "
United States
Julien C.
The price is AU$430
includes taxes & fees
15 Mar - 16 Mar
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Ethan Allen Hotel

Ethan Allen Hotel
3.5 star property
Danbury
8.0 out of 10, Very good, (1,169 reviews)
"Clean room | Staff | Breakfast | Business-friendly"
United States
Eimy
The price is AU$147
includes taxes & fees
24 Mar - 25 Mar
Ethan Allen Hotel
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Ossining Hotel Reviews

Find out more about Ossining

Ossining Condo Rentals information

Number of reviews
14,286
Accommodation
8 Condo Rentals
Lowest Price
AU$130
Highest Price
AU$1,499

Frequently asked questions

What is there to do in Ossining near my condo?
Ossining has enough experiences and activities to keep you amused for weeks, starting with Franklin D. Roosevelt State Park. Paramount Hudson Valley Theatre, Nyack Beach State Park and Rockefeller Archive Centre are other renowned attractions. If you're hanging around a while, Westchester Broadway Theatre and Peekskill Museum will put the finishing touches on your itinerary.