Holiday rentals near Ossining Historical Society
We found 735 holiday rentals — enter your dates for availability
Select the perfect holiday home within close proximity to Ossining Historical Society. Holiday rentals provide the amenities that you need and want for your family, friends or furry companion, such as Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Ossining Historical Society
Showing deals for:1 Aug - 8 Aug
Image gallery for GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
1010 out of 10 rating
Exceptional
(19 reviews)
GORGEOUS WATER FRONT HOUSE / HUGE GARDEN & SEA ACCESS
Mamaroneck, NY
8% off
Price is NZ$33,589
NZ$33,589
NZ$4,798 per night
includes taxes & fees
Image gallery for Cozy country cottage in horse country ,private 1 hour toNYC
9.69.6 out of 10 rating
Exceptional
(28 reviews)
Cozy country cottage in horse country ,private 1 hour toNYC
South Salem, NY
8% off
Price is NZ$2,960
NZ$2,960
NZ$423 per night
includes taxes & fees
Image gallery for Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
9.69.6 out of 10 rating
Exceptional
(9 reviews)
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
Briarcliff Manor, New York
6% off
Price is NZ$13,727
NZ$13,727
NZ$1,961 per night
includes taxes & fees
Image gallery for Waterfront Retreat Center for Health & Wellness
9.69.6 out of 10 rating
Exceptional
(56 reviews)
Waterfront Retreat Center for Health & Wellness
New Rochelle, NY
11% off
Price is NZ$17,957
NZ$17,957
NZ$2,565 per night
includes taxes & fees
Image gallery for Stunning Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Secluded luxury, 1 hr NYC
1010 out of 10 rating
Exceptional
(77 reviews)
Stunning Mansion, Pool, Pets, Hot Tub, Fire Pit, Hike, Secluded luxury, 1 hr NYC
Harriman, NY
8% off
Price is NZ$34,024
NZ$34,024
NZ$4,861 per night
includes taxes & fees
Image gallery for Bear Mountain House.
1010 out of 10 rating
Exceptional
(14 reviews)
Bear Mountain House.
Garrison, NY
8% off
Price is NZ$8,523
NZ$8,523
NZ$1,218 per night
includes taxes & fees
Image gallery for Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
8.08.0 out of 10 rating
Very good
(5 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$8,095
NZ$8,095
NZ$1,156 per night
includes taxes & fees
Image gallery for 2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
9.89.8 out of 10 rating
Exceptional
(10 reviews)
2nd Floor, 1 Br / 1 Ba With Sofa Bed In The Living Room
Greenwich, CT
7% off
Price is NZ$1,927
NZ$1,927
NZ$275 per night
includes taxes & fees
Image gallery for Beautiful private guesthouse in Larchmont
1010 out of 10 rating
Exceptional
(7 reviews)
Beautiful private guesthouse in Larchmont
Larchmont, NY
8% off
Price is NZ$4,797
NZ$4,797
NZ$685 per night
includes taxes & fees
Image gallery for Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
1010 out of 10 rating
Exceptional
(8 reviews)
Newly Renovated Cozy 2 Bedroom Apartment with 3 min walk to Main Street
Tarrytown, NY
8% off
Price is NZ$5,240
NZ$5,240
NZ$749 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan
9.29.2 out of 10 rating
Wonderful
(13 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
12% off
Price is NZ$5,538
NZ$5,538
NZ$791 per night
includes taxes & fees
Image gallery for Home To Rent For West Point Activities, PCS Moves, and TDY
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Home To Rent For West Point Activities, PCS Moves, and TDY
Fort Montgomery, NY
10% off
Price is NZ$6,282
NZ$6,282
NZ$897 per night
includes taxes & fees
Image gallery for Historic 6-Bdrm Tudor Estate w pool/tennis access
9.69.6 out of 10 rating
Exceptional
(5 reviews)
Historic 6-Bdrm Tudor Estate w pool/tennis access
Stamford, CT
8% off
Price is NZ$20,566
NZ$20,566
NZ$2,938 per night
includes taxes & fees
Image gallery for Modern Highland Falls House near USMA - 3 bed, 2 bath w/ Hot tub & Fire pit!
1010 out of 10 rating
Exceptional
(11 reviews)
Modern Highland Falls House near USMA - 3 bed, 2 bath w/ Hot tub & Fire pit!
Highland Falls, NY
11% off
Price is NZ$5,539
NZ$5,539
NZ$791 per night
includes taxes & fees
Image gallery for Contemporary Cozy Cottage
1010 out of 10 rating
Exceptional
(18 reviews)
Contemporary Cozy Cottage
Lake Peekskill, NY
8% off
Price is NZ$3,402
NZ$3,402
NZ$486 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house.
1010 out of 10 rating
Exceptional
(7 reviews)
Charming 3-bedroom house.
Cortlandt, NY
8% off
Price is NZ$3,978
NZ$3,978
NZ$568 per night
includes taxes & fees
Image gallery for The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
9.89.8 out of 10 rating
Exceptional
(9 reviews)
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster, NY
26% off
Price is NZ$3,525
NZ$3,525
NZ$504 per night
includes taxes & fees
Image gallery for Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
1010 out of 10 rating
Exceptional
(21 reviews)
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Rye Brook, NY
8% off
Price is NZ$3,092
NZ$3,092
NZ$442 per night
includes taxes & fees
Image gallery for Cozy House 3 Blocks From West Pt
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Cozy House 3 Blocks From West Pt
Highland Falls, NY
8% off
Price is NZ$6,077
NZ$6,077
NZ$868 per night
includes taxes & fees
Image gallery for Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
New Rochelle, NY
11% off
Price is NZ$2,238
NZ$2,238
NZ$320 per night
includes taxes & fees
Image gallery for New Beach Home near Stamford Downtown/Shippan
1010 out of 10 rating
Exceptional
(20 reviews)
New Beach Home near Stamford Downtown/Shippan
Stamford, Connecticut
6% off
Price is NZ$19,166
NZ$19,166
NZ$2,738 per night
includes taxes & fees
Image gallery for 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
1010 out of 10 rating
Exceptional
(18 reviews)
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Carmel, NY
8% off
Price is NZ$25,386
NZ$25,386
NZ$3,627 per night
includes taxes & fees
Image gallery for New Jersey home, close to NY City Fun!
8.88.8 out of 10 rating
Excellent
(6 reviews)
New Jersey home, close to NY City Fun!
Englewood, NJ
8% off
Price is NZ$5,291
NZ$5,291
NZ$756 per night
includes taxes & fees
Image gallery for Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
9.89.8 out of 10 rating
Exceptional
(109 reviews)
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery, NY
10% off
Price is NZ$2,625
NZ$2,625
NZ$375 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Ossining Historical Society
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
109 reviews(109 reviews)
Cozy house on the Hudson
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
Hudson River Views + Firepit, Patio, Dog Run, Game Room | Stone Manor
Sleeps 12 · 4 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Stunning views, 3-bedroom house in delightful Croton-on-Hudson with WiFi, AC
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Hudson Valley Getaway for Families
Sleeps 12 · 6 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value