Holiday rentals near Ossining Historical Society
We found 756 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:19 Sept - 26 Sept
Image gallery for The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
1010 out of 10 rating
Exceptional
(11 reviews)
The Hudson Hideaway! Pool, Hot Tub, Sauna ~1HR to NYC
Harriman, NY
12% off
Price is NZ$10,576
NZ$10,576
NZ$1,511 per night
includes taxes & fees
Image gallery for Aspen In Airmont NY
1010 out of 10 rating
Exceptional
(6 reviews)
Aspen In Airmont NY
Monsey, NY
8% off
Price is NZ$11,166
NZ$11,166
NZ$1,595 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
(30 reviews)
Cozy country cottage in horse country ,private 1 hour toNYC
South Salem, NY
8% off
Price is NZ$2,922
NZ$2,922
NZ$417 per night
includes taxes & fees
Image gallery for Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
8.48.4 out of 10 rating
Very good
(6 reviews)
Minutes to NYC Private house in quite Neiborhood, walking distance to Starbucks
Mount Vernon, NY
8% off
Price is NZ$10,095
NZ$10,095
NZ$1,442 per night
includes taxes & fees
Image gallery for Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC
1010 out of 10 rating
Exceptional
(77 reviews)
Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC
Harriman, NY
8% off
Price is NZ$22,434
NZ$22,434
NZ$3,205 per night
includes taxes & fees
Image gallery for Mid Century Modern ZEN House with Pool. 50 min from New York City
1010 out of 10 rating
Exceptional
(19 reviews)
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford, CT
15% off
Price is NZ$5,399
NZ$5,399
NZ$771 per night
includes taxes & fees
Image gallery for Beautiful private guesthouse in Larchmont
1010 out of 10 rating
Exceptional
(8 reviews)
Beautiful private guesthouse in Larchmont
Larchmont, NY
8% off
Price is NZ$4,023
NZ$4,023
NZ$575 per night
includes taxes & fees
Image gallery for Quaint duplex with private yard. Walk to beach, dining, & shopping!
1010 out of 10 rating
Exceptional
(41 reviews)
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Greenwich, CT
7% off
Price is NZ$3,883
NZ$3,883
NZ$555 per night
includes taxes & fees
Image gallery for Luxury 3Bed Private Apartment Near Manhattan
9.09.0 out of 10 rating
Wonderful
(16 reviews)
Luxury 3Bed Private Apartment Near Manhattan
New Rochelle, NY
15% off
Price is NZ$6,146
NZ$6,146
NZ$878 per night
includes taxes & fees
Image gallery for Mid-Century Modern Hilltop Retreat
9.09.0 out of 10 rating
Wonderful
(9 reviews)
Mid-Century Modern Hilltop Retreat
South Salem, NY
12% off
Price is NZ$9,624
NZ$9,624
NZ$1,375 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$24,207
NZ$24,207
NZ$3,458 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$1,902
NZ$1,902
NZ$272 per night
includes taxes & fees
Image gallery for The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
9.09.0 out of 10 rating
Wonderful
(6 reviews)
The Fred Deluxe 7 BR by I95, Train, HarborVw, Stamford Beaches & Workspace
Stamford, CT
8% off
Price is NZ$9,117
NZ$9,117
NZ$1,302 per night
includes taxes & fees
Image gallery for Cozy house on the Hudson
9.69.6 out of 10 rating
Exceptional
(52 reviews)
Cozy house on the Hudson
Ossining, NY
8% off
Price is NZ$3,083
NZ$3,083
NZ$440 per night
includes taxes & fees
Image gallery for Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Near NYC ~ Fire pit, Game Room, Family Friendly, King Bed, Modern Luxury
New Rochelle, NY
5% off
Price is NZ$8,670
NZ$8,670
NZ$1,239 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
7% off
Price is NZ$4,032
NZ$4,032
NZ$576 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$6,201
NZ$6,201
NZ$886 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$8,414
NZ$8,414
NZ$1,202 per night
includes taxes & fees
Image gallery for Spacious 3b/3b Mediterranean in White Plains
9.89.8 out of 10 rating
Exceptional
(11 reviews)
Spacious 3b/3b Mediterranean in White Plains
White Plains, NY
8% off
Price is NZ$5,145
NZ$5,145
NZ$735 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
(10 reviews)
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster, NY
13% off
Price is NZ$3,827
NZ$3,827
NZ$547 per night
includes taxes & fees
Image gallery for PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
8.88.8 out of 10 rating
Excellent
(32 reviews)
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Yonkers, NY
7% off
Price is NZ$3,310
NZ$3,310
NZ$473 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$3,052
NZ$3,052
NZ$436 per night
includes taxes & fees
Image gallery for 6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
1010 out of 10 rating
Exceptional
(19 reviews)
6 Bedroom Elegant and Comfy Upstate Oasis SANITIZED
Carmel, NY
8% off
Price is NZ$16,035
NZ$16,035
NZ$2,291 per night
includes taxes & fees
Image gallery for Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
8.88.8 out of 10 rating
Excellent
(18 reviews)
Discover fun at NYC 30min drive stay at our cozy 2bed apartment in New Rochelle
New Rochelle, NY
14% off
Price is NZ$2,680
NZ$2,680
NZ$383 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
111 reviews(111 reviews)
Cozy house on the Hudson
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
52 reviews(52 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
12 reviews(12 reviews)
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)
Relaxing & Great Location & Minutes from New York
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Hudson Valley Getaway for Families
Sleeps 12 · 6 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
92 reviews(92 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