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 AU$9,873
AU$9,873
AU$1,410 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 AU$10,427
AU$10,427
AU$1,490 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 AU$2,698
AU$2,698
AU$385 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 AU$9,412
AU$9,412
AU$1,345 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 AU$19,817
AU$19,817
AU$2,831 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 AU$4,994
AU$4,994
AU$713 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 AU$3,715
AU$3,715
AU$531 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 AU$3,581
AU$3,581
AU$512 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 AU$5,528
AU$5,528
AU$790 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 AU$8,970
AU$8,970
AU$1,281 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 AU$21,484
AU$21,484
AU$3,069 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 AU$1,790
AU$1,790
AU$256 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 AU$8,480
AU$8,480
AU$1,211 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 AU$2,845
AU$2,845
AU$406 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 AU$8,006
AU$8,006
AU$1,144 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 AU$3,720
AU$3,720
AU$531 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 AU$5,736
AU$5,736
AU$819 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 AU$7,827
AU$7,827
AU$1,118 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 AU$4,761
AU$4,761
AU$680 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 AU$3,528
AU$3,528
AU$504 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 AU$3,054
AU$3,054
AU$436 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 AU$2,816
AU$2,816
AU$402 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 AU$14,190
AU$14,190
AU$2,027 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 AU$2,472
AU$2,472
AU$353 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)
Top rated rentals - Ossining Historical Society
Beautiful family escape
1010 out of 10
Exceptionalexceptional
124 reviews(124 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