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Ossining
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Ossining, NY Villas and Apartments
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Kid friendly (40)
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Distance from
1 km
49 rentals
in Ossining.
Cozy house on the Hudson
26 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Neighbor's house - Welcome!
4 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful Ossining Woodland Oasis ! 5 minutes from famous biking & hiking trails
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 3
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Modern Mansion Near NYC, Airports, Restaurants, Activities, Shopping & More!
54 reviews
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 20
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Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
42 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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Luxury home filled with books and art, with great access. Sleeps up to fourteen.
51 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 14
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Riverhouse- 1 Hr From Nyc- 2br /deck/ Hike/bike Trail/canoe/kyack
60 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Faces The Hudson + Only An Hour Outside NYC
15 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Need a place to relax and enjoy your vacation stay at The Cozy Den
24 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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The Perfect Studio Getaway
8 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Luxury 8 BR Estate with Pool and Tennis court
7 reviews
Holiday Rental House
8 bedrooms
9 bathrooms
Sleeps 16
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Updated Getaway w/ Private Hot Tub on 2.5 Acres!
6 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Holiday cozy country cottage!
7 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
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Nyack Hide Away
7 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Piermont Gem
6 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Piermont Jewel
4 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
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The Best of Both Worlds: For nature lovers but close to New York City
2 reviews
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 5
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Historic Chateau Marmot on the Hudson
2 reviews
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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★10 Top Rated Town ★ Bridge View ★ Train to NYC!
2 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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Gorgeous 2 BR with private garden, walk to town
2 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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�⭐️❤️Large & Gated Deck w/ Views of Tappan Zee Bridge⭐️❤️ Close to NYC Train❤️
1 review
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Nyack Jewel
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Nyack Get Away
4 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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★FREE Parking★Deck★Tarrytown★FASTwifi★RokuTV★Train to New York City
1 review
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
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NEW! Charming Retreat w/ Fire Pit & Spacious Yard!
2 reviews
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Faces The Hudson + Only An Hour Outside NYC
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Tranquil Country Contemporary
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Beautiful Private House; Golf, Hike, Fish, Swim, Relax
Holiday Rental House
2 bedrooms
4 bathrooms
Sleeps 4
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19th century castle with modern amenities
Holiday Rental House
9 bedrooms
7 bathrooms
Sleeps 20
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House (half) Hudson River view of TPZ Bridge/Nyack NY / manors/ close to NYC
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Cozy Cottage Get Away
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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The Perfect Studio Getaway
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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NEW! Nyack Beauty ⭐️⭐️⭐️⭐️⭐️ Luxury home with stunning Hudson River views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Luxury Home + XL Pool near NYC/Harriman State Park
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 25
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Magazine ready Westchester with acres of privacy
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Piermont Waterfront Villa!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
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Gracious Country Home
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Private Pool Oasis just 50 minutes outside of Manhattan!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Mountain Cottage Retreat
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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River front with large decks and dock over the Hudson
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 9
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Family home in one of NY top-ranked school districts with Tennis court
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 6
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Luxury Hudson River Retreat- quaint town, nature & NYC nearby.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 2
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Duplex WATERFRONT HOME
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Victorian Farmhouse with Pool near NYC
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 3
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Downtown 2500 sqft | 5 Beds 2 Bath | 2 Floors | Free Parking | Walk Everywhere
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 5
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Piermont Cozy Haven
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Hudson Valley Getaway for Families
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
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Private Chic Farmhouse Pool/HotTub/ Sunsets/6BR/Offices
Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 9
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Beautiful Brand New Private Duplex Unit in Lower Hudson Valley "Stone Haven"
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 5
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Quiet Pied a Terre In Woodsy Village
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 1
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1
Showing results 1-49 of 49
Frequently Asked Questions about Ossining
Do any holiday rentals in Ossining have a pool?
Yes, here are some popular holiday rentals in Ossining that have a pool:
Neighbor's house - Welcome!
Beautiful Ossining Woodland Oasis ! 5 minutes from famous biking & hiking trails
Cozy house on the Hudson
See all holiday rentals with a pool in Ossining on Tripadvisor
Do any holiday rentals in Ossining have internet access?
Yes, here are some popular holiday rentals in Ossining that have internet access:
Neighbor's house - Welcome!
Beautiful Ossining Woodland Oasis ! 5 minutes from famous biking & hiking trails
Cozy house on the Hudson
See all holiday rentals in Ossining on Tripadvisor
What are the best pet friendly rentals in Ossining?
The best pet friendly rentals in Ossining are:
Neighbor's house - Welcome!
Beautiful Ossining Woodland Oasis ! 5 minutes from famous biking & hiking trails
Cozy house on the Hudson
See all pet friendly holiday rentals in Ossining on Tripadvisor
What are some great rentals in Ossining that are kid friendly?
Some of the most popular kid friendly rentals in Ossining are:
Neighbor's house - Welcome!
Beautiful Ossining Woodland Oasis ! 5 minutes from famous biking & hiking trails
Cozy house on the Hudson
See all kid friendly holiday rentals in Ossining on Tripadvisor