Book Holiday Homes in Ossining
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Featured Holiday Homes in Ossining
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
The Woodbury Cottage
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
Modern And Quiet Getaway
Updated Getaway w/ Pool & Hot Tub on < 3 Acres!
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Ossining Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Ossining vacation homes are the perfect way for you to wing it.
Holiday houses in Ossining let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Ossining in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Ossining adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Ossining with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Ossining vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Ossining Holiday Homes essential information
Accommodation | 244 Holiday Homes |
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Lowest Price | AU$103 |
Highest Price | AU$1,342 |
Popular accommodation | PureHeart House, Spacious, Peaceful 3bdr House in Yonkers, Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon , The Woodbury Cottage, Lower Lvl Private 2BR/1BA Family/Pet Friendly, Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions, Modern And Quiet Getaway , Updated Getaway w/ Pool & Hot Tub on < 3 Acres!, Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck, Privacy in the hills one hour from NYC and minutes to Breakneck Mtn. |
Holiday Homes in Ossining
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^Subject to availability and chosen travel dates.