Town of Ossining Rentals
From $409 per night (USD)VRBO
Cozy house on the Hudson
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
House has been completely updated with a new bathroom, new kitchen, and patio. Bright and sunny location with all new wi ...
From $409 per night (USD)VRBO
From $140 per night (USD)VRBO
Neighbor's house - Welcome!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This is a sweet 2 bedroom house in the charming Historic Village of Ossining. Large eat in kitchen, dining room, living ...
From $140 per night (USD)VRBO
From $438 per night (USD)VRBO
Beautiful Brand New Private Duplex Unit in Lower Hudson Valley \"Stone Haven\"
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Luxurious, spacious two story private living quarter located in the Hudson Valley. We offer modern lodging with a brand ...
From $438 per night (USD)VRBO
From $1783 per night (USD)Expedia
Hudson River Views: Briarcliff Manor Home w/ Deck
- Bedrooms:
- 6
- Bathrooms:
- 4
- Sleeps:
- 12
4,151 Sq Ft | Fire Pit | Sunsets & Stargazing | Work & Wellness Friendly | 34 Mi to Manhattan Admire sweeping views of ...
From $1783 per night (USD)Expedia
From $993 per night (USD)VRBO
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Upstate New York Paradise at Westchester Castle: Your Sunny Group Getaway! 7 Bedrooms, 4 Bathrooms: Sleeps 13 with vari ...
From $993 per night (USD)VRBO
From $564 per night (USD)Expedia
NYC-Area Escape Near River, Trails & MTA!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Home Gym | Desk | ~4 Mi to Hudson Hills Golf Course Stay connected to both city energy and river relaxation from this O ...
From $564 per night (USD)Expedia
From $539 per night (USD)VRBO
1BR Queen near NYC | Trails, Biking & Sauna Bliss
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Unwind in a modern queen guestroom with contemporary décor, large windows, and thoughtful amenities, including a flat-sc ...
From $539 per night (USD)VRBO
From $339 per night (USD)Expedia
Near NYC! | Stylish Guestroom
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Experience a refreshing Hudson Valley getaway in a stylish guestroom with two double beds and modern amenities, includin ...
From $339 per night (USD)Expedia
From $320 per night (USD)VRBO
Polished 1BR w/ Accessible Room Features + Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover an accessible Hudson Valley retreat designed for ease, comfort, and enjoyment. This ADA-friendly queen guestroo ...
From $320 per night (USD)VRBO
From $552 per night (USD)VRBO
Hudson Valley Fall Escape · 50min to NYC · 3 Acre
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Willoway is your private 3+ acre Hudson Valley retreat — a heated 36,000-gallon saltwater pool, distant Hudson River sun ...
From $552 per night (USD)VRBO
From $285 per night (USD)VRBO
Adorable 2-bedroom bed & breakfast in fantastic Ossining location
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This memorable bed & breakfast is the perfect home base for your trip to Ossining. With two comfortable bedrooms and a s ...
From $285 per night (USD)VRBO