Compare Ossining Guest House Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Guest Houses in Ossining

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

At this guesthouse, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Pet friendly
Ultra-Modern Luxe Sleek & Stunning Stay

Ultra-Modern Luxe Sleek & Stunning Stay

2 out of 5
66 Dekalb Ave, White Plains, NY
Guests of Ultra-Modern Luxe Sleek & Stunning Stay enjoy features like free WiFi in public areas. If you decide to drive, there's free parking. Dry cleaning/laundry services make packing light an option.
Pet friendly
Parking included
Prime Luxury with Balcony Wood Fireplace

Prime Luxury with Balcony Wood Fireplace

2 out of 5
51 Vernon Ave, Yonkers, NY
Guests of Prime Luxury with Balcony Wood Fireplace enjoy features like free WiFi in public areas. Free parking is available if you drive. Dry cleaning/laundry services make packing light an option.
Pet friendly
Parking included
The West Lane Inn - King Room

The West Lane Inn - King Room

At this guesthouse, guests have access to a water dispenser.
Breakfast included
Air conditioning
Peaceful Light-Filled Guesthouse 1 Hour From NYC

Peaceful Light-Filled Guesthouse 1 Hour From NYC

At this guesthouse, guests have access to an outdoor pool, laundry facilities, and a garden. This family-friendly guesthouse also has barbecue grills.
Pool
Pet friendly
Mid Century Modern ZEN House with Pool. 50 min from New York City

Mid Century Modern ZEN House with Pool. 50 min from New York City

Guests of this guesthouse enjoy features like an outdoor pool, a gym, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Free WiFi
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

At this guesthouse, guests have access to a garden.
Free WiFi
Air conditioning
Don't see what you're looking for?
See all available properties in Ossining
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Ossining

Ossining Guest Houses essential information

Accommodation
7 Guest Houses
Lowest Price
Highest Price
Popular accommodation
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Ultra-Modern Luxe Sleek & Stunning Stay, Prime Luxury with Balcony Wood Fireplace, The West Lane Inn - King Room, Peaceful Light-Filled Guesthouse 1 Hour From NYC, Mid Century Modern ZEN House with Pool. 50 min from New York City, Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC

Guest Houses in Ossining

Most Popular

More Places To Stay in Ossining