Book Guest Houses in Ossining, NY
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Guest Houses in Ossining
Bedford Post Inn
954 Old Post Road Bedford NY
The price is $752 total per night
$752 total
per night
Aug 19 - Aug 20
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.
Parking included
Free WiFi
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster NY
An outdoor pool is featured at this guesthouse, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Pet friendly
Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC
Pound Ridge NY
This guesthouse features an outdoor pool and a sauna. Families will appreciate the playground, barbecue grills, and childcare. A garden and laundry facilities are also provided.
Pool
Pet friendly
Upscale Modern Luxury 3BR Home
44 Dekalb Ave White Plains NY
The price is $683 total per night
$683 total
per night
Sep 9 - Sep 10
Stay at this guesthouse in White Plains. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Westchester County Center and Rye Playland are located nearby.
Pet friendly
Parking included
Cozy Private Share Room
267 Howland Ave Englewood NJ
Stay at this guesthouse in Englewood. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Yankee Stadium and SoJo Spa Club are located nearby.
Parking included
Free WiFi
Luxury 3BR NY Home with Free Parking
38 Park Ave White Plains NY
The price is $538 total per night
$538 total
per night
Aug 11 - Aug 12
Stay at this guesthouse in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Pet friendly
Parking included
Upscale 3BR NY Home with Free Parking
12 Fairview Ave White Plains NY
The price is $627 total per night
$627 total
per night
Sep 9 - Sep 10
Stay at this guesthouse in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Pet friendly
Parking included
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford CT
This guesthouse features an outdoor pool and a gym. A garden and barbecue grills are also provided.
Pool
Free WiFi
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
Stamford CT
A garden is available at this guesthouse.
Free WiFi
Air conditioning
Ultra-Modern Luxe Sleek & Stunning Stay
66 Dekalb Ave White Plains NY
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Dry cleaning is also provided.
Pet friendly
Parking included
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.
Top hotels in Ossining
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
$188 nightly
The price is $215 total per night from Aug 30 to Aug 31
$215 total
Aug 30 - Aug 31
Total with taxes and fees
8.8/10 Excellent! (1,345 reviews)
Ossining Guest Houses essential information
Accommodation | 12 Guest Houses |
|---|---|
Lowest Price | $127 |
Highest Price | $752 |
Popular accommodation | Bedford Post Inn, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC, Upscale Modern Luxury 3BR Home , Cozy Private Share Room, Luxury 3BR NY Home with Free Parking, Upscale 3BR NY Home with Free Parking, Mid Century Modern ZEN House with Pool. 50 min from New York City, Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC, Ultra-Modern Luxe Sleek & Stunning Stay, Prime Luxury with Balcony Wood Fireplace, Near NYC! | Stylish Guestroom |
More ways to wander Ossining
Explore More Ways to Travel with Travelocity
- Bedandbreakfast in 14 St - Union Sq Station
- Bedandbreakfast in 34 St - Penn Station
- Guesthouses in 34 St - Penn Station
- Motels in 34 St - Penn Station
- Apartments in 59 St - Columbus Circle Station
- Condos in 59 St - Columbus Circle Station
- Inns in 63 Dr Rego Park Station
- Hostels in 66 St - Lincoln Center Station
- Hostels in 8 Av Station
- Hostels in 8 St - NYU Station
- Bedandbreakfast in 81 St - Museum of Natural History Station
- Aparthotels in 81 St - Museum of Natural History Station
- Motels in Astoria Blvd Station
- Chalets in Astoria
- Condos in Astoria
- Privatevacationhomes in Astoria - Ditmars Blvd Station
- Villas in Astoria
- Apartments in Briarcliff Manor
- Bedandbreakfast in Briarcliff Manor
- Condos in Briarcliff Manor
- Aparthotels in Briarcliff Manor
- Resorts in Briarcliff Manor
- Aparthotels in Broadway Station
- Aparthotels in Bronx
- Motels in Bronx
- Caravanparks in Bronx
- Aparthotels in Brooklyn
- Motels in Congers
- Apartments in Corona
- Villas in Corona
- Bedandbreakfast in Croton-on-Hudson
- Motels in E 180 St Station
- Aparthotels in East 86th Street Station
- Hostels in East Elmhurst
- Villas in Flushing
- Privatevacationhomes in Forest Hills
- Guesthouses in Grand Central - 42 St Station
- Aparthotels in Jackson Heights
- Guesthouses in Jackson Heights
- Apartments in Jackson Heights Roosevelt Av Station
- Motels in Junction Blvd Station
- Apartments in Lexington Av -59 St Station
- Bedandbreakfast in Long Island City
- Condos in Long Island City
- Apartments in Long Island City - Court Sq Station
- Villas in Maryknoll
- Bedandbreakfast in Maspeth
- Hostels in Maspeth
- Apartments in Mets - Willets Point Station
- Aparthotels in New York 9th St Station
- Agritourism in New York
- Cottages in New York
- Capsulehotels in New York County
- Aparthotels in New York
- Hostels in New York
- Houseboats in New York
- Motels in New York
- Caravanparks in New York
- Safaritentalow in New York
- Bedandbreakfast in Ossining
- Cottages in Ossining
- Aparthotels in Ossining
- Hostels in Ossining
- Motels in Ossining
- Privatevacationhomes in Ossining
- Hostels in Penn Station
- Bedandbreakfast in Pleasantville
- Motels in Port Chester
- Condos in Queens Plaza Station
- Hostels in Queens Plaza Station
- Bedandbreakfast in Queensboro Plaza Station
- Aparthotels in Queensboro Plaza Station
- Bedandbreakfast in Rego Park
- Hostels in Rego Park
- Motels in Rego Park
- Privatevacationhomes in Rego Park
- Condos in Roosevelt Island Station
- Aparthotels in Roosevelt Island Station
- Hostels in Roosevelt Island Station
- Resorts in Roosevelt Island Station
- Aparthotels in Roosevelt Island Tramway Manhattan Station
- Privatevacationhomes in Roosevelt Island Tramway Manhattan Station
- Bedandbreakfast in Sleepy Hollow
- Cottages in Sleepy Hollow
- Bedandbreakfast in Sunnyside
- Aparthotels in Sunnyside
- Motels in Sunnyside
- Bedandbreakfast in Tarrytown
- Aparthotels in Tarrytown
- Aparthotels in Times Sq - 42 St Station
- Motels in Times Sq - 42 St Station
- Aparthotels in Westchester County
- Motels in Westchester County
- Bedandbreakfast in Woodhaven Blvd Station
- Apartments in Woodside
- Bedandbreakfast in Woodside
- Guesthouses in Woodside
- Villas in Woodside
- Aparthotels in Yonkers
- Motels in Yonkers