Book Guest Houses in Ossining
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Ossining
Bedford Post Inn
954 Old Post Road Bedford NY
The price is CA $634 per night
CA $634
CA $706 total
Jul 27 - Jul 28
includes taxes & fees
Stay at this guesthouse in Bedford. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Caramoor Center for Music and the Arts and John Jay Homestead State Historic Site are located nearby.
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.
Brewster NY
Stay at this guesthouse in Brewster. Enjoy a garden, laundry facilities, and patios. Popular attractions Brewster Public Library and Wells Park are located nearby.
Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC
Pound Ridge NY
Book a stay at this family-friendly guesthouse in Pound Ridge. Enjoy free WiFi, private pools, and a sauna. Popular attractions Pound Ridge Town Park and Keeler Tavern Museum & History Center are located nearby.
Upscale Modern Luxury 3BR Home
44 Dekalb Ave White Plains NY
The price is CA $562 per night
CA $562
CA $835 total
Jul 23 - Jul 24
includes taxes & fees
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.
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.
Luxury 3BR NY Home with Free Parking
38 Park Ave White Plains NY
The price is CA $442 per night
CA $442
CA $702 total
Aug 7 - Aug 8
includes taxes & fees
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.
Upscale 3BR NY Home with Free Parking
12 Fairview Ave White Plains NY
The price is CA $545 per night
CA $545
CA $816 total
Jul 23 - Jul 24
includes taxes & fees
Stay at this guesthouse in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Mid Century Modern ZEN House with Pool. 50 min from New York City
Stamford CT
Stay at this guesthouse in Stamford. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Stamford Museum and Nature Center and Curtain Call are located nearby.
Beautiful Stamford Loft! Near Downtown+Parking+45min to NYC
Stamford CT
Stay at this guesthouse in Stamford. Enjoy free WiFi, a garden, and patios. Popular attractions Chestnut Hill Park and Hemingway Property are located nearby.
Ultra-Modern Luxe Sleek & Stunning Stay
66 Dekalb Ave White Plains NY
Stay at this guesthouse in White Plains. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Westchester County Center and Rye Playland are located nearby.
Prime Luxury with Balcony Wood Fireplace
51 Vernon Ave Yonkers NY
Stay at this guesthouse in Yonkers. Enjoy free WiFi, free parking, and dry cleaning or laundry services. Popular attractions Bronx Zoo and Yonkers Raceway are located nearby.
Near NYC! | Stylish Guestroom
Ossining NY
Free cancellation
The price is CA $313 per night
CA $313
CA $389 total
Aug 2 - Aug 3
includes taxes & fees
Stay at this guesthouse in Ossining. Enjoy free WiFi, a sauna, and tennis courts. Popular attractions Van Cortlandt Manor and Croton Point Park are located nearby.
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 trending hotels in Ossining
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
The price is CA $260 per night from Aug 9 to Aug 10
CA $260
CA $300 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,068 reviews)
Ossining Guest Houses essential information
Accommodation | 12 Guest Houses |
|---|---|
Lowest Price | CA $148 |
Highest Price | CA $835 |
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 |