Compare Ossining Guest House Rentals

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Featured Guest Houses in Ossining

Bedford Post Inn

Bedford Post Inn

3.5 out of 5
954 Old Post Road Bedford NY
$750 nightly
The price is $835 total per night
$835 total
Nov 2 - Nov 3
Total with taxes and fees
Bedford Post Inn features free WiFi in public areas, meeting rooms, and free newspapers. If you decide to drive, there's free parking. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Additional amenities include a terrace, a banquet hall, and a picnic area.
Parking included
Free WiFi
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!.

Brewster NY
At this guesthouse, guests have access to an outdoor pool, laundry facilities, and a garden. This guesthouse also has barbecue grills.
Pool
Pet friendly
Near NYC! | Stylish Guestroom

Near NYC! | Stylish Guestroom

Ossining NY
$321 nightly
The price is $358 total per night
$358 total
Nov 1 - Nov 2
Total with taxes and fees
Guests of this guesthouse have access to a sauna.
Free WiFi
Air conditioning
Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC

Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC

Pound Ridge NY
Guests of this guesthouse enjoy features like an outdoor pool, a sauna, and laundry facilities. Other amenities at this family-friendly guesthouse include a garden and barbecue grills.
Pool
Pet friendly
Upscale Modern Luxury 3BR Home

Upscale Modern Luxury 3BR Home

2 out of 5
44 Dekalb Ave White Plains NY
$543 nightly
The price is $605 total per night
$605 total
Oct 11 - Oct 12
Total with taxes and fees
If you drive, take advantage of free parking.
Pet friendly
Parking included
Luxury 3BR NY Home with Free Parking

Luxury 3BR NY Home with Free Parking

2 out of 5
38 Park Ave White Plains NY
$483 nightly
The price is $538 total per night
$538 total
Oct 5 - Oct 6
Total with taxes and fees
You can put free parking to good use if you drive.
Pet friendly
Parking included
Upscale 3BR NY Home with Free Parking

Upscale 3BR NY Home with Free Parking

2 out of 5
12 Fairview Ave White Plains NY
$538 nightly
The price is $599 total per night
$599 total
Oct 12 - Oct 13
Total with taxes and fees
If you drive, take advantage of free parking.
Pet friendly
Parking included
Cozy Private Share Room

Cozy Private Share Room

2 out of 5
267 Howland Ave Englewood NJ
You can take advantage of free parking if you drive.
Parking included
Free WiFi
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

Stamford CT
Guests of this guesthouse enjoy features like an outdoor pool, a gym, and local meal delivery service. Additional amenities include a garden and barbecue grills.
Pool
Free WiFi
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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

    Windrose On Hudson

    Windrose On Hudson

    1 Shady Lane Farm Road Ossining NY
    $224 nightly
    The price is $250 total per night from Nov 1 to Nov 2
    $250 total
    Nov 1 - Nov 2
    Total with taxes and fees
    Tarrytown House Estate

    Tarrytown House Estate

    49 E Sunnyside Lane Tarrytown NY
    $191 nightly
    The price is $218 total per night from Nov 1 to Nov 2
    $218 total
    Nov 1 - Nov 2
    Total with taxes and fees
    Armoni Inn & Suites

    Armoni Inn & Suites

    329 Route 303 Orangeburg NY

Ossining Guest Houses essential information

Accommodation
12 Guest Houses
Lowest Price
$218
Highest Price
$835
Popular accommodation
Bedford Post Inn, The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!., Near NYC! | Stylish Guestroom, Peaceful Light-Filled Guesthouse salt pool/sauna - 1 Hour From NYC, Upscale Modern Luxury 3BR Home , Luxury 3BR NY Home with Free Parking, Upscale 3BR NY Home with Free Parking, Cozy Private Share Room, Mid Century Modern ZEN House with Pool. 50 min from New York City

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