Ossining Vacation Rentals

Name: Private Country Getaway
Price range: $1,722 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Ossining

PureHeart House, Spacious, 3bdr 30 MN from Manhattan. NYC

Yonkers NY

With a stay at this vacation home in Yonkers (Northeast Yonkers), you'll be within a 15-minute drive of Westchester County Center and Lyndhurst Mansion.

Kitchen

Free WiFi

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet NY

Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.

Kitchen

Washer

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Greenwich CT

$360 nightly

$407 total

Sep 15 - Sep 16

Total with taxes and fees

With a stay at this vacation home in Greenwich, you'll be within a 15-minute drive of Woods End and E. Gaynor Brennan Golf Course.

Kitchen

Free WiFi

Scenic & Serene: 3BR/3BA w Panoramic Hudson Views! A Birder's paradise

Croton-on-Hudson NY

When you stay at this vacation home in Croton-on-Hudson, you'll be within a 10-minute drive of Van Cortlandt Manor and Croton Point Park.

Kitchen

Washer

Charming 3-bedroom house in Yonkers with cool vibes and AC

Yonkers NY

With a stay at this vacation home in Yonkers (Getty Square), you'll be within a 15-minute drive of Yankee Stadium and Bronx Zoo.

ZENHOUSE Historic Sculptor Studio creator of Mount Rushmore mid century home

Stamford CT

Located in Stamford (North Stamford), this vacation home is within a 5-minute drive of Hoyt Barnum House and Stamford Museum and Nature Center.

Pool

Kitchen

Spacious 4-bedroom house in charming Rye with AC

Rye NY

$2,498 nightly

$2,498 total

Aug 27 - Aug 28

Total with taxes and fees

With a stay at Spacious 4-bedroom house in charming Rye with AC in Rye, you'll be within a 15-minute drive of Westchester County Center and Rye Beach.

Pet friendly

Air conditioning

Modern Luxury Loft with Artful Vibes

Yonkers NY

With a stay at this vacation home in Yonkers (Getty Square), you'll be within a 15-minute drive of Yankee Stadium and Bronx Zoo.

Spacious 5-bedroom house in the woods in Cold Spring just 5 minutes from town

Cold Spring NY

With a stay at this vacation home in Cold Spring, you'll be a 3-minute walk from Clarence Fahnestock State Park and 9 minutes by foot from Hudson Highlands State Park.

Hot Tub

Kitchen

Modern, Magical Woodsy Escape 1 Hour From NYC

Putnam Valley NY

Located in Putnam Valley, this vacation home is on a lake, within a 10-minute drive of Regal UA Cortlandt Town Center and Tompkins Corners Cultural Center.

Spacious Stamford Home | Family, Work, Parking

Stamford CT

$525 nightly

$594 total

Aug 31 - Sep 1

Total with taxes and fees

Located in Stamford (Cove - East Side - Shippan), this vacation home is within a 5-minute drive of Chelsea Piers and Cove Island Park.

Kitchen

Washer

Private Country Getaway

Bedford Hills NY

$1,546 nightly

$1,722 total

Sep 1 - Sep 2

Total with taxes and fees

Located in Bedford Hills, this vacation home is in a rural location, within a 10-minute drive of Caramoor Center for Music and the Arts and Katonah Museum of Art.

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.