Old Greenwich Vacation Rentals

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Vacation Rentals in Old Greenwich

Stareway to Heaven Su

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 10-minute drive of Fairfield University and South Pine Creek Beach.

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 NewYork-Presbyterian - Westchester Hospital.

5BR Beach House, Game Room + Huge Backyard

Stamford CT

$979 nightly

$1,039 total

Oct 26 - Oct 27

Total with taxes and fees

A stay at this vacation home places you in the heart of Stamford, within a 5-minute drive of West Beach and Stamford Public Library - Ferguson Library.

Autumn in Connecticut and a 60 minute train to Grand Central Station

Norwalk CT

With a stay at this vacation home in Norwalk (South Norwalk), you'll be within a 15-minute drive of Fairfield University and SoNo Switch Tower Museum.

Kitchen

Washer

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

$2,513 nightly

$2,513 total

Oct 21 - Oct 22

Total with taxes and fees

Located in Rye, Spacious 4-bedroom house in charming Rye with AC is within a 15-minute drive of Capitol Theatre and Westchester County Center.

Modern Luxury Home w GameRoom & Parking

80 Woodlawn Ave Yonkers NY

$1,347 nightly

$1,507 total

Oct 21 - Oct 22

Total with taxes and fees

With a stay at this vacation home in Yonkers (Southeast Yonkers), you'll be within a 15-minute drive of Yankee Stadium and Columbia University.

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.

Hot Tub

Kitchen

Comfortable 3BR • Complimentary Parking • Minutes from NYC • Ideal for Groups

White Plains NY

$727 nightly

$832 total

Oct 21 - Oct 22

Total with taxes and fees

With a stay at this vacation home in White Plains, you'll be within a 5-minute drive of Westchester County Center and Pace University Law School.

Spacious 4-bedroom house in charming Hicksville with AC

Hicksville NY

$1,152 nightly

$1,286 total

Oct 21 - Oct 22

Total with taxes and fees

With a stay at this vacation home in Hicksville (Downtown Hicksville), you'll be within a 15-minute drive of Roosevelt Field Mall and Hofstra University.

Westport Gem - walk to shops, dining, town center, pet-friendly

Westport CT

Located in Westport, this vacation home is within a 15-minute drive of Sacred Heart University and Fairfield University.

Private Country Getaway

Bedford Hills NY

Located in Bedford Hills, this vacation home is in a rural location, a 5-minute drive from John Jay Homestead State Historic Site and 6 minutes from Caramoor Center for Music and the Arts.

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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.