Old Greenwich Vacation Rentals

Name: Elegant private resort style North Shore home
Address: Syosset

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Vacation Rentals in Old Greenwich

Lower Lvl Private 2BR/1BA Family/Pet Friendly

Located in Stamford (Westover), this vacation home is within a 5-minute drive of Stamford Hospital and University of Connecticut Stamford Campus.

Kitchen

Pet friendly

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

Located in New Rochelle, this vacation home is on the waterfront, within a 5-minute drive of Monroe College New Rochelle Campus and New Roc City.

Pool

Hot Tub

Remodeled, cozy, family friendly, central place. Entire 2nd & 3rd floor to use.

$442

includes taxes & fees

$442 per night

Dec 27 - Dec 28

With a stay at this vacation home in Melville, you'll be within a 5-minute drive of Walt Whitman Birthplace State Historic Site and Walt Whitman Shops.

Kitchen

Washer

Adorable Cottage with Water Views, Across the street from Prime & other eateries

A stay at this vacation home places you in the heart of Huntington, within a 5-minute drive of Huntington Hospital and Heckscher Museum of Art.

Kitchen

Washer

Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury

With a stay at this vacation home in New Rochelle, you'll be within a 5-minute drive of Iona College and Monroe College New Rochelle Campus.

Kitchen

Washer

Waterview House Walking Distance from Cove Beach

$783

includes taxes & fees

$738 per night

Dec 23 - Dec 24

A stay at this vacation home places you in the heart of Stamford, just a 4-minute walk from Cove Island Park and within a 5-minute drive of Chelsea Piers.

New Beach Home near Stamford Downtown/Shippan

$1,257

includes taxes & fees

$1,184 per night

Jan 2 - Jan 3, 2025

A stay at this vacation home places you in the heart of Stamford, within a 5-minute drive of West Beach and Fernando Luis Alvarez Gallery.

Waterfront Retreat Center for Health & Wellness

Located in New Rochelle, this vacation home is by the ocean, within a 5-minute drive of New Roc City and Monroe College New Rochelle Campus.

Kitchen

Free WiFi

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

When you stay at this vacation home in Fairfield, you'll be next to a golf course, within a 15-minute walk of Pine Creek Par 3 Golf Course and South Pine Creek Beach.

Kitchen

Washer

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

With a stay at this vacation home in Yonkers (Northeast Yonkers), you'll be within a 10-minute drive of Sarah Lawrence College and NewYork-Presbyterian Westchester Hospital.

Captain's Cottage - Cold Spring Harbor Water Views

$470

includes taxes & fees

$457 per night

Jan 20 - Jan 21, 2025

A stay at this vacation home places you in the heart of Cold Spring Harbor, within a 15-minute walk of Cold Spring Harbor State Park and Cold Spring Harbor Whaling Museum and Education Center.

Kitchen

Washer

Elegant private resort style North Shore home

With a stay at this vacation home in Syosset, you'll be within a 15-minute drive of Roosevelt Field Mall and Oyster Bay Golf Course.

Pool

Hot Tub

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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.