Woodbury Vacation Rentals

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Vacation Rentals in Woodbury

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Greenwich CT

$235 nightly

$266 total

Dec 11 - Dec 12

Total with taxes and fees

With a stay at this vacation home in Greenwich, you'll be within a 15-minute drive of E. Gaynor Brennan Golf Course and Yale New Haven Health Long Ridge Medical Center.

Kitchen

Free WiFi

Charming Studio with WiFi, AC in delightful Uniondale

Uniondale NY

$159 nightly

$177 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

With a stay at this vacation home in Uniondale, you'll be within a 15-minute drive of Roosevelt Field Mall and UBS Arena.

Kitchen

Air conditioning

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

$515 nightly

$588 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

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

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

New Rochelle NY

With a stay at this vacation home, you'll be centrally located in New Rochelle, within a 10-minute drive of NewYork-Presbyterian - Westchester Hospital and Iona College.

Kitchen

Free WiFi

Spacious 4-bedroom house in charming Rye with AC

Rye NY

$2,499 nightly

$2,499 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Rye, Spacious 4-bedroom house in charming Rye with AC is a 5-minute drive from Rye Playland and 6 minutes from Emelin Theatre.

Pet friendly

Air conditioning

LUXURY BAY SHORE HOME

17 Mowbray Ave Bay Shore NY

With a stay at this vacation home in Bay Shore, you'll be within a 5-minute walk of Gilgo State Park and South Shore University Hospital.

Pet friendly

Parking included

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Brentwood NY

$144 nightly

$165 total

Dec 10 - Dec 11

Total with taxes and fees

Located in Brentwood, this vacation home is within a 5-minute drive of Hauppauge Industrial Park and Nissequogue River.

Pet friendly

Free WiFi

Beautiful Waterfront Sunset Beach House Cozy Private 3 BR Brewery Winery 1hr NYC

Northport NY

When you a stay at this vacation home in Northport, you'll be on the beach, within a 5-minute walk of Cow Harbor Park and Northport Village Park.

Hot Tub

Kitchen

BEDI MANSION - A FAMILY GETAWAY - RETREATS - FILL WITH LOTS OF SUN AND POOL Time

Syosset NY

With a stay at this vacation home, you'll be centrally located in Jericho, within a 10-minute drive of Roosevelt Field Mall and Broadway Mall.

Pool

Hot Tub

fully Modern 3 bedroom 65"smart tvs cable bluetooth speakers etc

Islip NY

Located in Islip, this vacation home is within a 5-minute drive of Bethpage Ballpark and Cohalan Court Complex.

Kitchen

Washer

Stylish Beach Home near Stamford Downtown/Beach

Stamford CT

$686 nightly

$729 total

Dec 11 - Dec 12

Total with taxes and fees

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

Kitchen

Washer

BEACH HOUSE, FIVE Minutes walk to the beach, Very Spacious

Long Beach NY

Located in Long Beach, this vacation home is within a 15-minute walk of Long Beach and Long Beach Tennis Center.

Kitchen

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.