Smithtown Vacation Rentals

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Vacation Rentals in Smithtown

Charming Home in Seaside

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be within a 10-minute drive of Fairfield University and Seaside Park.

Washer

Dryer

Cozy 4-bedroom house with AC and WiFi in Centereach, New York.

Centereach NY

With a stay at this vacation home in Centereach, you'll be within a 5-minute drive of Stony Brook University and Smithaven Mall.

Kitchen

Washer

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

$410 nightly

$468 total

Jan 25 - Jan 26

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

Stareway to Heaven Su

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be steps from South Pine Creek Beach and 8 minutes by foot from Pine Creek Par 3 Golf Course.

Kitchen

Washer

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 5-minute drive of Fairfield University and South Benson Marina.

Kitchen

Washer

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

$134 nightly

$153 total

Jan 23 - Jan 24

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

With a stay at this vacation home in Northport, you'll be on the beach, just a 4-minute walk from Northport Village Park and 9 minutes by foot from Northport Historical Museum.

Kitchen

Washer

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

Syosset NY

A stay at this vacation home places you in the heart of Jericho, a 4-minute drive from Broadway Mall and 5 minutes from Long Island Puppet Theatre.

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

Waterfront Beach House w/ Water Views on The North Shore Long Island. 4 BRs 2BRs

Sound Beach NY

Located in Sound Beach, this vacation home is by the sea, a 3-minute drive from Cedar Beach and 5 minutes from Clifton H. Lee Memorial Park.

Kitchen

Washer

Stylish Beach Home near Stamford Downtown/Beach

Stamford CT

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

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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.