Smithtown Vacation Rentals

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Vacation Rentals in Smithtown

Spacious Home Located Close to Stony Brook!

Lake Grove NY

With a stay at this vacation home in Lake Grove, you'll be within a 10-minute drive of Stony Brook University and Smithaven Mall.

Kitchen

Washer

2 Bedroom Apt. in Ocean Bay Park, walk to beach and entertainment

Ocean Bay Park NY

When you stay at this vacation home in Bay Shore, you'll be by the sea, within a 15-minute walk of Ocean Beach and Great South Bay.

Kitchen

Washer

Peaceful private 2-bedroom house in Bayport. Amazing location!

Bayport NY

$247 nightly

$282 total

Apr 29 - Apr 30

Total with taxes and fees

With a stay at this vacation home in Bayport, you'll be within a 15-minute walk of Oak Road Beach and Great South Bay.

Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park

Ocean Beach NY

With a stay at this vacation home in Bay Shore, you'll be within a 15-minute walk of Ocean Beach and Great South Bay.

Kitchen

Washer

Jericho Luxe Retreat

Jericho NY

With a stay at this vacation home in Jericho, you'll be within a 15-minute drive of Bethpage Black State Park Golf Course and Cantiague Park.

Washer

Dryer

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

Brentwood NY

$135 nightly

$154 total

Apr 29 - Apr 30

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 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.

Captain's Cottage - Cold Spring Harbor Water Views

Cold Spring Harbor NY

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

Tranquil Stay

Shirley NY

$554 nightly

$633 total

Apr 29 - Apr 30

Total with taxes and fees

With a stay at this vacation home in Shirley, you'll be within a 5-minute drive of Wertheim National Wildlife Refuge and Carmans River.

Hot Tub

Kitchen

Waterview House Walking Distance from Cove Beach

Stamford CT

$845 nightly

$899 total

May 18 - May 19

Total with taxes and fees

A stay at this vacation home places you in the heart of Stamford, a short 4-minute walk from Cove Island Park and within 2 minutes by car from Chelsea Piers.

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

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

Halesite NY

A stay at this vacation home places you in the heart of Huntington, within a 5-minute drive of Huntington Hospital and Cinema Arts Center.

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.