Smithtown Vacation Rentals

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Vacation Rentals in Smithtown

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

Brentwood NY

$144 nightly

$165 total

Sep 1 - Sep 2

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

Charming Home in Seaside

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be steps from University of Bridgeport and Seaside Park.

The Royal Suite - Ronkonkoma

Ronkonkoma NY

$373 nightly

$427 total

Sep 1 - Sep 2

Total with taxes and fees

With a stay at this vacation home in Ronkonkoma, you'll be within a 15-minute drive of Stony Brook University and Lake Ronkonkoma.

Cheerful 5 bed Residential house.

Bridgeport CT

With a stay at this vacation home in Bridgeport (South End), you'll be steps from University of Bridgeport and 3 minutes by foot from Seaside Park.

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Rocky Point NY

$493 nightly

$563 total

Aug 30 - Aug 31

Total with taxes and fees

When you stay at this vacation home in Rocky Point, you'll be near the beach, within a 5-minute drive of Tesla Science Center at Wardenclyffe and Clifton H. Lee Memorial Park.

Spacious 4BR Home with backyard. Near fast LIRR Direct to NYC. Malls & Shops!

Hicksville NY

Located in Hicksville, this vacation home is within a 15-minute drive of Bethpage Black State Park Golf Course and Hofstra University.

Kitchen

Free WiFi

Beautiful Ocean Park Family Vacation Rental

Ocean Bay Park NY

With a stay at this vacation home in Bay Shore, you'll be near the beach, just a 5-minute walk from Flynn's Fire Island and 11 minutes by foot from Great South Bay.

Kitchen

Washer

Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

Ocean Beach NY

When you stay at this vacation home in Bay Shore, you'll be on the beach, within a 10-minute walk of Flynn's Fire Island and Great South Bay.

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

Bayport NY

$512 nightly

$585 total

Sep 26 - Sep 27

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.

Beautiful Beach House with Large Swimming Pool in Ocean Beach

Ocean Beach NY

When you stay at this vacation home in Ocean Beach, you'll be by the sea, within a 10-minute walk of Ocean Beach and Great South Bay.

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.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Mastic NY

Located in Mastic, this vacation home is by the ocean, within a 5-minute drive of Wertheim National Wildlife Refuge and Carmans River.

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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.