Smithtown Vacation Rentals

Name: Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Price range: $549 total

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Smithtown

Stareway to Heaven Su

Fairfield CT

With a stay at this vacation home in Fairfield (Fairfield Beach), you'll be within a 10-minute drive of Fairfield University and South Pine Creek Beach.

Kitchen

Washer

Large Beach House Steps From Town and Ocean

Ocean Beach NY

With a stay at this vacation home in Ocean Beach, you'll be a 5-minute walk from Great South Bay and 6 minutes by foot from Ocean Beach.

Kitchen

Washer

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

Brentwood NY

$144 nightly

$165 total

Oct 21 - Oct 22

Total with taxes and fees

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

Charming Home in Seaside

Bridgeport CT

Located in Bridgeport (South End), this vacation home is within a 10-minute drive of Fairfield University and Sacred Heart University.

Kitchen

Washer

Autumn in Connecticut and a 60 minute train to Grand Central Station

Norwalk CT

With a stay at this vacation home in Norwalk (South Norwalk), you'll be within a 15-minute drive of Fairfield University and SoNo Switch Tower Museum.

Kitchen

Washer

Beach Bungalow Ocean Beach

Ocean Beach NY

With a stay at this vacation home in Ocean Beach, you'll be a 3-minute walk from Great South Bay and 6 minutes by foot from Ocean Beach.

Washer

Dryer

Peaceful 3BR Garden Cottage Long Island Escape

Coram NY

$434 nightly

$495 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this vacation home in Coram, you'll be within a 15-minute drive of Stony Brook University and Country Fair Entertainment Park.

Cheerful 5 bed Residential house.

Bridgeport CT

Located in Bridgeport (South End), this vacation home is within a 10-minute drive of Fairfield University and Sacred Heart University.

Kitchen

Washer

Spacious 4-bedroom house in charming Hicksville with AC

Hicksville NY

$1,589 nightly

$1,774 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this vacation home in Hicksville (Downtown Hicksville), you'll be within a 15-minute drive of Roosevelt Field Mall and Hofstra University.

Kitchen

Washer

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

5BR Beach House, Water Views, Steps to Beach, Backyard

Stamford CT

$926 nightly

$983 total

Nov 1 - Nov 2

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Stamford, within a 15-minute drive of Capitol Theatre and Cove Island Park.

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

Rocky Point NY

$481 nightly

$549 total

Oct 21 - Oct 22

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.

Don't see what you're looking for?

See all available properties in Smithtown

View all properties

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.