Smithtown, New York holiday accommodation: short-term house rentals & properties

Scroll through and select from holiday rentals in Smithtown to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the amenities that you expect for your stay, which might include a garden and hot tub. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Find the best place to stay - Smithtown

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

Sleeps 12 · 5 bedrooms · 3+ bathrooms

Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach

Sleeps 12 · 5 bedrooms · 1+ bathroom

Top rated rentals - Smithtown

Unique and fantastic experience

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Take in the natural beauty of Smithtown

The wildlife, island views and lake are the perfect backdrop to your holiday home in Smithtown. Travellers appreciate the bird watching in this romantic city. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Smithtown

Do you want to find attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Smithtown a fun spot to go on holiday. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Stonebridge Golf Links and Country Club (2.1 mi / 3.3 km)
Town of Brookhaven Wildlife and Ecology Center (9.4 mi / 15.1 km)
Adventureland (13.5 mi / 21.7 km)
Cold Spring Harbor Laboratory (14 mi / 22.6 km)
Bethpage Black State Park Golf Course (15.5 mi / 24.9 km)
Bethpage Black (15.7 mi / 25.2 km)

Exploring the natural landscape of Smithtown

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Smithtown is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city centre:

Private (4.2 mi / 6.8 km)
Avalon Park and Preserve (4.5 mi / 7.2 km)
Lake Ronkonkoma (4.7 mi / 7.6 km)
Sunken Meadow State Park (4.8 mi / 7.7 km)
Bayard Cutting Arboretum State Park (7.9 mi / 12.7 km)
Heckscher State Park (10.4 mi / 16.7 km)

Transport to and around Smithtown

Fly into Islip, NY (ISP-MacArthur), the closest airport, located 7.1 mi (11.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Farmingdale, NY (FRG-Republic), which is 14.4 mi (23.2 km) away.

If you'd rather travel by train, you can make your way to Smithtown Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Smithtown?

Apartments are the most popular kind of holiday home in Smithtown, according to our data. Even if you've got a different idea about what you'd like, Stayz has properties in many shapes and sizes. Take a look at our options to find your perfect match.

How much does it cost to rent a holiday home in Smithtown?

A range of factors can affect what you'll pay for a holiday home in Smithtown, like the time of year, length of stay and property type. However, all our holiday homes have something in common — incredible value. Just enter your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Smithtown?

Prices for beach houses in Smithtown will vary depending on the type and size of the property and when you're travelling. Simply enter your travel dates into Stayz and how many guests to view your holiday home options and prices. From there you can use our filters to refine your search by ratings, nearby activities, amenities and more.

What are popular home amenities in Smithtown?

Some of the most popular home amenities people look for in Smithtown include nearby museums, a restaurant dining guide and an oven. Whether you're on the road with family, buddies or even pets, Stayz holiday homes have the best amenities for ultimate relaxation with the people you cherish the most.

What are the top attractions for families in Smithtown?

Keep your kids entertained at these awesome family-friendly attractions in Smithtown:

Long Island Museum of American Art, History, and Carriages
Monster Mini Golf
Crab Meadow Beach

How old do you have to be to rent a holiday home in Smithtown?

The minimum age is usually 16, 18 or 21. It can differ from one property to another on Stayz, so look at the rules of your preferred Smithtown holiday home before booking your stay.

How long can I rent a holiday home in Smithtown for?

It all depends on the Smithtown property. To view a list of options offering extended stays, simply enter your dates and number of guests into Stayz's search page. Enjoy having the entire property to yourself, along with comforts such as a fully-equipped kitchen and a backyard where the little ones can play. Keep an eye out for long-term stays that offer weekly or monthly discounts.