Shirley Vacation Rentals, New York: homes, house rentals & more

Discover a selection of 19 homes and other vacation rentals in Shirley that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, which might include a pool and a washer and dryer. Whatever you're looking for, you'll find a rental that has what everyone needs, including accessible or non-smoking choices.

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Find the best place to stay - Shirley

Heated 40ft saline pool and deck in separate secure fenced area with all day sun

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr

Sleeps 12 · 6 bedrooms · 4+ bathrooms

Top rated rentals - Shirley

Wedding

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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Find the perfect vacation rental for your Shirley getaway

The parks and other outdoor surroundings create an inviting atmosphere in Shirley. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Shirley

Are you hoping to discover top things to see and do while you're in town? Venture out of your cozy vacation rental and experience everything that makes Shirley a fun place to get away. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

Long Island Game Farm (5.2 mi / 8.4 km)
Swan Lake Golf Club (7.6 mi / 12.2 km)
Splish Splash Water Park (10.9 mi / 17.6 km)
Out East Family Fun (12.2 mi / 19.6 km)
Jamesport Vineyards (17.4 mi / 28 km)
Boomers! Medford (5.9 mi / 9.5 km)

Exploring the natural landscape of Shirley

Whether you're an adventurous traveler or just want to take in the scenery, Shirley is a great place to get outside. Here are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city center:

Smith Point County Park (5 mi / 8 km)
Shorefront Park (8.1 mi / 13.1 km)
Fire Island National Seashore (8.4 mi / 13.6 km)
Wildwood State Park (11.5 mi / 18.5 km)
Lake Ronkonkoma (13.3 mi / 21.4 km)
Bayard Cutting Arboretum State Park (15.8 mi / 25.5 km)

Transportation to and around Shirley

The nearest airport is in Shirley, NY (WSH-Brookhaven Calabro), located 1.7 mi (2.8 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to MacArthur Airport (ISP), which is 12.1 mi (19.4 km) away.

If you prefer train travel, the main station is Mastic Shirley Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Shirley?

Houses are the most popular style of vacation rental in Shirley, according to our data. Even if you've got a different vision in mind, Vrbo has vacation homes in many shapes and sizes. Look over our options to find your perfect Shirley pad.

How much does it cost to rent a vacation rental in Shirley?

A number of things affect what you'll pay for your vacation rental in Shirley, like the season, length of stay and type of property. Still, all of our vacation homes have one thing in common — amazing value. Just enter your travel dates to find your ideal fit.

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

Prices for beach houses in Shirley differ depending on the size and style of the property and when you're traveling. Simply enter your dates of travel into Vrbo and how many guests to view vacation rental options and prices. From there you can use our filter tool to narrow your search by ratings, amenities and more.

What are popular rental amenities in Shirley?

The most popular rental amenities people are looking for in Shirley are a water view, a swimming pool and a firepit. Whether you're on a trip with family, buddies or even pets, Vrbo vacation rentals include the best amenities for starting a new adventure with the people you love.

What are the top attractions for families in Shirley?

Keeping the kids happy during your Shirley vacation is a breeze with these family-friendly attractions:

Long Island Game Farm
Bowl Long Island at Patchogue
Boomers! Medford

Are there vacation rentals with WiFi in Shirley?

Shirley has six vacation rentals with WiFi, so you'll be able to stay connected while you're on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with your family to scrolling social media, these Vrbo homes make it a cinch to go online.

How old do you have to be to rent a vacation rental in Shirley?

The minimum age is normally 16, 18 or 21. It can change between properties on Vrbo, so look at the rules of your preferred Shirley stay before booking your stay.

How long can I rent a vacation rental in Shirley for?

The amount of time you can book a Shirley vacation rental for varies depending on the property. Simply tap in your dates of travel to find options offering longer term stays. They feature all the things you need to make your extended trip more comfortable like kitchens and air conditioning. Some vacation rentals may also offer weekly or monthly discounted prices, so you can have a longer stay for less.