Discover a selection of 298 vacation rentals in Shirley, NY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $69 per night, and houses and cottages are popular options for a stay in Shirley. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Shirley
Destination guide

Find the perfect vacation rental for your Shirley getaway

The parks and surrounding scenery provide a peaceful ambiance to your vacation home in Shirley. You'll find plenty to explore during your stay in the area. If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.


Activities and attractions in Shirley

Are you hoping to discover attractions to see in the area? Venture out of your cozy vacation rental and check out everything that makes Shirley a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Long Island Game Farm (4.9 mi / 7.9 km)
  • Swan Lake Golf Club (6.9 mi / 11.1 km)
  • Hidden Vineyard (8.8 mi / 14.1 km)
  • Splish Splash Water Park (10.6 mi / 17 km)
  • Baiting Hollow Farm Vineyard (11.4 mi / 18.4 km)
  • Out East Family Fun (11.7 mi / 18.9 km)
Natural features

Exploring the natural features in Shirley

Whether you're an active traveler or just want to spend some time taking in the scenery, Shirley is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Smith Point County Park (5.9 mi / 9.5 km)
  • Country Fair Entertainment Park (6.8 mi / 11 km)
  • Cupsogue County Park (7.5 mi / 12.1 km)
  • Shorefront Park (8.4 mi / 13.5 km)
  • Fire Island National Seashore (8.6 mi / 13.8 km)
  • Grumman Memorial Park (8.8 mi / 14.2 km)
How to get there

Transportation to and around Shirley

The nearest airport is in Shirley, NY (WSH-Brookhaven Calabro), located 0.8 mi (1.2 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Islip, NY (ISP-MacArthur), which is 11.9 mi (19.2 km) away.

If you're traveling by train, the main station serving the city is Mastic Shirley Station.

How many vacation rentals are available around Shirley, NY?

Our 2021 property listings offer a large selection of 298 vacation rentals around Shirley. From 279 house rentals to 30 cottage rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

Can I rent Houses in Shirley?

Yes, of course. Vrbo has 279 Houses in Shirley. Our other popular types of vacation rentals in Shirley include:

  • Cottages: 30 rentals available
  • Cabins: 30 rentals available
  • Condos/Apartments: 9 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Shirley?

Yes, you can select your preferred vacation rental with pool among our 142 vacation rentals with pool available in Shirley. Please use our search bar to access the selection of vacation rentals available.